Fitness-friendly vacation rentals near Wrigley Field

4.81 out of 5 average rating, 229 reviews

The Lakefront Lookout (Rooftop Deck • Gym)

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, Navy Pier, Riverwalk, Soldier Field, The Field Museum, Oak Street Beach, and more. Additionally, guests are merely blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city!

An inviting outdoor patio area features sleek white furniture, including a curved sofa and a coffee table atop a striped rug. A hammock is suspended nearby, surrounded by lush greenery and a wooden fence, with the warm glow of lights illuminating the space.

4.96 out of 5 average rating, 200 reviews

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

4.85 out of 5 average rating, 278 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 Chicago

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.

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.

4.98 out of 5 average rating, 248 reviews

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

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.

4.82 out of 5 average rating, 339 reviews

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!

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.

4.81 out of 5 average rating, 294 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.

A modern living room showcases large windows providing natural light and city views. A cozy sectional sofa is positioned adjacent to a sleek flat-screen TV, complemented by a dark coffee table and decorative elements. Exposed brick walls add character to the airy space.

4.89 out of 5 average rating, 107 reviews

River North | Rooftop With In & Out Parking | 6

Enjoy a stylish experience at this centrally-located place! ✨🏙️ Stunning 1,000 sq. ft. modern 2-bedroom, 2-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 | 2 Bathroom 🛏️ 2 Queen Beds & Sleeper Sofa (Sofa Bed - Sleeps 1) 🛌 2 Inflatable Airbeds 👶 Portable Crib (For Mini Travel Companion) 🎬 Netflix, Hulu, Disney+, & Prime Included

A living room is featured, showcasing two blue sofas and a matching armchair arranged around a central coffee table. Soft gray curtains adorn the windows, and framed art pieces add interest to the neutral walls. A patterned area rug complements the hardwood flooring.

4.88 out of 5 average rating, 99 reviews

*Beautiful apartment* - a few mins from the park.

Comfortable & Spacious beautifully furnished home! 2 large bedrooms, and 2 large bathrooms. Fully equipped kitchen. This is a 1500 sq ft of a home away from home with in unit laundry. Free parking! The home is a few blocks from Humboldt Park! Blocks to the train and other nearby transportation. Easy to get a Lyft/Uber from the unit. Walking distance to restaurants, cafes and bars! Free Street parking directly in front of the building, there is no permit or parking pass needed.

A vibrant blue accent wall serves as a backdrop for the queen-sized bed, which features a dark blue blanket and decorative pillows. Two bedside lamps provide soft lighting, while a large clock adorns the wall above the headboard. Natural light filters in through the patterned curtains.

4.75 out of 5 average rating, 247 reviews

Charming Uptown Studio - Clean & Close to Train!

Welcome to this beautifully renovated studio 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, 142 reviews

A historic stone building showcases unique architecture, featuring a turret and intricate details. Lush greenery is visible in front, framing the entrance. The property is set against a bright blue sky, enhancing its inviting appearance.

Loft in Chicago

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.

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.

4.95 out of 5 average rating, 215 reviews

Wrigleyville Greystone

First floor guesthouse ideal for 6+guests 1 block from Southport brown line station, 1/2 mile from Wrigley Field & red line station. Open floor plan with full kitchen, DR, double LR with 55” TV & foosball table, 3 bedrooms with queen size beds, 2 full bathrooms with bidet toilet, exercise room & back patio with sofas, table & koi pond. Since we live here and have another guests house in the building, we do not allow parties or large groups.

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.

4.9 out of 5 average rating, 188 reviews

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 near Wrigley Field

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

4.86 out of 5 average rating, 85 reviews

LIVN West Loop Chicago Queen Studio Apartment

A spacious bed is adorned with white linens and accented by blue decorative pillows. Bedside lamps provide soft lighting on either side, complementing a serene artwork of a beach sunset displayed above the bed.

