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, 164 reviews

Chic Corner 2BR in Streeterville | Roof Deck | Lak

KathyRating, 5 stars2 weeks ago
The location was great! A few blocks and you were right on Michigan Avenue with all the shopping and restaurants.

Apartment in The Loop

4.82 out of 5 average rating, 311 reviews

Kasa | Family 3BD with Gym Access | South Loop

LeydiRating, 5 stars2 days ago
Kasa was the perfect choice for our stay in Chicago! The apartment was clean, well-equipped, and provided a safe, comfortable atmosphere where you could truly enjoy the city. The added bonus of a nearby dog park made it even better. The location was ideal for our itinerary, with Millennium Park and Navy Pier just a short distance away. For dining, Paizans Pizzeria was a highlight—just two blocks from the apartment. Their diverse menu offered something for everyone in our family, from salads and pasta to BBQ ribs and burgers. It was the perfect spot for a delicious meal. Thank you, Kasa, for such a wonderful experience! Highly recommended—we’ll definitely be back!

Apartment in Wicker Park

4.9 out of 5 average rating, 215 reviews

Wicker Park - Garden At The Heart of It All

MarilynRating, 5 stars6 months ago
The quiet of the unit surprised me since it is so close to the CTA Blue line at Damien station. It is super close to Wicker Park restaurants, cafes, and clubs. There were a couple of nights when loud music from a nearby club was disturbing but otherwise it was very quiet. Jason himself is very solicitous, helpful and interesting. He really enjoys meeting new people. It is extremely helpful having a space in the back for a car. And having a washing machine and dryer right in the unit itself was very nice. I recommend the place highly.
Superhost

Apartment in Chicago

4.83 out of 5 average rating, 169 reviews

Modern, Spacious 3BR Apt Minutes to Downtown!

GraceRating, 5 stars2 months ago
Great stay. I was there for the marathon. So easy to get to the subway. Awesome apartment. Thanks!
Guest favorite

Apartment in Near West Side

4.98 out of 5 average rating, 84 reviews

Ping-Pong-United Center-KING BED-NO Stairs&Free P

MohamedRating, 5 stars4 weeks ago
well where im gonna start first i can say everything is positive did not have any issue of any kind we are familly of 6 and we loved it big clean wonderfull kitchen and bathroom's no stair's big plus specially if u have lot of baggages entrance right of the street +plus indoor garage at the building thats big plus We didn't use our car after parked there cuz bus stop is only about few steps from the house to go chicago downtown peacfull and quite area we loved it 100% if i ever return to chicago will defintley return ok now Cons that's the part didn't wanna talk about ......ops yes is true there is no negative about sergi or his place everything went smooth verry fast responsif host keep up the good work will comeback 100%
Superhost

Apartment in Irving Park

4.85 out of 5 average rating, 52 reviews

Modern Garden Unit in Gorgeous Mayfair

SophieRating, 5 stars2 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

4.92 out of 5 average rating, 26 reviews

Sleek 2 Bed, 2 Bath Condo in Trendy Fulton Market

MattRating, 5 stars1 week ago
Great place in a good location. Would stay again.
Superhost

Apartment in West Loop

5 out of 5 average rating, 3 reviews

Million Dollar Views! Luxury Downtown Skyhouse!

AmeliaRating, 5 stars6 months ago
Amazing views in a great location

Fitness-friendly condo rentals

Guest favorite

Condo in Logan Square

4.93 out of 5 average rating, 60 reviews

Condo ON POINT in Logan Square!

ElliotRating, 5 stars9 months ago
I'm disabled and use a rollator. I always have to message hosts to see how accessible the place is since I can do a few stairs, etc. Lindsay quickly responded to my messages even before I booked her room and provided me with all the info I needed. Her apartment is very clean. Our bedroom was a good size for my friend and I. And her current foster cat was a delight. For people wondering about accessibility, there are probably 8 or so steps in the back to get to the landing where the door is. Then there's the threshold to get into the door. Once inside, the space is very open so I didn't have any problem getting my rollator to my room. There was normal city noise from the El and construction outside but nothing unexpected or disruptive. Overall, a nice, clean room in a nice, clean apartment near where I needed to go.
Guest favorite

Condo in East Rogers Park

4.91 out of 5 average rating, 23 reviews

3 Bed Apartment in Chicago by the lake

JasmineRating, 5 stars6 days ago
The home was comfortable, felt safe, and cleaned well. Yahya’a instructions were clear and easy to follow. It was a decent two- night stay.
Guest favorite

Condo in Humboldt Park

4.96 out of 5 average rating, 149 reviews

Stylish 3BR + Free Parking 10-15mins from Downtown

SarahRating, 5 stars5 days ago
We stayed for the weekend to visit family for Christmas. There were a total of four people in the house, including myself, husband, and two children. Michael was very responsive on messages, and was willing to allow us to check in early, as we were coming from Cincinnati. The check-in process was seamless, and was very thorough, including pictures of the step-by-step instructions to get in the building. The building felt safe, with several locked doors. The parking was nice to have in the back, making it very private and safe. Again, Michael was a fantastic host, and made this trip more enjoyable.
Guest favorite

Condo in Near South Side

4.87 out of 5 average rating, 146 reviews

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

PranavRating, 5 stars3 weeks ago
Great apartment with just the things you need for your stay. location was great as we could walk to McCormick place easily. Easy Uber access to downtown as well. Milan was super responsive for anything we needed as well.

