Affordable vacation rentals in Chicago, IL

Explore 216 affordable vacation rentals, homes, and villas in Chicago, IL for your next getaway or business trip. With options for a range of budgets, find fully-equipped homes with premium amenities such as Air Condition Homes, Homes with Fitness Center and Great for Groups. Throughout your stay, enjoy the space, convenience, and flexibility of a private home, all without stretching your budget. With options starting as low as $50 per night and homes offering up to 9 bedrooms and 7 bathrooms, it's easy to book a personalized stay, complete with 24/7 local support and high-speed Wi-Fi. Plus, Marriott Bonvoy members earn points on every stay. Book your next escape at an affordable rate.

216 Best Affordable Homes in Chicago

Near O’hare • Personal Gym & Balcony • Safe Area

Chicago, Illinois, US
1 Bedrooms 4 Guests
Feb 2 - 4
$60 night

Welcome to River Chicago 611 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections. ✨ Much cheaper than a hotel, and definitely bigger and more comfortable than the four star hotels on the other side of the creek.✨ Welcome to your modern 1-Bedroom getaway in Chicago! This inviting condominium features a cozy living room with a private balcony, a well-equipped kitchen, and a compact fitness area. The restful bedroom and sleek bathroom complete the space. Perfect for a comfortable and convenient urban stay. ⭐ HIGHLIGHTS ⭐ ▪️ 1 Bedroom: 1 Queen Bed ▪️ 1 Full Bathroom w/ Bathtub: Towels and Complimentary Toiletries ▪️ Full Kitchen w/ High-Quality Appliances ▪️ Spacious Living Area w/ Couch + Smart TV ▪️ Balcony ⛅ ▪️ Gym/Fitness Equipment: treadmill, yoga mat, adjustable dumbbells ▪️ High-speed Wi-Fi + multiple laptop-friendly ▪️ Air conditioning is in the living room only ▪️ Shared Washer and Dryer (Coin-Operated) ▪️ Free assigned parking (1 vehicle) ▪️ Furry friends are welcome! ▪️ Maximum Capacity: 4 ⭐ BEDROOM ⭐ Unwind in a serene and inviting bedroom designed for rest and relaxation. With cozy furnishings, ample storage, and a peaceful ambiance, it’s the perfect retreat after a day of exploring or working. Enjoy a restful night’s sleep in this comfortable and well-appointed space. ▪️ Master bedroom: Queen-sized bed ✔️ Smart TV ✔️ Walk-in closet ✔️ Seating for 2 ⭐ BATHROOM ⭐ Enjoy a compact yet functional bathroom designed for efficiency and comfort. Featuring modern fixtures and a clean design, it provides a practical space to refresh and rejuvenate with everything you need for a quick and convenient experience. ▪️ Full bathroom: Common area ✔️ Bathtub ✔️ Fresh and clean towels ✔️ Complimentary shampoo, conditioner, and body wash ⭐ KITCHEN & DINING ⭐ A well-equipped kitchen with modern appliances. The adjacent dining area offers a comfortable space to enjoy meals, whether you’re cooking at home or having a casual bite. This practical setup is perfect for all your dining needs. ✔️ High-quality appliances ✔️ Full size fridge ✔️ Stove, oven, microwave ✔️ Coffee maker ✔️ Dishware and dining utensils ✔️ Essential cooking utensils ✔️ Stocked with basic supplies: paper towels, trash bags, etc ✔️ Dining table for 4 ⭐ LIVING ROOM ⭐ Unwind in a comfortable living room that seamlessly connects to a private balcony. Enjoy a cozy space for relaxation and entertainment, while the balcony offers a perfect retreat for fresh air and scenic views. It’s an ideal setting for both indoor and outdoor living. ✔️ Comfortable sofa: seats 5-6 ✔️ Smart TV ✔️ Balcony ⭐ GYM/FITNESS AREA ⭐ Make the most of a compact fitness area right in the living room. With limited equipment, it’s ideal for quick workouts and maintaining your routine. This convenient setup allows you to stay active and fit without needing to leave home, all while fitting seamlessly into your living space. ✔️ Treadmill ✔️ Dumbbells ✔️ Stationary Bike ⭐ LAUNDRY ⭐ Our convenient laundry area makes keeping up with chores effortless. Equipped with essential appliances, it’s designed to handle your laundry needs efficiently and seamlessly. ✔️ Shared Washer and Dryer (Coin-Operated) ✨Don’t miss out on this fantastic vacation home! Book now to experience the best of Chicago with all the comforts of a home away from home. ✨ ✨Book Today & Let Us Take Care Of You In Chicago! ✨

Private Workspace • Sleeps4 • Modern Stylish Stay

Chicago, Illinois, US
1 Bedrooms 4 Guests
Sep 1 - 3
$63 night

Welcome to Waveland Chicago 568 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections. Step into this sleek 1BR in Chicago, where modern design meets functionality. With its chic black and gold furnishings, the space exudes a sophisticated yet comfortable vibe—perfect for both work and relaxation. Whether you’re here to explore or get things done, this stylish retreat offers the perfect blend of productivity and style. ⭐ HIGHLIGHTS ⭐ ▪️ Unit No.: 1A ▪️ 1 Bedroom: 1x King Bed ▪️ 1 Full Bathroom w/ Complimentary Toiletries ▪️ Fully Equipped Kitchen ▪️ Spacious Living Area ▪️ Free Wi-Fi and Workspace ▪️ Central Air Conditioning & Heating ▪️ On-site Washer and Dryer ▪️ Street Parking, Garage and Carport Parking ▪️ Furry friends are welcome! ▪️ Maximum Capacity: 4 Note: Before booking, please ensure that you have reviewed the “Other Things to Note” and “House Rules” sections. ⭐ BEDROOM ⭐ The chic color palette creates a calming atmosphere, perfect for unwinding after a busy day. Ideal for restful sleep or simply enjoying some quiet time. ▪️ Master Bedroom: King bed ✔️ Smart TV ✔️ Full body mirror ✔️ Closet ✔️ Iron and ironing board ▪️ Additional sleeping space ✔️Sofa in the living room ✔️Air mattresses are available upon request prior to your stay. ✔️Extra pillows and blankets upon request ⭐ BATHROOM ⭐ A clean, calming space designed for comfort, perfect for refreshing and unwinding. ▪️ Bathroom 1: Full Bathroom - Common Area ✔️ Fresh towels ✔️ Shampoo, conditioner and body wash ✔️ Hair dryer ✔️ Washer and dryer ⭐ KITCHEN & DINING ⭐ A well-equipped kitchen and cozy dining area, perfect for cooking and enjoying meals in comfort. ✔️ Refrigerator ✔️ Stove, oven, microwave, toaster, blender, electric kettle, rice cooker ✔️ Coffee maker ✔️ Dishwasher ✔️ Dishware and dining utensils ✔️ Essential cooking utensils ✔️ Stocked with basic supplies: paper towels, trash bags, etc. ✔️ Cozy dining table for 4 ⭐ LIVING ROOM ⭐ With stylish furnishings and a cozy atmosphere, it’s the ideal spot to unwind after a long day. ✔️ Comfortable sofa: seats 8 ✔️ Smart TV ✔️ Board games ⭐ WORKSPACE ⭐ A focused, comfortable area designed for productivity, the workspace is perfect for getting work done or catching up on emails. ✔️ Desk and chair ✔️ Monitor ✔️ Keyboard and mouse ✨ Don’t miss out on this fantastic vacation home! Book now to experience the best of Chicago with all the comforts of a home away from home. ✨ ✨ Book Today & Let Us Take Care Of You In Chicago! ✨

