Large group vacation rentals in Chicago, IL

Explore 217 large group vacation rentals, homes, and villas in Chicago, IL for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Air Condition Homes, Homes with Fitness Center and Best Affordable Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $57 per night and homes offering up to 9 bedrooms and 7 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

217 Great for Groups in Chicago

Plymouth Collection: 2BD with Lobby, Gym, Rooftop

Chicago, IL, US
2 Bedrooms 4 Guests
Aug 31 - Sep 2
$125 night

Welcome to The Plymouth Chicago, a historic 1899 landmark in the heart of Printers Row. Beautifully renovated in 2018 and thoughtfully redesigned in 2026, this stylish studio blends classic Chicago architecture with modern comfort. Enjoy top-floor living on the 9th floor, with added privacy and abundant natural light. The space includes a full kitchen, cozy living area, and in-unit laundry—perfect for longer stays. Play pool in the lobby, head up to the rooftop to grill, or workout in the gym! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping area features two comfortable beds both with double sized beds designed for restful nights, whether you’re visiting for business or a weekend getaway. Clean lines and modern touches create a relaxing environment to recharge. The bathroom is bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: One bedroom features a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 3BD 2BA with Gym & Rooftop

Chicago, IL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 2
$151 night

Welcome to The Plymouth Chicago—an 1899 landmark brought to life with modern style and comfort! This freshly redesigned studio features a full kitchen, cozy living area, and in-unit laundry, making it perfect for longer stays. Enjoy the building’s lobby featuring a pool table, fitness center, and stunning rooftop with grills. Steps from Printers Row cafés, Millennium Park, and all of downtown, it’s the ideal spot for both work and play. Book your stay and experience Chicago at its best! This newly renovated place located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom features a king bed while the other two feature double beds sleeping a total of 6 guests. Clean lines and modern touches create a relaxing environment to recharge. Both bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. All bedrooms have been recently painted and might be slightly different than current photos. Amenities Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 2BD with Lobby, Gym, Rooftop

Chicago, IL, US
2 Bedrooms 4 Guests
Aug 28 - 30
$520 night

Welcome to The Plymouth Chicago, a historic 1899 landmark in the heart of Printers Row. Beautifully renovated in 2018 and thoughtfully redesigned in 2026, this stylish place blends classic Chicago architecture with modern comfort. Enjoy a full kitchen, cozy living area, and in-unit laundry—perfect for longer stays. Play pool in the lobby, head up to the rooftop to grill, or workout in the gym. Just minutes from all Chicago attractions, it’s an ideal home base for business travelers and city explorers alike. This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen This unit is designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping area features two comfortable beds both, one double sized bed and one king sized bed designed for restful nights, whether you’re visiting for business or a weekend getaway. Clean lines and modern touches create a relaxing environment to recharge. The bathroom is bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: One bedroom features a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 3BD 2BA with Gym & Rooftop

Chicago, IL, US
3 Bedrooms 6 Guests
Aug 30 - Sep 1
$163 night

Welcome to The Plymouth Chicago—an 1899 landmark brought to life with modern style and comfort! This freshly redesigned studio features a full kitchen, cozy living area, and in-unit laundry, making it perfect for longer stays. Enjoy the building’s lobby featuring a pool table, fitness center, and stunning rooftop with grills. Steps from Printers Row cafés, Millennium Park, and all of downtown, it’s the ideal spot for both work and play. Book your stay and experience Chicago at its best! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom feature a king bed while the other two feature double beds sleeping a total of 6 guests. Clean lines and modern touches create a relaxing environment to recharge. Both bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. All bedrooms have been recently painted and might be slightly different than current photos. Amenities Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: Top Floor with Gym & Rooftop

