
Fitness-friendly holiday rentals in West Side
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in West Side
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Fitness-friendly apartment rentals

“The Incas Empire Suite” - Free Parking
This place is so peaceful and beautiful. Roberto and Carlos are both really attentive and kind. This is my place to stay next time I visit Chicago.

Spacious w. Pool, gym, free gift. Sleeps 4
Thank you so much. Looking forward to staying at your place again.

Sonder Market Hall | King Studio Apartment
I had a pretty awesome stay. Will book again the next time I come to Chicago!

Spectacular Corner 2BR Penthouse in the Loop | Roo
Fantastic location a block from the riverwalk and two blocks from Millennium park, stunning views from large windows in every room, and very convenient short walks to sites, eats, and drinks. Great apartment with two large bedrooms with queen beds, two large bathrooms, and roomy and brightly-lit living and kitchen areas. Easy access through 24-hour security and a fast elevator to the penthouse. Would love to stay here again.

Kasa | Studio, Walk to Grant Park | South Loop
Great place to stay while visiting inner Chicago with a small dog. Easy check-in and check-out, responsive host. Parking garage and small green space nearby as well. Would definitely recommend.

Stylish Hidden Gem in the Heart of Uptown 1BD 1BA
I had a fantastic stay, very responsive, I brought my own small fan for my own preference, they did not have a ceiling fan or anything so I would rec bringing something if you prefer. Best air bnb I’ve been at over the years! Will stay again!

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop
We stayed with my family for 3 days n loved the place it's ambience, cleanliness, very well equipped with all the necessities.....this place definitely feels like home and the hosts are very kind and quick with there response. Wherever in future I am coming to chicago shall book this place.

Spacious Apartment Near University of Chicago
I booked a vacation with some friends and Sheena was so accommodating and responsive. She had clear instructions on how to check in and out. When we arrived the place was spotless and she had things we didn’t know we needed but we did. The beds were clean and comfy, along with the rooms. She had things most bnb’s don’t provide. The basement had a projector, snack room, and comfy seats for movie night which we definitely used! And when the wifi cut out on our first day she was really quick to give me instructions on how to quickly get it fixed without me having to ask her. She was flexible with check in and check out because our train was leaving past the time that was on the listing. Although the bnb was a bit distance from downtown, there’s a bus and a train a few blocks away so it made it so convenient getting around because we bought train and bus passes through the Ventra app. Overall if i’m ever coming back to Chicago i’ll be booking again.
Fitness-friendly apartment 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
Great, clean stay! Walkable to the lake and coffee—can’t ask for more (:

2BD Central Downtown Location! Spacious & Cozy
We were very happy with the Apartment, it was clean and perfect size for 4 people. Ana was super helpful and responded immediately, we loved talking to her 😄 For me due to Images, and wrong adress on the public profile, there has been some confusion about the location of the Apartment. All in all: The views are not stunning, but the location is perfect for sightseeing (and price was great location wise)! 😉

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Always responded quickly. When we had trouble with front door lock they came out quickly and addressed the problem.

RockStar Pad W3A BoysTown/Wrigley Field/Parking
Will’s flat was exactly what my son and I needed on our trip to Chicago. It completely met our expectations and felt like home. My son was impressed with the comfort of the Murphy bed. The master bedroom was palatial and well-appointed. The kitchen had everything we needed, though we only used it for breakfast each day. As we were there primarily to take in a couple of baseball games we couldn’t have been happier with the location- Wrigley Field was only a few minutes away and we were close to the red line which took us to where the White Sox play. Will was very helpful with instructions and quick to respond to our questions. Absolutely would recommend this place without hesitation.

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
This home was beautifully decorated, the beds were super comfortable, from the mattresses to the linens. We loved how clean and clearly cared for everything was, and Mark and Marcelo were responsive and helpful anytime we had a question. We needed a place that felt like home while visiting Chicago for my son's graduation, and this was perfect for the three of us. An added bonus was that there is a designated parking spot on the premises.

Logan Square Spa
This place was a total hit for our Chicago trip to see Kendrick Lamar! The infrared sauna was a hit, and the area was super chill with plenty of parking. The decor was awesome too - it was full of geeky stuff that we both loved. My partner and I were convinced the decorator could be our friend. The bookshelf downstairs had some really cool books that we didn’t even know existed. We’ll definitely check this place out again when we come back.
Fitness-friendly house rentals

Gold Coast Home|Rooftop |PoolTable |Parking |Beach
Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!

Rooftop Access with Views and Gym - LCP Collection
Great place in a great location. Would definitely book again!

Lakefront View Getaway Home! Hot tub! Kayak!
Hugo was a great host. The house was just like the listing, ideal for a weekend with friends. We were five couples with children, an ideal family atmosphere. It has games and equipment to enjoy the lake and garden, such as a small pool, life jackets, sport balls... It was a great weekend thanks to the space and the house, highly recommended!

Luxe King Beds-Private Gym-Huge Backyard-Crib
My daughter and I enjoyed our stay at Connor and Julie’s place. They provided a royal experience at their home. No stones were left unturned. We were able to visit the city and return back home for rest and relaxation. I highly recommend this property. It’s worth every dime. I am looking forward to returning to Chicago and staying at this property again.

High End New Construction Home w/8 Beds, Parking
Great stay! The place was clean ,comfortable and exactly as described. Host was responsive and made everything easy. Would definitely stay again!

Wrigleyville Greystone
We had a great time staying at Mark's place. We had everything we needed, close to all the things you need, easy walk to brown line and red lines to get Downtown. The space was comfortable and well decorated, with a beautiful back courtyard to hang out in. Plus if you enjoy phones, this is your kind of place.😜

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!

Cheerful Chicago-area 5 Bedroom Oasis
Janoa was super flexible with my group! She wiggled around the check-in time and was very responsive. You can tell she took her time preparing the house for us with the personalized sign and little amenities around the house!
Destinations to explore
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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
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Flossmoor Golf Club
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