Pet-friendly Vacation Rentals in Chicago

Located in Chicago's Irving Park neighborhood, this apartment offers easy access to cultural landmarks like the Chicago History Museum and shopping on Michigan Avenue, just a few miles away.
This pet-friendly apartment comfortably accommodates four guests with two bedrooms, a fully equipped kitchen, a dedicated workspace, and on-site laundry, ensuring a convenient stay for travelers with their dogs.

This pet-friendly apartment in Chicago offers convenient access, being just 1 mile from the Belmont Blue Line Station and 0.5 miles from Clark Street's local dining and shopping.
This 2-bedroom, 1-bathroom apartment comfortably accommodates up to 5 guests and features a fully equipped kitchen, a Smart TV, and a dedicated outdoor space with a grill, making it an ideal choice for travelers with pets.

Just 500 feet from Lake Michigan, this house in Chicago's South Shore offers a prime location near Hyde Park attractions and the Cultural Center.
This spacious, pet-friendly house accommodates up to 12 guests with 5 bedrooms, featuring a fully equipped kitchen, central air conditioning, free Wi-Fi, and garage parking, making it ideal for families and dog-friendly stays.

This top-floor, new 2-bed/2-bath apartment in Avondale, Chicago, is conveniently located just 15 miles from Wrigley Field and a 7-minute walk to the CTA Belmont Blue Line, offering quick transit to O'Hare International Airport and downtown Chicago.
This pet-friendly apartment boasts excellent user, location, and cleanliness ratings, featuring air conditioning, a full kitchen, and parking, making it an ideal choice for travelers with pets exploring Chicago.

This pet-friendly apartment is located in Chicago's Humboldt Park neighborhood, just a short drive to West Town's attractions and downtown landmarks like Michigan Avenue and Millennium Park.
Enjoy ample living and recreation space in this spacious duplexed-down unit, featuring a fully equipped kitchen, a dedicated lower-level recreation area with a pool table and air hockey, and a generous rear balcony, perfect for groups of up to 10 guests.

Just 500 feet from the iconic Frank Lloyd Wright Home and Studio, this pet-friendly studio offers a prime location in Oak Park, just a 10-minute walk to Downtown Oak Park.
This dog-friendly studio accommodates up to 2 guests and features air conditioning, internet, and parking, with pets allowed for your convenience.

This pet-friendly apartment in Chicago offers a convenient district location with easy access to nearby attractions.
Enjoy a comfortable 1-bedroom, 1-bathroom apartment with a full kitchen and reliable Wi-Fi, perfect for up to 2 guests and their pets.

Enjoy a prime Noble Square apartment with a private back porch offering an amazing Chicago skyline view, just minutes from the West Loop, Fulton Market, Wicker Park, Goose Island, and the United Center, and it's a pet-friendly gem.
This stylish, professionally decorated 1-bedroom, 1-bathroom apartment comfortably accommodates up to four guests with a queen bed and pullout sofa, featuring in-unit laundry and a fully equipped kitchen with brand-new stainless-steel appliances for a convenient stay.

Directly across from Lake Michigan, this pet-friendly, renovated second-floor apartment in Chicago's Rogers Park neighborhood offers immediate lake views and is just steps from Leone Beach Park and Loyola Park.
This dog-friendly apartment features a private patio with a fire pit, air conditioning, and a full kitchen, providing a comfortable vacation rental experience for up to 5 guests.

Located in Chicago's Wrigleyville, this apartment is a short walk from Wrigley Field and 1.7 miles from Fullerton Beach, offering convenient access to North Side attractions.
This pet-friendly apartment boasts 650 square feet with 5 bedrooms, a full kitchen, and on-site parking, ensuring a comfortable stay for families and groups traveling with their dogs.

Located in the University of Chicago Hospitals Heliport area, this pet-friendly apartment is just 2.9 miles from the Museum of Science and Industry and 4.8 miles from Guaranteed Rate Field.
This 150 square foot apartment features air conditioning, a private bathroom, a Queen Bed, and accommodates up to 2 guests, with parking available on-site.

Located in Chicago's Fulton Market district, this apartment is just a short walk from acclaimed restaurants and major city attractions.
This pet-friendly apartment offers a private balcony, in-suite laundry, a state-of-the-art fitness center, and access to a seasonal outdoor heated pool and hot tub, perfect for guests with pets.

Located in Chicago's Fulton River District, this apartment is just 1 mile from Grant Park and Millennium Park, offering excellent access to downtown attractions.
This modern, pet-friendly one-bedroom apartment spans 800 square feet, accommodates two guests, and features in-apartment laundry and a full kitchen, making it ideal for travelers with pets.

Experience unparalleled cityscape views from this brand new penthouse apartment, perfectly situated in Chicago's Fulton Market district, a prime destination for dining and nightlife, just steps from renowned restaurants and entertainment venues.
This luxurious, pet-friendly apartment accommodates up to 5 guests with a king bed, pull-out couch, and air mattress, boasting a fully equipped chef's kitchen, private parking, and building amenities including a gym and rooftop with grilling stations, making it ideal for travelers with pets.

Centrally located in historic Oak Park, this apartment offers proximity to Frank Lloyd Wright architecture and is a mere 4-minute drive to the train for easy access to Downtown Chicago, just 20 miles away.
This pet-friendly apartment welcomes families with a Pack 'n Play and features a fully equipped kitchen, fast WiFi, and two Smart TVs, accommodating up to 3 guests.

Steps from the 2-mile 606 Bloomingdale Trail, this newly remodeled apartment offers a prime Chicago location near Humboldt Park, Logan Square, Bucktown, Wicker Park, and Ukrainian Village, with downtown just a 20-minute drive away.
This pet-friendly apartment accommodates up to 4 guests, features a full kitchen with a dishwasher, and provides free street parking with a permit, with the option to combine with an adjacent unit for larger groups.

Perfectly situated, this pet-friendly apartment is just a 4-minute walk from the iconic Frank Lloyd Wright Home and Studio and a 10-minute walk to Downtown Oak Park.
This dog-friendly apartment offers a full kitchen with a fridge and microwave, air conditioning, and on-site parking for up to 4 guests.

This pet-friendly apartment in Elmwood Park offers excellent user, location, and cleanliness ratings, situated just a minute's walk from a bus stop and a 10-minute walk to the Metra train, with O'Hare Airport only a 15-minute drive away.
Enjoy ultimate quiet in the soundproofed bedroom, a luxurious bathroom with a towel warmer and heated floor, and a fully equipped kitchen, all within a building featuring a well-maintained garden and a private parking space, perfect for travelers with pets.

Located in the desirable Wicker Park neighborhood, this apartment is just a 5-minute commute from downtown Chicago, offering convenient access to shops, restaurants, public transportation, parks, and nightlife.
This pet-friendly apartment features 2 bedrooms, accommodating up to 6 guests with a fully equipped kitchen, air conditioning, a shared garden, and a private parking space, making it an excellent choice for travelers with pets.

Enjoy a private deck with a fire pit and complimentary WiFi at this pet-friendly Chicago apartment, conveniently located 2.4 miles from the United Center and 3.8 miles from Water Tower Chicago.
This 550 square foot, 2-bedroom apartment accommodates up to 6 guests and features air conditioning, a fully equipped kitchen with a dishwasher, and free private parking.

Located in a historic building, this apartment offers a unique ambiance with proximity to Chicago attractions like the United Center (2.4 miles) and Water Tower Chicago (3.7 miles).
This pet-friendly apartment features a spacious 800 sq ft layout with 2 bedrooms and 2 bathrooms, a fully equipped kitchen, a private patio with a fire pit, outdoor seating, and free WiFi in public areas, perfect for travelers with pets.

Offering spectacular city views from its private terrace, this brand-new penthouse duplex loft is located in Downtown Chicago's River North district, just two blocks from Michigan Avenue and six blocks from Lake Michigan.
This pet-friendly apartment, featuring 1190 square feet of living space, accommodates up to 8 guests with two bedrooms, a fully equipped chef's kitchen, and a second living area, and is conveniently located near nightlife, restaurants, and shopping.

Sentral Michigan Avenue is a 3-star hotel located in Chicago, just an 8-minute walk from Grant Park and close to the Art Institute of Chicago.
This pet-friendly hotel offers air-conditioned rooms with desks and flat-screen TVs, plus amenities like an indoor swimming pool, fitness center, and on-site restaurant.