2 Mi to Rainbow Beach Park: South Side Charmer!

Chicago, IL, US
2 Bedrooms 4 Guests
Sep 2 - Oct 4
$76 night

Walk to 83rd St Station | Off-Street Parking | 13 mi to the Loop | Shared Laundry Make yourself at home in this cozy 2-bedroom, 1-bath vacation rental on the laid-back South Side — perfect for your next extended escape to the Windy City! In addition to featuring a large backyard, this unit is also just 2 miles from the golden sands of Rainbow Beach Park. Soak up lakefront views and wander the breezy trails by foot or bike. Your Chi-Town adventure starts here! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed OUTDOOR LIVING - Furnished porch - Private yard  INDOOR LIVING - Flat-screen TV - Shower/tub combo, walk-in closet KITCHEN - Stove/oven, refrigerator, microwave - Drip coffee maker, coffee & tea provided, blender - Cooking basics, dishware & flatware - Dining table w/ chairs, breakfast bar w/ stool GENERAL - Free WiFi, keyless entry - Central heating, window A/C units, ceiling fans - Linens & towels, shared washer & dryer FAQ - Pet fee (paid pre-trip) - Quiet hours (8:00 PM-8:00 AM) - Long-term renters on-site (upper level) - 3 exterior security cameras (facing out) ACCESSIBILITY - Single-story apartment on main level - Exterior stairs to enter - Laundry room on lower level PARKING - Garage (1 vehicle) - Free street parking (first-come, first-served) -- THE LOCATION -- - 2 miles to Rainbow Beach Park: 60 acres, lake access, beach, dunes, playgrounds, gym, garden, courts - 3 miles to Calumet Park Beach - 4 miles to Jackson Park - 12 miles to Navy Pier - 15 miles to Skydeck Chicago - 13 miles to Chicago Midway International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes, max 1) - No events, parties, or large gatherings - Please observe quiet hours from 8:00 PM to 8:00 AM - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION: - This single-story apartment on the main level requires exterior stairs to enter. Interior stairs are required to access the shared laundry room on the lower level - Long-term renters live on-site, in a completely separate upstairs unit, and may be present during your stay. The laundry room is shared - Your safety matters. This property features 3 exterior security cameras. Camera 1 is on the front facing the entryway. Camera 2 is on the back facing the backyard. Camera 3 is on the side facing the side of the home. The cameras are outward facing and do not look into interior spaces. The cameras actively record video

Apt 5 Mi to Chicago Loop: Walk to Public Transit!

Chicago, IL, US
1 Bedrooms 2 Guests
Sep 30 - Nov 1
$84 night

Dog Welcome w/ Fee | Smart TV | On-Site Laundry Planning an extended stay in Chicago? This 1-bedroom, 1-bath vacation rental is the ideal base, with all the comforts of home and a prime location at your fingertips! Between your morning coffee and evening wind down, explore city staples like Millenium Park, the Art Institute of Chicago, and the Riverwalk — all easily accessed from the bus stop less than 2 blocks from your door. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom: 1 queen bed MAIN FEATURES - Smart TV - Patio w/ plastic garden chair KITCHEN - Refrigerator, stove/oven - Drip coffee maker, air fryer, slow cooker, toaster oven, blender - Cooking basics, dishware & flatware, trash bags & paper towels - Dining table GENERAL - Free WiFi - Portable A/C unit, central heating - Washer, dryer, hangers - Linens & towels, conditioner, body wash FAQ - Pet fee (paid pre-trip) - Quiet hours (8:00 PM to 8:00 AM) - 4 exterior security cameras (facing out) - Homeowner on-site (separate unit) ACCESSIBILITY - Single-story apartment on 1st floor, 3 interior steps to enter PARKING - Free street parking (first-come, first-served) -- THE LOCATION -- - Within walking distance of public transit w/ stops at the Loop - 5 miles to Chicago Loop: Millenium Park, the Art Institute of Chicago, Cloud Gate, Skydeck Chicago, Grant Park, Riverwalk - 7 miles to Navy Pier, McCormick Place - 6-10 miles to Field Museum, Shedd Aquarium, Lincoln Park Zoo - 12 miles to the University of Chicago, DuSable Black History Museum - 8 miles to Chicago Midway International Airport & 21 miles to Chicago O'Hare International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $200 fee (+ fees & taxes, dogs only, 1 max) - No events, parties, or large gatherings - Please observe quiet hours from 8:00 PM to 8:00 AM - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - The homeowner lives on-site, in a completely separate unit, and may be present during your stay - This single-story apartment is on the building's 1st floor and requires 3 interior steps to enter - Your safety matters. This property features 4 exterior security cameras: 1 camera is a doorbell device with an exterior security camera facing the front outdoor entry, 1 camera is on the building's front facing the street, 1 camera is on the building's side facing neighboring buildings, and 1 camera is on the back of the building facing neighboring buildings. The cameras do not look into any interior spaces. They continuously record video and sound while guests are in residence

New Modern 3BR • Gym • Workspace • Quiet Location

Chicago, Illinois, US
3 Bedrooms 8 Guests
Aug 24 - 26
$98 night

Welcome to Osage Chicago 805 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections. ✨Clean and comfortable space. Accurate description. Safe street. Would love to stay again! ✨ ✨ Welcome to the perfect home away from home! ✨ ✔️ Target - 5 min drive ✔️ Chicago O’Hare International Airport - 15 min drive ✔️ Copernicus Center - 15 min drive ✔️ Logan Square - 25 min drive ✨ The neighborhood felt safe and was nice for a morning run. Super comfy beds and furniture!! ✨ ⭐ HIGHLIGHTS ⭐ ▪️ 3 Bedrooms w/ Queen Beds ▪️ 2 Full Bathrooms w/ Complimentary Toiletries ▪️ Full Kitchen w/ High End Appliances ▪️ Spacious Living Area w/ Couch + Smart TV ▪️ Free Wi-Fi + Workstation with dual screen ▪️ Central Air Conditioning ▪️ Gym with Peloton Bike, Treadmill, Dumbbells, Weights, Yoga Mat ▪️ Shared Washer and Dryer (Coin-Operated) ▪️ Street parking is available ▪️ Furry friends are welcome! ▪️ Maximum Capacity: 8 Note: Before booking, please ensure that you have reviewed the “Other Things to Note” and “House Rules” sections. ✨ EAGER TO KNOW MORE? , READ BELOW ! ✨ ⭐ BEDROOMS ⭐ Designed for a restful stay, the bedrooms feature room-darkening shades to ensure a good night’s sleep. Enjoy the comfort of a cozy retreat that provides a relaxing environment to unwind and recharge. ▪️ Master Bedroom: Queen Bed ✔️ Ensuite bedroom ✔️ Vanity area ▪️ Bedroom 2: Queen Bed ✔️ Smart TV ▪️ Bedroom 3: Queen Bed ✔️ Smart TV ✔️Room darkening shades ✔️Closet ✔️Extra pillows and blankets upon request ⭐ BATHROOMS ⭐ This space features all the essentials for a refreshing and comfortable stay. Enjoy a clean, relaxing environment with ample amenities to meet your needs. ▪️ Bathroom 1 - Full Bathroom - Master Bedroom ▪️ Bathroom 2 - Full Bathroom - Common Area ✔️ Fresh towels ✔️ Shampoo, conditioner and body wash ✔️ Hair dryer ⭐ LIVING ROOM ⭐ The inviting space is designed for relaxation and enjoyment, offering a warm and cozy atmosphere perfect for unwinding after a day of exploring or spending time with your family or friends. ✔️ Comfortable sofa: seats 5-6 ✔️ Smart TV ✔️ Card games ⭐ KITCHEN & DINING⭐ This compact yet fully equipped kitchen is perfect for preparing meals, with essential appliances and utensils at your disposal. Enjoy the convenience and comfort of a well-organized kitchen during your visit. ✔️ High-end appliances ✔️ Full size refrigerator ✔️ Stove, oven, microwave ✔️ Coffee maker ✔️ Dishwasher ✔️ Dishware, flatware, and dining utensils ✔️ Essential cooking utensils ✔️ Stocked with basic supplies: paper towels, trash bags, etc. ✔️ Spacious dining table for 6 ⭐ WORKSPACE ⭐ For our guests working remotely, we provide a dedicated workspace that ensures productivity. Enjoy the tranquility and focus needed, complete with a comfortable chair and ample lighting, to make working from afar as efficient as possible. ✔️ Dual monitor screen ✔️ Spacious table and comfy office chair ⭐ GYM ⭐ Equipped with state-of-the-art exercise equipment, including cardio machines, free weights, and yoga mats, you’ll find everything you need to stay active. ✔️ Peloton bike ✔️ Treadmill ✔️ Dumbbells ✔️ Weights ✔️ Yoga mat ✔️ We kindly request that you use the equipment between 8:00 AM and 8:00 PM to help avoid any potential noise complaints from neighbors. Thank you! ✨ Don’t miss out on this fantastic vacation home! Book now to experience the best of Chicago with all the comforts of a home away from home.✨ ✨ Book Today & Let Us Take Care Of You In Chicago! ✨

2BR w/ Workspace - Coffee Bar - Near Transit

Chicago, Illinois, US
2 Bedrooms 5 Guests
Sep 8 - 10
$94 night

Welcome to Drummond Chicago 523 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections. This charming 2BR unit offers the perfect blend of comfort and convenience. Located near beautiful parks and easy transit options, it’s ideal for families, couples, or business travelers. Relax in the inviting living space, cook meals in the full kitchen, and explore the best of Chicago just minutes from your door. ⭐ HIGHLIGHTS ⭐ ▪️ 2 Bedrooms: 2x Queen Bed ▪️ Full Bathroom w/ Complimentary Toiletries ▪️ Fully Equipped Kitchen ▪️ Spacious Living Area ▪️ Relaxing Outdoor Space ▪️ Free Wi-Fi ▪️ Central Air Conditioning & Heating ▪️ Family-friendly Amenities: Pack ’n Play/travel crib and high chair ▪️ On-site Washer and Dryer ▪️ Street parking available ▪️ Furry friends are welcome! ▪️ Maximum Capacity: 5 ⭐ BEDROOMS ⭐ Relax in inviting bedrooms designed to feel like your peaceful home away from home, perfect for restful nights and quiet mornings. ✔️Extra pillows and blankets upon request and availability ✔️Pack n’ play upon request and availability ▪️ Bedroom 1: Queen bed ✔️ 40” Smart TV ✔️ Workspace: Office table & chair ▪️ Bedroom 2: Queen bed ✔️ Reading Nook ⭐ BATHROOMS ⭐ Refresh in a clean, bright bathroom that offers a simple, comfortable space to start or end your day. ▪️ Bathroom 1: Full Bathroom ✔️ Shower Only ✔️ Fresh towels and linens ✔️ Complimentary toiletries ✔️ Hair dryer ⭐ KITCHEN & DINING ⭐ Enjoy cooking and dining in a warm, welcoming space that brings everyone together. ✔️ High-end appliances ✔️ Refrigerator, stove, oven, microwave ✔️ Toaster, electric kettle, mixer, blender ✔️ Spices ✔️ Dishware and dining utensils ✔️ Essential cooking utensils ✔️ Stocked with basic supplies: paper towels, cleaning supplies, trash bags, etc. ✔️ Highchair upon request and availability ✔️ Coffee Station: coffee maker (note: coffee grounds/pods available upon request and availability) ✔️ Spacious dining table for 4 ✔️ Bar table for 2 ⭐ LIVING ROOM ⭐ Unwind in a cozy living area—a great spot to relax, recharge, and connect. ✔️ Comfortable sofa: seats 6-8 ✔️ 65” Smart TV ⭐ LAUNDRY AREA ⭐ Our convenient laundry area makes keeping up with chores effortless. Equipped with essential appliances, it’s designed to handle your laundry needs efficiently and seamlessly. Note: This is a shared space across 3 units in the building. ✔️ Washer and dryer ✔️ Laundry detergent ✔️ Iron and Iron Board ✔️ Clothes Hamper ⭐OUTDOOR ⭐ Step outside and unwind in the inviting outdoor space, perfect for soaking up the fresh air. Whether you’re enjoying a morning coffee or gathering with friends, this space is designed for relaxation and fun. It’s the ideal spot to kick back and enjoy your surroundings! Note: This is a shared space across 3 units in the building. ✔️ Charcoal and gas grill ♨️ ✔️ Table and chair for 2 ✨ Don’t miss out on this fantastic vacation home! Book now to experience the best of Chicago with all the comforts of a home away from home. ✨ ✨ Book Today & Let Us Take Care Of You In Chicago! ✨

