Fitness-friendly vacation rentals in West Loop, Chicago

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in West Loop, Chicago

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

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Superhost

Apartment in Chicago

4.83 out of 5 average rating, 138 reviews

Modern, Spacious 3BR Apt Minutes to Downtown!

Enjoy a modern 3-bedroom apartment in one of Chicago's most popular and on-the-rise neighborhoods, Pilsen. TV's located in each bedroom and living room. Feel free to connect to Netflix, Disney+, Amazon Prime, etc. using your own login. A dedicated office space with a pull down bed for late night work sessions. A 10-minute Uber ride to DWTN. Just a 5-minute walk away from The Heart of Italy - CHICAGO'S ORIGINAL LITTLE ITALY Restaurants include: La Fontanella Bruna's Ristorante Bacchanalia

Sep 24 – Oct 1

R2,987 ZAR per night

Superhost

Apartment in Chicago

5.0 out of 5 average rating, 10 reviews

Skyline Oasis: City & Lake Views

Welcome to our breathtaking one bedroom penthouse-like corner apartment! With stunning city, lake, and river views, this high-floor oasis offers an unforgettable stay. Stylish and luxurious designer furniture, spacious balcony, full kitchen stainless steel appliances, work area, fast wifi, immaculate cleanliness, rain shower, king-size bed, TVs, fan, AC. Building amenities: pool, jacuzzi, fitness room, plus more. Cleanliness is our top priority, ensuring an immaculate space for your stay. Enjoy!

Sep 12 – 19

R8,115 ZAR per night

Guest favorite

Apartment in Oak Park

4.88 out of 5 average rating, 104 reviews

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

Whether you're here to visit family or friends, to attend a conference in the city or a quick getaway, your family will love renting our entire flat. It has all the comforts of home located on a beautiful block in the historic Frank Lloyd Wright District in Oak Park. Here, you will be close to The Frank Lloyd Wright Home/Studio, downtown Oak Park, amazing restaurants and attractions, the Green and Blue line trains that will take you to downtown Chicago, and major highways and shopping centers.

Aug 22 – 29

R2,782 ZAR per night

Guest favorite

Apartment in Chicago

4.86 out of 5 average rating, 155 reviews

Stunning Panoramic Chicago Views & Free Parking

Indulge in the epitome of luxury at our exceptional property with a host of amenities: 24-hour door attendant, heated parking, hot tub, modern workout and rec room, and stunning Chicago views. Situated in a secure, scenic South Loop neighborhood, our upscale abode grants swift access/steps to McCormick Place and Wintrust Arena. Discover the best of Chicago from this ideal spot, with easy public transport and airport commutes. Your remarkable experience begins in this lavish urban retreat!

Oct 4 – 11

R7,745 ZAR per night

Guest favorite

Apartment in Chicago

4.97 out of 5 average rating, 178 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.

Jul 22 – 29

R3,287 ZAR per night

Guest favorite

Condo in Chicago

4.9 out of 5 average rating, 235 reviews

MAG MILE 2/2 Gold Coast Gem (+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! - Parking spot on-site with in/out access!! - Newly remodeled interior - Tranquil rooftop overlooking Lake Michigan - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Amazing views of Lake Michigan We look forward to hosting you!

May 10 – 15

R7,716 ZAR per night

Superhost

Apartment in Chicago

4.79 out of 5 average rating, 67 reviews

McCormick Place Studio/parking/sleeps up to 4

• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security officers in the building • City view • Queen size bed + Queen size Air mattress for 2 extra guests • Comfortable stay for up to 4 guests at a time • Access to the Gym • Dedicated Internet • 4K smart HDTV(Netflix and Roku) • Fully equipped & stocked kitchen with complimentary Coffee & Tea • EV charging stations available • Optional Parking space for only $30/day

Feb 11 – 18

R1,707 ZAR per night

Superhost

Apartment in Chicago

4.87 out of 5 average rating, 112 reviews

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.

Jul 7 – 14

R2,711 ZAR per night

Superhost

Apartment in Old Town

4.87 out of 5 average rating, 110 reviews

Level ◆ Two Bedroom Deluxe Corner Suite + Balcony

You won’t need to trade luxury for location when staying with Level in Chicago’s historic Old Town neighborhood, your executive suite is the whole package with all the comforts of home and thoroughly cleaned to the highest standards. The cleanliness of our suites have rightfully earned us the GBAC STAR™ facility accreditation. A separate additional destination amenity fee totaling $19.96 will be added daily. The fee is a separate charge that will be collected at check in.

Jan 10 – 17

R8,958 ZAR per night

Superhost

Apartment in Gold Coast

4.8 out of 5 average rating, 143 reviews

Stunning Corner 2BR in Streeterville | Roof Deck |

Stunning 1,200 square foot apartment with oversize windows, an open layout, and city/lake views in multiple directions. This bright and modern two bedroom, one bathroom corner unit 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 degree views of the skyline and the lake. This is the best location in the city!

Dec 3 – 10

R6,235 ZAR per night

Guest favorite

Apartment in West Town

5.0 out of 5 average rating, 7 reviews

Lavish Apartment & City Skyline Vistas | The Jewel

Stay in our secure, luxury 1-bed 1-bath apartment in West Town, Chicago. Perfectly located off I 90/94, with easy access to ride shares. Just a 5-min walk to the Chicago Blue Line, close to United Center, Fulton Market/West Loop, River North, and Wicker Park. Enjoy nearby restaurants and stores. Garage parking available at a daily rate. Ideal for experiencing Chicago's vibrant neighborhoods and conveniences. Don't miss this prime location for your Chicago stay!

Jun 15 – 22

R5,673 ZAR per night

Guest favorite

Apartment in Chicago

4.97 out of 5 average rating, 60 reviews

Location! Location! Location!

Keep it simple at this peaceful and centrally-located place. Only minutes from downtown Chicago by car, bus or train. McCormick Place convention center is just a little over 1 mile away. Catch some sun and have a little fun at the famous 31st Street Pier only a 10 minute walk away. Enjoy Chicago after hours nightlife in the South Loop.

Jul 3 – 10

R2,637 ZAR per night