Pet-friendly Vacation Rentals in Chicago

Just 500 feet from Wrigley Field, this brand new garden apartment in Chicago's sought-after Southport Corridor/Wrigleyville area offers a prime location for exploring Lakeview.
This pet-friendly apartment allows pets and features modern condo-quality finishes, stainless steel appliances, two smart TVs, and seamless smart lock entry, comfortably accommodating up to 4 guests.

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.

Located conveniently in Chicago, this apartment is just 3.1 miles from Wrigley Field and 5 miles from Lincoln Park Zoo, with Loyola University Chicago also nearby.
This pet-friendly apartment offers a fully equipped kitchen, air conditioning, and free WiFi, making it ideal for travelers with pets seeking a comfortable stay in Chicago.

Enjoy a recently gut-rehabbed, pet-friendly apartment in Chicago's Logan Square/Bucktown area, just one block south of the 606 trail and a 10-minute walk to the Western Blue Line CTA station.
This bright and spacious 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and features a full kitchen, air conditioning, and is ideal for travelers seeking dog-friendly accommodations with easy access to dining and transit.

Just 500 feet from Guaranteed Rate Field and the historic Ramova Theater, this newly renovated, modern 1-bedroom basement apartment in Chicago's Bridgeport neighborhood offers a prime location for exploring the city.
This pet-friendly apartment includes complimentary in-unit laundry, air conditioning, parking, and a small landscaped yard, providing a comfortable and convenient stay for two guests visiting Chicago.

Located in Chicago's historic Printers Row, this apartment is just a short walk from the Loop and Millennium Park, offering easy access to Museum Campus and Soldier Field.
This pet-friendly apartment features four conjoining loft suites with high ceilings, abundant natural light, and private balconies, plus access to a gym and laundry facilities.

Just 0.7 miles from Lake Michigan, this pet-friendly studio apartment is located north of Boystown in Chicago's Lakeview neighborhood, a 13-minute walk from Wrigley Field and near the Red Line.
This fully equipped and furnished apartment welcomes pets and offers convenient street parking, air conditioning, and is perfect for guests seeking a dog-friendly stay with easy access to dining and entertainment.

This 6-bedroom, 2-bathroom apartment in Chicago's Wrigleyville neighborhood is just steps from Wrigley Field, offering unparalleled access to baseball games and the area's dining and nightlife.
This pet-friendly accommodation provides ample space for up to 16 guests, featuring two kitchens, a large shared deck, and convenient parking permit options, making it ideal for large groups traveling with their dogs.

Located in Chicago's Logan Square, this apartment is a short trip to downtown and equidistant from two Blue Line stops, facilitating travel between O'Hare and the city center.
This pet-friendly apartment offers two queen bedrooms, a pullout bed for up to 5 guests, free laundry access, and a kitchen equipped for cooking, making it ideal for families and travelers with pets.

This spacious house in Chicago welcomes pets and offers a private gym and games room, located 6.2 miles from the United Center, Lincoln Park Zoo, and Wrigley Field.
Featuring 2230 square feet, this pet-friendly accommodation includes a fully fitted kitchen, air conditioning, and a garden with a fire-pit and playground, ensuring a comfortable stay for up to 31 guests.

Located in Chicago's West Loop, this apartment is a 15-minute walk from Union Station and 1.1 miles from Willis Tower.
This pet-friendly apartment offers 1080 square feet of space, accommodates up to 9 guests, and features a full kitchen, air conditioning, a balcony, and on-site parking for your convenience.

Located in Chicago's West Loop, this historic 19th-century Greystone apartment is just 3 miles from downtown and a short walk to the United Center, offering a spacious rooftop deck perfect for gatherings.
This pet-friendly 2-story duplex accommodates up to 12 guests with 4 bedrooms and 2 bathrooms, featuring two living rooms with a fireplace, a fully furnished backyard oasis with a Weber grill and firepit, and ample free street parking.

This ground-floor garden apartment in West Woodlawn, Chicago, is a pet-friendly option located conveniently near the L station for access to the Loop and Millennium Park, and just 2 miles from the Obama Presidential Center.
Enjoy a fenced yard and gated parking for one vehicle, along with a full kitchenette, central A/C, and a laptop-friendly workspace, making it ideal for travelers with pets looking for comfort and convenience.

Located in Chicago's trendy West Town neighborhood, this 2-bedroom apartment is just 1.2 miles from the United Center and a few miles from Water Tower Chicago and 360 Chicago.
This pet-friendly apartment offers a well-equipped kitchen with a dishwasher and microwave, air conditioning, an outdoor seating area, and on-site private parking for your convenience.

Directly above McGee's Tavern and Grille, this pet-friendly apartment is located in Chicago's upscale Lincoln Park district, just steps from numerous cafes, restaurants, pubs, and parks.
This one-bedroom apartment accommodates up to four guests and features a full kitchen, high-speed internet, and free 24-hour street parking facilitated by provided zoned stickers.

This newly renovated historic flat is located in Chicago's Lincoln Park neighborhood, one block from Kingston Mines and less than 1.5 miles to the lakefront.
This dog-friendly apartment offers 1400 square feet of space with 2 bedrooms and 2 bathrooms, accommodating up to 5 guests with amenities like a private balcony, shared backyard with a gas grill, and exclusive garage parking.

Located in Chicago's North Park neighborhood, this apartment is situated between the Chicago River and Forest Preserves, offering easy access to Peterson Park and beaches just 3 to 3.5 miles away, with Lincoln Square and Andersonville neighborhoods within a few miles.
This pet-friendly apartment boasts a 5-star chef's kitchen, a private fenced patio with a grill, and is ideal for remote workers with high-speed WiFi and an HD projector, ensuring a comfortable stay for you and your dog.

Located in Chicago's River North district, this pet-friendly apartment is just over 1 mile from Oak Street Beach and within 0.6 miles of the Shops at Northbridge.
This 960 sq ft apartment offers 2 bedrooms and accommodates up to 7 guests, featuring a full kitchen with a dishwasher, air conditioning, and a balcony with city views, plus access to a sauna and spa.

Enjoy breathtaking 28th-floor views from this expansive two-level penthouse apartment located in Chicago's Downtown Loop District, just 500 feet from the Red Line 'L' subway and within walking distance of Grant Park, the Art Institute, and Millennium Park.
This pet-friendly apartment offers 1110 square feet of living space, accommodating up to 6 guests with two bedrooms, a full kitchen, and access to a gym, pool, and doggy park, ensuring a comfortable stay for you and your furry companions.

Enjoy breathtaking skyline views from this top-floor, pet-friendly apartment in Chicago's Fulton Market district, just a 7-minute walk to Union Park and a 10-minute walk to Google HQ.
This 1350 sq. ft. apartment offers 2 bedrooms and 2 bathrooms for up to 5 guests, featuring a fully-equipped chef's kitchen, private balcony, and access to extensive building amenities including a pool, spa, and fitness center, making it a great choice for dog-friendly stays.

Just 19 minutes on foot from Fullerton Beach and 1.1 miles from Wrigley Field, this historic 19th-century apartment offers a prime location in Chicago, also situated near Lincoln Park Zoo.
This pet-friendly apartment boasts 4 bedrooms, 2 bathrooms, a fully equipped kitchen, and accommodates 10-20 guests, with amenities like a fireplace, free WiFi, and nearby bicycle rentals for exploring the area.

Located in Chicago's prestigious Gold Coast, this exclusive estate is just one block from Lake Michigan and within walking distance to Oak Street boutiques and Michigan Avenue shopping.
This expansive 7,000 sq ft pet-friendly apartment boasts 5 bedrooms, 5 bathrooms, and a 1200 sq ft rooftop terrace, offering ample space and luxury amenities for up to 14 guests, including a concierge and on-site parking.

Located in Chicago's West Town neighborhood, this apartment offers a balance of centrality and tranquility, with easy access to downtown attractions like the Chicago History Museum and Merchandise Mart.
This 2-bedroom, 2-bathroom pet-friendly apartment accommodates up to 4 guests and features a full kitchen, air conditioning, and on-site parking, making it a comfortable and convenient choice for travelers with pets.

Located in Chicago's Fulton Market district, this luxury penthouse loft offers private elevator access in a prime area for nightlife and dining, just steps from neighborhood attractions.
This expansive 3,500 sq ft, 5-bedroom apartment is pet-friendly and accommodates up to 16 guests, boasting a chef's kitchen with Viking appliances and unbeatable cityscape views.

Just 1.2 miles from the United Center, this Chicago apartment offers a prime location, situated 3.1 miles from Union Station and 3.2 miles from Water Tower Chicago.
This spacious, pet-friendly apartment boasts 2400 square feet with 3 bedrooms and 3 bathrooms, featuring a full kitchen, air conditioning, a jacuzzi, and a balcony, making it an ideal choice for families and travelers with pets.

Located in Chicago's Streeterville neighborhood, this sophisticated one-bedroom apartment offers convenient access to Navy Pier, just 0.3 miles away.
This 650 sq ft pet-friendly apartment welcomes up to two guests and features a fully equipped kitchen, smart TV, and access to building amenities like a swimming pool and fitness center.

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.

This pet-friendly apartment in Chicago's Rogers Park neighborhood offers direct beach access, just 500 feet from the Red Line train and Loyola University.
Enjoy 1100 square feet of living space with two bedrooms, two bathrooms, a full kitchen, and a shared patio with lake views, perfect for families and guests with pets.