Pet-friendly Vacation Rentals in Chicago, IL

A short drive from Sox Park and just 15 kilometres from downtown Chicago attractions such as Millennium Park, this apartment offers a convenient base for exploring the city.
This pet-friendly apartment boasts a dedicated workspace with over 500 Mbps internet, a classic Simpsons arcade machine, and a shared, fully fenced backyard, comfortably accommodating up to six guests.

This pet-friendly apartment is situated in a historic building, just 2.7 kilometers from Lincoln Park Zoo and 1.8 kilometers from Wrigley Field.
Offering a private beach area and 232 square meters of space, this apartment features 3 bedrooms, 2 bathrooms, and a terrace, with on-site tennis and free WiFi available.

This pet-friendly apartment in Chicago's Irving Park neighbourhood is just a 10-minute drive from Wrigley Field and a 4-minute drive to the I-90/94 motorway.
With two bedrooms and a sofa bed, this apartment comfortably accommodates up to six guests and features a full kitchen, air conditioning, and free street parking, making it ideal for dog-friendly city breaks.

Directly adjacent to the Cicero Bus line and a mere 480 meters from the CTA Pink Line, this newly renovated one-bedroom apartment offers exceptional convenience for exploring Chicago.
This pet-friendly apartment boasts a fully equipped kitchen, air conditioning, and on-site laundry, comfortably accommodating up to five guests for a superb stay.

Located in Chicago's Pilsen district, this apartment is 3.2 kilometres from the United Center and 5.9 kilometres from Union Station and Willis Tower.
This pet-friendly apartment offers 4 bedrooms, 4 bathrooms, and a fully equipped kitchen, with an on-site casino for entertainment and complimentary WiFi.

This modern, fully furnished 1-bedroom apartment in Chicago is a truly pet-friendly haven, offering a warm and inviting atmosphere for you and your furry companions.
Enjoy a comfortable stay with a well-equipped kitchen, reliable Wi-Fi, and a queen bed, all within easy reach of city attractions, making it ideal for travellers seeking dog-friendly accommodation.

Located in Chicago's Lincoln Park district, this pet-friendly apartment is a short walk to Sedgwick & Dickens, with Old Town and the lakefront just minutes away.
This stylish studio offers a fully equipped kitchen, a comfortable queen-size bed, and an in-unit washer/dryer, perfect for accommodating two guests and their pets.

Centrally located in Chicago, this apartment is just a short distance from Wrigley Field and offers easy access to major highways and public transport for exploring downtown.
This pet-friendly apartment boasts three bedrooms, two bathrooms, and accommodation for up to nine guests, featuring a kitchen with essential appliances and a fenced-in backyard for private outdoor space.

Boasting unparalleled panoramic city and lake views from its prime downtown Chicago location, this stunning corner penthouse is just a 5-minute walk from the Magnificent Mile and the lakefront.
This exceptional 3-bedroom, 2-bathroom apartment offers ample space for up to 6 guests, featuring a fully equipped kitchen, in-unit laundry, and building amenities including a gym and doorman, all while being a wonderfully pet-friendly choice for your Chicago visit.

Oak Park offers a prime location with shops and restaurants within a short walk, and it is just a 4-minute drive to the train for easy access to Chicago.
This pet-friendly apartment boasts 2 bedrooms and 1 bathroom, accommodating up to 3 guests, and includes a fully equipped kitchen, fast WiFi, and a Pack 'n Play for families.

This pet-friendly apartment in Chicago offers excellent access to the city, being conveniently located just a short walk from the nearest train station, making exploration effortless.
Enjoy a comfortable stay in this one-bedroom, one-bathroom apartment for two, featuring an open layout, in-unit laundry, a dedicated workspace, and a fully equipped kitchen.

This Bridgeport apartment offers a quiet residential setting with easy access to downtown Chicago, just 3.2 kilometres away.
This pet-friendly accommodation features a fully stocked eat-in kitchen, a queen and full memory foam bed, plus a futon for up to three guests, with a dedicated enclosed pet play area and free street parking.

Just 2 minutes on foot from Wrigley Field, this apartment is located in the prime Wrigleyville district of Chicago, offering excellent access to Lincoln Park Zoo (3.9 kilometres) and Loyola University Chicago (6.6 kilometres).
This spacious, pet-friendly apartment boasts a stylish Art Deco design, a fully equipped kitchen, a living room with a fireplace, and private parking for an additional charge, ensuring a comfortable stay for up to 19 guests.

Located 3.6 kilometres from the United Centre and 4.8 kilometres from Guaranteed Rate Field, this spacious 4-bedroom apartment in Chicago offers a convenient base for exploring the city, with Union Station just 4.8 kilometres and Willis Tower 5.1 kilometres away.
This pet-friendly apartment boasts a generous 167 square meters of floor area, accommodating up to 20 guests with its four bathrooms and fully equipped kitchen, and features an on-site casino for entertainment and outdoor cycling opportunities.

Located in Chicago, this apartment is situated approximately 2.25 kilometres from the Field Museum and conveniently close to McCormick Place and Soldier Field.
This pet-friendly apartment offers a 74 square metre space with two bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, and on-site parking, making it ideal for families and event attendees.

Located in Chicago's Lawndale neighbourhood, this apartment is 5.6 kilometres from downtown and a 15-minute drive from Millennium Park and Soldier Field.
This pet-friendly apartment offers 102 square metres of space for up to 12 guests, featuring a microwave, dishwasher, and classic games for entertainment.

Just an 8-minute walk from Wrigley Field, this apartment is located in a Chicago neighbourhood, 2.7 kilometres from Fullerton Beach.
This pet-friendly apartment offers complimentary WiFi, air conditioning, a balcony with garden views, and access to a tennis court, perfect for guests travelling with their dogs.

