Fitness-friendly vacation rentals in South Loop, Chicago

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Popular amenities for South Loop, Chicago fitness-friendly rentals

Fitness-friendly apartment rentals

Apartment in Gold Coast

4.77 out of 5 average rating, 167 reviews

Chic Corner 2BR in Streeterville | Roof Deck | Lak

AndreRating, 5 stars1 month ago
Awesome place for value. Definitely would recommend staying here, especially if you want to be in the heart of everything.

Apartment in The Loop

4.83 out of 5 average rating, 316 reviews

Kasa | Family 3BD with Gym Access | South Loop

ToñoRating, 5 stars3 weeks ago
We visited Chicago for the first time from Mexico to celebrate New Year’s Eve, and this Airbnb made the experience even more memorable. The place was very clean. Communication with the host was excellent; I mentioned a minor issue, and by the time I returned in the afternoon, it had already been resolved. The property looked exactly like the photos, and the location is very convenient, just a few minutes away from the main tourist attractions. One of the highlights was the beautiful view of some nearby buildings. I highly recommend this place!
Guest favorite

Apartment in River North

5 out of 5 average rating, 19 reviews

3BR Luxury Modern Apartment

TimothyRating, 5 stars4 weeks ago
We had a great stay over NYE. Very cool area of Chicago and well secured especially with phone capability. Do wish we had TV’s in the rooms but due to short stay and it being NYE, no issue. Also, the oldest bar in Chicago is only blocks away so make sure you check that out . Overall, great stay

Apartment in Wicker Park

4.9 out of 5 average rating, 216 reviews

Wicker Park - Garden At The Heart of It All

HojunRating, 5 stars2 months ago
We recently stayed at Jason's place for two weeks, and it was overall a wonderful experience. The property is exactly as described in the listing, clean and comfortable housing made our stay very enjoyable. Jason was very responsive and accommodating, ensuring everything went smoothly during our stay. I would definitely recommend this Airbnb for both short and extended visits.
Superhost

Apartment in Chicago

4.83 out of 5 average rating, 169 reviews

Modern, Spacious 3BR Apt Minutes to Downtown!

GraceRating, 5 stars3 months ago
Great stay. I was there for the marathon. So easy to get to the subway. Awesome apartment. Thanks!
Superhost

Apartment in Irving Park

4.85 out of 5 average rating, 53 reviews

Stylish Modern Retreat in Charming Mayfair

SophieRating, 5 stars3 months ago
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!
Guest favorite

Apartment in West Loop

4.93 out of 5 average rating, 27 reviews

Sleek 2 Bed, 2 Bath Condo in Trendy Fulton Market

XuRating, 5 stars1 month ago
Great stay and responsive host! Would stay with again!

Apartment in Uptown

4.65 out of 5 average rating, 37 reviews

Sunny Modern Loft Montrose Beach Rooftop WFH Gym

Yarmi JRating, 5 stars4 days ago
Everything neat and as described. Extremely helpful and responsive host. The area is nice. I would stay here again on my next trip.

Fitness-friendly condo rentals

Guest favorite

Condo in East Rogers Park

4.88 out of 5 average rating, 26 reviews

3 Bed Apartment in Chicago by the lake

StephanieRating, 5 stars3 weeks ago
Wonderful place! Really enjoyed our stay!
Guest favorite

Condo in Humboldt Park

4.96 out of 5 average rating, 153 reviews

Rarely Available 3Bedroom, free parking

MarielaRating, 5 stars3 weeks ago
Michael’s place was exactly as described—spotlessly clean, with clear and easy-to-follow instructions. He was a responsive and kind host, always quick to assist when needed. We had a great time during our stay and experienced no issues. The neighborhood felt safe and peaceful, adding to our comfort. Despite being a group of six, the space was more than sufficient for everyone. I recommend this place, and thank you again, Michael, for hosting us!
Superhost

Condo in Near South Side

4.86 out of 5 average rating, 149 reviews

McCormick 2B/2Ba for up to 8 guests w Opt Parking

PaolaRating, 5 stars4 weeks ago
Host was very responsive with quick action to any rising need. The place is beautiful, clean as well. The terrace was a nice feature, displaying a great view. Overall great experience!
Guest favorite

Condo in Pilsen Historic District

5 out of 5 average rating, 9 reviews

East Pilsen Gem

LisaRating, 5 stars5 months ago
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!
Guest favorite

Condo in Wicker Park

5 out of 5 average rating, 15 reviews

Huge Private Roof Deck! Gym! Parking!

DougRating, 5 stars7 months ago
Jillian's home is the ideal place to stay for a visit to Chicago. The neighborhood is phenomenal and has multiple restaurants, bars, shops, stores, and public transportation options, all within walking distance. The home itself was immaculate and extremely well-appointed. The beds were very comfortable, and the bathrooms were stocked like hotels would be. The rooftop is phenomenal, particularly in the summer when we were there. There's a TV, bar, grill, and even a basketball goal that I enjoyed with our 10-year-old. This is, without a doubt, where we would stay upon a return trip to Chicago.
Superhost

Condo in Gold Coast

4.87 out of 5 average rating, 183 reviews

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

DavidRating, 5 stars2 weeks ago
Matt and Wendy’s place was fantastic. Great location and nice view of the surrounding area including the lake. The apartment was clean up-to-date and we enjoyed our stay. Highly recommend staying there.

