Fitness-friendly vacation rentals in Lake View, Chicago

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Top-rated fitness-friendly rentals in Lake View, Chicago

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

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Guest favorite

The lounge area features large windows that open to the rooftop deck, offering views of outdoor seating and the city skyline. Modern furniture includes plush couches with colorful cushions and a vibrant area rug, creating a comfortable setting for relaxation.

Apartment in Uptown

4.9 out of 5 average rating, 519 reviews

Whole Flat in Private Club. Walk to L, Dining & Shows

Find unrivaled amenities in the newly restored Lawrence House, a Deco gem lauded a “unique architectural treasure” by the Chicago Architecture Foundation. Bask in an over-sized double lounger on the roof-top deck with 360-degree skyline views. Detox in the state-of-the-art fitness center with boxing gym. Soak in the 50-foot mosaic-tiled pool. Come home to a sunny, open-layout flat, with a cozy private bedroom, spa-like bathroom, fully-equipped kitchen, and free washer/dryer. Work or play in the terrazzo-floored Grand Lobby with club seating, adjoining cafe, craft cocktail bar and restaurant. Newly restored, sunny and spacious, immaculate, hotel-styled one-bedroom apartment with all new fixtures and appliances. Cozy bedroom with comfortable queen bed, flat screen TV, and large closet. Living room with couch that pulls out to a full-sized bed, club chair, large flat screen TV, and drop-leaf table for working. Stocked kitchen with everything you need to cook full meals, a new Smeg fridge, granite counters, and bar-stool seating. A queen-sized Serta air mattress allows up to 5 people to sleep comfortably. Central heat and air conditioning. Free washer/dryer in unit. Just-restored Art Deco building, called a "unique architectural treasure" by the Chicago Architecture Foundation. Unrivaled, private-club styled amenities. State of the art fitness center. Mosaic-tiled 50-foot pool. Roof-top lounge and deck with 360-degree skyline views, and tons of over-sized double loungers. Garden patio with fire pit, grills and picnic tables. Grand Lobby with cafe and craft cocktail bar, club seating, striking stained-glass skylight, ornate plaster moldings and terrazzo floor. Privacy guaranteed. The entire apartment is yours. You may also use the building's gorgeous amenities: fitness center, pool, roof-top lounge and deck, and garden patio. We have a self check-in and check-out system to provide you the most flexibility. However, we are always available to answer any questions, address any concerns, and provide recommendations. In the heart of Chicago's premier live-music and entertainment district, steps from two major concert venues and a legendary jazz lounge. Walk to dozens of restaurants and bars. Two blocks to the Beach. One block to the Red Line 'L' train, which goes straight to Wrigley Field in 5 minutes, and the Loop in 20 minutes. To learn more about the area, check out the Chicago Sun-Times feature on Uptown by googling: “sun times uptown neighborhood” One block to Red Line 'L' station. Free street parking with permits provided. Pets may live in the building but there are no pets allowed in this unit. In the heart of Chicago's premier live-music and entertainment district, steps from two major concert venues and a legendary jazz lounge. Walk to dozens of restaurants and bars. Two blocks to the Beach. One block to the Red Line 'L' train [temporarily 3 blocks while my station is rebuilt], which goes straight to Wrigley Field in 5 minutes, and the Loop in 20 minutes. To learn more about the area, check out the Chicago Sun-Times feature on Uptown by googling: “sun times uptown neighborhood guide”

Guest favorite

The exterior of a modern duplex condo showcases a combination of wood and stone elements. Large windows allow ample natural light, while the upper level features a balcony. Lush green landscaping enhances the setting, contributing to the building's contemporary design.

Apartment in Lincoln Park

4.89 out of 5 average rating, 9 reviews

Beautiful Condo in Lincoln Park w/ Rooftop

NEW LISTING! Make this Duplex Condo in the Heart of Chicago Your Home! Our condo features some of the most unique amenities, including: 🎥 150" Projection Home Theatre 🏋️‍♂️ Tonal Digital Gym & Nordic Track Treadmill 🌇 Patio with Grill & Gigantic Wall Mural 🌅 Access to Rooftop Deck with Spectacular Views 🏓 Ping Pong Table & Outdoor Mini Pickleball 🎹 Upright Acoustic Piano 🚶‍♂️ Highly walkable to top Restaurants and Shopping 🚇 Easily accessible via Public transportation 🚗 Free Parking

Superhost

A spacious bedroom features a four-poster bed draped with a sheer canopy, complemented by turquoise bedding. A colorful accent pillow adds detail. The room includes a desk with a chair and a small decorative arrangement on the side table. Natural light enters through near sheer curtains.

Apartment in Uptown

4.7 out of 5 average rating, 46 reviews

Sunny Modern 1BR Beach/City Views Rooftop WFH Gym

*PEACE* Escape to a serene oasis nestled in the vibrant heart of Uptown, Chicago. Enjoy a fully stocked kitchen, smart TV, and a dedicated workstation, ideal for traveling professionals or remote workers. Unwind in comfort with an in-unit washer/dryer, dishwasher, and access to a rooftop area for breathtaking city views. Stay in shape with a fitness center. Steps away from Montrose Beach, Aragon Ballroom, and Riviera Theatre, you can balance tranquility and urban exploration. Parking available.

