Pet-friendly Vacation Rentals in Chicago

Located in a prime Chicago district, this brand new luxury apartment is just around the corner from top dining, shopping, and attractions, with easy public transport access.
This pet-friendly apartment offers spectacular city views, a fully equipped kitchen with stainless steel appliances, an in-unit washer and dryer, and accommodates up to 4 guests, including a master suite with a king bed.

This Chicago apartment is located in a neighborhood with shops, cafes, and attractions just minutes away, offering convenient access to public transit.
Enjoy a pet-friendly stay with in-unit laundry, a fully equipped kitchen, and a dedicated workspace, perfect for travelers with dogs or cats.

Located in Chicago's prime Gold Coast, this pet-friendly apartment is just a few blocks from Oak Street Beach and steps from the Magnificent Mile, offering unparalleled access to shopping, dining, and entertainment.
This apartment comfortably accommodates up to 3 guests and features a full kitchen with a fridge, microwave, and dishwasher, plus air conditioning and internet, making it an excellent choice for families and travelers with pets.

Steps from Grant Park and the Field Museum, this 2-bedroom, 2-bathroom house is located in Chicago's Museum Campus area.
This pet-friendly house offers 1050 square feet of living space, a fully equipped kitchen, and lake views from a private patio, perfect for families or groups of up to 8 guests.

This apartment is located in a residential area, offering easy access to Chicago's attractions.
This pet-friendly apartment boasts 4 bedrooms and 2 bathrooms, comfortably sleeping up to 14 guests with a fully equipped kitchen and inviting living spaces, perfect for large families or groups traveling with their dogs.

Located in Chicago's historic Old Town Triangle/Lincoln Park district, this apartment is a 5-minute walk to the Brown Line and a 10-minute walk to the Red Line, with Lincoln Park Zoo, the beach, Second City, and Wells Street all within a 20-minute walk.
This pet-friendly 3-bedroom apartment accommodates up to 6 guests and features a fully equipped kitchen, dedicated office space, and on-site parking with EV charging, making it ideal for families and business travelers alike.

Centrally located in Chicago's highly sought-after River North neighborhood, this newly renovated luxury apartment offers excellent city access, just a short walk from public transit and train lines for convenient exploration, and is a pet-friendly choice for travelers.
This dog-friendly apartment features modern, luxury interiors, a fully equipped kitchen, and spacious sleeping arrangements for up to 8 guests, ensuring a comfortable stay for you and your furry companions.

Located in downtown Oak Park, this studio apartment is just 16 miles from downtown Chicago and a short walk from historical landmarks like the Frank Lloyd Wright Home and Studio.
This pet-friendly apartment offers deluxe studio amenities and a guest capacity of 3, making it an excellent choice for travelers with pets exploring the area.

Just 500 feet from Shirley Ryan Ability Lab and Whole Foods, this pet-friendly apartment is ideally situated between Lake Michigan and the Magnificent Mile in Chicago.
This spacious, fully furnished 1200+ sq. ft. apartment accommodates up to 5 guests and includes all utilities, Wi-Fi, and full access to building amenities like a swimming pool, fitness center, and sauna, making it a perfect choice for travelers with pets.

Located in a historic building, this apartment is just 1.1 miles from Wrigley Field and within 3.5 miles of Lincoln Park Zoo and 360 Chicago, offering a prime Chicago experience.
This pet-friendly apartment boasts 2500 square feet with 3 bedrooms, 2 bathrooms, a private beach area, and a tennis court, perfect for families and dog-friendly stays.

Enjoy a spacious 3-bedroom, 3-bathroom apartment in a prime Chicago location, just 1.2 miles from Oak Street Beach and a 14-minute walk to Water Tower Chicago, offering a truly pet-friendly getaway.
This apartment boasts 1600 square feet, accommodates up to 11 guests, and features a kitchen with a fridge, microwave, and dishwasher, plus an on-site fitness center, swimming pool, and even an ice-skating rink nearby.