2BR Traveler’s Favorite • Modern and Clean

Chicago, Illinois, US
2 Bedrooms 5 Guests
Aug 31 - Sep 2
$93 night

Welcome to Drummond Chicago 839 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections. A cozy 2BR retreat just steps from transit! Perfect for easy city access, this inviting space offers modern comforts and a peaceful vibe. Whether you’re here for work or play, enjoy quick trips downtown, nearby parks, and local eats—all from your convenient urban base. ⭐ HIGHLIGHTS ⭐ ▪️ 2 Bedrooms: 2x Queen Bed ▪️ Full Bathroom w/ Complimentary Toiletries ▪️ Fully Equipped Kitchen ▪️ Spacious Living Area ▪️ Relaxing Outdoor Space ▪️ Free Wi-Fi ▪️ Family-friendly Amenities: Pack ’n Play/travel crib and high chair ▪️ On-site Washer and Dryer ▪️ Street parking available ▪️ Furry friends are welcome! ▪️ Maximum Capacity: 4-5 ⭐ BEDROOMS ⭐ Find comfort in peaceful bedrooms that feel like your quiet urban escape. ✔️Extra pillows and blankets upon request and availability ✔️Pack n’ play ▪️ Bedroom 1: Queen bed ✔️ 40” Smart TV ▪️ Bedroom 2: Queen bed ⭐ BATHROOMS ⭐ Start and end your day in a neat, straightforward bathroom made for ease and comfort. ✔️ Fresh towels and linens ✔️ Complimentary toiletries ✔️ Hair dryer ▪️ Bathroom 1: Full Bathroom ⭐ KITCHEN & DINING ⭐ Gather around a welcoming kitchen and dining area designed to bring people together. ✔️ High-end appliances ✔️ Refrigerator, stove, oven, microwave ✔️ Toaster, electric kettle, mixer, blender ✔️ Spices ✔️ Dishware and dining utensils ✔️ Essential cooking utensils, knife block ✔️ Stocked with basic supplies: paper towels, cleaning supplies, trash bags, etc. ✔️ Highchair ✔️ Coffee maker (note: coffee grounds/pods available upon request) ✔️ Spacious dining table for 4 ⭐ LIVING ROOM ⭐ Unwind in a snug living space, perfect for relaxing after a day of city adventures. ✔️ Comfortable sofa: seats 6-8 ✔️ 55” Smart TV ⭐ LAUNDRY AREA ⭐ Our convenient laundry area makes keeping up with chores effortless. Equipped with essential appliances, it’s designed to handle your laundry needs efficiently and seamlessly. Note: This is a shared space across 3 units in the building. ✔️ Washer and dryer ✔️ Laundry detergent ✔️ Iron and Iron Board ⭐OUTDOOR ⭐ Step outside and unwind in the inviting outdoor space, perfect for soaking up the fresh air. Whether you’re enjoying a morning coffee or gathering with friends, this space is designed for relaxation and fun. It’s the ideal spot to kick back and enjoy your surroundings! Note: This is a shared space across 3 units in the building. ✔️ Charcoal and gas grill ♨️ ✔️ Table and chair for 2 ✨ Don’t miss out on this fantastic vacation home! Book now to experience the best of Chicago with all the comforts of a home away from home. ✨ ✨ Book Today & Let Us Take Care Of You In Chicago! ✨

Sleeps 4 • New Modern 1BR • Private Workspace

Chicago, Illinois, US
1 Bedrooms 4 Guests
Aug 24 - 26
$102 night

Welcome to Waveland Chicago 513 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections. Experience modern comfort at this cozy 1BR in Chicago. The stylish living room features a dedicated workspace, perfect for business travelers or those looking to stay productive. Enjoy a prime location with easy access to the city’s top attractions. Whether you’re in town for work or leisure, this space offers the perfect blend of comfort and convenience. ⭐ HIGHLIGHTS ⭐ ▪️ Unit No.: 2A ▪️ 1 Bedroom: 1x Queen Bed ▪️ 1 Full Bathroom w/ Complimentary Toiletries ▪️ Fully Equipped Kitchen ▪️ Spacious Living Area ▪️ Free Wi-Fi and Workspace ▪️ Central Air Conditioning & Heating ▪️ On-site Washer and Dryer ▪️ Street Parking, Garage and Carport Parking ▪️ Furry friends are welcome! ▪️ Maximum Capacity: 4 Note: Before booking, please ensure that you have reviewed the “Other Things to Note” and “House Rules” sections. ⭐ BEDROOM ⭐ Retreat to the peaceful bedroom, designed for ultimate relaxation. With a comfortable bed and a calm atmosphere, it’s the perfect place to unwind after a day of exploring or working in the city ▪️ Master Bedroom: Queen bed ✔️ Smart TV ✔️ Full body mirror ✔️ Closet ✔️ Iron and ironing board ▪️ Additional sleeping space ✔️Sofa in the living room ✔️Air mattresses are available upon request prior to your stay. ✔️Extra pillows and blankets upon request ⭐ BATHROOM ⭐ A clean, calming space designed for comfort, perfect for refreshing and unwinding. ▪️ Bathroom 1: Full Bathroom - Common Area ✔️ Fresh towels ✔️ Shampoo, conditioner and body wash ✔️ Hair dryer ✔️ Washer and dryer ⭐ KITCHEN & DINING ⭐ A well-equipped kitchen and cozy dining area, perfect for cooking and enjoying meals in comfort. ✔️ Refrigerator ✔️ Stove, oven, microwave, toaster, blender, electric kettle, rice cooker ✔️ Coffee maker ✔️ Dishwasher ✔️ Dishware and dining utensils ✔️ Essential cooking utensils ✔️ Stocked with basic supplies: paper towels, trash bags, etc. ✔️ Cozy dining table for 4 ⭐ LIVING ROOM ⭐ Retreat to the peaceful bedroom, designed for ultimate relaxation. With a comfortable bed and a calm atmosphere, it’s the perfect place to unwind after a day of exploring or working in the city. ✔️ Comfortable sofa: seats 8 ✔️ Smart TV ⭐ WORKSPACE ⭐ A focused, comfortable area designed for productivity, the workspace is perfect for getting work done or catching up on emails. ✔️ Desk and chair ✔️ Monitor ✔️ Keyboard and mouse ✨ Don’t miss out on this fantastic vacation home! Book now to experience the best of Chicago with all the comforts of a home away from home. ✨ ✨ Book Today & Let Us Take Care Of You In Chicago! ✨

1 Mi to Washington Park: Spacious 1st-Floor Condo!

Chicago, IL, US
2 Bedrooms 4 Guests
Aug 24 - 26
$106 night

< 1/4 Mi to Cottage Grove L Station | In-Unit Laundry Craving a big-city escape near top attractions and non-stop fun? Look no further than this 2-bedroom, 2-bath Chicago vacation rental! Nestled near iconic landmarks, world-class dining, and nightlife hotspots, this condo delivers the perfect mix of urban energy and laid-back charm. After a day of sightseeing with your favorite travel buddy, kick back in the living room and turn on your favorite film. The Windy City is calling! -- THE PROPERTY -- R25000131458 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 full bed MAIN FEATURES - Smart TVs - Dining table KITCHEN - Refrigerator, microwave, stove/oven, dishwasher - Drip coffee maker - Cooking basics, dishware/flatware GENERAL - Free WiFi - Central A/C & heating, ceiling fans - Linens & towels, trash bags & paper towels - Washer/dryer, iron/board - Complimentary toiletries FAQ - Quiet hours (8:00 PM-8:00 AM) ACCESSIBILITY - Single-story condo on 1st floor, stairs required to enter PARKING - Free street parking (first-come, first-served) -- THE LOCATION -- - Close to essential shopping - Less than 1 mile to The University of Chicago - 3 miles to Jackson Park & 9 miles to Millennium Park - 5 miles to Rainbow Beach - 8 miles to Downtown Chicago - 10 miles to Navy Pier - 7 miles to Chicago Midway International Airport & 25 miles to Chicago O'Hare International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 8:00 PM to 8:00 AM ADDITIONAL INFORMATION - This single-story condo is on the 1st floor and requires interior stairs to enter Licence number: R25000131458

Steps to Shops & Eats: Apt in Portage Park!

