
Fitness-friendly holiday 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 fitness-friendly rentals in Wicker Park, Chicago
Fitness-friendly apartment rentals

Charming Uptown Studio - Clean & Close to Train!
hosts were very friendly and proactive. place was super cute and very clean. great location!

Luxury Designer Penthouse NW | Pool | Gold Coast
Beautiful apartment in Chicago’s Gold Coast area - lots to do, easy walking distance to shops, restaurants and Oak Street Beach (and a view of the beach from the dining room). Well appointed building with a rooftop pool, gym and lounge. Quiet neighbors on the floor.

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

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.

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.

Skyline Oasis: City & Lake Views
Perfect weeklong stay in Chicago! The apartment is well equipped and makes you feel right at home. The building is connected via sky bridge to Jewel making it easy to grab groceries. The location cannot be beat - easy access to West Loop, Wicker Park, River North. The hosts were fantastic and flexible with our check in times. Looking forward to coming back!

Sentral 1 Bedroom Apt in South Loop Chicago
Sentral worked great for us going to a graduation for a long weekend. Unit is exactly as described, modern, and clean. Kitchen utensils are reasonable while shelves and refrig are empty save for some coffee so if going to cook/eat be sure to bring everything such as butter, spices, etc. - a Trader Joes is 3 blocks away. Price is not cheap but is very convenient and easy so on balance okay for us. Front desk is very helpful and cheerful.
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.

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.

Vibrant studio at Uptown close to RedLine
Great location for shows at the Aragon! There are lots of delicious restaurants nearby and a close liquor store as well. many things within walking distance so once finding a spot we didn't have to drive anywhere! The room was nice and the shower was amazing. The bed was really comfortable!
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!

Homer Street Hotel: Bucktown Upscale Designer Home
We had a wonderful stay while visiting Chicago for our daughter's graduation. The home is extremely comfortable, clean, and well-decorated. The patio is awesome. There was more than enough space for our family- the bedrooms are big, bathrooms are spacious, and the living area including the kitchen/dining is a great place for a family to hang out. We always found parking on the street on all days and no matter what time we were parking, so it was not an issue. If we are back in Chicago, we will definitely try to stay here again! The host was very responsive as well if we had any questions.

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.😜

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!

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!
Quick stats about holiday rentals that are fitness-friendly in Wicker Park, Chicago
Total rentals
20 properties
Nightly prices starting at
$26 SGD 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
- 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