Fitness-friendly holiday rentals in West Loop

4.91 out of 5 average rating, 100 reviews

A rooftop pool area is shown, featuring a clear blue pool surrounded by lounge chairs in red and neutral tones. Sunlight reflects off the water, and tall buildings are visible in the background, contributing to a lively urban atmosphere.

Flat in South Loop

The Professional's Playground (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.

4.92 out of 5 average rating, 140 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

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.

4.96 out of 5 average rating, 188 reviews

A private outdoor patio is surrounded by wooden fencing, featuring a glowing sofa and two chairs placed on a patterned rug. A small table holds a plant, while greenery adds a natural touch to the tranquil setting, under a colorful sky at dusk.

Home in North Park

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

4.98 out of 5 average rating, 180 reviews

The bedroom is designed with a spacious bed centered against an accent wall featuring geometric patterns. A plush bench is positioned at the foot of the bed. Warm lighting illuminates the room, complemented by rich curtains and wooden flooring.

Flat in Magnificent Mile

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.

4.88 out of 5 average rating, 123 reviews

A modern living room features large windows offering expansive city views. A blue sectional sofa and a vibrant red chair are arranged around a round black coffee table. A decorative area rug and a wall-mounted TV complete the inviting space.

Loft in Fulton Market

Luxury Fulton Market Penthouse Amazing City Views

NEW PENTHOUSE LOFT IN FULTON MARKET! Enjoy your own private luxury loft in Chicago's bustling Fulton Market-the city's center of main nightlife, restaurants and cultural scene. This 3,500 square foot penthouse features 12 foot open lofted ceilings, a personal home gym w/ Peleton+, free onsite garage parking, 4 bedrooms/4.5 bathrooms, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between. The cityscape views are unbeatable!

4.96 out of 5 average rating, 135 reviews

A modern chef's kitchen is shown, featuring an island with seating for four. Sleek dark cabinetry contrasts with light countertops and stainless steel appliances. A bowl of fruit adds a touch of color, while glass pendant lights provide illumination above the island.

Apartment in Gold Coast

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

4.99 out of 5 average rating, 210 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

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

4.82 out of 5 average rating, 282 reviews

A bright living area features large windows that offer city views, enhanced by natural light. Comfortable gray seating is arranged on a patterned rug, complemented by modern decor and greenery. A flat-screen TV is mounted on the wall, alongside a stylish coffee table.

Flat in Chicago Loop

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!

4.83 out of 5 average rating, 842 reviews

A serene bedroom features a spacious bed with crisp white linens and a light gray upholstered headboard. Natural light flows through large windows, illuminating the neutral walls and wood flooring. A small bedside table with a decorative lamp adds a touch of elegance to the space.

Flat in Near North Side

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.

4.99 out of 5 average rating, 128 reviews

A modern living space features a light-colored sofa with decorative pillows and a woven throw. A warm-toned wooden accent wall complements a sleek electric fireplace below a mounted television. A patterned area rug anchors the room, while shelves in the background display decorative items.

Loft in South Side

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.

4.81 out of 5 average rating, 128 reviews

A comfortable leather sofa, featuring tufted upholstery, is positioned in front of a natural wooden coffee table. A small plant in a white pot sits atop the table, accompanied by magazines. A large elephant-themed artwork is displayed on the wall behind the sofa.

Flat in Near North Side

Old town green palace

Welcome to our stylish 2-bedroom apartment located in the heart of Chicago's historic Old Town district! This stunning space is the perfect choice for travelers looking for a great location in the middle of the city and comfortable stay in one of the city's most vibrant neighborhoods. As soon as you step inside, you'll be greeted by a beautifully designed living room featuring modern furnishings and stylish decor We can't wait to host you!!

4.89 out of 5 average rating, 167 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.

Popular amenities for fitness-friendly rentals in West Loop

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

4.76 out of 5 average rating, 193 reviews

A modern living area features large windows offering views of the city and lake. A dark sectional sofa is complemented by stylish accent chairs and a round coffee table. Indoor plants add greenery to the open space, which is adorned with a geometric patterned rug.

Flat in Streeterville

Chic Corner 2BR in Streeterville | Roof Deck | Lak

A contemporary living area is highlighted by large windows showcasing expansive city views. A black sofa adorned with colorful pillows faces a sleek kitchen with stainless steel appliances. A modern dining set is visible, and natural light floods the space, enhancing its bright atmosphere.

Flat in Fulton Market

4.7 out of 5 average rating, 27 reviews

Sophisticated 3BR Suite - Modern, and Luxurious

Flat in Logan Square

5 out of 5 average rating, 3 reviews

2BR City Loft Amazing Glass Views

4.82 out of 5 average rating, 1,288 reviews

A spacious bed is centered in the room, flanked by two modern bedside lamps. Above the bed, a serene painting depicting waves complements the soft color palette of the walls, contributing to a calm atmosphere.

Flat in Near North Side

Kasa | Walk to Lincoln Park Zoo | Chicago

The exterior of a modern high-rise building is visible, featuring large glass windows and a curved architectural design. Surrounding trees line the street, creating a blend of urban and natural elements. The image showcases the building's height against a clear blue sky.

Flat in South Loop

4.8 out of 5 average rating, 330 reviews

Kasa | Studio, Walk to Grant Park | South Loop

4.97 out of 5 average rating, 116 reviews

A spacious light-filled game area is highlighted by a ping pong table at the center. Large windows frame the room, offering views of the outside. A comfortable seating area is visible alongside a decorative plant and wall-mounted mirrors, contributing to a relaxed environment.

Flat in West Town

King Bed • No Stairs • Ping-Pong • United Center

4.9 out of 5 average rating, 21 reviews

Flat in River West

Luxury 3BD Penthouse – Private Patio+Skyline Views

4.99 out of 5 average rating, 110 reviews

A modern living room features a warm fireplace with elegant stone detailing. Comfortable seating is provided by a plush sofa alongside a stylish armchair. Natural light enters through multiple windows adorned with blinds. Decorative elements include a wooden coffee table and contemporary wall art.

Flat in Magnificent Mile

Chic 2BR Gem with Fireplace

Fitness-friendly apartment rentals

4.9 out of 5 average rating, 68 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

4.96 out of 5 average rating, 105 reviews

The living area features a comfortable sofa adorned with patterned cushions, accompanied by a stylish coffee table. A modern dining setup is visible in the background, along with sleek kitchen cabinetry. Light from overhead fixtures illuminates the open layout with dark hardwood flooring.

Apartment in Evanston

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

4.85 out of 5 average rating, 164 reviews

A bright living area features large windows that allow natural light to fill the space. A modern green sofa is complemented by two matching chairs. A round wooden coffee table sits on a plush area rug, with decorative wall art adding character to the yellow-painted walls.

Apartment in South Loop

Luxe 2BR Cozy Suite | Skyline Views near McCormick

4.95 out of 5 average rating, 203 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

Cozy 3BR, 12 mins to W Loop

4.96 out of 5 average rating, 46 reviews

A relaxing living area is furnished with a sectional sofa, a modern lounge chair, and a plush area rug. A mounted television is positioned above the couch, while floor-to-ceiling windows allow natural light to flood the space, complemented by dark curtains.

Apartment in West Loop

Modern long-term luxury w/ spectacular view!

Apartment in Lower West Side

A comfortable living room features a light-colored sofa and two armchairs positioned around a decorative coffee table. Natural light floods through large windows dressed with sheer curtains, illuminating the space. A modern fireplace with a marble surround is positioned against a light gray accent wall, complemented by framed photos and decorative items.

5 out of 5 average rating, 11 reviews

East Pilsen Gem

4.99 out of 5 average rating, 294 reviews

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.

Apartment in Chicago

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

Apartment in Humboldt Park

A living area features a large flat-screen television mounted on a low black media cabinet. A dog is comfortably resting on a patterned area rug. Two framed artworks are hung on the light-colored walls, and a tall green plant is positioned beside the television.

4.76 out of 5 average rating, 119 reviews

Logan Square Spa

Fitness-friendly house rentals

4.95 out of 5 average rating, 44 reviews

A spacious living area is illuminated by natural light, featuring large windows that frame views of greenery outside. A modern sofa and armchair sit around a round coffee table, while a sleek fireplace adds warmth to the elegant decor.

Home in Gold Coast

Gold Coast Home|Rooftop |PoolTable |Parking |Views

5 out of 5 average rating, 36 reviews

A modern living room features elegant curved sofas complemented by colorful cushions. A geometric coffee table sits on a round area rug, while large windows bring in natural light and showcase lush green plants. A fireplace adds warmth to the inviting space.

Home in Logan Square

Homer Street Hotel: Bucktown Upscale Designer Home

4.87 out of 5 average rating, 68 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 King Beds-Private Gym-Huge Backyard-Crib

4.91 out of 5 average rating, 188 reviews

Home in Wrigleyville

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

4.78 out of 5 average rating, 142 reviews

A modern kitchen is highlighted by sleek cabinetry and a large island with seating. Natural light floods the space through expansive windows, creating an airy atmosphere. Stainless steel appliances add a contemporary touch, while the open layout connects to a spacious dining area.

Home in Logan Square

High End New Construction Home w/8 Beds, Parking

4.95 out of 5 average rating, 206 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

4.95 out of 5 average rating, 113 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