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Fitness-friendly holiday rentals in Wicker Park

Find and book unique fitness-friendly rentals on Airbnb

Quick stats about holiday rentals that are fitness-friendly in Wicker Park

  • Total holiday rentals

    Explore 20 holiday rentals in Wicker Park

  • Nightly prices starting at

    Wicker Park holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Wicker Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wicker Park rentals

  • 4.8 Average rating

    Wicker Park stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated fitness-friendly rentals in Wicker Park

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Logan Square
4.97 out of 5 average rating, 35 reviews

Prime Logan Square apartment

Welcome to your home base in the heart of Logan Square! This spacious and comfortable lower-level apartment puts the city's best at your doorstep. Bonus: free garage parking! LOCATION: Steps from top-rated restaurants, bars, indie shops & the farmer’s market! A 3-minute walk (0.2 miles) to the Blue Line, offering a straight shot to Downtown & O'Hare Airport. THE SPACE: - roomy living area - stocked kitchen - Peloton & other workout equipment - fantastic backyard - FREE garage parking spot!

Top guest favourite
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 Chicago
4.96 out of 5 average rating, 204 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

Top guest favourite
The living room features a comfortable green armchair alongside a wooden coffee table, accented with a decorative plant. A large television is positioned on a console, and natural light filters through sheer curtains in the sunroom, creating a relaxed ambiance.
Flat in Logan Square
5 out of 5 average rating, 104 reviews

Beautiful,Spacious & sunny w/Parking-Logan Square

Indulge in the charm of this vintage-meets-modern Logan Square apartment.Only eight blocks from the Illinois centennial monument which is in the heart of Logan Square.This spacious 2-bedrooms,L.R,dining room, sunroom & dedicated workspace with fast internet has style, convenience, and character for one memorable experience. Parking & Starbucks coffee. Enjoy local entertainment- Logan Theater, Andros Taverna,...The Logan Square Blue Line train puts you in downtown and O'Hare airport 25 minutes.

Top guest favourite
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
4.98 out of 5 average rating, 260 reviews

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 $20/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

Superhost
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 Downtown Chicago
4.81 out of 5 average rating, 1,019 reviews

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.

Guest favourite
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.
Flat in West Town
4.88 out of 5 average rating, 103 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.

Guest favourite
A bright living area features large windows providing views of the city and lake. Modern furnishings include a comfortable gray sofa, a glass coffee table, and four dining chairs surrounding a wooden table. A stylish rug anchors the space, complemented by indoor plants and contemporary art.
Flat in Downtown Chicago
4.79 out of 5 average rating, 180 reviews

Penthouse Corner 3BR in Streeterville | Roof Deck

Stunning 1,500+ square foot corner penthouse with oversize windows, an open layout, and dramatic city and lake views from every room. 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° views of the skyline and the lake. This is the best location in the city!

Top guest favourite
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
4.99 out of 5 average rating, 148 reviews

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.

Guest favourite
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.
Flat in West Town
4.91 out of 5 average rating, 33 reviews

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.

Guest favourite
Home in Ukrainian Village
5 out of 5 average rating, 12 reviews

West Town Gem: 2BR w/ Patio, W/D + Free Parking

Welcome to your stylish home based in the heart of West Town, one of Chicago’s most vibrant and sought-after neighborhoods. This thoughtfully designed 1st floor unit features brand-new mid-century modern furnishings, a fully stocked kitchen with Nespresso, in-unit washer/dryer, AC, and a relaxing back patio. Enjoy free street parking and easy access to the best of Chicago, including top restaurants, cafes, and nightlife just minutes away.

Top guest favourite
Flat in West Loop
4.85 out of 5 average rating, 141 reviews

LIVN West Loop Chicago Queen Studio Apartment

Experience modern city living at LIVN West Loop Chicago, a stylish loft-style apartment studio at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. This newly renovated studio features a full kitchen, in-unit washer and dryer, and clean, modern interiors. Walk to Union Station and Willis Tower. You are minutes from top dining, offices, and transit, ideal for business trips, weekend stays, or longer visits.

Guest favourite
A spacious living area is depicted, featuring a large, sectional leather couch in a warm tan hue. Colorful framed art posters adorn the walls, adding visual interest. A wooden coffee table and a dining area with a wooden table and chairs are visible in the background.
Flat in Logan Square
4.95 out of 5 average rating, 284 reviews

Close to coffee, commuting, restaurants & bars

Cozy, comfortable, beautiful first floor unit in an owner-occupied graystone in trendy Logan Square. Furnished and spacious (1100 sq feet) 2 BR with an office space. Close to all public transportation, buses, trains, and Divvy - Chicago's bike-share program. Easy access to the highway if you need to commute to the city or to the suburbs while you are staying here. Lots of restaurants and bars within walking distance.

Popular amenities for fitness-friendly rentals in Wicker Park

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