Chicago, IL, US
2 Bedrooms 5 Guests
Sep 16 - Oct 18
$114 night

Vibrant Neighborhood Near Public Transit | In-Unit Laundry | 10 Mi to Downtown Chicago Located in Chicago's Northwest Side, with easy access to restaurants, bars, boutiques, and grocery stores, this 2-bedroom, 1-bath vacation rental offers the perfect base for a comfortable extended stay! Take a stroll through Portage Park, cheer on the Cubs at Wrigley Field, or visit Navy Pier for waterfront fun. As evening falls, gather back at the apartment for a home-cooked meal and a movie marathon! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 full bed, 1 twin bed MAIN FEATURES - Modern interior - Floor-to-ceiling windows (living room) - Smart TV - 6-person dining table KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Cooking basics - Espresso machine GENERAL - Free WiFi - Central A/C & heat - Washer & dryer - Linens/towels FAQ - Quiet hours (8:00 PM-8:00 AM) - 2 exterior security cameras (facing out) ACCESSIBILITY - Single-story unit, 2nd-floor apartment - Stairs required to enter PARKING - Free street parking (first-come, first-served) -- THE LOCATION -- - Walk to dining, shopping & Portage Park - 6 miles to Wrigley Field - 7 miles to Garfield Park Conservatory - 8 miles to Lincoln Park Zoo - 10 miles to Navy Pier & Millennium Park - 7 miles to Chicago O'Hare Int’l Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 8:00 PM to 8:00 AM ADDITIONAL INFORMATION - This single-story apartment on the 2nd floor requires stairs to enter - Your safety matters. This property features 2 exterior security cameras: 1 camera is in front of the building facing the walkway and front entrance, and 1 camera is in the back of the building facing the driveway and back entrance. The cameras do not look into interior spaces. The cameras record video and sound when activated by motion

2BR Fitness Pad • Private Gym • Sleeps 7

Chicago, Illinois, US
2 Bedrooms 7 Guests
Aug 24 - 26
$114 night

Welcome to Waveland Chicago 268 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections. This stylish 2BR apartment combines sleek, modern design with an active lifestyle. The minimalist, urban space is perfect for those who appreciate both fitness and sophistication. With a gym in the living room, it offers a unique blend of comfort, style, and convenience, all in the heart of Chicago. ⭐ HIGHLIGHTS ⭐ ▪️ Unit No.: 1B ▪️ 2 Bedrooms: 2x Queen Bed, 2x Twin Bed ▪️ 1 Full Bathroom w/ Complimentary Toiletries ▪️ Fully Equipped Kitchen ▪️ Spacious Living Area ▪️ Indoor Gym ▪️ Free Wi-Fi ▪️ Central Air Conditioning & Heating ▪️ On-site Washer and Dryer ▪️ Street Parking, Garage and Carport Parking ▪️ Furry friends are welcome! ▪️ Maximum Capacity: 7 Note: Before booking, please ensure that you have reviewed the “Other Things to Note” and “House Rules” sections. ⭐ BEDROOMS ⭐ Unwind in two sophisticated bedrooms designed for comfort and style. These modern retreats offer the perfect escape for relaxation and rest. ▪️ Master Bedroom: Queen bed w/ twin pull out bed ✔️ Smart TV ✔️ Single couch ▪️ Bedroom 2: Queen bed w/ twin pull out bed ✔️ Full body mirror ✔️ Iron and ironing board ▪️ Additional sleeping space ✔️Sofa in the living room ✔️Extra pillows and blankets upon request ⭐ BATHROOM ⭐ A clean, calming space designed for comfort, perfect for refreshing and unwinding. ▪️ Bathroom 1: Full Bathroom - Common Area ✔️ Fresh towels ✔️ Shampoo, conditioner and body wash ✔️ Hair dryer ✔️ Washer and dryer ⭐ KITCHEN & DINING ⭐ A well-equipped kitchen and cozy dining area, perfect for cooking and enjoying meals in comfort. ✔️ Refrigerator ✔️ Stove, oven, microwave, toaster, blender, electric kettle, rice cooker ✔️ Coffee maker ✔️ Dishwasher ✔️ Dishware and dining utensils ✔️ Essential cooking utensils ✔️ Stocked with basic supplies: paper towels, trash bags, etc. ✔️ Cozy dining table for 4 ⭐ LIVING ROOM ⭐ A modern, stylish space designed for relaxation and comfort, perfect for unwinding after a busy day. ✔️ Comfortable sofa: seats 8 ✔️ Smart TV ⭐ INDOOR GYM ⭐ Stay active with a sleek indoor gym designed for convenience and style. Perfect for quick workouts or full sessions, it’s fitness reimagined at home. ✔️ Treadmill ✔️ Stationary bike ✔️ Yoga mat ✔️ Dumbbells and an adjustable dumbbell ✔️ Kettlebell ✔️ Roller wheel ✔️ Jump rope and exercise bands ✔️ Mirror surrounded with LED light ✨ Don’t miss out on this fantastic vacation home! Book now to experience the best of Chicago with all the comforts of a home away from home. ✨ ✨ Book Today & Let Us Take Care Of You In Chicago! ✨

Modern Condo • Safe Chicago Stay Near O’Hare

Chicago, Illinois, US
1 Bedrooms 4 Guests
Aug 24 - 26
$117 night

Welcome to River Chicago 442 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections. ✨ Place was clean and comfortable. Easily accessible to airport, gym, grocery stores, etc. I felt safe in the area. ✨ ⭐ HIGHLIGHTS ⭐ ▪️ 1 Bedroom: 1 Queen Bed, 1x Sofabed (Garden Unit) ▪️ 1 Full Bathroom w/ Complimentary Toiletries ▪️ Full Kitchen w/ High End Appliances ▪️ Spacious Living Area w/ Couch + Smart TV ▪️ Free Wi-Fi + Multiple Laptop-friendly Surfaces ▪️ Window-Type Air Conditioning ▪️ Shared Washer and Dryer (Coin-Operated) ▪️ Free private parking spot ▪️ Furry friends are welcome! ▪️ Situated in a safe neighborhood just minutes from Rosemont, Rivers Casino, and O’Hare, this location also offers easy access to the Blue Line, forest parks, and trails. ▪️ Maximum Capacity: 4 ⭐ BEDROOM ⭐ ▪️ Bedroom 1: Queen Bed ✔️ Smart TV ✔️ Extra pillows and blankets upon request ▪️ Extra Sleeping Space: ✔️ Living Room: Sofabed ⭐ BATHROOM ⭐ ▪️ Bathroom 1: Full Bathroom ✔️ Bathtub w/ shower ✔️ Fresh towels ✔️ Shampoo, conditioner and body wash ✔️ Hair dryer ⭐ KITCHEN & DINING ⭐ ✔️ High-end appliances ✔️ Full size refrigerator ✔️ Stove, oven, microwave ✔️ Coffee maker ✔️ Dishware, flatware, and dining utensils ✔️ Essential cooking utensils ✔️ Stocked with basic supplies: paper towels, trashbags, etc. ✔️ Cozy dining table for 4 ⭐ LIVING ROOM ⭐ ✔️ Comfortable sofa: seats 5-6 ✔️ Smart TV ✔️ Electric fireplace ⭐ LAUNDRY ⭐ ✔️ Shared Washer and Dryer (Coin-Operated) ✨ Don’t miss out on this fantastic vacation home! All these activities and more are within your reach when you book with us! ✨ ✨ Book Today & Let Us Take Care Of You In Chicago! ✨

2BR Unit Near Indiana Dunes: 1 Hr to Chicago!

