Fitness-friendly holiday rentals in Chicago

4.92 out of 5 average rating, 137 reviews

A dining area is presented with a sleek table surrounded by four black chairs. A grey sectional sofa is positioned nearby, complemented by a modern floor lamp. Large windows provide natural light, and a vibrant cityscape photo adorns the wall.

Apartment in Evanston

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

Eco-Friendly, modern, sleek, condo with modern finishes and a sweeping Sky Terrace and resort-like amenities are just steps from Northwestern University, Loyola, and Kellogg and minutes from Chicago. Heart of Evanston Condo features granite countertops in the kitchens, 9 foot ceilings and designer plank flooring. Enjoy luxury amenities such as a fully equipped fitness center, BBQ and picnic area and beautiful landscaping. In the warmer months, Guests can enjoy the Clark Street Beach & Lighthouse

4.95 out of 5 average rating, 115 reviews

A single-story brick house is presented with a spacious front yard, featuring trimmed greenery and a walkway of stone steps leading to the front door. A driveway, visible to the right, accommodates a garage door with a dark finish.

Home in Skokie

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.

4.85 out of 5 average rating, 272 reviews

A spacious recreational area features a ping pong table, a large flat-screen TV, and comfortable leather seating. A coffee table sits in front of the couch adorned with a colorful quilt. Exercise weights are positioned on the floor, adding to the diverse amenities of the space.

Guest suite in Lake View

Wrigleyville/Boystown/Entire Private Floor!

1000 sq ft-entire private floor & door access. The perfect Wrigleyville/Boystown/Lake location. Zip to downtown Chicago in minutes via cab or public transportation options. Our friendly neighborhood is packed with fun bars, fabulous restaurants, unique boutiques & great music venues. Enjoy pool, ping pong and pinball and our 65" 4K flat screen TV or a seat at the bar. A Queen bed, 2 single beds in the main room, steam shower and bathroom. We have a mini fridge, microwave, coffee and home gym.

4.77 out of 5 average rating, 132 reviews

A modern living area is presented with large windows showcasing city and lake views. Chic furnishings include a gray sofa, a glass coffee table, and two accent chairs. A stylish rug adds texture, while green plants introduce a touch of nature to the space.

Flat in Streeterville

Corner 3BR in Streeterville | Views | Roof Deck

Stunning 1,500+ square foot corner apartment with oversize windows, an open layout, and dramatic city and lake views in multiple directions. This bright and modern three bedroom, two bathroom apartment is perfect for travelers looking for a stylish escape in the sky in downtown Chicago just off the Magnificent Mile and the lakefront. The building has great amenities including an amazing rooftop terrace with 360 degree views of the skyline and the lake. This is the best location in the city!

4.87 out of 5 average rating, 100 reviews

A modern living area is illuminated by natural light from large floor-to-ceiling windows. A comfortable gray sofa sits against one wall, accompanied by a coffee table. The open kitchen features a sleek marble countertop and stainless steel refrigerator, with minimalistic decor enhancing the ambiance.

Flat in River North

River North | Private Balcony With In&Out Parking

Enjoy a stylish experience at this centrally-located place ✨. Stunning 1,000 square foot modern two-bedroom, one-bathroom unit is perfect for corporate travelers and/or families looking for a stylish escape in downtown Chicago 🌆. 🌇 Rooftop Patio W/ BBQ 🍖 🚗 Free In/Out Parking - 5 Mins Walk To Garage 🌅 Private Balcony W/ Breathtaking Views 🛏️ 2 Bedroom | 1 Bathroom 👑 2 Queen Beds 🛏️ 1 Inflatable Airbed 👶 Portable Crib 📺 Netflix, Hulu, Disney Plus, and Prime subscription Included

4.98 out of 5 average rating, 228 reviews

A modern kitchen features sleek gray cabinetry and stainless steel appliances, including a refrigerator and oven. A neutral area rug complements the wood flooring. Natural light is provided by large windows, and stylish wall decor adds a contemporary touch to the space.

Apartment in Lake View

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

4.96 out of 5 average rating, 112 reviews

A spacious living area is furnished with comfortable seating, including a mix of armchairs and sofas. A large ottoman is located at the center, while a decorative mirror reflects natural light from the windows. The open layout connects to a modern kitchen in the background.

Home in Andersonville

Andersonville Home for Groups!