Just 100 feet from Wrigley Field in Chicago's Lakeview neighborhood, this apartment offers unbeatable proximity for baseball fans and event-goers.
This pet-friendly apartment features 2 bedrooms, 2 bathrooms, and sleeps up to 7 guests, providing essential amenities like a full kitchen, air conditioning, and a private deck, with easy access to public transportation for exploring Chicago.

Located in Chicago's Albany Park neighborhood, this apartment offers easy access to downtown attractions like the Chicago Theatre and Art Institute of Chicago, both within 4 miles.
This pet-friendly apartment features a spacious 4-bedroom, 2-bathroom layout accommodating up to 15 guests, with amenities including a fridge, microwave, dishwasher, and air conditioning.

Centrally located in Chicago's Albany Park, this newly built luxury apartment offers quick access to downtown Chicago (25 miles), Wrigley Field (15 miles), and O'Hare Airport (15 miles).
This spacious, pet-friendly 6-bedroom, 3.5-bathroom apartment accommodates up to 12 guests and features a gourmet kitchen with a 5-person island, central air, a covered deck, a large backyard, and in-unit laundry, making it ideal for families and large groups traveling with their pets.

Perfectly situated in Chicago's Hyde Park, this apartment is a stone's throw from the University of Chicago and its hospital, offering easy access to attractions like the Museum of Science and Industry and Robie House, with convenient public transport to downtown.
This pet-friendly apartment welcomes your furry companions for a $200 fee and comfortably accommodates up to 6 guests with two queen beds, a full sofa bed, and two twin floor mattresses, featuring a modern open-concept living, dining, and kitchen space with essential appliances.

This pet-friendly house in Dunning offers a peaceful retreat, providing a serene environment perfect for unwinding and exploring the local area.
With three bedrooms and capacity for six guests, this dog-friendly accommodation features air conditioning, a full kitchen with a fridge, freezer, and microwave, and a garden, ensuring a comfortable stay for families and their pets.

Centrally located in Chicago's Michigan Avenue district, this apartment is directly across from Grant Park, just a short walk to the lakefront, and within blocks of the Red Line "L" subway, The Bean, and major museums, offering excellent access to attractions.
This pet-friendly, 10-bedroom apartment is perfect for large groups, boasting a fully equipped kitchen, in-unit laundry, high-speed WiFi, and access to a fitness center and rooftop deck with stunning city and lake views.

Just a block from the Forrest Preserve, this pet-friendly apartment offers easy access to hiking and biking trails, and is a convenient 20-mile drive to downtown Willow Springs and its lakefront beaches.
This dog-friendly apartment boasts excellent user, location, and cleanliness ratings, featuring air conditioning, parking, and a full kitchen, comfortably accommodating up to nine guests with two bedrooms and one bathroom for a relaxing family stay.

Located in Chicago's Avondale neighborhood, this pet-friendly apartment offers proximity to Logan Square amenities and a quick ride to downtown, with Lake Michigan and Millennium Park visible in the distance.
This spacious 2400 sq ft duplex apartment accommodates up to 8 guests, featuring four bedrooms, a private garage parking option, and is conveniently located just 1500 feet from the CTA Blue Line for easy access to city attractions.

Enjoy spectacular city views from this bright, open-layout studio located in Chicago's Near North Side, bordering Old Town and Lincoln Park, just a short walk to New City shopping and Second City Theater.
This pet-friendly studio offers 700 square feet of space, comfortably accommodating up to 4 guests with a fully-equipped kitchen, in-unit washer/dryer, and individually controlled heat and air.

Located in the Near North Side, this apartment borders Old Town, Lincoln Park, and the Clybourn Corridor, offering convenient access to attractions like the Second City Theater and public transit to downtown.
This spacious, pet-friendly apartment boasts 5 bedrooms and 3 bathrooms, perfect for accommodating up to 10 guests with 1250 square feet of living space, including a fully-equipped kitchen and in-unit laundry.