Chicago, IL, US
2 Bedrooms 4 Guests
Aug 29 - 31
$394 night

Welcome to The Plymouth Chicago, a historic 1899 landmark in the heart of Printers Row. Beautifully renovated in 2018 and thoughtfully redesigned in 2026, this stylish studio blends classic Chicago architecture with modern comfort. Enjoy top-floor living on the 11th floor, with added privacy and abundant natural light. The space includes a full kitchen, cozy living area, and in-unit laundry—perfect for longer stays. Play pool in the lobby, head up to the rooftop to grill, or workout in the gym! This newly renovated place located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away! Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping area features two comfortable beds both with double sized beds designed for restful nights, whether you’re visiting for business or a weekend getaway. Clean lines and modern touches create a relaxing environment to recharge. The bathroom is bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: One bedroom features a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 2BD with Lobby, Gym, Rooftop

Chicago, IL, US
2 Bedrooms 4 Guests
Aug 29 - 31
$342 night

Welcome to The Plymouth Chicago, a historic 1899 landmark in the heart of Printers Row. Beautifully renovated in 2018 and thoughtfully redesigned in 2026, this stylish studio blends classic Chicago architecture with modern comfort. Enjoy a full kitchen, cozy living area, and in-unit laundry—perfect for longer stays. Play pool in the lobby, head up to the rooftop to grill, or workout in the gym. Just minutes from all attractions, it’s an ideal home base for business travelers and city explorers. This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping area features two comfortable beds both with double sized beds designed for restful nights, whether you’re visiting for business or a weekend getaway. Clean lines and modern touches create a relaxing environment to recharge. The bathroom is bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: One bedroom features a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: Top Floor w/ Rooftop & Lobby

Chicago, IL, US
4 Bedrooms 8 Guests
Aug 30 - Sep 1
$273 night

Discover The Plymouth Chicago, a historic 1899 landmark offering 30 stylish apartments right in the heart of downtown. This apartment located on the 11th floor features a full kitchen, in-unit laundry, and comfortable living spaces, . Enjoy amenities like a lobby pool table, fitness center, and a rooftop with grills and stunning city views. Located steps from Printers Row, Millennium Park, and various attractions, it’s the perfect base for exploring Chicago. Book your stay today! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. Two bedrooms feature a king sized bed and the other two bedrooms feature double sized beds. Clean lines and modern touches create a relaxing environment to recharge. The three full sized bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 10:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 4BD 3BA with Rooftop & Lobby

Chicago, IL, US
4 Bedrooms 8 Guests
Aug 23 - 25
$296 night

Discover The Plymouth Chicago, a historic 1899 landmark offering 30 stylish apartments right in the heart of downtown. This apartment features a full kitchen, in-unit laundry, and comfortable living spaces, perfect for families and extended stays. Enjoy amenities like a lobby pool table, fitness center, and a rooftop with grills and stunning city views. Located steps from Printers Row, Millennium Park, and various attractions, it’s the perfect base for exploring Chicago. Book your stay now! This newly renovated place located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom features a king sized bed and the other three bedrooms feature double sized beds. Clean lines and modern touches create a relaxing environment to recharge. The three full sized bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Parking We include parking for one vehicle in the lot directly across the street at no additional charge! Any additional vehicles will receive a discounted rate. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 10:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 4BD 3BA High Floor with Gym

Chicago, IL, US
4 Bedrooms 8 Guests
Aug 24 - 26
$241 night

Discover The Plymouth Chicago, a historic 1899 landmark offering 30 stylish apartments right in the heart of downtown. This apartment located on the 10th floor features a full kitchen, in-unit laundry, and comfortable living spaces, . Enjoy amenities like a lobby pool table, fitness center, and a rooftop with grills and stunning city views. Located steps from Printers Row, Millennium Park, and various attractions, it’s the perfect base for exploring Chicago. Book your stay today! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom feature a king sized bed while the other three bedrooms feature double sized beds. Clean lines and modern touches create a relaxing environment to recharge. The three full sized bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 10:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 2BD with Lobby, Gym, Rooftop

