Pet-friendly vacation rentals in Chicago, IL

Explore 82 pet-friendly vacation rentals, homes, and villas in Chicago, IL for your next getaway or business trip. Bring your pet along and enjoy the comfort and privacy of a home with premium amenities such as Air Condition Homes, Homes with Fitness Center and Best Affordable Homes. Throughout your stay, settle in together, enjoy more space to relax, and experience your destination side by side. 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 comfortable stay personalized for your taste. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next pet-friendly adventure and enjoy the journey together.

82 Pet-Friendly Homes in Chicago

Family Friendly 2BD/2BA Near Grant Park | Chicago South Loop

Chicago, IL, US
2 Bedrooms 5 Guests
Aug 24 - 26
$237 night

It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking distance of the Museum Campus, McCormick Place Center, and a variety of restaurants and shops. Our Kasas are the best choice for your trip to the Windy City with our spacious floorplans, full kitchen, laundry facilities, and parking. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device. The Space: SLEEPING ARRANGEMENT: - Bedroom 1: 1 king-size bed (sleeps 2) - Bedroom 2: 2 twin-size beds (sleeps 2) - Living room: 1 sofa bed (sleeps 1) PARKING: - Parking is available on-site for a fee based on the length of your reservation: $32 per night for 1-6 nights; $16 per night for 7-28 nights, $10 per night for 29+ nights. Parking fees will be collected online in your Kasa Booking Confirmation. LIVING SPACE: - Full kitchen with dishes, cookware, dishwasher, and coffee maker - Smart TV - In-unit washer/dryer - 719 to 900 square feet depending on the room category of choice We have multiple Kasas in this building, and each one is unique. Decor and layout may vary slightly from what you see in photos. Guest Access: In addition to your private space, you can enjoy the building’s shared amenities. BUILDING AMENITIES: - Fitness studio - Sundeck - Business center - Gourmet coffee bar - Controlled access - Night patrol for extra security - On-site dog park and designated dog walking areas We manage each aspect of your stay, so you can count on reliable service from booking to checkout, all while enjoying a self-directed experience. Every Kasa offers: - 24/7 support (text, chat, email, or call us any time!) - A desirable locale close to points of interest and attractions - Professional cleaning - Thoughtful design for your comfort and convenience - Security protocols, including ID verification - Care-focused technology for detecting noise and smoke Interaction with Guests: Our Guest Experience team is just a click, tap, or call away. We operate a virtual front desk, and check-in is completely contactless. We’ll send you instructions before you arrive. Please reach out if we can assist with anything before, during, or after your stay. The Neighborhood: South Loop is a music hub with a wealth of restaurants, bars, and history to be enjoyed by locals and travelers alike. Visit Grant Park, a short, 15-minute walk from your apartment, or take a quick tour over to Chess Records to learn more about music legends like Chuck Berry and Muddy Waters. In this neighborhood, there is no shortage of music to listen to, food to eat, or fun things to do. Don’t miss out on our favorite neighborhood spots: - Target Grocery, 0.1 miles away - Sociale Chicago, 0.1 miles away - Stan’s Donuts, 0.4 miles away - Eleven City Diner, 0.6 miles away - Maggie Daley Park, 1.2 miles away Getting Around: If you’re driving and looking for parking spaces around the city, you can use an app like SpotHero to find a spot. The L-Train is a great option for getting around; you can hop on the Green, Orange, or Red line at Roosevelt Station or catch the Blue line at LaSalle station, both less than a 10-minute walk from your doorstep. Alternatively, there are a number of rideshare options throughout the city. From our Kasa, Chicago Midway International Airport is only 10 miles away. Other Things to Note: PLEASE NOTE: - Guests are required to complete a Pre-Arrival Checklist, which includes a virtual ID check, and the option to request early check-in (subject to availability). We operate through a Virtual Front Desk, and self check-in is entirely contactless. We’ll send you instructions on accessing our property and your Kasa before you arrive. Questions? Contact us 24/7. - Kasa welcomes up to two pets (dogs and cats) per unit, and a pet fee will apply based on the length of your reservation: $20 per night for 1-6 nights; $16 per night for 7-28 nights; or $8 per night for 29+ nights. Please refer to our Guest Accommodation Agreement regarding the dog breeds we allow at our property. - Additionally, parking is available on-site for a fee based on the length of your reservation: $32 per night for 1-6 nights; $16 per night for 7-28 nights, $10 per night for 29+ nights. Parking fees will be collected online through your Kasa Booking Confirmation. - This property does not have luggage storage or a pool. - Our building is LEED Certified, allowing our guests to enjoy an experience that has lower environmental impact.

