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

The Executive's Escape (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.

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.

Beautiful,Spacious & sunny w/Parking-Logan Square
Indulge in the charm of this vintage-meets-modern Logan Square apartment.Only eight blocks from the Illinois centennial monument which is in the heart of Logan Square.This spacious 2-bedrooms,L.R,dining room, sunroom & dedicated workspace with fast internet has style, convenience, and character for one memorable experience. Parking & Starbucks coffee. Enjoy local entertainment- Logan Theater, Andros Taverna,...The Logan Square Blue Line train puts you in downtown and O'Hare airport 25 minutes.

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 lot
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

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.

Tropical Bungalow Getaway in Quiet Neighborhood
Located on a quiet tree lined street, the bungalow's garden level design was influenced by the rumpus rooms of the 1950's. A private side entry, a few steps down from the rear courtyard, leads into your tropical get away. Heywood Wakefield furniture and thatch palm leaf wall covering enhance the Tiki vibe of the sitting room. An exercise area, private bedroom and bath are all accessed from this main space. While the suite is at garden level, it is always bright and airy.

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!

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.

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

Stunning Corner 2BR in the Loop | City & Lake View
Dramatic 1,250+ square foot corner apartment with 12 foot tall ceilings, massive windows, and panoramic city and lake views in multiple directions. This stylish light-filled two bedroom, two bathroom space is perfect for groups looking for a luxurious getaway in the sky in the heart of downtown Chicago. Centrally located in a historic building close to everything you want to visit, this is the best location in the city!

Chic 2BR Gem with Fireplace
Discover urban luxury in our 2BR, 2BA Gold Coast haven. This stylish apartment boasts a warm fireplace, sleek granite countertops, and a cozy layout. Immerse yourself in city living at its finest, right in the heart of Chicago's prestigious Gold Coast neighborhood. Perfect for both business and leisure travelers, our space combines modern comfort with the vibrant energy of one of the city's most coveted neighborhoods.
Popular amenities for Woodlawn fitness-friendly rentals
Fitness-friendly apartment rentals

Boulevard Stays 5 mins to Riverwalk & Mag Mile 03

Level Junior Two Bedroom Suite | Fulton Market

Gym, Garage Parking, Balcony, Sleeps 4

Cozy Garden Unit in Historic Mayfair

West Loop | City Views With In & Out Parking | 4

Gym | Garage Parking | Balcony | Sleeps 6

Whole Flat in Private Club. Walk to L, Dining & Shows

Spacious 3BR Urban Getaway w Gym
Fitness-friendly condo rentals

Bright&Modern Condo in the Heart of the Best Loop

Modern Lux Condo: Private Roofto

Luxe 2BR Cozy Suite | Skyline Views near McCormick

Stylish 3BR, 12 mins to Loop + Parking

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

Cozy Downtown MICH AVE #7 | gym+rooftop

Iconic Style, Charming Lake View

Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS
Fitness-friendly house rentals

The Chicago River House – GIANT wall projector!

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

Agave Escape | 6 BR/2BA | 20 Min to Downtown

Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!

Wrigleyville Greystone

Theater • Game Room • Gym • Firepit • 4BR Home

Entire Luxury Home: Private Gym

Logan Sq/Avondale chic Townhome.
When is the best time to visit Woodlawn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,682 GYD | G$17,355 GYD | G$13,591 GYD | G$12,755 GYD | G$15,264 GYD | G$15,264 GYD | G$17,355 GYD | G$15,891 GYD | G$15,055 GYD | G$15,682 GYD | G$14,219 GYD | G$16,100 GYD |
| 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 Woodlawn

Total vacation rentals
Explore 20 vacation rentals in Woodlawn

Nightly prices starting at
Woodlawn vacation rentals start at G$6,273 GYD per night before taxes and fees

Verified guest reviews
Over 530 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Woodlawn vacation rentals include wi-fi access

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

4.9 Average rating
Woodlawn stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- 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
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo
- University of Chicago




