Fitness-friendly vacation rentals in Oak Park

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Oak Park

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Skokie

4.95 out of 5 average rating, 110 reviews

Cozy 2 bedroom house/w garage in Skokie

Charming 2B/1.5B house in Skokie IL. This Airbnb boasts plenty of amenities including WIFI, Roku TV's, fully furnished, a beautiful backyard, workout gym and sauna in the basement and a kitchen with top of the line appliances. The house sits on a quiet residential street just 2 minutes away from the nearest interstate taking you to beautiful Downtown Chicago in about 25min . Downtown Skokie is a few minutes away, plenty of shopping options 5min to Village Crossing and 15min to Old Orchard Mall.

Guest favorite

Apartment in South Side

4.92 out of 5 average rating, 135 reviews

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.

Guest favorite

Apartment in Oak Park

4.9 out of 5 average rating, 173 reviews

Stunning 2bd 1bath w/free parking, W/D & fireplace

Whether you're here to visit family or friends, to attend a conference in the city or a quick getaway, your family will love renting our entire flat. It has all the comforts of home located on a beautiful block in the historic Frank Lloyd Wright District in Oak Park. Here, you will be close to The Frank Lloyd Wright Home/Studio, downtown Oak Park, amazing restaurants and attractions, the Green and Blue line trains that will take you to downtown Chicago, and major highways and shopping centers.

Guest favorite

Home in North Park

4.96 out of 5 average rating, 182 reviews

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

Guest favorite

Apartment in Magnificent Mile

4.98 out of 5 average rating, 174 reviews

Elegant Suite in Gold Coast

Established in 1927 as the first headquarters for Elizabeth Arden in Chicago, the Walton Residence is located in the heart of the Gold Coast neighborhood of Chicago. Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, we are perfectly situated in the middle of the action for your Chicago adventure. ***From Sept. to beginning of Dec. 2024, there will be repairs to the exterior of the building. We do not expect this to cause major interruptions to your stay.

Guest favorite

Condo in Chicago

4.95 out of 5 average rating, 195 reviews

Stylish 3BR- 15 mins to Downtown + Free Parking

This guest favorite apartment in historic Humboldt Park offers the perfect combination of comfort and convenience. Just 10-15 minutes from Downtown, the Medical District, Wicker Park, Logan Square, and Ukrainian Village, it’s ideal for guests visiting for festivals, concerts, sports events, conferences, weddings, or family gatherings. With grocery stores nearby and both street and gated private parking, you’ll enjoy being close to everything while staying in a peaceful, sought-after space!

Top guest favorite

Condo in Lake View

4.99 out of 5 average rating, 203 reviews

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

Superhost

Apartment in Near North Side

4.81 out of 5 average rating, 240 reviews

Kasa | Explore the Neighborhood-Mag Mile | 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.

Guest favorite

Apartment in West Town

4.97 out of 5 average rating, 111 reviews

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.

Superhost

Apartment in South Loop

4.79 out of 5 average rating, 116 reviews

South Loop 2BR Near McCormick & Lakefront w/ Patio

Welcome to your modern escape in Chicago’s vibrant South Loop, just steps from the iconic McCormick Place! This luxurious 2-bedroom, 2-bathroom suite is thoughtfully designed to provide comfort, functionality, and style—perfect for families, business travelers, event-goers, and leisure seekers alike. 🌆 📩 Message us for SPECIAL RATES & long-term discounts! Whether you’re attending a conference, visiting a museum, or exploring the lakefront, you’re just minutes from it all.

Guest favorite

Guest suite in Portage Park

4.89 out of 5 average rating, 106 reviews

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.

Guest favorite

Apartment in Wicker Park

4.9 out of 5 average rating, 225 reviews

Wicker Park - Garden At The Heart of It All

Boutique experience in the heart of the action! Modern comfortable space in a gritty vibrant arts & entertainment district. 2 bedroom apartment with large open layout. Additional proper beds in the office and futon bed in the common area. Cool art, full amenities. Dozens of food+nightlife options, shops, galleries; very close to train, bus and bike routes! 20 minutes to O'Hare or downtown. **Licensed Chicago Vacation Rental : (PHONE NUMBER HIDDEN)