
Fitness-friendly vacation rentals in Wicker Park, Chicago
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Top-rated fitness-friendly rentals in Wicker Park, Chicago
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Popular amenities for Wicker Park, Chicago 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
Jason bent over backwards to accommodate me and ensured the place was accessible well before check in. It was very homey and above all safe with a lockable gate to the street. You cannot beat the location, bars, restaurants, coffee, yoga, good shopping. And 2 minutes from Damen station. Couldn’t believe I found it!

King Bed • No Stairs • Ping-Pong • United Center
The place was spotless, stylish, and exactly as described. Great location—quiet but close to everything. The host was super responsive and helpful. Would definitely 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!

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.
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
The apartment had everything we needed including washer and dryer. Compact floor plan was spacious enough for a family of four. Great location, two blocks walk to the Jarvis station. We did not have a car. Bonus: there is a Frank Lloyd Wright house next-door.

Rarely available 3 BR, 15mins to Downtown
Great kitchen for making meals for the family and easy walk to the train station to go places.

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.

East Pilsen Gem
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!

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!

2BD/2BA MAG MILE MASTERPIECE (+Rooftop)
WWWWOOOWWW!! This host team was EXCEPTIONAL! I’ve stayed in plenty of AirBnBs, and I’ve NEVER encountered a host that was so EXTREMELY accommodating, responsive, and kind! Other hosts should take a page out of their book! The only thing I would change, and it’s not a bad thing (just a matter of preference); I would have some type of blinds or drapes over the living room windows. This will allow for privacy when you’re sitting in the living/dining room areas at night with the lights on inside. Hands down, we would without a doubt book with this team again! Thank you Wendy, Matt, and your co-hosts for helping to make our time in Chicago wonderful!
Fitness-friendly house rentals

Rooftop Access with Views and Gym - LCP Collection
Great location, clean, spacious, great linens and towels.

Homer Street Hotel: Bucktown Upscale Designer Home
Such a roomy, comfortable, stylish home with lovely art and amenities! Particularly wonderful were the gorgeous sun deck, comfortable grouping areas (kitchen + adjacent sitting areas), and the many walkable coffee places (get to Dark Matter / Electric Mud Coffee House!) and restaurants.

Chicago River House -BBQ Oasis now open!
A hidden gem! We booked this for our getting ready space for our wedding. There was plenty of room for my husband and two boys to get ready in without feeling crowded. We are definitely keeping this on our list of places to stay when we are in town again.

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!
Amazing place to stay for a couple nights for 6 people. Huge rooms, space to cook and do laundry. Exactly what we needed while on tour, thank you

High End New Construction Home w/8 Beds, Parking
Very cool place and in a great location

Cozy 2 bedroom house/w garage in Skokie
Great location, clean and most important affordable.

Logan Sq/Avondale luxury chic Townhome.
Very roomy and peaceful, great to book for a trip to Chicago. I loved the lighting! Very secure and we loved the roof top and one of the bed rises up. Great host also 10/10
Quick stats about vacation rentals that are fitness-friendly in Wicker Park, Chicago
Total rentals
20 properties
Nightly prices starting at
$28 CAD before taxes and fees
Total number of reviews
950 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Oak Street Beach
- Shedd Aquarium
- Guaranteed Rate Field
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Six Flags Great America
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Flossmoor Golf Club
- Museum of Science and Industry
- Willis Tower
- Lincoln Park
- Wicker Park
- Chicago History Museum
- Skokie Country Club
- Illinois Beach State Park
- Washington Park Zoo
- Brookfield Zoo