
Fitness-friendly vacation rentals in West Side
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in West Side
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.
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Popular amenities for West Side fitness-friendly rentals
Fitness-friendly apartment rentals

Chic Corner 2BR in Streeterville | Roof Deck | Lak
Terrific place to stay. Gold Coast apartments is a nice place

Kasa | Family 3BD with Gym Access | South Loop
This was a great Airbnb. 7 of us stayed here comfortably (4 adults, 3 kids). The instructions to get into the parking lot, into the building & into our rental itself were clear step-by-step and included pictures. So helpful. The apartment was so clean. The bathrooms smelled of bleach and had clearly been well cleaned. The bedrooms were a good size and very clean. The huge windows and beautiful view of the city was a major bonus. This apt felt very safe, inside a secure building with staff at the front desk. This apt is so close to Grant Park, tons of restaurants and a very short Uber to the museum campus as well. Plus, Target like 1-2 blocks away in case you need anything! Overall, we had a great stay & this Airbnb is definitely a great find. The only (very small) complaint we had is maybe not quite enough towels. We had to reuse 2 for the kids. Some additional ‘extra’ blankets/throws would be nice also, as we always seem to be a little chilly in rentals.

Kasa | Large Studio Near Gold Coast | River North
I needed a local place to stay while my apartment was being renovated, and this spot was perfect – homey and very clean! The unit I stayed in was slightly different from the photos, but the decor and layout were similar (as noted in the listing). It's located in a quieter part of River North but still super convenient, with Whole Foods, CVS, and plenty of restaurants within walking distance. I’d definitely stay here again!

Wicker Park - Garden At The Heart of It All
Excellent location with good food and entertainment at hand. Easy access to the CBD and cultural attractions. The place was as advertised. The host was responsive and helpful.

Modern, Spacious 3BR Apt Minutes to Downtown!
Great stay. I was there for the marathon. So easy to get to the subway. Awesome apartment. Thanks!

Modern studio close to Loyola & Lakefront
Pros: Amazing location! Easy to find free street parking 🤩 Comfortable bed! Cons: Bring earplugs or sound machine. The hallway can get loud with dogs barking, people talking and doors slamming. We would totally stay again!

Stylish Modern Retreat in Charming Mayfair
Lovely spacious apartment, we were in Chicago for the marathon and this place was perfect. Travelling downtown was really easy on the blue line. Great host and great communication, thank you!

Bright, Cozy & Spacious 2Bed/1 bath With Gym By NW
I had a great stay at this Airbnb! The place was clean, well-maintained, and just as described. The host was responsive and easy to communicate with. The location was convenient, and everything I needed was provided. I would definitely recommend staying here and would book again in the future. Thank you for a wonderful experience!
Fitness-friendly condo rentals

2BR Apt, Office, Parking & Backyard by Wrigley
Very comfortable bed, we did not use the kitchen but it was very roomy. Jay immediately responded and gave us a new code when we couldn’t open the door. The WiFi needed to be reset but it did not affect us, since we were up and out early, and returned late. The parking permits were very comfortable convenient.

3 Bed Apartment in Chicago by the lake
Wonderful place! Really enjoyed our stay!

Rarely available 3 BR, 15mins to Downtown
We enjoyed a nice stay at this home; overall, it had all of the things we were looking for when planning a trip to Chicago. The nearby Garfield Park Conservatory was a lovely place to visit; while not originally on our list of stops to make, I am so glad we did!

Luxe 2BR Cozy Suite | Skyline Views near McCormick
I liked the place. Just that the reception is not always available. Although they're not needed always, yet at time when we need to drop off the parking key card etcetera, it's hard to wait for them to show up despite waiting for about 20-30 minutes. Otherwise. It's a great place hosted by a decent host.

Cozy 3BR on Chicago's North Side & Free Parking
I try to stay here every time I am in Chicago. The place is beautiful, the location is awesome, and the hosts are absolute angels. This past weekend they could not have been more accommodating and responsive. I had a weather-related travel snafu and first they let me leave late, then allowed me to stay another night, then let me keep my bags at their place while we explored the city after check-out before leaving for our nighttime flight. Letting us do all that would be more than enough but every time I contacted them they got back to me within 5 minutes at most which really took a load off my mind. They could not be better hosts.

Logan Square Spa
Curtis' place was perfect! Being our first time in town, the place was pretty much central to anything we wanted to check out. Lots of variety of good local food nearby. Place was clean and well decorated with a chill vibe, felt right at home. Lots of of cool art, good selection of reading. Curtis was highly communicative. Would stay again!

Lovely Quiet Condo 60%+ Discount on monthly stay
This is a great place for the price! The apartment is very spacious and clean. Everything is near the house: gym, Sam's club, Walgreen, community center, Food4Less, etc. The host is very responsive and helpful. Neighborhood is peaceful, and you will meet lots of birds, squirrels, rabbits. Wi-Fi connection is extremely fast, perfect for remote workers. The only minus point is that it's pretty far away from downtown, but I think that's a trade-off for the great price!

Upscale, Smoke and Pet Free, Washer Dryer, Balcony
I have stayed at one of Briana’s places numerous times. They never disappoint. She is a great host and always responsive if I ever need anything. This condo is very clean quiet, and cozy. I highly recommend.
Fitness-friendly house rentals

Rooftop Access with Views and Gym - LCP Collection
Oak Park is one of our favorite neighborhoods in Chicagoland. The floor to ceiling windows enhance the large living room and kitchen. Bedrooms are on the smaller size but still very comfortable. Perfect location for shops/restaurants & trains (L and Metra). You will hear trains if you open the windows but not if closed.

Game Room | Fire Pit | Full Gym
Great family friendly location. Kids loved the game room. Clean and comfortable with a responsive host.

Homer Street Hotel: Bucktown Upscale Designer Home
Sydney was great and super helpful! The house was cozy and exactly what we wanted for our friends trip to Chicago! Would definitely stay here again!

Chicago River House -Glowing Sofa Oasis
We had our mini wedding at this home and it was perfect for us! Everything was great and the host was very communicative and understanding.

Luxe King Beds-Private Gym-Huge Backyard-Crib
I had a fantastic stay! The place was beautifully furnished, well put together, and looked exactly like the pictures. The vibe was great, and everything exceeded my expectations—I highly recommend it and would definitely stay again!

Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!
Aj’s place was as pictured and my family enjoyed our stay. The back yard could definitely use some upkeep and the smell in the basement should be taken care of if possible. Other than that we had a great time.

High End New Construction Home w/8 Beds, Parking
Patty was very helpful and the place was nicely kept. I would recommend.

Cozy 2 bedroom house/w garage in Skokie
Great location, clean and most important affordable.
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Shedd Aquarium
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Humboldt Park
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- Museum of Science and Industry
- Chicago History Museum
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- The Field Museum
- 875 North Michigan Avenue
- Wicker Park
- Willis Tower
- Skokie Country Club
- Garfield Park Conservatory
- Lincoln Park
- Chicago Cultural Center
- Promontory Point
- Odyssey Fun World
- Flossmoor Golf Club
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