Experience unparalleled cityscape views from this new luxury loft in Chicago's River North district, mere steps from the Chicago Theatre and Art Institute of Chicago.
This pet-friendly apartment offers 2500 square feet of space with 3 bedrooms, 3 bathrooms, and can accommodate up to 12 guests, featuring a private elevator, a spacious covered terrace, a chef's kitchen with Gaggenau appliances, and included secured parking.

This pet-friendly house is located in Chicago, just a short walk from the University of Illinois Chicago (UIC) campus and train station, and approximately 2 miles from Union Station and 2.2 miles from Willis Tower.
With 1250 square feet, this home offers 2 bedrooms, 2 bathrooms, accommodates up to 7 guests, and features a swimming pool, terrace, and barbecue area for enjoying the Chicago weather.

Located in Chicago's West Loop, this two-bedroom apartment is just a 5-10 minute walk to Union Station and a short distance to Michigan Avenue and Navy Pier.
This pet-friendly apartment offers 1010 square feet of living space for up to 4 guests, featuring a fully equipped kitchen, in-apartment laundry, and access to on-site amenities including a swimming pool and BBQ area, making it ideal for travelers with pets.

Located in Chicago's Loop district, this apartment is just 0.5 miles from the Willis Tower and The Art Institute of Chicago, with Union Station a short train ride away.
This pet-friendly apartment offers stunning high-floor city views, a private terrace, and access to a swimming pool and fitness center for a comfortable stay with your pets.

Housed in a historic former speakeasy building in Chicago's West Town and Noble Square neighborhoods, this apartment offers high ceilings and abundant natural light, just minutes from downtown attractions, restaurants, and coffee shops.
This pet-friendly apartment accommodates up to 9 guests and features a fully equipped kitchen with a blender and waffle maker, two bathrooms (one with a child-friendly bathtub), and a shared backyard with a grill, plus it's conveniently located near Eckhart Park, a popular dog spot.

Located in Chicago's Logan Square, this pet-friendly apartment offers direct Blue Line access, putting you a short ride from O'Hare International Airport, Millennium Park, and the Art Institute of Chicago.
This 2-bedroom apartment comfortably accommodates up to 5 guests and features a full kitchen, air conditioning, a shared tropical garden, and is ideal for families with baby gear available, making it a perfect dog-friendly getaway.

Spectacular skyline city views are yours from this downtown Chicago apartment, offering immediate access to top dining, shopping, attractions, and public transport, making it an excellent choice for a pet-friendly getaway.
This spacious, family-friendly apartment boasts two bedrooms, two bathrooms, and accommodates up to six guests with luxurious bedding, a fully-equipped kitchen with stainless steel appliances, and in-unit laundry.

Located in Chicago's Avondale neighborhood, this apartment is approximately 6 miles northwest of downtown Chicago, a district recognized for its dining and street life.
This pet-friendly apartment accommodates up to 4 guests in two bedrooms and features a unique vintage design with stained glass windows, making it an excellent choice for travelers with dogs.

Spectacular city views are offered from this modern 4-bedroom corporate suite located in a prime Chicago district, providing convenient access to major attractions.
This pet-friendly apartment is ideal for families and groups of up to 10 guests, featuring a fully-equipped kitchen, in-unit laundry, high-speed internet, and a fitness center.

This recently remodeled apartment in Chicago offers a spacious, family-friendly, and pet-friendly retreat, perfect for accommodating up to 8 guests with four bedrooms and two bathrooms.
Enjoy excellent transit connectivity just a short ride from Downtown Chicago and Wrigley Field, with walkable access to popular dining spots like LA Villa and BBQ Smokehouse.

This spacious 2-bedroom apartment in Chicago offers a pet-friendly haven with an optional upstairs suite for expanded living and an included garage parking spot.
Enjoy convenient access to local Chicago landmarks from this well-appointed apartment, featuring a full kitchen, air conditioning, and a garden.