
Fitness-friendly holiday rentals in South Loop
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in South Loop
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

Professional's Playground (Fitness Center • Sauna)
Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, The Bean, Navy Pier, Riverwalk, Soldier Field, The Field Museum, and more. Additionally, guests are merely a couple blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city.

Upscale High-Rise Apt · Rooftop Pool + Views
Stay in this brand-new 2025 apartment with luxury amenities. Perfect for work or leisure, it offers everything you need for a comfortable stay. Building Amenities: - 24/7 concierge & secure entry - Rooftop pool & gym with skyline views - Rooftop lounge with a fireplace - Steps from grocery stores & restaurants - Paid parking nearby Unit Highlights: - Stunning views of the city - Work from home space - In-unit washer & dryer - Fully equipped kitchen - Fast WiFi - Modernly designed interior

Chicago Luxury Long Term 30+
Enjoy a stylish experience at this centrally-located place. This home is a lovely city terrace modern loft in a quiet nook of the Fulton Market / West Loop Area. Furnished beautifully for working from home or coming home. Very walkable with all of the best smart home features: digital light controls, Sony 65” TV, Sonos BEAM, smart lock, solid marble dining table with modern chairs, comfortable bed and pillows, and quality sheets for a great night sleep! Ultra high speed internet at 500mbps

Dtown Penthouse 11+Parking, Gym, Pvt Patio
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional service along with “local vibes.” Guests love staying with us because: ✅ Central location near Grant Park, Art Institute, The Bean, Soldier Field, & more! ✅ 1 Free parking pass ✅ FAST WIFI ✅ En-suite Laundry ✅ The Lake & Park are only 2 blocks away ✅ KING beds ✅ Private Rooftop Deck w/ stunning views ✅ Amenity Floor (Gym, Lounge, Doggy Park) ✅ 1 block from Red "L" subway

South Loop | Rooftop With In & Out Parking | 3
Enjoy a stylish experience at this centrally located place! This stunning 1,000 sq. ft. modern 2-bedroom, 2-bathroom unit is perfect for corporate travelers and families looking for a chic escape in downtown Chicago 🏡💼 🔥 Rooftop Patio W/ BBQ 🍖☀️ 🏊 Rooftop Pool 🌆 🚗 Free In/Out Parking (5-Min Walk to Garage) 🅿️ 🛏️ 2 Bedrooms | 2 Bathrooms 🚿 🛌 2 Queen Beds 🛏️ 💨 1 Inflatable Airbed 🛌 👶 Portable Crib (For Mini Travel Companion) 🎬 Netflix, Hulu, Disney+ & Prime Included 📺

Spectacular 2BR Penthouse in the Loop | Roof Deck
This top floor corner penthouse is in a perfect location with panoramic city views in multiple directions. With over 1,200 square feet of space, 13 foot tall ceilings and oversized windows, this spacious penthouse is a true escape in the sky in the heart of Chicago. It's a two bedroom, two bathroom apartment with an additional sofa bed. The building has a pool and an amazing outdoor rooftop terrace with 360 degree views of the skyline and lake. This is the best location in the city!

Kasa | Views from your Private Balcony | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

Luxéry Stay "Chicago" - McCormick & Wintrust Area
Staying in one of Chicago's Historical Buildings, you can now experience living in the famous South Loop neighborhood conveniently located across from McCormick Place! South loop has a teeming restaurant scene with front row access to Grant Park, the lakefront Museum Campus and Soldier Field! this area is unmatched by most urban neighborhoods. Explore the celebrated jazz clubs, and other historic areas like industrial Motor Row and the charming Prairie Avenue District.

Lovely Garden Studio in Chicago
Kick back and relax in this calm, stylish space. Located in historic Bronzeville, our modern studio boasts open-plan living, stylish finishes and plenty of room to accommodate up to 3 guests. Our garden studio is located walking distance to the Green Line station, a 10 minute drive to downtown loop, 15-20 minutes away from Midway Airport, 5 minutes to Lake Michigan, and 5 minutes away from McCormick Place Convention Center, IIT, and Hyde Park/University of Chicago.

