Fitness-friendly vacation rentals in Wicker Park

4.92 out of 5 average rating, 147 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.

Apartment 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, 196 reviews

Home in North Park

The Chicago River House – GIANT wall projector!

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

4.86 out of 5 average rating, 207 reviews

A spacious living area features a large sectional sofa facing a media unit with a TV, accompanied by a coffee table. A dining table with four chairs sits nearby. Floor-to-ceiling windows provide bright natural light and a view of adjacent buildings.

Condo in Gold Coast

2BD/2BA MAG MILE MASTERPIECE (+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 - Tranquil rooftop overlooking the Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows We look forward to hosting you!

4.95 out of 5 average rating, 148 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.

Condo 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

4.92 out of 5 average rating, 189 reviews

Home in Wrigleyville

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

Say "WOW" in this top floor, DRAMATIC SPACIOUS Loft condo w/ PRIVATE ROOFTOP overlooking skyline! 45 seconds to Wrigley! Open 2-story layout w/7 individual bed options, 3 full bathrooms, fully-stocked kitchen + huge island. Enjoy luxury flooring, soaring high ceilings, keyless entry, 2 HD TVs, & brand new BBQ grill. Perfect for special occasions! Next to Wrigleyville bars & restaurants. Train to Downtown only 12 mins. Up to 4 parking spaces for rent. Over 1300 5-star reviews across listings!

Apartment in Near North Side

The bedroom features two twin-size beds, each dressed in crisp white linens. A table lamp provides soft illumination between the beds, which are flanked by framed abstract artwork on the walls. Large windows allow natural light to fill the space.

4.83 out of 5 average rating, 177 reviews

Kasa | Walk Magnificent Mile | River North

Halfway between Old Town and River North, our Kasa offers comfort, class, and convenience. Situated in a brand new high-rise, our modern apartments include state-of-the-art amenities as well as chic details like gourmet kitchens and high ceilings. You’re less than a mile from the Museum of Contemporary Art, The Wrigley Building, and more. Our tech-enabled apartments offer self check-in at 4 pm, 24/7 guest support by text, phone, or chat, and a Virtual Front Desk accessed via mobile device.

4.98 out of 5 average rating, 224 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.

Condo 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

4.79 out of 5 average rating, 229 reviews

A living area is featured with a blue velvet sofa, accompanied by a green armchair. A round coffee table sits in front of the seating, adorned with a small plant. Natural light filters through a colorful patterned curtain, enhancing the modern decor framed by abstract art on the walls.

Apartment in Uptown

Modern Uptown Apartment - Clean & Close to Train!

Welcome to this beautifully renovated apartment located in the Uptown neighborhood. This apartment has access to a shared fitness area, backyard/garden, and comfy work station. The building is a block from the Red Line train and is walking distance to neighborhood restaurants, bars, shops, and cafes. This apartment is perfect for remote workers or travelers looking to be in a nice neighborhood close to the city! Check in is completely contactless with a keypad & door code.

4.99 out of 5 average rating, 136 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.

Apartment in Streeterville

4.88 out of 5 average rating, 140 reviews

Guild #1 | Gold Coast Mag Mile Best Location

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to 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 beds - Charming, vintage Chicago building Walk to nearly any attraction in central Chicago. Please read our FAQs to answer any questions before booking.

Apartment in Near North Side

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.

4.81 out of 5 average rating, 136 reviews

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!!

4.84 out of 5 average rating, 194 reviews

A bright living area features large windows that provide panoramic city views. A comfortable gray sofa is positioned across from a 50" smart TV, with stylish accent chairs and a round coffee table nearby. Greenery adds a touch of nature to the space.

Apartment in The Loop

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!

Popular amenities for Wicker Park fitness-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

4.88 out of 5 average rating, 194 reviews

A spacious living area is displayed, featuring a comfortable brown leather sectional sofa and a glass coffee table. A modern electric fireplace is positioned against a stone accent wall, while natural light fills the room through large windows with white blinds.

Apartment in Oak Park

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

The room features a spacious bed with crisp linens, complemented by a comfortable sofa. Natural light filters through several shuttered windows, creating a bright environment. A small table with fresh flowers adds a touch of color to the inviting space.

Apartment in Lake View

4.6 out of 5 average rating, 5 reviews

City Life, Neighborhood Comfort - Studio

4.83 out of 5 average rating, 6 reviews

Apartment in Chicago

The Chicago Loop Oasis (2BD/2B)

4.9 out of 5 average rating, 230 reviews

A modern living area features a sleek black sofa and a gray fold-out futon positioned around a glass coffee table. Natural light enters through two windows, illuminating the bamboo flooring. Art pieces adorn the walls, contributing to a vibrant yet comfortable atmosphere.

Apartment in Wicker Park

Wicker Park - Garden At The Heart of It All

4.87 out of 5 average rating, 63 reviews

An open living area features polished concrete flooring and exposed beams, providing a modern rustic feel. A comfortable couch is positioned near a large wall art piece. Natural light enters through small windows, and a high-top breakfast table sits on the left.

Apartment in Mayfair

Cozy Garden Unit in Historic Mayfair

4.98 out of 5 average rating, 122 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.

Apartment in West Town

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

Apartment in Wicker Park

4.62 out of 5 average rating, 13 reviews

Cozy Wicker Park apt | Steps from the Action - Gym

4.88 out of 5 average rating, 26 reviews

Apartment in River West

Luxury 3BD Penthouse – Private Patio+Skyline Views

Fitness-friendly condo rentals

Condo in Lake View

Modern Lux Condo: Private Roofto

4.96 out of 5 average rating, 109 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.

Condo in Evanston

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

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.

Condo in South Loop

4.84 out of 5 average rating, 171 reviews

Luxe 2BR Cozy Suite | Skyline Views near McCormick

4.92 out of 5 average rating, 213 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.

Condo in Chicago

Cozy 3BR, 12 mins to W Loop + Parking

4.92 out of 5 average rating, 12 reviews

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.

Condo in Lower West Side

East Pilsen Gem

4.99 out of 5 average rating, 296 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.

Condo in Chicago

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

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.

Condo in Burbank

Iconic Style, Charming Lake View

Condo in Lincoln Square

4.64 out of 5 average rating, 25 reviews

Bright Bowmanville Studio with parking

Fitness-friendly house rentals

4.98 out of 5 average rating, 40 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

4.77 out of 5 average rating, 57 reviews

Home in West Loop

City Views + Walk to Dining, Ideal for All

4.76 out of 5 average rating, 70 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

4.52 out of 5 average rating, 21 reviews

A cozy theater room is highlighted by a large projector screen displaying a sci-fi scene. Surrounding the screen are movie posters, while a popcorn machine is visible nearby. A sectional sofa with comfortable cushions provides seating for movie nights.

Home in Belmont Cragin

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

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

4.94 out of 5 average rating, 35 reviews

A brick townhome stands under a dusky sky, partially illuminated by a warm porch light. Lush trees frame the building, while an outdoor staircase leads to the upper level. A blue truck is parked nearby, and a patio area can be seen in the background.

Home in Avondale

Logan Sq/Avondale chic Townhome.