Family Friendly 3BD/2BA Near Grant Park | Chicago South Loop

Chicago, IL, US
3 Bedrooms 8 Guests
Aug 24 - 26
$330 night

It’s easy to get a taste of Chicago’s culture and cuisine at Kasa South Loop Chicago, located within walking distance of the Museum Campus, McCormick Place Center, and a variety of restaurants and shops. Our Kasas are the best choice for your trip to the Windy City with our spacious floorplans, full kitchen, laundry facilities, and parking. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device. The Space: SLEEPING ARRANGEMENT: - Bedroom 1: 1 king-size bed (sleeps 2) - Bedroom 2: 1 queen-size bed (sleeps 2) - Bedroom 3: 2 twin-size beds (sleeps 2) - Living room: 1 sofa queen (sleeps 2) PARKING: - Parking is available on-site for a fee based on the length of your reservation: $32 per night for 1-6 nights; $16 per night for 7-28 nights, $10 per night for 29+ nights. Parking fees will be collected online in your Kasa Booking Confirmation. LIVING SPACE: - Full kitchen with dishes, cookware, dishwasher, and coffee maker - Smart TV - In-unit washer/dryer - 719 to 900 square feet depending on the room category of choice We have multiple Kasas in this building, and each one is unique. Decor and layout may vary slightly from what you see in photos. Guest Access: In addition to your private space, you can enjoy the building’s shared amenities. BUILDING AMENITIES: - Fitness studio - Sundeck - Business center - Gourmet coffee bar - Controlled access - Night patrol for extra security - On-site dog park and designated dog walking areas We manage each aspect of your stay, so you can count on reliable service from booking to checkout, all while enjoying a self-directed experience. Every Kasa offers: - 24/7 support (text, chat, email, or call us any time!) - A desirable locale close to points of interest and attractions - Professional cleaning - Thoughtful design for your comfort and convenience - Security protocols, including ID verification - Care-focused technology for detecting noise and smoke Interaction with Guests: Our Guest Experience team is just a click, tap, or call away. We operate a virtual front desk, and check-in is completely contactless. We’ll send you instructions before you arrive. Please reach out if we can assist with anything before, during, or after your stay. The Neighborhood: South Loop is a music hub with a wealth of restaurants, bars, and history to be enjoyed by locals and travelers alike. Visit Grant Park, a short, 15-minute walk from your apartment, or take a quick tour over to Chess Records to learn more about music legends like Chuck Berry and Muddy Waters. In this neighborhood, there is no shortage of music to listen to, food to eat, or fun things to do. Don’t miss out on our favorite neighborhood spots: - Target Grocery, 0.1 miles away - Sociale Chicago, 0.1 miles away - Stan’s Donuts, 0.4 miles away - Eleven City Diner, 0.6 miles away - Maggie Daley Park, 1.2 miles away Getting Around: If you’re driving and looking for parking spaces around the city, you can use an app like SpotHero to find a spot. The L-Train is a great option for getting around; you can hop on the Green, Orange, or Red line at Roosevelt Station or catch the Blue line at LaSalle station, both less than a 10-minute walk from your doorstep. Alternatively, there are a number of rideshare options throughout the city. From our Kasa, Chicago Midway International Airport is only 10 miles away. Other Things to Note: PLEASE NOTE: - Guests are required to complete a Pre-Arrival Checklist, which includes a virtual ID check, and the option to request early check-in (subject to availability). We operate through a Virtual Front Desk, and self check-in is entirely contactless. We’ll send you instructions on accessing our property and your Kasa before you arrive. Questions? Contact us 24/7. - Kasa welcomes up to two pets (dogs and cats) per unit, and a pet fee will apply based on the length of your reservation: $20 per night for 1-6 nights; $16 per night for 7-28 nights; or $8 per night for 29+ nights. Please refer to our Guest Accommodation Agreement regarding the dog breeds we allow at our property. - Additionally, parking is available on-site for a fee based on the length of your reservation: $32 per night for 1-6 nights; $16 per night for 7-28 nights, $10 per night for 29+ nights. Parking fees will be collected online through your Kasa Booking Confirmation. - This property does not have luggage storage or a pool. - Our building is LEED Certified, allowing our guests to enjoy an experience that has lower environmental impact.

