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

The Executive's Escape (2BD / 2BA)
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.

Hidden Gem:Artsy Speakeasy in Historic Bronzeville
Enjoy this fun and unique 1-bed 1.5-bath speakeasy in the heart of Chicago's Bronzeville District. This artsy vibe features eclectic décor, hand-painted murals, Smart TVs, wet bar, wellness studio, remote workspace, free street parking, and ground-level-step-free access. This cozy space is perfect for fun couples, solo adventurers, business travelers, and game night aficionados. Easy access to Downtown (6 miles to Mag Mile, Navy Pier, Millennium Park), Beach (1 mile), Museums, & Sports arenas.

Stylish 2BR Corner Unit Near Downtown & McCormick
Welcome to your modern 2-bedroom, 2-bathroom corner suite offers unbeatable convenience and comfort, located just steps from McCormick Place. 📍 Prime Michigan Avenue location 🏙️ Corner unit with South Loop skyline views 🛏️ 2 Queen beds + sofa bed (Sleeps 6 total) 🔥 65” Smart TVs in every room (Netflix + Roku) 🚀 High-speed dedicated Wi-Fi ❄️ Central heating & cooling 🍳 Fully equipped kitchen 🚗 EV charging + optional parking 🏋️♂️ Fitness center access 🧺 Washer/Dryer on the same floor

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

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!

GLORIOUS GOLD COAST GETAWAY
Welcome! Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier. We look forward to hosting you!

South Loop | Rooftop With In & Out Parking | 1
Enjoy a stylish experience at this centrally-located place ✨. Stunning 1,000 square foot modern two-bedroom, two-bathroom unit is perfect for corporate travelers and/or families looking for a stylish escape in downtown Chicago 🌆. 🔥 Rooftop Patio W/ BBQ 🏊♂️ Rooftop Pool 🚗 Free In/Out Parking - 5 Mins Walk To Garage 🛏️ 2 Bedrooms | 2 Bathrooms 🛌 2 Queen Beds 🛌 1 Inflatable Airbed 👶 Portable Crib (For Mini Travel Companion) 🎬 Netflix, Hulu, Disney+ & Prime Included

Downtown Park #11 - Mich Ave PH | gym+rooftop
Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love staying with us because: -Central Location on Grant Park (no car needed!) -FAST WIFI -En-suite Laundry -Did we mention the Lake & Park are outside our front door? -Comfy Queen bed -Loft style bedroom -Shared Rooftop Deck stunning views -Gym -3 blocks from Red "L" subway -Close to Grant Park, The Bean, Soldier Field, Museums If you are looking for a special place, you've found it!

Sentral Studio Apt in South Loop Chicago
Indoor/Outdoor Resort-Style Pool • Grilling Station • Four-Story Indoor Garden • Fitness Center • Demonstration Kitchen • Pet Friendly w/ Amenities • Co-Working Space w/ High-Speed WiFi • Across from Grant Park • Steps to South Loop Dining & Nightlife • Breathtaking Views of Lake Michigan & the City Skyline Sentral Michigan Ave offers upscale comfort in the heart of Chicago’s South Loop, blending premium amenities with unmatched access to parks, culture, and entertainment.

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.

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)
Amazing Gold Coast/Streeterville location SECONDS from the LAKE and MAGNIFICENT MILE. Located on a quiet street, this apartment is tucked in between Michigan Ave and Lake Michigan. Steps away from the famous Drake Hotel, yet closer to the lake and Oak Street Beach. This spot is considered the best location in the city-- steps away from the best stores/restaurants in the world located on Michigan Ave (Mag Mile) and just north of Navy Pier.
Popular amenities for South Loop fitness-friendly rentals
Fitness-Friendly apartment accommodation

McCormick Place Cozy Studio w/ Parking | Sleeps 4

52nd Floor MagMile Penthouse VIEWS Fireplace Pool

Downtown Mich Ave #10 | gym+rooftop

The Professional's Playground (2BD / 2BA)

Gym | Garage Parking | Balcony | Sleeps 6

Chic 2BR Gem with Fireplace

Skyline 2BR in South Loop Chicago Near McCormick

Luxury Designer Penthouse | Gold Coast/Old Town
Fitness-friendly condo rentals

2BR Apt, Office, Parking & Backyard by Wrigley

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

Cozy 3BR, 12 mins to W Loop

RockStar Pad W3A BoysTown/Wrigley Field/Parking

Modern long-term luxury w/ spectacular view!

East Pilsen Gem

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

Logan Square Spa
Fitness-Friendly Holiday House

Gold Coast Home|Rooftop |PoolTable |Parking |Views

Chicago River House -BBQ Oasis now open!

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

Wrigleyville Greystone

Cozy 2 bedroom house/w garage in Skokie

Entire Luxury Home: Private Gym

Chicago Home with Sauna - walk to CTA and Metra

Andersonville Home for Groups! Hot Tub Yard Garage
When is the best time to visit South Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 AUD | $195 AUD | $242 AUD | $290 AUD | $363 AUD | $387 AUD | $405 AUD | $387 AUD | $351 AUD | $387 AUD | $251 AUD | $236 AUD |
| 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 330 holiday rentals in South Loop

Nightly prices starting at
South Loop holiday rentals start at $60 AUD per night before taxes and fees

Verified guest reviews
Over 15,670 verified reviews to help you choose

Family-friendly holiday rentals
180 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 130 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
320 of South Loop holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Rentals with lake access South Loop
- Rentals with a fire pit South Loop
- Rentals with a hot tub South Loop
- Rentals with a washing machine and dryer South Loop
- Rentals with a sauna South Loop
- Rentals with an EV charger South Loop
- Rentals with a patio South Loop
- Rentals with outdoor seating South Loop
- Smoking-friendly rentals South Loop
- Pet-friendly rentals South Loop
- Apartment rentals South Loop
- Rentals with pools South Loop
- Condo rentals South Loop
- Rentals with a fireplace South Loop
- Family-friendly rentals South Loop
- Fitness-friendly rentals Chicago
- Fitness-friendly rentals Cook County
- Fitness-friendly rentals Illinois
- Fitness-friendly rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Oak Street Beach
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark




