Fitness-friendly vacation rentals in The Loop

4.92 out of 5 average rating, 109 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.

Apartment in South Loop

Professional's Playground (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.

4.91 out of 5 average rating, 150 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.

4.87 out of 5 average rating, 208 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, 153 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

5 out of 5 average rating, 10 reviews

Apartment in Chicago

Upscale High-Rise Apt · Rooftop Pool + Views

Stay in this brand-new 2025 apartment with luxury amenities. Perfect for work or leisure, it offers everything you need for a comfortable stay. Building Amenities: - 24/7 concierge & secure entry - Rooftop pool & gym with skyline views - Rooftop lounge with a fireplace - Steps from grocery stores & restaurants - Paid parking nearby Unit Highlights: - Stunning views of the city - Work from home space - In-unit washer & dryer - Fully equipped kitchen - Fast WiFi - Modernly designed interior

4.98 out of 5 average rating, 227 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

Apartment in Near North Side

4.82 out of 5 average rating, 262 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.

4.94 out of 5 average rating, 78 reviews

The living room features exposed brick walls and wooden beams, highlighting a relaxed atmosphere. A large, gray sectional sofa is positioned alongside a coffee table and a flat-screen TV. A textured vase adds a decorative touch to the space.

Apartment in River North

River North | Rooftop With In & Out Parking | 5

Enjoy a stylish experience at this centrally-located place! ✨🏙️ Stunning 1,000 sq. ft. modern 2-bedroom, 1-bathroom unit—perfect for corporate travelers 💼 & families looking for a stylish escape in downtown Chicago. 🌆 🔥 Rooftop Patio w/ BBQ 🚗 Free In/Out Parking (5-min walk to garage) 🏠 2 Bedroom | 1 Bathroom 🛏️ 2 Queen Beds & Sleeper Sofa (Sofa Bed - Sleeps 1) 🛌 1 Inflatable Airbed 👶 Portable Crib (For Mini Travel Companion) 🎬 Netflix, Hulu, Disney+, & Prime Included

4.89 out of 5 average rating, 159 reviews

A modern living area features a dark sofa adorned with colorful throw pillows. A wooden coffee table rests in front, and light streams in through large windows that offer views of the surrounding city. A dining table with chairs is visible in the background.

Condo in Grant Park

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!

5 out of 5 average rating, 20 reviews

A modern living area features a comfortable sofa adorned with neutral and textured cushions. A large mirror reflects natural light, highlighting the floor-to-ceiling windows that offer expansive city views. Stylish plants and sleek furniture enhance the contemporary design.

Apartment in River West

Downtown Chicago Retreat 2BD 2BA Views Gym Rooftop

Experience downtown Chicago living at its finest in this stunning 2-bedroom apartment, Sleek black and gold accents, in the heart of the River West. Wake up to breathtaking city views and step out to world-class attractions just minutes from your door. Enjoy a gourmet kitchen with high-end appliances, stylish baths, in-unit laundry, gigabit Wi-Fi, and free parking. Building amenities include a rooftop lounge and gym—perfect for business or leisure.

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.

Apartment 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

4.8 out of 5 average rating, 104 reviews

Apartment in The Loop

Chic Corner 2BR in the Loop | City & Lake Views

Dramatic 1,250+ square foot corner apartment with 12 foot tall ceilings, massive windows, and lovely city and lakefront 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 The Loop fitness-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

4.83 out of 5 average rating, 196 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

4.88 out of 5 average rating, 196 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

4.87 out of 5 average rating, 55 reviews

A spacious bed with soft white linens is accented by orange decorative pillows. A sleek, dark blue headboard enhances the contemporary look. A bedside lamp provides soft lighting, while a modern desk and chair are positioned nearby, offering a comfortable workspace. A city skyline artwork is displayed above the bed.

Apartment in Uptown

13 mins DT | 4 mins Lake | Artistic Loft Rooftop

4.89 out of 5 average rating, 28 reviews

The living area features a spacious dining table surrounded by teal chairs. A vibrant red wall complements the warm tones of the decor. A comfortable green sectional sofa is arranged nearby, with a wall-mounted TV visible above a stylish console. Natural light streams through large windows.

Apartment in West Loop

1 Free Parking, Gym, Balcony, Sleeps 10!

Apartment in Fulton Market

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.

4.97 out of 5 average rating, 34 reviews

Skyline Oasis: City & Lake Views

4.85 out of 5 average rating, 120 reviews

Apartment in Grant Park

Downtown Mich Ave #10 | gym+rooftop

Apartment in Magnificent Mile

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.

4.98 out of 5 average rating, 128 reviews

Chic 2BR Gem with Fireplace

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.

Apartment in South Loop

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

Fitness-friendly condo 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.

Condo in Lake View

2BR Apt, Office, Parking & Backyard by Wrigley

Condo in Lake View

Modern Lux Condo: Private Roofto

Condo in South Loop

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.

Condo in Chicago

Stylish 3BR, 12 mins to Loop + Parking

4.95 out of 5 average rating, 124 reviews

A bright living area features large windows that offer city views. Comfortable seating arrangements include a pair of teal sofas and a wooden armchair. A coffee table sits at the center on a soft area rug, accompanied by a flat-screen TV mounted on a nearby wall.

Condo in Evanston

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

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

4.92 out of 5 average rating, 51 reviews

A comfortable living area features a dark sofa, coffee table, and a modern TV stand with a large television. A dedicated dining space with a round table for two is visible. Sliding glass doors lead to a private balcony, providing natural light and outdoor views.

Condo in Lombard

Pond View, Washer Dryer, Non Smoking, Pet Free

Condo in Lincoln Square

4.69 out of 5 average rating, 29 reviews

Bright Bowmanville Studio with parking

Fitness-friendly house rentals

4.96 out of 5 average rating, 197 reviews

Home in North Park

The Chicago River House – GIANT wall projector!

4.91 out of 5 average rating, 11 reviews

Home in Villa Park

Two Kings Chicago. Royal comfort in two king beds

4.92 out of 5 average rating, 189 reviews

Home in Wrigleyville

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

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

4.95 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

4.97 out of 5 average rating, 60 reviews

The living area features a combination of modern and stylish furnishings, including a tufted brown sofa, blue chairs, and a glass coffee table. Colorful artwork adorns the walls, and natural light brightens the space through large windows.

Home in South Side

Entire Luxury Home: Private Gym

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.