Guest favorite

A green felt pool table occupies the foreground, accompanied by cues and balls. A dark leather chair is positioned nearby, while a mini bar with various bottles is visible in the background, along with a glimpse of a brightly colored bedroom through an open doorway.

Guest suite in Lake View

4.84 out of 5 average rating, 248 reviews

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.

Guest favorite

Condo in Evanston

4.96 out of 5 average rating, 113 reviews

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym

Eco-Friendly, modern, sleek, condo with modern finishes and a sweeping Sky Terrace and resort-like amenities are just steps from Northwestern University, Loyola, and Kellogg and minutes from Chicago. Harmony of Evanston features granite countertops in the kitchens, 9 ft ceilings, and designer plank flooring. Enjoy luxury amenities such as a fully equipped fitness center, BBQ and picnic area and beautiful landscaping. In the warmer months, Guests can enjoy the Clark Street Beach & Lighthouse

Top guest favorite

A private deck features a wooden overhang and is furnished with two comfortable chairs and a small table. A decorative planter sits at the center, surrounded by a striped outdoor rug. The area is bathed in natural light, with a view of nearby neighborhood homes.

Apartment in Avondale

4.98 out of 5 average rating, 204 reviews

5* City Oasis: Logan Square/Avondale Neighborhood

Indulge in our two-bedroom one-bath retreat accommodating up to 4 guests. This space goes beyond relaxation; it's a revitalizing escape, catering to both tranquility and activity with a private deck. Your comfort, ease, and well-being are our focus. This isn't just a stay; it's a realm for crafting cherished memories, unwinding in luxury, discovering new facets of the city, and thriving in every sense. Reserve now and let our haven be your canvas for an extraordinary Chicago escapade.

Top guest favorite

Condo in Lake View

4.99 out of 5 average rating, 163 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

HAVE IT ALL @ W3A Boys Town/Wrigley Field/East -Newly renovated/brand new in safe centrally located East Lakeview. -10 min walk from Wrigley Field, Boys town, beaches, super markets restaurants with late night dining. 5 min walk to the Metro Sheridan Red Line (straight shot downtown), 1 free enclosed parking plus free permitted street passes. -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish furnishings & in unit washer and dryer.

Superhost

A spacious bathroom features dual sinks set within a dark wood vanity, complemented by modern fixtures. A large mirror reflects natural light from a nearby window. A walk-in shower with glass doors and elegant tile surrounds provides a clean and contemporary aesthetic.

Apartment in West Town

4.85 out of 5 average rating, 161 reviews

*Comfortable & Spacious Home Close to Downtown*

Comfortable & Spacious beautifully furnished home! 4 large bedrooms, and 3 large bathrooms. Fully equipped kitchen. This is a 2200 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.

Superhost

A spacious living area features a large, curved yellow sofa adorned with various textured pillows. A wooden coffee table sits at the center, accompanied by a decorative plant. The high ceiling and artwork on the walls enhance the open feel of the space.

Loft in The Loop

4.74 out of 5 average rating, 210 reviews

Downtown Penthouse #5 | Vintage +gym & balcony

Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! We are a short walk to Millennium Park, Skydeck, Shedd Aquarium, Adler & many dining + shopping options! Most homes don’t provide professional service along with “local vibes.” Guests love staying with us because: ✅ It's Unique! ✅ High loft ceilings ✅ FAST WIFI ✅ Spacious layout ✅ Comfy beds ✅ Central Location ✅ Big Balcony! ✅ Close proximity to Grant Park, Soldier Field, Museums, and more!

Top guest favorite

The exterior of a three-story brick building is visible, featuring multiple balconies and a welcoming front porch. A manicured lawn is framed by decorative black fencing, enhancing the inviting entrance. The property is surrounded by trees and well-maintained landscaping.

Condo in East Rogers Park

4.99 out of 5 average rating, 282 reviews

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

Enjoy this charming 3-bedroom condo with free on-site parking just three blocks from Lake Michigan. Convenient access to public transit, including the express bus to downtown (9 miles), Navy Pier, and Grant Park. The CTA Jarvis station is only three blocks away. Perfect for families, business travelers, and couples, this condo is also close to Loyola (1.5 miles) and Northwestern universities (2.5 miles). A great home base to explore all that Chicago has to offer!

Top guest favorite

A charming first-floor porch features a metal roof and a decorative umbrella, offering shade to a small seating area adorned with potted plants. The entrance is flanked by stone steps and greenery, characteristic of a classic Chicago Greystone building.

Home in Lake View

4.95 out of 5 average rating, 184 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.

Guest favorite

The exterior of a historic graystone building is showcased, featuring a symmetrical façade with large windows. Lush greenery climbs along the side, while steps lead up to a welcoming entrance with a covered porch. Natural light enhances the building's stone texture.

Apartment in Logan Square

4.96 out of 5 average rating, 250 reviews

Pelotoning while Airbnb'ing in Chicago!

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.