Enjoy a spacious 2000 sq ft apartment in Westchester, perfect for families and conveniently located just 10 miles from downtown Chicago via I-290, making it a great pet-friendly base for exploring the city.
This accommodation boasts a game room with ping pong, a jacuzzi, and a large fenced backyard, ensuring fun for both you and your pets in this dog-friendly retreat.

Located in Chicago's Uptown district, this apartment is a 15-minute walk to Montrose Beach and just 1.9 miles from Wrigley Field.
This pet-friendly apartment features a fully equipped kitchen, a dedicated workspace with free WiFi, and on-site fitness center, perfect for travelers with dogs up to 30 lbs.

Located in Chicago's South Loop, this aparthotel is a 16-minute walk from Grant Park and one mile from the Art Institute of Chicago, offering a prime spot for exploring the city.
This pet-friendly aparthotel allows one dog or cat for a daily fee, and features fully equipped kitchens, free WiFi, air-conditioned rooms, and an outdoor terrace.

Enjoy stunning Chicago city views from the balcony of this two-bedroom Blueground apartment, located in the desirable Lakeview East district, just a short distance to Lincoln Park Zoo and Wrigley Field.
This pet-friendly apartment offers 1020 square feet of living space, accommodating up to 4 guests with a fully equipped kitchen, in-apartment laundry, and access to building amenities like a rooftop BBQ.

Located in Chicago's Edgewater neighborhood, this apartment is a 14-minute walk from Loyola University and 1.8 miles from Foster Beach.
This pet-friendly apartment offers 1250 square feet of living space, a private patio overlooking a garden, in-unit laundry, and complimentary on-site parking, perfect for families and guests with pets.

Located in Wrigleyville, this apartment is just 250 feet from Wrigley Field and one block from the energetic Wrigleyville nightlife, offering excellent access to public transportation with the Red Line just a block away and the lakefront beach within walking distance.
This pet-friendly apartment features remodeled interiors, air conditioning, and parking, making it a comfortable and convenient choice for families and groups of up to 10 guests looking for a dog-friendly stay near Chicago's attractions.

Just 1.4 miles from the Field Museum, this 3-bedroom, 2-bathroom apartment offers a prime location near McCormick Place and Grant Park in Chicago.
This pet-friendly apartment boasts 1100 square feet of living space, a full kitchen, air conditioning, and access to an on-site fitness center and patio with city views, perfect for families and travelers with pets.

Located in Chicago's South Loop, this apartment is approximately 1.4 miles from the Field Museum and conveniently near McCormick Place, Chinatown, and Soldier Field.
This pet-friendly apartment offers 1100 square feet of living space with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, and on-site parking.

Centrally located in East Village, this apartment is just a 12-minute subway ride to downtown Chicago's Loop and Michigan Avenue, offering easy access to I-90/94 and numerous popular restaurants.
This expansive 2400 sq ft apartment is pet-friendly and accommodates up to 12 guests, boasting two terraces with stunning skyline views, a chef's kitchen with marble countertops, and a luxurious en-suite spa bathroom in the primary bedroom.

This East Garfield Park apartment is located within 1.5 miles of the Green Line CTA, Garfield Park Conservatory, and the United Center, offering a pet-friendly stay in Chicago.
Boasting 1600 square feet, this accommodation accommodates up to 12 guests with amenities like a full kitchen, air conditioning, and an on-site garden, making it ideal for families and business travelers alike.

Located in Chicago's Brighton Park neighborhood, this apartment is just a 10-15 minute drive from Downtown Chicago, Little Italy, and Chinatown, and within easy reach of Millennium Park and Soldier Field.
This pet-friendly apartment offers 1,000 square feet of space with 3 bedrooms, sleeping up to 10 guests, and features a fully equipped kitchen, in-unit laundry, and a shared backyard, making it ideal for dog-friendly family vacations.

Located in Chicago's South Loop, this pet-friendly apartment is 1.4 miles from the Field Museum of Natural History and conveniently close to Grant Park and the Art Institute of Chicago.
This spacious 2-bedroom, 2-bathroom apartment offers 900 square feet of living space, a patio with city views, and essential amenities like a full kitchen and Wi-Fi, making it an ideal choice for families and travelers with pets.

Steps from Montrose Beach, this pet-friendly East Lakeview apartment is located in a historic home, offering excellent walkability to Wrigleyville and tennis courts.
This bright, private 2-bedroom apartment accommodates up to 5 guests and provides garden access, with laundry available nearby.