Chicago, IL, US
2 Bedrooms 4 Guests
Aug 28 - 30
$504 night

Welcome to The Plymouth Chicago, a historic 1899 landmark in the heart of Printers Row. Beautifully renovated in 2018 and thoughtfully redesigned in 2026, this stylish studio blends classic Chicago architecture with modern comfort. Enjoy a full kitchen, cozy living area, and in-unit laundry—perfect for longer stays. Play pool in the lobby, head up to the rooftop to grill, or workout in the gym. Just minutes from all attractions, it’s an ideal home base for business travelers and city explorers. This newly renovated plcae is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping area features two comfortable beds both with double sized beds designed for restful nights, whether you’re visiting for business or a weekend getaway. Clean lines and modern touches create a relaxing environment to recharge. The bathroom is bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: One bedroom features a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 2BD with Lobby, Gym, Rooftop

Chicago, IL, US
2 Bedrooms 4 Guests
Aug 28 - 30
$509 night

Welcome to The Plymouth Chicago, a historic 1899 landmark in the heart of Printers Row. Beautifully renovated in 2018 and thoughtfully redesigned in 2026, this stylish studio blends classic Chicago architecture with modern comfort. Enjoy a full kitchen, cozy living area, and in-unit laundry—perfect for longer stays. Play pool in the lobby, head up to the rooftop to grill, or workout in the gym. Just minutes from all attractions, it’s an ideal home base for business travelers and city explorers. This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping area features two comfortable beds both with double sized beds designed for restful nights, whether you’re visiting for business or a weekend getaway. Clean lines and modern touches create a relaxing environment to recharge. The bathroom is bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: One bedroom features a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 3BD 2BA with Gym & Rooftop

Chicago, IL, US
3 Bedrooms 6 Guests
Aug 27 - 29
$591 night

Welcome to The Plymouth Chicago—an 1899 landmark brought to life with modern style and comfort! This freshly redesigned studio features a full kitchen, cozy living area, and in-unit laundry, making it perfect for longer stays. Enjoy the building’s lobby featuring a pool table, fitness center, and stunning rooftop with grills. Steps from Printers Row cafés, Millennium Park, and all of downtown, it’s the ideal spot for both work and play. Book your stay and experience Chicago at its best! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom feature a king bed while the other two feature double beds sleeping a total of 6 guests. Clean lines and modern touches create a relaxing environment to recharge. Both bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenities Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 3BD 2BA with Gym & Rooftop

Chicago, IL, US
3 Bedrooms 6 Guests
Aug 26 - 28
$381 night

Welcome to The Plymouth Chicago—an 1899 landmark brought to life with modern style and comfort! This freshly redesigned studio features a full kitchen, cozy living area, and in-unit laundry, making it perfect for longer stays. Enjoy top floor living as this unit sits on the 9th level. The building also features a pool table, fitness center, and stunning rooftop with grills. Steps from Printers Row cafés, Millennium Park, and all of downtown, it’s the ideal spot for both work and play! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom feature a king bed while the other two feature double beds sleeping a total of 6 guests. Clean lines and modern touches create a relaxing environment to recharge. Both bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. All bedrooms have been recently painted and might be slightly different than current photos. Amenities Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 4BD 3BA with Rooftop & Lobby

Chicago, IL, US
4 Bedrooms 8 Guests
Aug 23 - 25
$316 night

Discover The Plymouth Chicago, a historic 1899 landmark offering 30 stylish apartments right in the heart of downtown. This apartment located on the 9th floor features a full kitchen, in-unit laundry, and comfortable living spaces. Enjoy amenities like a lobby pool table, fitness center, and a rooftop with grills and stunning city views. Located steps from Printers Row, Millennium Park, and various attractions, it’s the perfect base for exploring Chicago. Book your stay today! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedrooms feature a king sized bed while the other three bedrooms feature double sized beds. Clean lines and modern touches create a relaxing environment to recharge. The three full sized bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. All bedrooms have been recently painted and might be slightly different than the current photos. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 10:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 3BD 2BA High Floor with Gym

Chicago, IL, US
3 Bedrooms 6 Guests
Aug 28 - 30
$729 night

Welcome to The Plymouth Chicago—an 1899 landmark brought to life with modern style and comfort! This freshly redesigned studio features a full kitchen, cozy living area, and in-unit laundry, making it perfect for longer stays. Enjoy top floor living as this unit sits on the 10th level. The building also features a pool table, fitness center, and stunning rooftop with grills. Steps from Printers Row cafés, Millennium Park, and all of downtown, it’s the ideal spot for both work and play! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom feature a king bed while the other two feature double beds sleeping a total of 6 guests. Clean lines and modern touches create a relaxing environment to recharge. Both bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenities Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 2BD with Lobby, Gym, Rooftop