Conveniently situated in Chicago's Irving Park neighbourhood, this apartment is a 15-minute bus ride from Wrigley Field and a 15-minute walk to the train, offering a pet-friendly base for exploring the city.
This newly renovated, 84 square meter, two-bedroom apartment comfortably accommodates six guests and features a fully equipped kitchen, in-unit laundry, and a large shared garden perfect for dogs.

Located in Chicago's South Loop, this apartment offers excellent access to major attractions, situated just 2.4 kilometres from Soldier Field and the Field Museum of Natural History, and 2.9 kilometres from Grant Park.
This pet-friendly apartment boasts 88 square metres of living space, featuring two bedrooms and two bathrooms, a fully equipped kitchen, air conditioning, a terrace with city views, and on-site parking, ensuring a comfortable stay for you and your dog.

Ideally situated in Chicago's Humboldt Park, this apartment offers superb public transport links and is just minutes from the popular 606 Trail, making it a truly pet-friendly choice for exploring the city.
This modern, 93 square meter apartment accommodates up to four guests with two bedrooms, one bathroom, and boasts a private terrace, a garden, and a fully equipped kitchen, ensuring a comfortable stay for you and your pets.

Located in Chicago's O'Hare neighbourhood, this apartment offers convenient access to O'Hare International Airport and downtown Chicago via the Blue Line train, with grocery stores, a shopping mall, and a forest park preserve a short walk away.
This 111 square meter pet-friendly apartment accommodates up to 7 guests, featuring a fully equipped kitchen, in-unit laundry, a balcony with a BBQ grill, and fitness amenities, making it an ideal choice for travellers with pets.

This newly built, pet-friendly apartment in Chicago offers a comfortable urban base, situated approximately 6.1 kilometres from Lincoln Park Zoo and 6.3 kilometres from Wrigley Field.
Boasting 102 square metres, this two-bedroom, two-bathroom apartment comfortably accommodates up to 11 guests and features a fully equipped kitchen with a dishwasher, air conditioning, and a private terrace for enjoying the city views, making it ideal for travellers with pets.

Located just over 1.6 kilometres from the Field Museum, this apartment offers convenient access to downtown Chicago's attractions and convention centres like McCormick Place, with pet-friendly policies ensuring your furry companions are welcome.
This apartment boasts well-equipped kitchens, a sun terrace, and complimentary WiFi, providing a comfortable and engaging stay for families and convention-goers alike, with an on-site fitness centre and private entrance for added convenience.

This pet-friendly apartment in Chicago's West Loop is a 15-minute walk from Union Station and 1.8 kilometres from Willis Tower, placing you close to the United Center and CIBC Theatre.
Enjoy 100 square meters of living space in this family-friendly apartment, featuring two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, a private balcony with city views, and on-site parking available for an extra charge.

This top-floor apartment in Chicago's West Loop offers amazing city views and is just a 5-minute walk to Little Italy and Union Park, making it a fantastic pet-friendly base.
Boasting two bedrooms and two bathrooms, this accommodation sleeps up to five guests and features a fully-equipped kitchen, high-speed internet, and access to extensive building amenities including a Sky Lounge and rooftop terrace.

Enjoying a prime Chicago location, this pet-friendly apartment is just a 10-minute walk from the renowned nightlife of Milwaukee Avenue.
This fully furnished one-bedroom apartment offers independent guest access, in-unit laundry, and a fully equipped kitchen, comfortably accommodating up to four guests with its queen-size bed and two futons, making it an excellent choice for travellers with pets.

This four-bedroom, three-bathroom apartment in Chicago is a pet-friendly haven, conveniently located just a short walk from local amenities and approximately 2.4 kilometres from Wrigley Field.
Boasting two distinct living spaces, a well-stocked kitchen, in-unit laundry, and a rooftop deck with city views, this family-friendly apartment also features dual-zoned heating/AC and optional garage parking, ensuring a comfortable stay for up to ten guests and their dogs.

Enjoy panoramic city views from this high-floor, one-bedroom apartment in Chicago's prestigious Gold Coast district.
This pet-friendly apartment offers a fully equipped kitchen, premium entertainment options, and on-site laundry, making it ideal for travellers with pets.

Centrally located in Chicago's Bucktown district, this apartment is just 480 meters from the city train, offering a 25-30 minute commute to downtown and easy access to numerous restaurants, shops, and entertainment venues.
This pet-friendly apartment boasts a recently renovated interior, a fully equipped kitchen with stainless steel appliances, in-unit laundry, and private parking, making it ideal for families and travellers with pets.

Centrally located in a Chicago district, this newly renovated apartment offers convenient access to local landmarks and is perfectly situated for travellers with pets.
This pet-friendly apartment boasts a fully equipped kitchen, air conditioning, and comfortable sleeping arrangements for up to six guests, ensuring a pleasant stay for families and their furry companions.

This pet-friendly apartment in Alsip, a South suburb of Chicago, is conveniently located approximately 22-26 kilometres from major Chicago attractions such as the Museum of Science and Industry, Guaranteed Rate Field, and Union Station.
Offering 102 square meters of living space with a kitchen, air conditioning, and a terrace, this accommodation comfortably accommodates up to 7 guests and is just 11 kilometres from Midway International Airport.

This spacious 3-bedroom corner apartment is located just 2.25 kilometres from the Field Museum, offering convenient access to McCormick Place, Grant Park, and Soldier Field, and is a truly pet-friendly choice for your Chicago visit.
With 102 square metres of living space, this apartment boasts city views, a patio, a fully equipped kitchen, and an on-site fitness centre, making it ideal for families and groups of up to 19 guests.