Condo in Uptown

4.8 out of 5 average rating, 25 reviews

Lovely condo studio

EileenRating, 5 stars4 months ago
Great studio apartment with very friendly neighbors in a great neighborhood with amazing restaurants. Walking distance to Andersonville, a neighborhood with antique book stores, oddity shops, enough to keep you busy all day. Perfect location. I will stay there again.

Condo in Logan Square

4.81 out of 5 average rating, 99 reviews

Logan Square Spa

LoriRating, 5 stars1 week ago
Curtis’ place was just what we were looking for while visiting our daughter and son-in-law, who live in the neighborhood. We found it to be clean, comfortable, and quiet. Very walkable and safe. Great proximity to Scofflaw and other cool establishments!
Guest favorite

Condo in Wicker Park

5 out of 5 average rating, 15 reviews

Huge Private Roof Deck! Gym! Parking!

DougRating, 5 stars5 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

4.88 out of 5 average rating, 180 reviews

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

Cristi Rating, 5 stars1 month ago
Thank you for a great stay, only wish I had more time to explore. Great location, close to everything!

Fitness-friendly house rentals

Guest favorite

Home in Des Plaines

4.79 out of 5 average rating, 28 reviews

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

菊香Rating, 5 stars1 month ago
We enjoyed our stay at the house and it was a great experience, thanks to Amit for his support.🌹🌹🌹
Guest favorite

Home in Logan Square

5 out of 5 average rating, 19 reviews

Homer Street Hotel: Bucktown Upscale Designer Home

ArdiRating, 5 stars3 weeks ago
This place is a gem. It is clean. It’s on a quiet street close to many restaurants and bars that are walking distance. The hosts are super nice. They are very responsive and flexible. It has a fully stocked kitchen and lots of extras including other items that a family with young children would appreciate. Two notes to be aware of 1. The blinds in the front of the house on first level and basement do not close so you can see in the home at night. 2. The home is actually 3 bedrooms, not 4. It states that in the description of you read it carefully (I did not). I figured the blowup mattress had its own room. There is a very nice full basement but since the front blinds do not close, I would not consider that a sleeping area. Overall, would recommend this place and stay here again.
Guest favorite

Home in North Park

4.96 out of 5 average rating, 154 reviews

Chicago River House -Large private entire home

GrantRating, 5 stars2 weeks ago
Great place and location as described! The place was quiet and comfortable and located within a quick ride of everything we needed. I hope we can stay again next time we’re back in Chicago!
Superhost

Home in Portage Park

4.85 out of 5 average rating, 47 reviews

Luxe Duplex with Private Gym, Huge Yard & Parking!

BeccaRating, 5 stars2 months ago
Connor's place ended up being the perfect spot for a sister's trip! It is incredibly close to the O'Hare airport and it's about 45 minutes from all the places we wanted to visit downtown. The house is very nice (clean, updated, plenty of space) as shown in the photos, and the neighborhood is quiet. The driveway and garage combo was really nice to have so we didn't have to try to park on the very full street! This is not a huge thing just something to note, but we could sometimes hear the downstairs tenants very early in the morning. Overall we really enjoyed our stay, Connor was very kind in his messages, and we would definitely recommend this place to anyone who wants to visit Chicago!
Guest favorite

Home in Chicago

4.92 out of 5 average rating, 24 reviews

Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!

XavierRating, 5 stars4 days ago
I enjoyed my stay at Ajs house. there was lots of space in there. It was also very clean
Guest favorite

Home in Skokie

4.94 out of 5 average rating, 99 reviews

Cozy 2 bedroom house/w garage in Skokie

DanielRating, 5 stars3 weeks ago
We had a wonderful thanksgiving here! The house was perfect, plenty of space and modern amenities. My toddler son especially loved the bidet!
Guest favorite

Home in Avondale

5 out of 5 average rating, 13 reviews

Logan Sq/Avondale luxury chic Townhome.

DarleneRating, 5 stars2 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, 41 reviews

Andersonville Home for Groups! Hot Tub Yard Garage

JuliaRating, 5 stars5 days ago
I can’t recommend Josh’s place highly enough. The location is perfect for first-time or long-time visitors to Chicago, as it’s in the heart of Andersonville (within walking distance to tons of excellent local bars, restaurants, and shops) while also being close to busses which will take you downtown. The house itself was extremely spacious, clean, and comfy. The hot tub worked perfectly, street parking was free and plentiful, and Josh was a responsive, friendly host. This listing is perfect for a large group (there were 9 of us in town celebrating Christmas early)- we would love to stay here again someday!

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

  • Total rentals

    310 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    160 properties are a good fit for families

  • Pet-friendly rentals

    130 properties allow pets

  • Rentals with a pool

    110 properties have a pool

Destinations to explore

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