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Fitness-friendly holiday rentals in Chicago Loop

Find and book unique fitness-friendly accommodation on Airbnb

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Popular amenities for Chicago Loop fitness-friendly rentals

Fitness-Friendly apartment accommodation

Apartment in South Loop
4.53 out of 5 average rating, 231 reviews

Sonder South Wabash | Two-Bedroom Apartment

Maria EugeniaRating, 5 stars3 weeks ago
Excellent stay, location and cleanliness! I'd come back !
Superhost
Apartment in Near North Side
4.71 out of 5 average rating, 1,074 reviews

Kasa | Spectacular City Views | Chicago

GustavRating, 5 stars5 days ago
Great place. Super clean. Prime location- easy to walk to restaurants and shops. Loved my stay would do it again!
Apartment in West Loop
4.83 out of 5 average rating, 35 reviews

Level Junior Two Bedroom Suite | Fulton Market

AlannaRating, 5 stars3 weeks ago
Had such a great stay! Everything was very clean and all information given was thorough.
Guest favourite
Apartment in Old Town
4.86 out of 5 average rating, 113 reviews

Breathtaking & Chic Oasis Loc in Desirable Old Twn

DeniseRating, 5 stars2 weeks ago
I loved everything about my stay ! Very nice and clean and the host were amazing
Guest favourite
Apartment in West Town
4.98 out of 5 average rating, 95 reviews

King Bed • No Stairs • Ping-Pong • United Center

DikshaRating, 5 stars2 weeks ago
We had a truly wonderful stay at this apartment. From the moment we booked, Serg was an exceptional host—friendly, professional, and incredibly responsive. His communication was prompt and helpful throughout, which made the entire experience seamless and stress-free. The apartment itself is exactly as pictured. It is modern, clean, and thoughtfully furnished. Located in a quiet and peaceful area with no surrounding noise, it was the perfect place to relax after a busy day. Every amenity listed in the description was available and in great condition, making it feel just like home. One of the standout features was the garage parking. It was a convenient and valuable bonus, especially if you're traveling with a car. I highly recommend this place to anyone visiting the area. We would absolutely stay here again on our next trip. Thank you, Serg, for being such a fantastic host!
Guest favourite
Apartment in East Rogers Park
4.8 out of 5 average rating, 10 reviews

3 Bed 3 Bath Lakefront Oasis, Parking Included

NathanRating, 5 stars5 days ago
Great stay. The property is tucked away and is away from all the city noise. It was very clean and everyone was really impressed. Thank you Sally for a great stay.
Superhost
Apartment in Near North Side
4.82 out of 5 average rating, 276 reviews

Kasa | Nearby Millennium Park | River North

NikkiRating, 5 stars6 days ago
We loved staying in this building and area. Don’t sleep on the amenities - the skydeck and lounge are really nice. Easy parking nearby w spothero. If you’re up for walking, it’s doable to walk to The Chicago Theatre or downtown. Good communication w hosts via the Kasa link they send you.
Guest favourite
Apartment in Near North Side
4.82 out of 5 average rating, 154 reviews

Kasa | Walk Magnificent Mile | River North

LexiRating, 5 stars2 weeks ago
such a nice place to stay and a great location. easy access to the L or very walkable to the main attractions

Fitness-friendly condo rentals

Top Guest favourite
Condo in Lake View
4.95 out of 5 average rating, 59 reviews

2BR Apt, Office, Parking & Backyard by Wrigley

HeatherRating, 5 stars3 weeks 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
Condo in East Rogers Park
4.75 out of 5 average rating, 32 reviews

3 Bed Apartment in Chicago by the lake

CalebRating, 5 stars3 weeks ago
Fantastic location and area! Loved being close to the beach, and the apartment was pristine, 10/10 would recommend!
Guest favourite
Condo in Evanston
4.95 out of 5 average rating, 106 reviews

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

JasonRating, 5 stars1 month ago
Our stay in Evanston was great! The apartment is close to all of downtown Evanston, the Metra, and the L. Also easy access to NU. Everything was just as it says and the free underground parking is a HUGE plus!
Guest favourite
Condo in Chicago
4.95 out of 5 average rating, 177 reviews

3 BR GetAway, 15mins to Loop + private parking

DevonRating, 5 stars5 days ago
Planned a trip to Chicago for a weekend get away and Michael’s house did not disappoint. Free parking with unlimited parking passes, probably the most friendly/sweet neighbors you’ll find and just a very beautiful home 100% recommend very close to the green line train which we used to get to the loop every day book this house before it’s gone!
Top Guest favourite
Condo in Lake View
4.99 out of 5 average rating, 176 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

