
Fitness-friendly holiday rentals in Woodlawn, Chicago
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Top-rated fitness-friendly rentals in Woodlawn, Chicago
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Popular amenities for fitness-friendly rentals in Woodlawn, Chicago
Fitness-friendly apartment rentals

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

Midcentury, comfy 2bed/2bath
Wonderful home base for our stay in Chicago! Walkable and convenient, the space is eclectic, clean and comfortable!

Wicker Park - Garden At The Heart of It All
Lovely stay at a great, comfortable, central flat in Wicker! Jason was so helpful and responsive and provided proactive recommendations for places to eat in the area. No issues at all and would definitely stay here again next time we're in Chicago!

McCormick 2B/2Ba w opt parking for up to 6 guests
Love the location. Walking distance to everything. Starbucks around the corner. Milan was very welcoming! Definitely recommend 10/10.

Sentral 2 Bedroom Apt in South Loop Chicago
Very easy for a local who needed a different place to stay during a remodel

Industrial Designer Flat | Spacious 1BD 1BR *PETS*
I had a great stay. It was clean, cozy, and had everything I needed. I had a couple questions at the beginning and the host always responded quickly and was super friendly! I always enjoy staying somewhere a little outside of downtown, and this spot was an easy bus ride or train ride to wherever I wanted to go. There’s also a great coffee shop a block away, and some great food nearby too! I loved the birria taco spot.

McCormick 2B/2Ba corner unit/opt parking/sleeps 6
I came for the Beyoncé concert and the place was pristine. It was kind of a perfect storm of things.

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

Horizon - 4 BRs, 2 BA Game Room & Gym
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!

Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!
AJ place was nothing but amazing, the pictures give you the actual home online. I wish I was able to stay longer because it’s so much to do in the home itself. I will be booking 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.😜

Cozy 2 bedroom house/w garage in Skokie
The house is gorgeous, incredibly clean and very comfortable. Worth every cent
Quick stats about holiday rentals that are fitness-friendly in Woodlawn, Chicago
Total rentals
10 properties
Nightly prices starting at
₹2,597 before taxes and fees
Total number of reviews
340 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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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