Chicago River North Executive One Bedroom Suite

chicago, il, US
1 Bedrooms 4 Guests
Aug 26 - 28
night

In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment. The best shopping in Chicago is minutes away at The Magnificent Mile, the Loop business district is just across the river, and plenty of fresh air and green space can be found riverside. Nestled in the heart of it all, an artful blend between luxury apartments and boutique hotel, Level River North is stylishly sophisticated. Just like Chicago. Available for nightly and extended stays, Level River North offers spacious studio, one and two-bedroom accommodations boasting fully-equipped kitchens, modern design, 24 hour Guest Services and access to unparalleled lifestyle amenities. Apartments for rent furnished and appointed with the conveniences of home and amenities of luxury travel make the suite life at Level River North anything but routine. Designed with you in mind, our Executive One Bedroom Suites range from 720 – 750 sq ft of spacious living space boasting fully-equipped kitchen, comfortable living area, spa-inspired bathroom, bedroom with king bed and open-air balcony. Perfect for couples and corporate travelers alike, all suites also feature in-suite laundry, premium appliances, flat-screen TV with cable, complimentary WiFi and local calling. Welcome to the suite life. Hotel License number 2835961.

Chicago River North Deluxe One Bedroom Suite

chicago, il, US
1 Bedrooms 4 Guests
Aug 30 - Sep 1
$389 night

In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment. The best shopping in Chicago is minutes away at The Magnificent Mile, the Loop business district is just across the river, and plenty of fresh air and green space can be found riverside. Nestled in the heart of it all, an artful blend between luxury apartments and boutique hotel, Level River North is stylishly sophisticated. Just like Chicago. Available for nightly and extended stays, Level River North offers spacious studio, one and two-bedroom accommodations boasting fully-equipped kitchens, modern design, 24 hour Guest Services and access to unparalleled lifestyle amenities. Apartments for rent furnished and appointed with the conveniences of home and amenities of luxury travel make the suite life at Level River North anything but routine. Designed with you in mind, our Deluxe One Bedroom Suites range from 560 – 698 sq ft of spacious living space boasting fully-equipped kitchen, comfortable living area, spa-inspired bathroom, bedroom with king bed and open-air balcony. Perfect for couples and corporate travelers alike, all suites also feature in-suite laundry, premium appliances, flat-screen TV with cable, complimentary WiFi and local calling. Welcome to the suite life. Hotel License number 2835961.

Chicago River North Executive One Bedroom & Office

chicago, il, US
1 Bedrooms 4 Guests
Aug 24 - 26
night

In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment. The best shopping in Chicago is minutes away at The Magnificent Mile, the Loop business district is just across the river, and plenty of fresh air and green space can be found riverside. Nestled in the heart of it all, an artful blend between luxury apartments and boutique hotel, Level River North is stylishly sophisticated. Just like Chicago. Available for nightly and extended stays, Level River North offers spacious studio, one and two-bedroom accommodations boasting fully-equipped kitchens, modern design, 24 hour Guest Services and access to unparalleled lifestyle amenities. Apartments for rent furnished and appointed with the conveniences of home and amenities of luxury travel make the suite life at Level River North anything but routine. Designed with you in mind, our Executive One Bedroom & Office Suites range from 720 – 750 sq ft of spacious living space boasting fully-equipped kitchen, comfortable living area, spa-inspired bathroom, bedroom with king bed and open-air balcony. Perfect for couples and corporate travelers alike, all suites also feature in-suite laundry, premium appliances, flat-screen TV with cable, complimentary WiFi and local calling. Welcome to the suite life. Hotel License number 2835961.

