
Fitness-friendly vacation rentals in Chicago Loop
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in Chicago 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.

Chicago River House -BBQ Oasis now open!
Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the Chicago River & Forest Preserves, with trails & river walks, 3 miles to the beach, near Lake Shore Drive & 90/94, nearby Lincoln Square , Andersonville, and seasonal waterfalls, brunch nearby. This 2-bed, 2-bath home one level. 5star Chef's kitchen 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Relax on our private patio and glowing furniture

Modern MAG Mile 2BD/2BA (+Parking/Rooftop)
Welcome! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - You're steps away from the famous Drake Hotel and Oak Street Beach. - Walk to every popular attraction that makes Chicago so great! - Newly remodeled interior with an open floor plan layout - Parking spot on-site in/out access!! - Tranquil rooftop overlooks Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows

RockStar Pad W3A BoysTown/Wrigley Field/Parking
HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $10/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

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!

King Bed • No Stairs • Ping-Pong • United Center
You would enjoy staying in the spacious 1800 sq ft with 10 ft high ceilings. Two bedroom/2 bathroom apartment with direct access from the street level with ZERO STAIRS. It is an excellent solution for elder people and families with kids or maybe just a group of friends coming to have fun at the UNITED CENTER sports event or tourists as well as business folks or doctors to attend McCormick Place conferences. Bring the whole family to this great place with lots of room for fun.

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.

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.

Loop Loft-Subway & Art Institute
Urban Elegance Meets Prime Location! Welcome to our chic hard loft in the heart of the Chicago Loop. Experience city living at its finest, where industrial charm marries modern luxury. Features: - Authentic loft with polished concrete floors - Soaring high ceilings - Elegantly furnished Location: - Right in Chicago's vibrant Loop district - Walk to Millennium Park, Art Institute of Chicago, Mag Mile, Riverwalk, and more
Popular amenities for Chicago Loop fitness-friendly rentals
Fitness-friendly apartment rentals

Modern Glamour in West Town

Gym, Garage Parking, Balcony, Sleeps 4

Skyline Oasis: City & Lake Views

Gym | Garage Parking | Balcony | Sleeps 6

Beautiful,Spacious & sunny w/Parking-Logan Square

Chicago Luxury Long Term 30+

Fantastic West Loop 2 bedroom

Boulevard Stays Walk Everywhere! 5 mins to Magnifi
Fitness-friendly condo rentals

Bright&Modern Condo in the Heart of the Best Loop

2BR Apt, Office, Parking & Backyard by Wrigley

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

Cozy 3BR, 12 mins to W Loop

Luxe 2BR Cozy Suite | Skyline Views near McCormick

Modern long-term luxury w/ spectacular view!

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

Logan Square Spa
Fitness-friendly house rentals

Gold Coast Home|Rooftop |PoolTable |Parking |Views

Homer Street Hotel: Bucktown Upscale Designer Home

Luxe King Beds-Private Gym-Huge Backyard-Crib

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
When is the best time to visit Chicago Loop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ503 | ﺩ.ﺇ544 | ﺩ.ﺇ632 | ﺩ.ﺇ749 | ﺩ.ﺇ925 | ﺩ.ﺇ1,080 | ﺩ.ﺇ1,091 | ﺩ.ﺇ940 | ﺩ.ﺇ922 | ﺩ.ﺇ878 | ﺩ.ﺇ819 | ﺩ.ﺇ606 |
| 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 vacation rentals that are fitness-friendly in Chicago Loop

Total vacation rentals
Explore 910 vacation rentals in Chicago Loop

Nightly prices starting at
Chicago Loop vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 18,150 verified reviews to help you choose

Family-friendly vacation rentals
250 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 580 rentals that welcome pets

Vacation rentals with a pool
550 properties feature pools

Rentals with dedicated workspaces
480 properties have a dedicated workspace

Wi-Fi availability
900 of Chicago Loop vacation rentals include wi-fi access

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

4.7 Average rating
Chicago Loop stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Chicago Loop's top spots, include Millennium Park, Shedd Aquarium, and Willis Tower
Destinations to explore
- Rentals with outdoor seating Chicago Loop
- Rentals with an EV charger Chicago Loop
- Loft rentals Chicago Loop
- Rentals with an accessible height bed Chicago Loop
- Family-friendly rentals Chicago Loop
- Rentals with a washer and dryer Chicago Loop
- Rentals with beach access Chicago Loop
- Rentals with an accessible height toilet Chicago Loop
- Serviced apartment rentals Chicago Loop
- Rentals with a fireplace Chicago Loop
- Condo rentals Chicago Loop
- Apartment rentals Chicago Loop
- Rentals with a sauna Chicago Loop
- Rentals with a home theater Chicago Loop
- Rentals with a hot tub Chicago Loop
- Pet-friendly rentals Chicago Loop
- Rentals with breakfast Chicago Loop
- Waterfront rentals Chicago Loop
- Rentals with lake access Chicago Loop
- Boutique hotels Chicago Loop
- Rentals with a patio Chicago Loop
- Rentals with a fire pit Chicago Loop
- Rentals with pools Chicago 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
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- Things to do Chicago Loop
- Things to do Chicago
- Art and culture Chicago
- Sightseeing Chicago
- Food and drink Chicago
- Sports activities Chicago
- Tours Chicago
- Nature and outdoors Chicago
- Things to do Cook County
- Sports activities Cook County
- Tours Cook County
- Sightseeing Cook County
- Food and drink Cook County
- Art and culture Cook County
- Nature and outdoors Cook County
- Things to do Illinois
- Tours Illinois
- Art and culture Illinois
- Food and drink Illinois
- Sightseeing Illinois
- Sports activities Illinois
- Nature and outdoors Illinois
- Things to do United States
- Food and drink United States
- Tours United States
- Entertainment United States
- Sightseeing United States
- Nature and outdoors United States
- Wellness United States
- Sports activities United States
- Art and culture United States