Bring the whole family to this great place with lots of room. Two floors have 4 bedrooms, 2 bathrooms, 6 beds and tons of room to watch movies, play ping pong, and have a meal together. You literally cannot get closer to Andersonville center, and it’s a great home base to be not far from the lake, and Wrigleyville. The enormous back yard has fire table, and tons of room for games, kids, and dogs. We do have a strict quiet hours policy and backyard access is prohibited after 10pm.

4.82 out of 5 average rating, 266 reviews

A bright bedroom features a spacious bed with crisp white linens, complemented by an abstract wall art piece. A wooden nightstand with a lamp is positioned beside the bed. Large windows provide natural light, showcasing views of the city beyond.

Flat in Downtown Chicago

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.

Apartment in East Rogers Park

A light-filled living room showcases soft gray walls and hardwood flooring. A comfortable sofa and armchair are positioned around a decorative area rug. A television is mounted on a console, while a lamp beside a side table adds warmth to the space.

4.99 out of 5 average rating, 296 reviews

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

Enjoy this charming 3-bedroom condo with free on-site parking just three blocks from Lake Michigan. Convenient access to public transit, including the express bus to downtown (9 miles), Navy Pier, and Grant Park. The CTA Jarvis station is only three blocks away. Perfect for families, business travelers, and couples, this condo is also close to Loyola (1.5 miles) and Northwestern universities (2.5 miles). A great home base to explore all that Chicago has to offer!

Serviced apartment in Streeterville

A light-filled living area features a comfortable armchair and a stylish blue sofa. A modern coffee table sits on a textured area rug, with a decorative plant in the center. A wall-mounted television is positioned above a fireplace, complemented by large windows on either side.

4.82 out of 5 average rating, 163 reviews

Downtown Guild #4 | Mag Mile, Gold Coast

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Welcome to one of the best locations in Chicago. Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - Steps away from the John Hancock - Gym in the Basement - Amazing location w/ many shops & restaurants nearby - Fast WIFI - KING bed - Charming, vintage Chicago building Please read our FAQs to answer any questions before booking.

4.9 out of 5 average rating, 178 reviews

A modern kitchen with white cabinetry features stainless steel appliances, including a refrigerator and microwave. An island with seating for three is complemented by decorative vases of flowers. Natural light fills the space through large east-facing windows.

Apartment in Gold Coast

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.

4.94 out of 5 average rating, 101 reviews

A bright living area features a deep green accent wall and polished concrete floors. A plush dark sofa with decorative pillows is positioned facing a television on a wooden stand. A window offers a view of an outdoor space, enhancing the natural light in the room.

Flat in The Loop

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 fitness-friendly rentals in Chicago

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

Private room in Belmont Cragin

A cozy living room is displayed with a large television mounted above a decorative fireplace. Plush seating options surround a circular coffee table, and an array of colorful plants bring vibrancy to the space. Natural light filters through the windows adorned with blinds.

5 out of 5 average rating, 21 reviews

“The Incas Empire Suite” - Free Parking

4.91 out of 5 average rating, 152 reviews

A vibrant living area showcases eclectic décor, featuring a colorful mural with artistic motifs on one wall. A round coffee table sits in the center, surrounded by cream-colored sofas adorned with green cushions. A wet bar with wooden stools is visible in the background.

Flat in South Side

Hidden Gem:Artsy Speakeasy in Historic Bronzeville

Flat in Wicker Park

4.57 out of 5 average rating, 21 reviews

Stylish Wicker Park Apartment - Amazing location

The kitchen area features modern appliances, including a refrigerator, stove, and microwave. A marble-top table is surrounded by black chairs. A small floral arrangement and placed items are visible on the table, while a cozy seating area is adorned with a textured rug.

Flat in Uptown

4.85 out of 5 average rating, 40 reviews

Stylish Hidden Gem in the Heart of Uptown 1BD 1BA

4.97 out of 5 average rating, 34 reviews

A bright and airy living area is filled with natural light from floor-to-ceiling windows, offering expansive city views. A plush sectional sofa is positioned on a soft area rug. Potted plants and a console with a television add to the inviting ambiance.

Flat in Fulton Market

Skyline Oasis: City & Lake Views

A spacious living area features a light-colored sectional sofa adorned with gold-accented pillows. A glass coffee table holds a small vase with flowers, two glasses, a bottle of champagne, and a slice of cake. A desk with a computer is visible in the background.

Flat in Dunning

4.84 out of 5 average rating, 45 reviews

New Modern 3BR • Gym • Workspace • Quiet Location

5 out of 5 average rating, 10 reviews

A modern living area features a light blue sectional sofa and two stylish bar stools at a wooden table. A decorative wall piece adds visual interest, while a small coffee table holds a floral arrangement. Soft natural light illuminates the space from nearby windows.

Flat in The Loop

1bd w/gym, game room, parking. Sleeps 3

An open-concept living area features large windows that offer skyline views. A comfortable sofa and an orange accent chair are complemented by a modern dining table surrounded by stylish chairs. A neutral area rug adds warmth to the hardwood floor.

Flat in Downtown Chicago

4.5 out of 5 average rating, 34 reviews

Boulevard Stays Walk Everywhere! 5 mins to Magnifi

Fitness-friendly apartment rentals

4.9 out of 5 average rating, 71 reviews

A cozy living room features a spacious sectional couch, complemented by an elegant coffee table and accent chairs. Large windows allow natural light to fill the room, with a vibrant green wall and a cityscape artwork enhancing the decor.

Apartment in Lake View

2BR Apt, Office, Parking & Backyard by Wrigley

Apartment in Lake View

Modern Lux Condo: Private Roofto

Apartment in Downtown Chicago

4.84 out of 5 average rating, 171 reviews

Luxe 2BR Cozy Suite | Skyline Views near McCormick

4.93 out of 5 average rating, 214 reviews

A living area features a blue sofa and a wooden coffee table in front of a window, allowing natural light to fill the space. A keyboard on a stand is visible, along with a comfortable chair. Black-and-white artwork of a cityscape adorns the wall, enhancing the room's character.

Apartment in Chicago

Stylish 3BR, 12 mins to Loop + Parking

4.82 out of 5 average rating, 67 reviews

A cozy living area is highlighted by a wood-burning fireplace, where a warm fire flickers. A sleek coffee table sits in front of a comfortable sectional sofa, complemented by a textured area rug. Two glasses of wine rest atop the table, adding a touch of relaxation.

Apartment in Lombard

Smoke & Pet Free, Washer Dryer, Fireplace, Balcony

A modern living area is revealed with large windows showcasing views of the lake and boats. A light-colored sofa and armchair are arranged around a glass coffee table, complemented by a floor lamp and a large TV mounted against a neutral wall.

Apartment in Burbank

Iconic Style, Charming Lake View

Apartment in Bownmanville

4.69 out of 5 average rating, 29 reviews

Bright Bowmanville Studio with parking

A cozy sleeping area features a gray accent wall behind a comfortable queen bed, topped with crisp white linens and decorative pillows. Two white armchairs are positioned next to a small round table, creating a serene space with warm bedside lamps.

Apartment in Uptown

4.65 out of 5 average rating, 191 reviews

Vibrant studio at Uptown close to RedLine

Fitness-friendly house rentals

4.96 out of 5 average rating, 197 reviews

Home in North Park

The Chicago River House – GIANT wall projector!

4.93 out of 5 average rating, 59 reviews

A wooden dock extends into the calm water, framed by lush greenery and trees. Two metal chairs sit on the dock, offering a serene spot to enjoy the lake views.

Home in Downers Grove

Lakefront View Getaway Home! Hot tub! Kayak!

4.92 out of 5 average rating, 12 reviews

Home in Villa Park

Two Kings Chicago. Royal comfort in two king beds

4.85 out of 5 average rating, 72 reviews

A spacious backyard is bordered by lush greenery and features a mix of colorful lawn chairs arranged around a fire pit. A large tree provides shade, and a fenced area offers privacy. The unit's deck is visible in the background.

Home in Portage Park

Luxe Duplex-King Beds-Gym-Huge Backyard-Game Room

4.92 out of 5 average rating, 189 reviews

Home in Wrigleyville

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

4.77 out of 5 average rating, 77 reviews

A spacious living area features a plush sectional sofa arranged around a glass coffee table, with a soft area rug underneath. Natural light floods in through large windows, highlighting the elegant decor and subtle gold accents on the walls. A dining area is visible in the background.

Home in Humboldt Park

Luxury 5BD Home: Sauna, Hot Tub, Rooftop, Game Rm

4.95 out of 5 average rating, 210 reviews

The living room features a spacious sofa complemented by decorative pillows and a wooden coffee table. A reading lamp provides soft lighting. A wall art piece with a 'W' symbol and stars is displayed above the seating area. Natural light enters through the windows, framed by wooden trim.

Home in Lake View

Wrigleyville Greystone