Chicago, IL, US
2 Bedrooms 4 Guests
Aug 27 - 29
$364 night

Welcome to The Plymouth Chicago, a historic 1899 landmark in the heart of Printers Row. Beautifully renovated in 2018 and thoughtfully redesigned in 2026, this stylish studio blends classic Chicago architecture with modern comfort. Enjoy a full kitchen, cozy living area, and in-unit laundry—perfect for longer stays. Play pool in the lobby, head up to the rooftop to grill, or workout in the gym. Just minutes from all attractions, it’s an ideal home base for business travelers and city explorers. This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping area features two comfortable beds both with double sized beds designed for restful nights, whether you’re visiting for business or a weekend getaway. Clean lines and modern touches create a relaxing environment to recharge. The bathroom is bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: One bedroom features a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 3BD 2BA with Gym & Rooftop

Chicago, IL, US
3 Bedrooms 6 Guests
Aug 28 - 30
$645 night

Welcome to The Plymouth Chicago—an 1899 landmark brought to life with modern style and comfort! This freshly redesigned studio features a full kitchen, cozy living area, and in-unit laundry, making it perfect for longer stays. Enjoy the building’s lobby featuring a pool table, fitness center, and stunning rooftop with grills. Steps from Printers Row cafés, Millennium Park, and all of downtown, it’s the ideal spot for both work and play. Book your stay and experience Chicago at its best! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom features a king bed while the other two feature double beds sleeping a total of 6 guests. Clean lines and modern touches create a relaxing environment to recharge. Both bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenities Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 4BD 3BA with Rooftop & Lobby

Chicago, IL, US
4 Bedrooms 8 Guests
Aug 23 - 25
$282 night

Discover The Plymouth Chicago, a historic 1899 landmark offering 30 stylish apartments right in the heart of downtown. This apartment features a full kitchen, in-unit laundry, and comfortable living spaces, perfect for families and extended stays. Enjoy amenities like a lobby pool table, fitness center, and a rooftop with grills and stunning city views. Located steps from Printers Row, Millennium Park, and various attractions, it’s the perfect base for exploring Chicago. Book your stay now! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom features a king sized bed and the other three bedrooms feature double sized beds. Clean lines and modern touches create a relaxing environment to recharge. The three full sized bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. *Please note that this unit is currently undergoing a full repaint. As a result, wall colors and decor may vary slightly from what is shown in the photos. However, the layout and bed sizes will remain exactly the same. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 10:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 4BD 3BA with Rooftop & Lobby

Chicago, IL, US
4 Bedrooms 8 Guests
Aug 25 - 27
$225 night

Discover The Plymouth Chicago, a historic 1899 landmark offering 30 stylish apartments right in the heart of downtown. This apartment features a full kitchen, in-unit laundry, and comfortable living spaces, perfect for families and extended stays. Enjoy amenities like a lobby pool table, fitness center, and a rooftop with grills and stunning city views. Located steps from Printers Row, Millennium Park, and various attractions, it’s the perfect base for exploring Chicago. Book your stay now! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom feature a king sized bed and the other three bedrooms feature double sized beds. Clean lines and modern touches create a relaxing environment to recharge. The three full sized bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Parking We include parking for one vehicle in the lot directly across the street at no additional charge! Any additional vehicles will receive a discounted rate. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. If arriving by train, several stations on the Chicago ’L’ are within walking distance. The closest is Harrison Station, about a 4-minute walk away, providing direct access north to downtown attractions and south to neighborhoods across the city. LaSalle Station is also nearby and offers a direct train to O’Hare International Airport. For travelers arriving by air, the property is approximately a 20-minute drive from Chicago Midway International Airport and about 30–40 minutes from O’Hare International Airport depending on traffic. Taxis, rideshares, and CTA buses are widely available throughout the area, and many of Chicago’s top destinations are easily reachable by foot from the building. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 10:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 3BD 2BA with Gym & Rooftop