Merrillville, IN, US
2 Bedrooms 5 Guests
Aug 24 - 26
$120 night

Arcade Game | 14 Mi to Indiana Dunes & Lake Michigan | 42 Mi to Chicago Perfect for couples, small families, or friend groups, this Merrillville unit offers a great location, plus an arcade game, private deck, and large shared yard space. You’re minutes from the local mall and a nearby apple farm/orchard for seasonal fun, and just 14 miles from Indiana Dunes and Lake Michigan. Ready for a day trip? It’s an easy 42-mile drive into downtown Chicago. Book the perfect mix of city and country! -- THE PROPERTY -- OUTDOOR AMENITIES - Private patio w/ dining - Shared backyard w/ Gazebo dining INDOOR LIVING - Open-concept interior - Arcade game & board games - Central A/C & propane heat - Smart TVs - Futon - En-Suite bath only (via Bedroom 1) - Washer & dryer KITCHEN - Refrigerator, stove/oven, microwave - Drip & Keurig coffee maker (coffee & tea provided) ACCESSIBILITY - Single-story unit attached to main house - 3 steps to enter PARKING - Shred driveway (3 vehicles) -- THE LOCATION -- - Residential Merrillville neighborhood with easy access to major highways and retail corridors - 10 miles to Historic Downtown Crown Point: dining, shops, courthouse square - 9 miles to Ramen District - 13 miles to Lake Street Beach - 14 miles to Indiana Dunes National Park: hiking, swimming, scenic overlooks - 16 miles to Porter County Regional Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - No personal mail is to be sent to the property - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - Homeowner on-site (main house) SECURITY CAMERA INFORMATION - 16 exterior cameras - Location/Coverage: perimeter of home

Mins from O’Hare • Safe Location • Private Parking

Chicago, Illinois, US
1 Bedrooms 4 Guests
Aug 24 - 26
$130 night

Welcome to River Chicago 490 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections. ✨ “ Super comfy couch (one of my favorites and we have been traveling in Airbnb’s for 6 months)” ✨ ✔️ Entire apartment for yourself with a free parking spot! ✔️ Located in one of the safest Chicago neighborhoods ✔️ Minutes from Rosemont, Rivers Casino, and O’hare airport. ✔️ Close to the Blue line for transportation to downtown. ✨ “ Very nice and beautiful place, very nice to have the park close for hiking, beautiful surroundings and everything very close. ” ✨ ⭐ HIGHLIGHTS ⭐ ▪️ 1 Bedroom: 1 Queen Bed and 1 Air Mattress (Garden Unit) ▪️ 1 Full Bathroom w/ Complimentary Toiletries ▪️ Full Kitchen w/ High End Appliances ▪️ Spacious Living Area w/ Sectional Couch + Cable TV ▪️ Free Wi-Fi + Multiple Laptop-friendly Surfaces ▪️ Family-Friendly amenities: Pack ’n Play/travel crib and High Chair ▪️ Shared Washer and Dryer (Coin-Operated) ▪️ Free Private Parking ▪️ Furry friends are welcome! ▪️ Maximum Capacity: 4 ✨ EAGER TO KNOW MORE? READ BELOW! ✨ ⭐ BEDROOMS ⭐ ▪️ Bedroom 1: Queen Bed ✔️ Room Darkening Shades ✔️ Clothing Storage ✔️ Extra pillows and blankets upon request ⭐ BATHROOMS ⭐ ▪️ Bathroom 1: Full Bathroom ✔️ Bathtub w/ shower ✔️ Fresh towels ✔️ Shampoo, conditioner and body wash ✔️ Hair Dryer ⭐ KITCHEN & DINING ⭐ ✔️ High-end appliances ✔️ Full size refrigerator ✔️ Stove, oven, microwave ✔️ Coffee maker ✔️ Dishware, flatware, and dining utensils ✔️ Essential cooking utensils ✔️ Stocked with basic supplies: paper towels, trash bags, etc. ✔️ Cozy dining table for 4 ⭐ LIVING ROOM ⭐ ✔️ Comfortable sofa: seats 5-6 ✔️ Smart TV ✔️ Ceiling Fan ⭐ LAUNDRY ⭐ ✔️ Shared Washer and Dryer (Coin-Operated) ⭐ HOME SAFETY FEATURES ⭐ ✔️ Smoke Detector ✔️ Carbon Monoxide Detector: ✔️ First Aid Kit ✨ Don’t miss out on this fantastic vacation home! All these activities and more are within your reach when you book with us! ✨ ✨ Book Today & Let Us Take Care Of You In Chicago! ✨

Plymouth Collection: 2BD High Floor w/ Gym,Rooftop

Chicago, IL, US
2 Bedrooms 4 Guests
Sep 1 - 3
$117 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 10th 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

Cozy Home | King Bed | 10P | Metra |Chicago Suburb

Lombard, IL, US
3 Bedrooms 10 Guests
Oct 22 - 24
$150 night

Welcome to Lombard Lombard 612 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ✨ We couldn’t be more thankful for our stay at this home. Deserves more than five stars! ✨ ✨ Nestled in a serene and safe neighborhood, this clean and luxurious home offers an idyllic retreat for your stay. ✨ ✨ It was a very nice neighborhood. Nice backyard and plenty of space for sure. Comes with all the necessities you need ....will look for this again next year when we come back! ✨ ⭐ HIGHLIGHTS ⭐ ▪️ 3 Bedrooms: 1 King Bed, 1 Queen Bed, 2 Full Sofa Beds ▪️ 2 Full Bathrooms w/ Complimentary Toiletries ▪️ Fully Equipped Kitchen ▪️ Spacious Living Area ▪️ Outdoor Space: Patio with dining area and BBQ grill + fire pit ▪️ Fully-fenced Backyard ▪️ Free Wi-Fi ▪️ Central Air Conditioning ▪️ Family-friendly amenities: Pack ’n Play/travel crib ▪️ On-site washer and dryer ▪️ Free on-site and street parking ▪️ Near Metra and Expressway ▪️ Maximum Capacity: 10 Note: Before booking, please ensure that you have reviewed the “Other Things to Note” and “House Rules” sections. ✨ YOU WANT TO KNOW MORE? READ BELOW! ✨ ⭐ BEDROOMS ⭐ ▪️ Bedroom 1: 1 King bed ▪️ Bedroom 2: 1 Queen bed ▪️ Living Room (Basement): 2 Full sofa beds ⭐ BATHROOMS ⭐ ▪️ Bathroom 1: Full Bathroom ▪️ Bathroom 2: Full Bathroom ✔️ Bathtub ✔️ Fresh towels ✔️ Shampoo, conditioner and body wash ✔️ Hair dryer ⭐ KITCHEN & DINING ⭐ ✔️ High-end appliances ✔️ Refrigerator ✔️ Stove, oven, microwave, hot water kettle, toaster, blender, rice maker, bread maker ✔️ Coffee maker ✔️ Dishwasher and trash compactor ✔️ Dishware and dining utensils ✔️ Essential cooking utensils ✔️ Stocked with basic supplies: paper towels, trash bags, etc. ✔️ 2-person breakfast bar ✔️ Cozy dining table for 4 ⭐ LIVING ROOM ⭐ ✔️ Comfortable couches and recliners ✔️ Smart TV with Netflix ⭐ OUTDOOR SPACE ⭐ ✔️ Fully-fenced Backyard ✔️ Patio ✔️ Dining Area w/ BBQ Grill + Utensils ✔️ Fire Pit surrounded by cozy chairs ♨️ ✨ Don’t miss out on this fantastic vacation home! Book now to experience the best of Lombard with all the comforts of a home away from home. ✨ ✨ Book Today & Let Us Take Care Of You In Lombard! ✨

2MI to Obama Center - Pet-Friendly near UOC!