4.77 out of 5 average rating, 81 reviews

13 mins DT | 4 mins Lake | Regal Style Loft Rooftop

4.96 out of 5 average rating, 28 reviews

Upscale High-Rise Apt · Rooftop Pool + Views

A modern living area is displayed, featuring large windows that provide city views. A gray sectional sofa complements a circular coffee table on a light area rug. A wall-mounted flat-screen television is present, alongside a cleanly designed console. A spacious bed is visible in the background.

4.82 out of 5 average rating, 51 reviews

Level Junior Two Bedroom Suite | Fulton Market

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.

4.9 out of 5 average rating, 30 reviews

Downtown Chicago Retreat 2BD 2BA Views Gym Rooftop

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.

4.88 out of 5 average rating, 67 reviews

Cozy Garden Unit in Historic Mayfair

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.

4.94 out of 5 average rating, 103 reviews

Loop Loft-Subway & Art Institute

5 out of 5 average rating, 13 reviews

Luxury Designer Apartment 803| Gold Coast/Old Town

Fitness-friendly condo rentals

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.

4.89 out of 5 average rating, 75 reviews

2BR Apt, Office, Parking & Backyard by Wrigley

4.97 out of 5 average rating, 116 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

4.95 out of 5 average rating, 131 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

4.84 out of 5 average rating, 173 reviews

Luxe 2BR Cozy Suite | Skyline Views near McCormick

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.

4.92 out of 5 average rating, 224 reviews

Stylish 3BR, 12 mins to Loop + Parking

The exterior of a brick building is framed by lush green trees and shrubs, highlighting a well-maintained landscape. A black wrought iron fence borders the property, while wide sidewalks provide access to the entrance, creating an inviting urban environment.

Private room in Chicago

4.8 out of 5 average rating, 15 reviews

City Chic: Chicago Getaway

A spacious living area features a mustard-colored sectional couch, accompanied by a small side table. Large windows allow natural light to fill the room, illuminating the modern decor. A flat-screen TV is mounted on the wall, and a cozy reading nook is visible through an open door.

4.92 out of 5 average rating, 117 reviews

Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

4.76 out of 5 average rating, 37 reviews

Bright Bowmanville Studio with parking

Fitness-friendly house rentals

4.96 out of 5 average rating, 24 reviews

Home in Villa Park

Three Kings Chicago. Royal experience. Cloud beds!

4.77 out of 5 average rating, 26 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.

4.74 out of 5 average rating, 88 reviews

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

A spacious living room features large windows allowing natural light. A modular sectional sofa is arranged invitingly in front of a sleek fireplace. A modern coffee table sits atop an area rug with geometric patterns, and an expansive wall-mounted TV awaits entertainment.

4.9 out of 5 average rating, 115 reviews

Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!

4.95 out of 5 average rating, 117 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

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.

4.97 out of 5 average rating, 60 reviews

Entire Luxury Home: Private Gym

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.

4.95 out of 5 average rating, 38 reviews

Logan Sq/Avondale chic Townhome.

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.

4.95 out of 5 average rating, 123 reviews

Andersonville Home for Groups!

Other fitness-friendly vacation rentals

4.77 out of 5 average rating, 551 reviews

A modern café space features a stylish counter with intricate tile work, where a staff member assists a guest. A well-groomed dog on a leash stands attentively beside the guest. Coffee machines and bottled beverages are visible in the background.

Hotel room in Chicago

Close to Navy Pier + Restaurant. Bar. Gym.

City Suites Hotel

4.67 out of 5 average rating, 46 reviews

City Suites Hotel

4.85 out of 5 average rating, 39 reviews

Game Room, Deck & Yard: Chicago Home

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.

4.8 out of 5 average rating, 367 reviews

Kasa | Studio, Walk to Grant Park | South Loop

Hotel room in Chicago

4.57 out of 5 average rating, 504 reviews

Lincoln Park gem with storied jazz & rock history

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.

4.87 out of 5 average rating, 52 reviews

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

A welcoming lobby features a striking fireplace surrounded by four orange armchairs, arranged in a cozy circle on a decorative rug. A chandelier hangs overhead, and a vintage-style cabinet is located nearby, adding charm to the inviting space.

4.93 out of 5 average rating, 42 reviews

Luxe 3BD/2BA with Fireplace and Private Balcony