Chicago, IL, US
3 Bedrooms 6 Guests
Aug 27 - 29
$661 night

Welcome to The Plymouth Chicago—an 1899 landmark brought to life with modern style and comfort! This freshly redesigned studio features a full kitchen, cozy living area, and in-unit laundry, making it perfect for longer stays. Enjoy the building’s lobby featuring a pool table, fitness center, and stunning rooftop with grills. Steps from Printers Row cafés, Millennium Park, and all of downtown, it’s the ideal spot for both work and play. Book your stay and experience Chicago at its best! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. All the bedrooms feature double beds sleeping a total of 6 guests. Clean lines and modern touches create a relaxing environment to recharge. Both bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenities Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Parking We include parking for one vehicle in the lot directly across the street at no additional charge! Any additional vehicles will receive a discounted rate. *Please note that this unit is currently undergoing a full repaint. As a result, wall colors and decor may vary slightly from what is shown in the photos. However, the layout and bed sizes will remain exactly the same. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms features a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 4BD 3BA with Rooftop & Lobby

Chicago, IL, US
4 Bedrooms 8 Guests
Aug 23 - 25
$300 night

Discover The Plymouth Chicago, a historic 1899 landmark offering 30 stylish apartments right in the heart of downtown. This apartment features a full kitchen, in-unit laundry, and comfortable living spaces, perfect for families and extended stays. Enjoy amenities like a lobby pool table, fitness center, and a rooftop with grills and stunning city views. Located steps from Printers Row, Millennium Park, and various attractions, it’s the perfect base for exploring Chicago. Book your stay now! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom feature a king sized bed and the other three bedrooms feature double sized beds. Clean lines and modern touches create a relaxing environment to recharge. The three full sized bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Parking We include parking for one vehicle in the lot directly across the street at no additional charge! Any additional vehicles will receive a discounted rate. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 4BD 3BA with Rooftop & Lobby

Chicago, IL, US
4 Bedrooms 8 Guests
Aug 23 - 25
$309 night

Discover The Plymouth Chicago, a historic 1899 landmark offering 30 stylish apartments right in the heart of downtown. This apartment features a full kitchen, in-unit laundry, and comfortable living spaces, perfect for families and extended stays. Enjoy amenities like a lobby pool table, fitness center, and a rooftop with grills and stunning city views. Located steps from Printers Row, Millennium Park, and various attractions, it’s the perfect base for exploring Chicago. Book your stay now! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom feature a king sized bed and the other three bedrooms feature double sized beds. Clean lines and modern touches create a relaxing environment to recharge. The three full sized bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. All bedrooms have been recently painted and might be slightly different than the current photos. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Parking We include parking for one vehicle in the lot directly across the street at no additional charge! Any additional vehicles will receive a discounted rate. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 10:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 4BD 3BA with Rooftop & Lobby

Chicago, IL, US
4 Bedrooms 8 Guests
Aug 29 - 31
$618 night

Discover The Plymouth Chicago, a historic 1899 landmark offering 30 stylish apartments right in the heart of downtown. This apartment features a full kitchen, in-unit laundry, and comfortable living spaces, perfect for families and extended stays. Enjoy amenities like a lobby pool table, fitness center, and a rooftop with grills and stunning city views. Located steps from Printers Row, Millennium Park, and various attractions, it’s the perfect base for exploring Chicago. Book your stay now! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features a comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom feature a king sized bed and the other three bedrooms feature double sized beds. Clean lines and modern touches create a relaxing environment to recharge. The three full sized bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. All bedrooms have been recently painted and might be slightly different than the current photos. Amenties Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 10:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