RebecaRating, 5 stars5 days ago
I can't recommend this Airbnb enough! From the moment I walked in, I felt right at home. The place was not only extremely clean, but also beautifully decorated with a very welcoming atmosphere. The space is also very spacious, which was a huge plus. The host was incredible, super kind and helpful. There’s so many restaurant and fun bars in the area so there was always something to do on our down time. Thanks again Will for sharing your amazing space!
Guest favourite
Condo in Gold Coast
4.89 out of 5 average rating, 160 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
Condo in Chicago
4.99 out of 5 average rating, 287 reviews

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

LauraRating, 5 stars1 week ago
Planned a weekend trip with our daughters and their partners to Chicago. Loved this location being outside of the city but very conveniently located to public transit. The house itself was beautiful and comfortable, with plenty of room for 6 adults. A perk was the driveway parking space for our car. Would definitely recommend to others and stay again when visiting Chicago!
Condo in Humboldt Park
4.8 out of 5 average rating, 105 reviews

Logan Square Spa

JamieRating, 5 stars4 days 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.

Fitness-Friendly Holiday House

Top Guest favourite
Home in Gold Coast
5 out of 5 average rating, 27 reviews

Gold Coast Home|Rooftop |PoolTable |Parking |Beach

RikkiRating, 5 stars1 week ago
Great home and location. Safe neighborhood, walkable to restaurants, shopping, beach. Home was clutter free, clean and well maintained. Beds were comfortable and we had plenty of supplies for duration of stay (fresh towels, blankets, paper products, soap, shampoo, conditioner, etc.) Rooftop deck with nice view. Host was very responsive with any questions and communicated well. House was perfect size for our group of 6. We appreciate Rasheed making our stay perfect! Will stay here again in the future.
Superhost
Home in Oak Park
4.78 out of 5 average rating, 87 reviews

Rooftop Access with Views and Gym - LCP Collection

CynthiaRating, 5 stars1 week ago
Great place in a great location. Would definitely book again!
Superhost
Home in Portage Park
4.85 out of 5 average rating, 55 reviews

Luxe King Beds-Private Gym-Huge Backyard-Crib

JamieRating, 5 starstoday
We had a wonderful stay at this Airbnb! The house was roomy, cozy, and super comfortable. Everything was clean and beautifully decorated, with a charming backyard and deck that made it feel extra special. The bedrooms were each uniquely themed and absolutely gorgeous, and the beds were incredibly comfy—everyone slept like a dream. The water pressure in the shower was perfect, and the hosts were kind and accommodating throughout our stay. Highly recommend this place if you’re looking for a relaxing and well-kept spot to unwind!
Top Guest favourite
Home in Lake View
4.95 out of 5 average rating, 190 reviews

Wrigleyville Greystone

Sneha PrabhakarRating, 5 stars2 weeks ago
Mark and his partner have clearly put their heart and soul into preparing this home for guests. Every detail has been thoughtfully considered, and any instructions you might need seem to appear just when you need them. The house itself is cozy, clean, and incredibly comfortable. To future guests, make sure to spend some time in the beautiful backyard. Whether you’re sipping a drink, reading a book, or simply having a chat, it’s a lovely, peaceful spot that adds something special to the stay.
Guest favourite
Home in Skokie
4.94 out of 5 average rating, 104 reviews

Cozy 2 bedroom house/w garage in Skokie

EmanuelRating, 5 stars2 months ago
Great location, clean and most important affordable.
Top Guest favourite
Home in Avondale
5 out of 5 average rating, 20 reviews

Logan Sq/Avondale luxury chic Townhome.

SamanthaRating, 5 stars1 week 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!
Guest favourite
Home in Andersonville
4.97 out of 5 average rating, 72 reviews

Andersonville Home for Groups! Hot Tub Yard Garage

JohnRating, 5 stars5 days ago
Josh's property was a great fir for our trip. I will book again when we come back out.
Guest favourite
Home in South Side
4.96 out of 5 average rating, 55 reviews

Entire Luxury Home: Private Gym

MarquelleRating, 5 stars2 weeks ago
Our stay was perfect and I would definitely stay again! We hosted a small dinner for my mom’s memorial service and they were very accommodating. There was plenty of space for everyone and the location was great. All the amenities were top notch and the decor was amazing. We felt right at home and I’ve referred people to stay. Thank you so much for hosting us. 10 stars!!!

Quick stats about holiday rentals that are fitness-friendly in Chicago Loop

  • Total rentals

    850 properties

  • Nightly prices starting at

    $33 NZD before taxes and fees

  • Total number of reviews

    15K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Pet-friendly rentals

    550 properties allow pets

  • Rentals with a pool

    530 properties have a pool

Destinations to explore

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  3. Illinois
  4. Cook County
  5. Chicago
  6. Chicago Loop
  7. Fitness-friendly rentals