
Fitness-friendly vacation rentals in Chicago
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in Chicago
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Popular amenities for Chicago fitness-friendly rentals
Fitness-friendly apartment rentals

Spacious w. Pool, gym, free gift. Sleeps 4
We were extremely happy with Yaharra’s place! Easy contactless check-in through a lockbox a block away, and then the apartment was just as described and pictured. We took advantage of a few kitchen items (mostly pans for warming up leftover pizza) and the fridge has automatic water and ice which kept our travel bottles filled. The shower had good pressure and it’s a deep tub if someone wanted a lovely bath. The water stayed hot enough for the two of us but O wonder if more than two could shower in a row and have water. We got surprised with needing a washing machine and were grateful to have the washer dryer. The bed was one of the more comfortable mattresses I’ve slept on, and I liked the minimalist decor. Now let’s talk about the view! It’s on a high floor so we had a beautiful view of sunsets and also gorgeous city lights at night. We could see the river and even better for me, there’s a direct view of the iconic River City Apartments which was cool to look out at. Great stay!

Skyline 2BR in South Loop Near Museums & McCormick
Milan was a great host! He was responsive and very communicative! His place was comfortable and very close to the McCormick Convention Center, which was where I was working from Friday through Tuesday. The couch was very comfortable along with the bed I slept in. His check in and out instructions were perfect. I will likely book his place next year.

Luxury Designer Penthouse NW | Pool | Gold Coast
Couldn’t find a better spot for me. I’m from LIlINCOLN PARK Chicago. I go every year for my birthday, right in the heart of things with a great view, very clean. The set up in the apartment was awesome. Will be back.

Breathtaking & Chic Oasis Loc in Desirable Old Twn
I loved everything about my stay ! Very nice and clean and the host were amazing

McCormick 2B/2Ba w opt parking for up to 6 guests
Malian is s great host and very responsive. When we needed something he was able to get it to us quickly.

Vibrant studio in Edgewater by the red L& Loyola
Clean and cozy apartment, responsive host, great connectivity to the subway.

Gym | Garage Parking | Balcony | Sleeps 6
This place was great for a relaxing getaway. It was so perfectly clean that we even stayed in one night to eat and watch a movie. The furniture, surfaces, floors, everything was very clean. He was always quick to respond to any questions and had extremely clear instructions with photos at each step to get inside. This was a pretty no hassle stay.

Kasa | Walk Magnificent Mile | River North
such a nice place to stay and a great location. easy access to the L or very walkable to the main attractions
Fitness-friendly condo rentals

2BR Apt, Office, Parking & Backyard by Wrigley
Great location to attend a Cubs game! Nice place, nice backyard to relax outside. Comfortable furniture. Fun part of Chicago for food and shopping

3 Bed Apartment in Chicago by the lake
Fantastic location and area! Loved being close to the beach, and the apartment was pristine, 10/10 would recommend!

3 BR GetAway, 15mins to Loop + private parking
Loved it, will most definitely be back!

RockStar Pad W3A BoysTown/Wrigley Field/Parking
I stay in a lot of Airbnbs. At least 3 a year, most of them in Lakeview. This was the best one! I’m originally from Lakeview and have been disappointed how commercialized and impersonal Airbnb has become. This was the opposite of that. It was so homey, I felt like I’d lived there my whole life. Would definitely stay again.

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)
Wendy and Matt's place was comfortable and homey. The location was great, the apartment comfortable, and we had essential amenities. The building is mid-century modern and designed by famed architect Harry Weese that incorporates thoughtful references to Chicago architectural history throughout while still remaining visually cohesive. One minor issue is the stove, which is electric and somewhat underpowered. It's good enough for minor work like breakfast or heating leftovers but you may struggle producing more elaborate meals. It was a very minor quibble but worth noting for those culinarians wanting to prepare their own meals. The oven is decent but there is only one. Overall, my stay was excellent and I recommend Wendy and Matt's place wholeheartedly. They are excellent hosts as well.

Cozy 3BR on Chicago's North Side & Free Parking
Beautifully decorated and comfortably furnished, a calm oasis in the urban landscape of Rogers Park. The kitchen was well stocked and thoughtfully laid out. There was easy access to many delicious restaurants and we were so thankful for our own parking space. Walking to and along the lake was was one of our top two highlights of our trip. Mark and Marcello were very responsive and helpful with our questions. We would definitely stay here again!

Logan Square Spa
Curtis was so kind and extremely responsive. He made sure we knew how to get the keys and had all of the instructions laid out very clearly.

Spacious Evanston Unit - Walk to Northwestern U
This was our third time staying at Yvonne’s place. It’s spacious and in a peaceful location with street parking. Yvonne communicated effectively and was always responsive.
Fitness-friendly house rentals

Rooftop Access with Views and Gym - LCP Collection
Great location, clean, spacious, great linens and towels.

Game Room | Fire Pit | Full Gym
We had a wonderful stay at this lovely home in a quiet Chicago suburb—perfect for a relaxing family getaway. The spacious outdoor area gave our kids plenty of room to play and explore, while the nearby parks and playgrounds made the neighborhood feel incredibly family-friendly. We truly appreciated the peaceful atmosphere and thoughtful touches throughout the home—highly recommend!

Luxe King Beds-Private Gym-Huge Backyard-Crib
We enjoyed our stay very very much! Everything was as advertised and was a beautiful place to stay! Have no complaints at all and will definitely stay again if the occasion arises! Thank you so much Connor and Julia so much for your hospitality

Wrigleyville Greystone
Mark and his partner have clearly put their heart and soul into preparing this home for guests. Every detail has been thoughtfully considered, and any instructions you might need seem to appear just when you need them. The house itself is cozy, clean, and incredibly comfortable. To future guests, make sure to spend some time in the beautiful backyard. Whether you’re sipping a drink, reading a book, or simply having a chat, it’s a lovely, peaceful spot that adds something special to the stay.

Cozy 2 bedroom house/w garage in Skokie
Great location, clean and most important affordable.

Logan Sq/Avondale luxury chic Townhome.
We had a wonderful stay at Rafal's place. The house we large, had many bathrooms, a nice big kitchen and an awesome deck that we spent a lot of time on. We had one minor issue pop up and Rafal was immediately responsive and remedied the situation right away. The house is in a beautiful neighborhood near many shops, restaurants and transportation. I would definitely stay with Rafal again!

Entire Luxury Home: Private Gym
Our stay was perfect and I would definitely stay again! We hosted a small dinner for my mom’s memorial service and they were very accommodating. There was plenty of space for everyone and the location was great. All the amenities were top notch and the decor was amazing. We felt right at home and I’ve referred people to stay. Thank you so much for hosting us. 10 stars!!!

Andersonville Home for Groups! Hot Tub Yard Garage
Very spacious, great neighborhood, fun amenities, great backyard, excellent bedding and pillows!
Quick stats about vacation rentals that are fitness-friendly in Chicago
Total rentals
2.7K properties
Total number of reviews
66K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
1.4K properties allow pets
Rentals with a pool
1.1K properties have a pool
Rentals with dedicated workspaces
1.6K properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Lincoln Park
- Lincoln Park Zoo
- Willis Tower
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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