
Fitness-friendly vacation rentals in Oak Park
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Top-rated fitness-friendly rentals in Oak Park
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Fitness-friendly apartment rentals

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!

Luxury Loop Loft
We were very pleased with Cyndi’s apartment during our trip to Chicago. The location is great and very near a variety of public transport options. We were quite comfortable and Cyndi was responsive. The view of the library and lake is spectacular! I would note that you can hear the trains running at night, typical sounds of the city and nothing some ear plugs won’t fix for any light sleepers.

Sentral Premium 2BR Apt South Loop Chicago
Fantastic stay in Chicago! The location was perfect and easy to find, with a spectacular view of Lake Michigan and the Sears Tower. It’s an amazing starting point for sightseeing on foot with the family. Check-in and check-out were super easy, and the host was very responsive with great tips for the area. We would absolutely come back anytime!

Spectacular Corner 2BR Penthouse in the Loop | Roo
Had a great stay at this apartment. Loved the location size and comfort level. Would highly recommend!

Gym | Garage Parking | Balcony | Sleeps 6
This is a fantastic stay in Chicago! You’re within a short walk of restaurants, bars boutiques, etc. There’s a small grocery store right across the street that you can also order food at (breakfast sandwiches, etc). Great for grabbing a few essentials. The area is trendy, clean, and felt very safe. We walked downtown each day but you can also jump on the L very close by. Thomas gave very clear instructions for how to navigate the building and got back to me within minutes if I had a question. The place itself was clean and comfortable. We’re a family of four and we didn’t feel cramped. We would definitely book again!

Whole Flat in Private Club. Walk to L, Dining & Shows
This was my first time booking with Airbnb and all I can say is that it could not have been a better experience! Aaron was so nice and beyond helpful. The apartment was the perfect size for my husband and I. It is in a good location, we were able to get to anything we needed or wanted with just a short walk. Not only that but the building itself was so cool, the lobby is beautiful and the amenities were spectacular. We ventured to the rooftop many times because of how nice and peaceful it was. We attended a concert at the Aragon Ballroom and it’s the first time we’ve not stressed about how to make the trip there and back. It was maybe a 3-5 minute walk at most! Overall it was beyond what I was expecting. If available, anytime we will be in the area this will be our first choice!!

Chicago Luxury Long Term 30+
great location. very responsive. Definitely would book again

Fantastic West Loop 2 bedroom
Wow. What a place. Modern and clean. Plus next to cta for easy access and save on uber rides. Restaurants galore next door. Host was amazing. Brought fresh fruits for us and super helpful. Glad we got this place in time. Bedrooms are spacious and lots of light. Kitchen is modern and full of all you need. Although, you won’t cook with restaurants surrounding the apt. Host was very gracious in letting us checkin 4 hours early because of Change in our flight plans.
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
Great, clean stay! Walkable to the lake and coffee—can’t ask for more (:

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.

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!

Pond View, Washer Dryer, Non Smoking, Pet Free
Our stay was lovely. The unit was clean, and it had everything we needed. Instructions on how to get in were clear, and if I had any questions Briana promptly responded. If/when we visit Lombard again, we'll keep this airbnb in mind.
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!

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.

5BR/4BA Home - Theatre, Hot Tub, Sauna, Rooftop!
The home was beautiful and perfect for my large family. We really enjoyed our stay and would love to come back. Patty was a responsive host who corrected any issues we addressed immediately. Thank you!

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

Logan Sq/Avondale luxury chic Townhome.
Great location - walking distance to the Logan Square CTA with a ton of cute coffee shops and some gift stores around. Very quiet neighborhood. Amazing facilities in the house - decked out kitchen, grill on deck, basement with video games and an air hockey table! 3.5 baths for three rooms which was very comfortable.

Andersonville Home for Groups! Hot Tub Yard Garage
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 vacation rentals that are fitness-friendly in Oak Park
Total rentals
20 properties
Nightly prices starting at
R891 ZAR before taxes and fees
Total number of reviews
990 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 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
- Moraine Hills State Park