Plymouth Collection: 3BD 2BA with Gym & Rooftop

Chicago, IL, US
3 Bedrooms 6 Guests
Sep 11 - 13
$660 night

Welcome to The Plymouth Chicago—an 1899 landmark brought to life with modern style and comfort! This freshly redesigned studio features a full kitchen, cozy living area, and in-unit laundry, making it perfect for longer stays. Enjoy the building’s lobby featuring a pool table, fitness center, and stunning rooftop with grills. Steps from Printers Row cafés, Millennium Park, and all of downtown, it’s the ideal spot for both work and play. Book your stay and experience Chicago at its best! This newly renovated place is located in the historic Printers Row at the iconic Plymouth Building. Originally built in 1899 during Chicago’s booming printing and publishing era, this building has been beautifully preserved and thoughtfully renovated in 2016 when it was marked as an official historic landmark. The entire building was redesigned in March 2026, complete with new furniture and amenities. Nestled just south of The Loop, you’ll be surrounded by historic architecture, charming cafés, bookstores, and some of Chicago’s most iconic attractions—all just minutes away. Living Room & Kitchen Designed for both comfort and convenience. The inviting living space offers a cozy place to relax after a day exploring the city or attending meetings downtown. Large windows provide natural light while the thoughtfully designed layout makes the space feel open and welcoming. The fully equipped kitchen includes everything you need to cook a meal, make your morning coffee, or enjoy a quick bite before heading out to explore Chicago. Bedroom & Bathroom The sleeping areas features comfortable beds designed for restful nights, whether you’re visiting for business or a weekend getaway. One bedroom features a king and the other feature double beds sleeping a total of 6 guests. Clean lines and modern touches create a relaxing environment to recharge. Both bathrooms are bright and modern, stocked with essentials and fresh towels to make your stay easy and comfortable. Amenities Guests also have access to wonderful shared spaces throughout the building. The stylish lobby includes a lounge area with a pool table and a conference room, perfect for casual meetings or relaxing with friends. Head up to the rooftop to enjoy outdoor seating, grills, and a ping pong table—an ideal spot to unwind, enjoy the skyline views, and experience Chicago from above. The fitness center is open 24/7 and is equipped with all the essentials needed for a complete workout. Guests will have access to the entire unit as well as all common areas. For guests driving to the building, there is a paid parking lot directly across the street and several other parking garages within walking distance. We recommend using SpotHero to find the best prices during your stay. Getting around is effortless with several CTA train stations and bus routes just steps away, providing quick access throughout the city. Millennium Park, Buckingham Fountain, Navy Pier, the Magnificent Mile, Soldier Field, and Museum Campus are all within a 5–15 minute drive or transit ride. Midway International Airport is approximately 20–25 minutes away by car, while O’Hare International Airport is about 30–40 minutes away, making travel convenient for every guest. Check-In and Check-Out: Check-in time is 4:00 PM, and check-out time is 11:00 AM. If you require early check-in or late check-out, please let us know in advance, and we’ll do our best to accommodate your request. No Smoking: For the comfort of all guests, smoking is strictly prohibited within the unit or on the rooftop. Pet Policy: We adore pets, but unfortunately, the property is not pet-friendly. We appreciate your understanding in adhering to this policy. Quiet Enjoyment: Respect for fellow residents and neighbors is paramount. Please keep noise levels at a considerate level, especially during quiet hours, to maintain a peaceful environment. Rooftop: The rooftop will be open from 8AM - 10PM. Please clean up after yourself if you utilize this space. Maximum Occupancy: The maximum number of guests allowed in the house is as indicated in your booking details. Hosting additional overnight guests without prior approval is not permitted. Security: To abide by all legal requirements and building security rules, you will be asked to provide a copy of your official government-issued photo ID, confirm your contact information, provide a valid credit card with a name that matches your ID, and pass through our verification portal. Security deposit of $250 will be required before check in. Heating and Cooling: As part of The Plymouth’s historic charm, the building operates on a centralized, seasonally adjusted climate system. This means the property runs on either heating or cooling depending on the season. Guests can personalize their in-room unit for comfort, including adjusting temperature and turning it off, as well as opening and closing windows, but cannot switch between heat and AC. We appreciate your understanding as we provide a balanced and comfortable experience for all guests. Please note: Two bedrooms feature a partial-height wall that does not extend fully to the ceiling, making the space partially open at the top that can be viewed on the living room photos. License Number: 3069885 License number: 3069885

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