Chicago, IL, US
2 Bedrooms 4 Guests
Aug 29 - 31
$124 night

Walk to L Station | 2 Mi to Obama Presidential Center | 5 Mi to McCormick Place Soak up the energy of the Windy City from this ground-floor garden apartment — your launchpad for unforgettable Chi-Town memories. Hop on the nearby L for easy access to the Loop and Millennium Park, or opt to explore UChicago's historic campus and head north to Evanston and tour Northwestern. This 2-bed, 1-bath vacation rental is located a family-oriented community benefiting from many urban renewal projects! -- THE PROPERTY -- R25000129500 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed MAIN FEATURES - Smart TV - Laptop-friendly workspace - Fenced yard (shared w/ upstairs tenant) INDOOR LIVING - 3 flat-screen smart TVs KITCHENETTE - Refrigerator, microwave, stove/oven - Drip coffee maker (bring your own coffee), toaster, Air fryer - Cooking basics, dishware/flatware GENERAL - Free WiFi - Central A/C & heating - Linens & towels - Complimentary toiletries, hair dryer - Washer/dryer (shared w/ upstairs tenant), iron/board, hanger FAQ - 4 exterior security cameras (outward facing) - Pet fee (paid pre-trip) - Long-term tenant on-site (upstairs) w/ shared amenities - Quiet hours (8:00 PM-8:00 AM) ACCESSIBILITY - Single-story apartment on ground level (garden) - 2 steps required to enter - Enter from the front of the home PARKING - Parking pad (1 vehicle) - street parking available -- THE LOCATION -- - Easy access to public transportation - 0.3-0.6 miles to Robert McCormick Leadership & Economic Opportunity Center, Emmett & Mamie Till-Mobley House Museum & Lorraine Hansberry House - 2 miles to Griffin Museum of Science & Industry - 2 miles to Rockefeller Memorial Chapel - 2 miles to UChicago Medicine Center for Care & Discovery - 3 miles to Jackson Park, 63rd St Beach, South Shore Cultural Center, DuSable Black History Museum and Education Center & Rainbow PUSH Coalition - 5-8 miles to White Sox Baseball Stadium & Soldier Field (home of the Bears) - 10 miles to Navy Pier - 13 miles to Lincoln Park Zoo - 15 miles to Wrigley Field - 22 miles to Northwestern University - 8 miles to Chicago Midway International Airport & 24 miles to Chicago O'Hare International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes, dogs only, 1 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 8:00 PM to 8:00 AM ADDITIONAL INFORMATION - Your safety matters. This property features 4 exterior security cameras on each corner of the house, facing outwards towards the entryway, yard, and driveway. The cameras do not look into any interior spaces. They continuously record video and audio while guests are in the residence - A long-term tenant lives upstairs, with access to the yard, gated parking space, utility area, and laundry room, and may be present during your stay - This single apartment is on the ground level and requires 2 steps to enter via the front entrance - This ground-floor garden unit is located in West Woodlawn — a historic and evolving community once home to Michelle Obama and Emmett Till. Just minutes from the University of Chicago Law School and Seminary, and the Jackson Park Golf Course, where President Obama once played, the area is rich in heritage and progress. The neighborhood is experiencing a major transformation, with ongoing urban renewal projects including the nearby Obama Presidential Center and Project H.O.O.D.'s Robert McCormick Leadership and Economic Opportunity Center Licence number: R25000129500

Sleeps 7 • Huge Projector • Designated Workspace

Chicago, Illinois, US
2 Bedrooms 7 Guests
Sep 7 - 9
$134 night

Welcome to Waveland Chicago 845 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections. Escape to this stylish 2BR retreat in Chicago, where comfort meets convenience. The space blends cozy, modern design with a dedicated workspace, perfect for remote work. In the evenings, unwind with a projector in the bedroom for a private movie night experience. Whether working or relaxing, this home offers it all. ⭐ HIGHLIGHTS ⭐ ▪️ Unit No.: 2B ▪️ 2 Bedrooms: 2x Queen Bed, 2x Twin/Single Bed ▪️ 1 Full Bathroom w/ Complimentary Toiletries ▪️ Fully Equipped Kitchen ▪️ Spacious Living Area ▪️ Free Wi-Fi and Workspace ▪️ Central Air Conditioning & Heating ▪️ On-site Washer and Dryer ▪️ Street Parking, Garage and Carport Parking ▪️ Furry friends are welcome! ▪️ Maximum Capacity: 7 Note: Before booking, please ensure that you have reviewed the “Other Things to Note” and “House Rules” sections. ⭐ BEDROOMS ⭐ The two bedrooms are designed for relaxation, with calming tones and comfort. One features a projector for cozy movie nights, while the other offers a peaceful space to unwind after a busy day. ▪️ Master Bedroom: Queen bed w/ twin pull out bed ✔️ Smart TV ✔️ Vanity table ▪️ Bedroom 2: Queen bed w/ twin pull out bed ✔️ Projector ✔️ Iron and ironing board ▪️ Additional sleeping space ✔️Sofa in the living room ✔️Extra pillows and blankets upon request ⭐ BATHROOM ⭐ A clean, calming space designed for comfort, perfect for refreshing and unwinding. ▪️ Bathroom 1: Full Bathroom - Common Area ✔️ Fresh towels ✔️ Shampoo, conditioner and body wash ✔️ Hair dryer ✔️ Washer and dryer ⭐ KITCHEN & DINING ⭐ A well-equipped kitchen and cozy dining area, perfect for cooking and enjoying meals in comfort. ✔️ Refrigerator ✔️ Stove, oven, microwave, toaster, blender, electric kettle, rice cooker ✔️ Coffee maker ✔️ Dishwasher ✔️ Dishware and dining utensils ✔️ Essential cooking utensils ✔️ Stocked with basic supplies: paper towels, trash bags, etc. ✔️ Cozy dining table for 4 ⭐ LIVING ROOM ⭐ A cozy, stylish space perfect for unwinding after a day of exploring or enjoying a show. ✔️ Comfortable sofa: seats 8 ✔️ Smart TV ⭐ WORKSPACE ⭐ A focused, comfortable area designed for productivity, the workspace is perfect for getting work done or catching up on emails. ✔️ Desk and chair ✔️ Monitor ✔️ Keyboard and mouse ✨ Don’t miss out on this fantastic vacation home! Book now to experience the best of Chicago with all the comforts of a home away from home.✨ ✨ Book Today & Let Us Take Care Of You In Chicago! ✨

