Fitness-friendly holiday rentals in Wicker Park, Chicago

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Popular amenities for fitness-friendly rentals in Wicker Park, Chicago

Fitness-friendly apartment rentals

Flat in Uptown
4.77 out of 5 average rating, 191 reviews

Charming Uptown Studio - Clean & Close to Train!

NikkoleRating, 5 stars1 week ago
hosts were very friendly and proactive. place was super cute and very clean. great location!
Guest favourite
Flat in Magnificent Mile
5 out of 5 average rating, 8 reviews

Luxury Designer Penthouse NW | Pool | Gold Coast

ReginaRating, 5 stars1 week ago
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.
Flat in West Loop
4.72 out of 5 average rating, 326 reviews

Sonder Market Hall | King Studio Apartment

JadenRating, 5 stars2 weeks ago
I had a pretty awesome stay. Will book again the next time I come to Chicago!
Guest favourite
Flat in The Loop
4.96 out of 5 average rating, 28 reviews

Luxury Loop Loft

JenniferRating, 5 stars2 weeks ago
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.
Flat in The Loop
4.8 out of 5 average rating, 301 reviews

Kasa | Studio, Walk to Grant Park | South Loop

AlekseiRating, 5 stars6 days ago
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.
Flat in The Loop
4.83 out of 5 average rating, 249 reviews

Spectacular Corner 2BR Penthouse in the Loop | Roo

MikeRating, 5 stars1 week ago
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.
Guest favourite
Flat in West Loop
4.96 out of 5 average rating, 27 reviews

Skyline Oasis: City & Lake Views

NatalieRating, 5 stars2 weeks ago
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!
Superhost
Flat in The Loop
4.69 out of 5 average rating, 49 reviews

Sentral 1 Bedroom Apt in South Loop Chicago

RichardRating, 5 stars1 week ago
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

Top guest favourite
Apartment in Lake View
4.95 out of 5 average rating, 59 reviews

2BR Apt, Office, Parking & Backyard by Wrigley

HeatherRating, 5 stars1 month ago
Great location to attend a Cubs game! Nice place, nice backyard to relax outside. Comfortable furniture. Fun part of Chicago for food and shopping
Apartment in East Rogers Park
4.74 out of 5 average rating, 34 reviews

3 Bed Apartment in Chicago by the lake

LilyRating, 5 stars2 weeks ago
Great, clean stay! Walkable to the lake and coffee—can’t ask for more (:
Superhost
Apartment in The Loop
4.73 out of 5 average rating, 55 reviews

2BD Central Downtown Location! Spacious & Cozy

MadleneRating, 5 stars1 month ago
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)! 😉
Guest favourite
Apartment in Evanston
4.95 out of 5 average rating, 108 reviews

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

StaciRating, 5 stars2 weeks ago
Always responded quickly. When we had trouble with front door lock they came out quickly and addressed the problem.
Guest favourite
Apartment in Gold Coast
4.89 out of 5 average rating, 161 reviews

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

SanjayRating, 5 stars1 month ago
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.
Top guest favourite
Apartment in East Rogers Park
4.99 out of 5 average rating, 288 reviews

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

KarynRating, 5 stars3 days 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.
Apartment in Logan Square
4.8 out of 5 average rating, 106 reviews

Logan Square Spa

JamieRating, 5 stars1 week 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.
Apartment in Uptown
4.65 out of 5 average rating, 168 reviews

Vibrant studio at Uptown close to RedLine

RebekahRating, 5 stars2 weeks ago
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

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

Gold Coast Home|Rooftop |PoolTable |Parking |Beach

MelissaRating, 5 stars1 week 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
4.78 out of 5 average rating, 87 reviews

Rooftop Access with Views and Gym - LCP Collection

CynthiaRating, 5 stars2 weeks ago
Great place in a great location. Would definitely book again!
Guest favourite
Home in Logan Square
5 out of 5 average rating, 27 reviews

Homer Street Hotel: Bucktown Upscale Designer Home

VarshaRating, 5 stars1 week ago
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.
Superhost
Home in Portage Park
4.86 out of 5 average rating, 57 reviews

Luxe King Beds-Private Gym-Huge Backyard-Crib

StephenRating, 5 stars1 day ago
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.
Superhost
Home in Logan Square
4.79 out of 5 average rating, 129 reviews

High End New Construction Home w/8 Beds, Parking

AshrafRating, 5 stars1 week ago
Great stay! The place was clean ,comfortable and exactly as described. Host was responsive and made everything easy. Would definitely stay again!
Top guest favourite
Home in Lake View
4.95 out of 5 average rating, 192 reviews

Wrigleyville Greystone

BeckyRating, 5 stars2 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.😜
Superhost
Home in Lombard
4.75 out of 5 average rating, 4 reviews

Cheerful Chicago-area 5 Bedroom Oasis

KhanhvyRating, 5 stars9 months ago
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!
Top guest favourite
Home in Avondale
5 out of 5 average rating, 20 reviews

Logan Sq/Avondale luxury chic Townhome.

SamanthaRating, 5 stars2 weeks ago
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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