Downtown Chicago Retreat 2BD 2BA Views Gym Rooftop
Experience downtown Chicago living at its finest in this stunning 2-bedroom apartment, Sleek black and gold accents, in the heart of the River West. Wake up to breathtaking city views and step out to world-class attractions just minutes from your door. Enjoy a gourmet kitchen with high-end appliances, stylish baths, in-unit laundry, gigabit Wi-Fi, and free parking. Building amenities include a rooftop lounge and gym—perfect for business or leisure.

LIVN West Loop Chicago Queen Studio Apartment
Experience modern city living at LIVN West Loop Chicago, a stylish loft-style apartment studio at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. This newly renovated studio features a full kitchen, in-unit washer and dryer, and clean, modern interiors. Walk to Union Station and Willis Tower. You are minutes from top dining, offices, and transit, ideal for business trips, weekend stays, or longer visits.

Downtown 3BD 3BA Condo|Parking, Pool, Gym, Rooftop
Welcome to your spacious urban getaway in Chicago’s Printer’s Row! - Modern 3-bedroom, 3-bathroom unit with floor-to-ceiling windows - Bright, open-concept living space with smart TV and high-speed Wi-Fi - Access to fitness center, rooftop pool, and panoramic deck - Stunning city views perfect for sunset drinks - 1 parking spot available for sedans and small SUVs Book your stay with TheDreamRentals today!
Popular amenities for fitness-friendly rentals in South Loop
Fitness-friendly apartment rentals

Top Floor Views + Central Comfort

Gold Coast Luxury: 2BR with Sweeping City Vistas

Plymouth Collection: 2BD with Lobby, Gym, Rooftop

Kasa | Spectacular City Views | Chicago

The Metropolitan Retreat (Fitness Center • Sauna)

Top of River West: Luxe Penthouse for Groups

Loop Loft-Subway & Art Institute

Downtown Mich Ave #10 | gym+rooftop
Fitness-friendly apartment rentals

2BR Apt, Office, Parking & Backyard by Wrigley

Luxe 2BR Cozy Suite | Skyline Views near McCormick

Stylish 3BR, 12 mins to Loop + Parking

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

RockStar Pad W3A BoysTown/Wrigley Field/Parking lot

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

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

Pond View, Washer Dryer, Non Smoking, Pet Free
Fitness-friendly house rentals

The Chicago River House – GIANT wall projector!

Two Kings Chicago. Royal comfort in two king beds

Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!

Wrigleyville Greystone

Cozy 2 bedroom house/w garage in Skokie

Logan Sq/Avondale chic Townhome.

Entire Luxury Home: Private Gym

Andersonville Home for Groups!
When is the best time to visit South Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £102 | £119 | £145 | £141 | £177 | £188 | £197 | £188 | £171 | £199 | £144 | £121 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about holiday rentals that are fitness-friendly in South Loop

Total holiday rentals
Explore 300 holiday rentals in South Loop

Nightly prices starting at
South Loop holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 15,980 verified reviews to help you choose

Family-friendly holiday rentals
180 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wifi availability
300 of South Loop holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across South Loop rentals

4.8 Average rating
South Loop stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Flat rentals South Loop
- Rentals with a patio South Loop
- Rentals with lake access South Loop
- Rentals with a hot tub South Loop
- Pet-friendly rentals South Loop
- Rentals with a fireplace South Loop
- Family-friendly rentals South Loop
- Rentals with an EV charger South Loop
- Rentals with a sauna South Loop
- Rentals with a washing machine and dryer South Loop
- Rentals with pools South Loop
- Smoking-friendly rentals South Loop
- Rentals with outdoor seating South Loop
- Apartment rentals South Loop
- Rentals with a firepit South Loop
- Fitness-friendly rentals Chicago
- Fitness-friendly rentals Cook County
- Fitness-friendly rentals Illinois
- Fitness-friendly rentals United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- University of Chicago
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Washington Park Zoo
- Illinois Beach State Park
- Loyola University Chicago





