Fitness-friendly holiday rentals in Chicago

Find and book unique fitness-friendly accommodation on Airbnb

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Popular amenities for Chicago fitness-friendly rentals

Fitness-Friendly apartment accommodation

Superhost
Apartment in Near South Side
4.89 out of 5 average rating, 128 reviews

South Loop 2BR Apt Near Lakefront & McCormick

Rating, 5 stars1 month ago
The apartment is bright and clean. Milan is an excellent host!
Superhost
Apartment in Gold Coast
4.82 out of 5 average rating, 197 reviews

The Lakefront Lookout (2BR)

QuratulainRating, 5 stars1 month ago
Great location-clean apartment-loved the access to lakeshore-easy to walk to recreational activities and restaurants. Public transportation accessible as well.
Apartment in West Loop
4.83 out of 5 average rating, 35 reviews

Level Junior Two Bedroom Suite | Fulton Market

AlannaRating, 5 stars1 month ago
Had such a great stay! Everything was very clean and all information given was thorough.
Guest favourite
Apartment in River North
4.91 out of 5 average rating, 44 reviews

Gold Coast Retreat: Skyline Views, Walkable

SergioRating, 5 stars1 month ago
Everything went great no issues at all. Everything was very straightforward. The stay was as described. Very clean. Definitely would recommend to anyone staying in the area
Superhost
Apartment in Near South Side
4.84 out of 5 average rating, 122 reviews

McCormick 2B/2Ba w opt parking for up to 6 guests

ChristopherRating, 5 stars2 weeks ago
Nice place with easy walk to restaurants and museums campus.
Guest favourite
Apartment in Uptown
4.91 out of 5 average rating, 11 reviews

Stylish Hidden Gem in the Heart of Uptown 1BD 1BA

KelseyRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Woodlawn
4.94 out of 5 average rating, 16 reviews

Spacious Apartment Near University of Chicago

JoannaRating, 5 stars1 week ago
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.
Superhost
Apartment in Near South Side
4.82 out of 5 average rating, 125 reviews

McCormick 2B/2Ba w opt parking for up to 6 guests

MercedesRating, 5 stars2 weeks ago
In regards to the apartment, it’s exactly as described in the photos. The living room and kitchen area have large, spacious windows that offer a gorgeous view. I was instantly smitten with the view and left the shades open, even when I was wearing my pajamas. You won’t regret that they’ve included everything you need, including toilet paper, kitchen decor, and cooking supplies. All you’ll need to bring is groceries to feel right at home. I highly recommend this apartment. It’s spacious with two bathrooms and plenty of closet space to store your belongings. It’s completely worth the experience highly recommended.

Fitness-friendly condo rentals

Top Guest favourite
Condo in Lake View
4.95 out of 5 average rating, 60 reviews

2BR Apt, Office, Parking & Backyard by Wrigley

MarkRating, 5 stars3 days ago
Jay was a great host. He communicated proactively and clearly. Would definitely stay here again when in Chicago
Condo in East Rogers Park
4.71 out of 5 average rating, 35 reviews

3 Bed Apartment in Chicago by the lake

LilyRating, 5 stars3 weeks ago
Great, clean stay! Walkable to the lake and coffee—can’t ask for more (:
Guest favourite
Condo in Humboldt Park
4.94 out of 5 average rating, 181 reviews

3 BR Summer GetAway, 15mins to Loop+Gated Parking

EstherRating, 5 stars3 days ago
Great accommodations for our family of 5. It's nice to have 3 bedrooms with all queen beds so everyone has ample room. Very clean. Responsive, attentive host. Would stay here again! Thanks!
Top Guest favourite
Condo in Lake View
4.99 out of 5 average rating, 181 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

RichardRating, 5 stars4 days ago
Rockstar 3A was everything we hoped it would be and MORE. Amazing location to start with. The unit itself was immaculate. Very nice layout and never felt cramped with 4 adults staying for 2 nights. It has great TV's if you end up staying in, and a kick ass air conditioner for the hot days (it was HOT for our couple of days) There is nothing our group could find that was wrong with the place. It was PERFECT.
Guest favourite
Condo in Pilsen Historic District
5 out of 5 average rating, 9 reviews