Chicago River North Deluxe Two Bedroom Suite

chicago, il, US
2 Bedrooms 6 Guests
Aug 24 - 26
$938 night

In a city known for its neighborhoods, River North stands out. You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment. The best shopping in Chicago is minutes away at The Magnificent Mile, the Loop business district is just across the river, and plenty of fresh air and green space can be found riverside. Nestled in the heart of it all, an artful blend between luxury apartments and boutique hotel, Level River North is stylishly sophisticated. Just like Chicago. Available for nightly and extended stays, Level River North offers spacious studio, one and two-bedroom accommodations boasting fully-equipped kitchens, modern design, 24 hour Guest Services and access to unparalleled lifestyle amenities. Apartments for rent furnished and appointed with the conveniences of home and amenities of luxury travel make the suite life at Level River North anything but routine. Designed with you in mind, our Deluxe Two Bedroom Suites range from 1,075-1,217 sq ft of spacious living space boasting fully-equipped kitchen, comfortable living area, spa-inspired bathroom, bedroom with king bed and open-air balcony. Perfect for couples and corporate travelers alike, all suites also feature in-suite laundry, premium appliances, flat-screen TV with cable, complimentary WiFi and local calling. Welcome to the suite life. Hotel License number 2835961.

Chicago Old Town Three Bedroom Deluxe Suite

chicago, il, US
3 Bedrooms 8 Guests
Aug 24 - 26
$2,405 night

With its historic architecture and tree-lined streets, Chicago’s Old Town is one of the city’s most iconic neighborhoods. Spend a day exploring the famous Old Town Art Fair, catch a show at The Second City, or toast with friends in our sprawling entertainment spaces after a long day of meetings. Level Old Town is nestled in the heart of it all, with a vibrant neighborhood at your doorstep, incredible lifestyle amenities steps from your suite and spacious accommodations designed for real life. Available for nightly and extended stays, Level Old Town offers spacious studio, one, two and three-bedroom accommodations and furnished apartments for rent boasting fully-equipped kitchens, modern design, 24 hour Guest Services and access to unparalleled lifestyle amenities. Experience the suite life at Level Old Town. Welcome to your sanctuary in the city. With 1,575 sq ft of exceptional living space, our Three Bedroom Suites are a popular choice for families and corporate groups alike. Boasting a fully-equipped kitchen with premium appliances, spacious open-concept living and dining area, spa-inspired bathrooms, bedrooms with luxuriously comfortable king beds, and a generous open-air balcony, our Three Bedroom Suites deliver the conveniences of home and the luxuries of a boutique hotel suite. All suites also feature in-suite laundry, flat-screen TV with cable, complimentary WiFi and local calling. Hotel license number 2689935.

Extended Stay: Walk to UIC Campus & Train!

Chicago, IL, US
2 Bedrooms 4 Guests
Aug 24 - Sep 25
$351 night

Pets Welcome w/ Fee | Private 44’ Patio | 3 Blocks to Train Station | 3 Mi to Dtwn Chicago Whether you’re a traveling professional or looking to tour the best of Chicago, you’ll experience the ideal blend of tranquility and convenience at this vacation rental. Boasting an open floor plan, floor-to-ceiling windows, an in-unit laundry area, and access to a community fitness center, this 2-bed, 2-bath condo has everything you need. Going out? Catch an exciting game at the nearby United Center! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 full bed - Bedroom 2 (has a barn door): 1 king bed COMMUNITY AMENITIES - Outdoor pool - Fitness center - Wraparound deck w/ dining areas & city views MAIN FEATURES - 3 Smart TVs - Gas fireplace - Open floor plan, high ceilings - Dining table, wine cooler - Private patio w/ gas grill, 2 dining areas & lounge seating KITCHEN - Stove/oven, refrigerator, dishwasher - Microwave, toaster oven - Drip coffee maker (coffee provided) - Cooking basics, dishware/flatware - Trash bags/paper towels GENERAL - Free WiFi - Central air conditioning/heating - Linens/towels - Washer/dryer, iron/board FAQ - Quiet hours (8:00 PM-8:00 AM) - Pet fee (paid pre-trip) ACCESSIBILITY - Single-story unit, on 1st floor - Exterior steps to enter PARKING - Designated garage space (1 vehicle) -- THE LOCATION -- - Walk to Taylor Street - Less than 1 mile to Little Italy - 2 miles to United Center & Willis Tower - 3 miles to Millennium Park, Shedd Aquarium, The Chicago Theatre & The Art Institute of Chicago - 5 miles to Navy Pier - 9 miles to Chicago Midway International Airport & 18 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/ $50 fee (+ fees & taxes, 2 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 - This single-story unit is located on the 1st floor and requires exterior steps to enter