Condo in Skokie

4.71 out of 5 average rating, 7 reviews

Lovely Quiet Condo 60%+ Discount on monthly stay

ThuRating, 5 stars17 months ago
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!

Condo in Uptown

4.66 out of 5 average rating, 159 reviews

Vibrant studio at Uptown close to RedLine

EthanRating, 5 stars1 week ago
This place was just wonderful. Regina had to switch my condo in the same building due to a problem with my original booking. I was not charged extra and everything was in place within seconds and I was able to check in earlier. Regina is very responsive and was able to help me find parking. The place is great. They have amazon lockers, so I was able to easily get a delivery on my week long stay. It is also immaculate! CHALLENGES: The WIFI is really bad. I was not able to use any apps or stream. CELL SIGNAL is also a challenge. I have Verizon and I think the building itself and surrounding buildings make it a near-dead zone. PARKING is rough. If you are coming on the weekend in the evening or after 5 pm any day, be prepared to park and walk 10 min away at least. Regina was helpful in getting me to find a spot.

Fitness-friendly house rentals

Guest favorite

Home in Des Plaines

4.79 out of 5 average rating, 29 reviews

Quiet Family Home, Free Garage & 600 Mbps WI-FI

DiegoRating, 5 stars1 month ago
hands down the best house i ever stayed in!!! the host is amazing like the house i spent christmas in it and i don’t regret one second of it the best thank you for having me definitely will visit again
Guest favorite

Home in Logan Square

5 out of 5 average rating, 20 reviews

Homer Street Hotel: Bucktown Upscale Designer Home

MargaretRating, 5 stars1 month ago
We reside across country from our daughter and family. For the Holiday time, we sought a city that would support an opportunity to share a memorable experience with teenage grandchildren and family. We enjoyed the Chicago highlights over the holiday season. We were able to go shopping, museum visits, symphony. The updated home is unique. It was an absolute pleasure to return to a home that allowed each of us to embrace a comfortable space to share time, meals, and fun. We enjoyed the community space together. We were also able to find a space to unwind and enjoy the home amenities. Street parking was available for our 2 cars. We chose to UBER to some activities. If the season was warmer, access to the outdoor community space would have been enjoyed.
Guest favorite

Home in North Park

4.96 out of 5 average rating, 159 reviews

Chicago River House -Large private entire home

TatumRating, 5 stars5 days ago
What a gem!! The place was absolutely perfect! It’s right on a main road, but so private and very quiet. Very clean, comfortable and the shower was absolutely fabulous!!
Guest favorite

Home in Wicker Park

4.8 out of 5 average rating, 66 reviews

Designer Smart Wicker Park Home

JamesRating, 5 stars1 month ago
Great time and unit. Beautiful decor, responsive host, convenient access and locale. Will come back!
Superhost

Home in Portage Park

4.85 out of 5 average rating, 48 reviews

Luxe Duplex with Private Gym, Huge Yard & Parking!

SuzanneRating, 5 stars1 month ago
We had a wonderful stay at this lovely property! The home was well-stocked, clean, and they even had a Christmas tree waiting for us—it was such a thoughtful touch and it made us feel right at home. The hosts were incredibly welcoming and responsive, always available to answer our questions or address any concerns. The huge backyard was great for our dog to run around and play. The location was great —public transportation was easily accessible, with a short walk to the bus and the blue line not too far, making it easy to get into the city. Plenty of street parking and walkable amenities nearby (grocery, shopping, coffee). We highly recommend this property and would absolutely stay here again!
Guest favorite

Home in Skokie

4.94 out of 5 average rating, 101 reviews

Cozy 2 bedroom house/w garage in Skokie

BenRating, 5 stars3 weeks ago
This is a return trip to Iulian's place for us. It was just as comfortable and clean as the first time we stayed there. This is a great peaceful location for us when we come to the area to visit friends and family. I'm thankful for this clean, quiet home.
Guest favorite

Home in Avondale

5 out of 5 average rating, 13 reviews

Logan Sq/Avondale luxury chic Townhome.

DarleneRating, 5 stars3 months ago
his place is truly a peaceful oasis, tucked away in a quiet suburb of Chicago. Despite being so close to the city, it felt like a perfect escape from the hustle and bustle. The neighborhood was serene, and the house was a relaxing retreat with everything you could need. The amenities were top-notch—fully equipped kitchen, washer and dryer, work out room, comfortable beds, and a lovely outdoor space to enjoy the fresh air. The location is ideal if you want to explore Chicago but come back to somewhere tranquil at the end of the day. The host was amazing and very responsive, ensuring everything went smoothly. I highly recommend this place for anyone looking for a restful stay near the city!
Guest favorite

Home in Andersonville

5 out of 5 average rating, 45 reviews

Andersonville Home for Groups! Hot Tub Yard Garage

EmilyRating, 5 stars3 weeks ago
Perfect for our 2 families! House is very clean and offers activities for everyone. Everything you need is in short walking distance.

Quick stats about vacation rentals that are fitness-friendly in South Loop, Chicago

  • Total rentals

    300 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    13K reviews

  • Family-friendly rentals

    160 properties are a good fit for families

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    110 properties have a pool

Destinations to explore

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  5. Chicago
  6. South Loop
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