East Pilsen Gem

LisaRating, 5 stars10 months ago
We had a wonderful time in Pilsen neighborhood. Michael & Alex are wonderful hosts and who have a beautiful home. They let us have a later check out and was very much needed after my kids being at Concert night before. No issues with communication, always very fast and clear instructions. We went to Lollapalooza and shopping. It was a little tricky figuring out the bus schedule and El, but not an issue really. They helped us with that too. We felt safe in the neighborhood and the neighbors in the building are so nice and welcoming. Parking is on the street right next to the building and never had an issue finding parking spot. Overall we had a great experience and would love to stay there again. Thank you!
Top Guest favourite
Condo in East Rogers Park
4.99 out of 5 average rating, 289 reviews

Cozy 3BR on Chicago's North Side & Free Parking

KarynRating, 5 stars1 week ago
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.
Condo in Logan Square
4.8 out of 5 average rating, 106 reviews

Logan Square Spa

JamieRating, 5 stars2 weeks ago
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.
Condo in Skokie
4.71 out of 5 average rating, 7 reviews

Lovely Quiet Condo 60%+ Discount on monthly stay

ThuRating, 5 stars22 months ago
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!

Fitness-Friendly Holiday House

Top Guest favourite
Home in Gold Coast
5 out of 5 average rating, 29 reviews

Gold Coast Home|Rooftop |PoolTable |Parking |Beach

MelissaRating, 5 stars2 weeks ago
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!
Superhost
Home in Oak Park
4.79 out of 5 average rating, 89 reviews

Rooftop Access with Views and Gym - LCP Collection

RowlandRating, 5 stars1 week ago
Easy stay in the heart of Oak Park. Our toddler loved the big windows overlooking downtown and the train station. The unit was clean and very safe.
Superhost
Home in Roselle
4.77 out of 5 average rating, 31 reviews

Game Room | Fire Pit | Full Gym

MonicaRating, 5 stars1 week ago
Came to visit family in Chicago from Texas and this was the perfect spot for the kids to play. They really enjoyed the air hockey table and the kitchen was a great size for cooking. Plenty of towels and the outdoors were great.
Guest favourite
Home in Downers Grove
4.97 out of 5 average rating, 38 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

AnnaRating, 5 stars1 week ago
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!
Superhost
Home in Homewood
4.72 out of 5 average rating, 47 reviews

Horizon - 4 BRs, 2 BA Game Room & Gym

FloridaRating, 5 stars2 weeks ago
Blaine’s place was perfect for my family! It was close to the church event that we came to participate in. The pictures were exactly as described. Plenty of space. It was very clean. The part that stood out the most to me was Blaine’s attentiveness to the one concern I had. I was having issues with the TV in the living room and reached out to Blaine. He tried to troubleshoot the problem and when he saw that did not work, he had a brand new TV and batteries delivered that night. I have stayed in several airbnbs and never experienced that level of customer service. He continued to reach out to make sure me and my families stay was a great one. Customer service is paramount! I highly recommend Blaine’s place if you are in the Chicago area!
Top Guest favourite
Home in Lake View
4.95 out of 5 average rating, 192 reviews

Wrigleyville Greystone

BeckyRating, 5 stars6 days ago
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.😜
Guest favourite
Home in Skokie
4.94 out of 5 average rating, 105 reviews

Cozy 2 bedroom house/w garage in Skokie

EdRating, 5 stars2 weeks ago
The house is gorgeous, incredibly clean and very comfortable. Worth every cent
Guest favourite
Home in Andersonville
4.97 out of 5 average rating, 74 reviews

Andersonville Home for Groups! Hot Tub Yard Garage

KathrynRating, 5 stars1 week ago
We thoroughly enjoyed our stay at Josh’s place in Andersonville. It was perfect for our large gathering with the expansive and well decorated house and a backyard large enough for family lawn games. Great location for the midsummer festival in Andersonville. Very clean and comfortable beds.

Quick stats about holiday 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

Destinations to explore