4 BR • Theater Room • Gym • Walk to Lincoln Park!

Chicago, IL, US
5 Bedrooms 12 Guests
Aug 30 - Sep 1
$495 night

Welcome to Saint Paul Chicago 293 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. ✨ I highly recommend this location. The home is beautiful and quaint. The location is perfect. The neighbor is very quiet you are very close to shops and eateries.✨ ✔️ Situated on a tree-lined in the heart of Old Town Chicago ✔️ 3-5 min drive: ✔️ Lincoln Park and Zoo ✔️ Immersive Van Gogh Exhibit ✔️ North Avenue Beach ✔️ Chicago History Museum ⭐ HIGHLIGHTS ⭐ ▪️ 4 Bedrooms: 1 King Bed, 4 Queen Beds ▪️ 2 Full Bathrooms & 1 Half Bath w/ Complimentary Toiletries ▪️ Full Kitchen w/ High End Appliances ▪️ Spacious living area w/ couch + Smart TV ▪️ Free Wi-Fi + Multiple laptop-friendly surfaces ▪️ Central Air Conditioning & Heating ▪️ On-site washer and dryer ▪️ Patio ▪️ Free parking ▪️ Furry friends are welcomed! ▪️ Family-friendly amenities: Pack ‘n Play, high chair, children’s dinnerware, extra pillows + more (upon request) ▪️ Maximum Capacity: 12 Note: Before booking, please ensure that you have reviewed the “Other Things to Note” and “House Rules” sections. ✨A five star host and a five star stay!✨ ✨ EAGER TO KNOW MORE? READ BELOW! ✨ ⭐ BEDROOMS ⭐ ▪️Master Bedroom: King Bed ✔️ Lounge area ✔️ Smart TV ✔️ Full body mirror ✔️ En-suite bathroom ▪️ Bedroom 2: Queen Bed ▪️ Bedroom 3: Queen Bed ▪️ Bedroom 4 (Basement): Two Queen Beds ✔️ Large lounge area ✔️ Smart TV ✔️Clean and fresh bedding ✔️ Room-darkening shades ✔️ Extra pillows and blankets (upon request) ⭐ BATHROOMS ⭐ Our home offers three beautifully designed bathrooms, each equipped with modern fixtures and stylish finishes to enhance your stay. ▪️ Bathroom 1: Full Bathroom - Main Level ▪️ Bathroom 2: Full Bathroom - Second Floor ▪️ Bathroom 3: Half Bathroom - Lower Level ✔️ Fresh towels ✔️ Shampoo, conditioner and body wash ✔️ Hair Dryer ⭐ KITCHEN & DINING ⭐ Our home features a beautifully designed dining area that comfortably seats seven ✔️ High-end appliances ✔️ Full size fridge ✔️ Stove, oven, microwave, dishwasher ✔️ Toaster, coffee/tea maker, water kettle ✔️ Spices ✔️ Dishware, flatware, and dining utensils ✔️ Essential cooking utensils ✔️ Stocked with basic supplies: paper towels, trash bags, etc. ✔️ Kitchen Island ✔️ Dining table for 7 ⭐ LIVING ROOM ⭐ Our home boasts two inviting spaces for relaxation and entertainment: ▪️ Main living area ✔️ Large sectional sofa ✔️ Smart TV with Disney+, Netflix, Amazon Prime, Hulu + HBO + more ✔️ Board games ▪️ Lower-level lounge. ✔️ Large sectional sofa ✔️ Smart TV with Disney+, Netflix, Amazon Prime, Hulu + HBO + more ✔️ Indoor Basketball ✔️ Arcade ⭐ BASEMENT⭐ ✔️ In-suite washer and dryer ✔️ Iron and ironing board ✨ 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! ✨

Vacation Rentals in Chicago by Amenities & Features

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Vacation Rentals Near Chicago

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