3BR Modern Apt • Gym • Workspace • Quiet Location

Chicago, Illinois, US
3 Bedrooms 9 Guests
Aug 30 - Sep 1
$121 night

Welcome to Osage Chicago 461 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. ▪️ Note: Before booking, please ensure that you have reviewed the Listing Description, especially the “Other Things to Note” and “House Rules” sections. ✨ The place is really nice she just set it up so all the furniture is brand new and also there’s a treadmill and some gym equipment ✨ ✨Welcome to the perfect home away from home! ✨ ✔️ Target - 5 min drive ✔️ Chicago O’Hare International Airport - 15 min drive ✔️ Copernicus Center - 15 min drive ✔️ Logan Square - 25 min drive ⭐ HIGHLIGHTS ⭐ ▪️ 3 Bedrooms w/ Queen Beds ▪️ 2 Full Bathrooms w/ Complimentary Toiletries ▪️ Full Kitchen w/ High End Appliances ▪️ Spacious Living Area w/ Couch + Smart TV ▪️ Free Wi-Fi + Workstation with dual screen ▪️ Central Air Conditioning ▪️ Gym with Peloton Bike, Treadmill, Dumbbells, Weights, Yoga Mat ▪️ Shared Washer and Dryer (Coin-Operated) ▪️ Street parking is available ▪️ Furry friends are welcome! ▪️ Maximum Capacity: 9 ✨ Ella is very responsive and helpful host.. very recommended ✨ ✨ EAGER TO KNOW MORE? , READ BELOW ! ✨ ⭐ BEDROOMS ⭐ Designed for a restful stay, the bedrooms feature room-darkening shades to ensure a good night’s sleep. Enjoy the comfort of a cozy retreat that provides a relaxing environment to unwind and recharge. ▪️ Master Bedroom: Queen Bed ✔️ Ensuite bathroom ✔️ Smart TV ▪️ Bedroom 2: Queen Bed ✔️ Smart TV ▪️ Bedroom 3: Queen Bed ✔️Room darkening shades ✔️Closet ✔️Extra pillows and blankets upon request ⭐ BATHROOMS ⭐ This space features all the essentials for a refreshing and comfortable stay. Enjoy a clean, relaxing environment with ample amenities to meet your needs. ▪️ Bathroom 1 - Full Bathroom - Master Bedroom ▪️ Bathroom 2 - Full Bathroom - Common Area ✔️ Fresh towels ✔️ Shampoo, conditioner and body wash ✔️ Hair dryer ⭐ LIVING ROOM ⭐ The inviting space is designed for relaxation and enjoyment, offering a warm and cozy atmosphere perfect for unwinding after a day of exploring or spending time with your family or friends. ✔️ Comfortable sofa: seats 5-6 ✔️ Smart TV ⭐ KITCHEN & DINING⭐ This compact yet fully equipped kitchen is perfect for preparing meals, with essential appliances and utensils at your disposal. Enjoy the convenience and comfort of a well-organized kitchen during your visit. ✔️ High-end appliances ✔️ Full size refrigerator ✔️ Stove, oven, microwave, toaster ✔️ Coffee maker ✔️ Dishwasher ✔️ Dishware, flatware, and dining utensils ✔️ Essential cooking utensils ✔️ Stocked with basic supplies: paper towels, trashbags, etc. ✔️ Cozy dining table for 4 ⭐ WORK SPACE ⭐ For our guests working remotely, we provide a dedicated workspace that ensures productivity. Enjoy the tranquility and focus needed, complete with a comfortable chair and ample lighting, to make working from afar as efficient as possible. ✔️ Dual monitor screen ✔️ Spacious table and comfy office chair ⭐ GYM ⭐ Equipped with state-of-the-art exercise equipment, including cardio machines, free weights, and yoga mats, you’ll find everything you need to stay active. ✔️ Peloton bike ✔️ Treadmill ✔️ Dumbbells ✔️ Weights ✔️ Yoga mat ✨ Don’t miss out on this fantastic vacation home! Book now to experience the best of Chicago with all the comforts of a home away from home. ✨ ✨ Book Today & Let Us Take Care Of You In Chicago! ✨

Plymouth Collection: 2BD with Lobby, Gym, Rooftop

Chicago, IL, US
2 Bedrooms 4 Guests
Aug 31 - Sep 2
$126 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

Logan Square Urban Oasis: 2 Mi to Local Hotspots!

Chicago, IL, US
2 Bedrooms 4 Guests
Aug 29 - 31
$138 night

Open Layout | Nespresso w/ Coffee Provided | 1 Mi to Healy Station Make the most of your Windy City getaway with this north side Chicago vacation rental as your base! The 2-bed, 1-bath apartment has a cozy living area, well-stocked kitchen, and walkable location near parks, shops, restaurants, and public transit. Enjoy morning strolls along The 606, then take the train downtown for sightseeing and museum-hopping! Back home, dine al fresco on the patio. -- THE PROPERTY -- R25000129858 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 twin beds MAIN FEATURES - Smart TV - Books, board games - Dining bar - Furnished patio - Outdoor dining area, gas grill - Fenced backyard - Beach chairs KITCHEN - Refrigerator, stove/oven - Dishware/flatware, cooking basics, spices - Nespresso coffee maker (coffee provided) GENERAL - Free WiFi - Keyless entry - Central A/C & heating - Linens/towels, iron/board - Washer/dryer (long-term stays only) - Trash bags, paper towels - Hair dryer, complimentary toiletries FAQ - Quiet hours (8:00 PM-8:00 AM) - 2 exterior security cameras (facing out) - Homeowner on-site (upstairs unit) ACCESSIBILITY - Single-story basement unit - Exterior & interior stairs required PARKING - Street parking w/ provided permit - Free side street parking (first-come, first-served) -- THE LOCATION -- - Walk to parks: Hermosa Park, Blackhawk Park, Kelvyn (William) Park - Walk to shops & restaurants - 1 mile to Healy Station on Metra's Milwaukee District North Line (to Chicago Union Station downtown) - 2 miles to The 606: multi-use recreational trail & park - 7 miles to Lincoln Park Zoo & North Avenue Beach - 10 miles to downtown Chicago: Grant Park, The Art Institute of Chicago, Shedd Aquarium, Field Museum, Soldier Field - 9 miles to Chicago Midway International Airport & 11 miles to Chicago O'Hare International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 8:00 PM to 8:00 AM ADDITIONAL INFORMATION - Your safety matters. This property features 2 exterior security cameras: 1 camera is next to the front door facing the front entry area, and 1 camera is on the back facing the backyard. These cameras are outward facing and record sound and video when activated by motion - The homeowner lives on-site, in the upstairs unit with a separate entrance, and shares the laundry; they may be present during your stay - The laundry is only available for long-term stays - This single-story basement unit requires exterior and interior stairs to enter Licence number: R25000129858

DO NOT BOOK-TESTING

Chicago, IL, US
3 Bedrooms 6 Guests
Sep 2 - 4
$255 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 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
Sep 1 - 3
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

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