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Fitness-friendly holiday 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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Flat 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

24 Sep – 1 Oct

₹13,145 per night

Flat 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!

26 Jul – 2 Aug

₹35,102 per night

Guest favourite

Flat in Chicago

4.96 out of 5 average rating, 54 reviews

The Executive's Escape (2BD/2BA)

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.

1–8 Jan

₹20,625 per night

Flat in Chicago

4.93 out of 5 average rating, 28 reviews

Luxe Suite + Spa House Retreat! Pets Welcome

Note: New Spa House can open up to the rear yard or close up for sound insulated provacy! Indulge and recharge. Luxe 1BR + Den. Abundant east morning sunlight. Exclusivity via views of amenity yard and park beyond. Fave activities are to walk the 606 trail, BBQ and drinks on the patio, watch evening movies inside, and utilize the 24/7 access to a hot tub hydromassage in the Spa House. Be in the Logan Square 60647 zip code, enext to the 606 Trail, bring your pets, and make vacation memories!!!

10–17 Mar

₹13,094 per night

Guest favourite

Flat in Chicago

4.94 out of 5 average rating, 65 reviews

Ground-Level Speakeasy: 1BR-1.5BA Near Everything!

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.

22–29 Jun

₹12,974 per night

Guest favourite

Flat 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.

22–29 Aug

₹12,120 per night

Guest favourite

Flat 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!

2–9 Nov

₹33,670 per night

Guest favourite

Flat 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.

15–22 Sep

₹14,258 per night

Guest favourite

Apartment in Chicago

4.9 out of 5 average rating, 234 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!

10–15 May

₹33,513 per night

Flat in Chicago

4.79 out of 5 average rating, 66 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

11–18 Feb

₹7,424 per night

Flat 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.

6–13 Mar

₹11,778 per night

Guest favourite

Flat 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.

3–10 Jul

₹11,451 per night

Holiday rentals for every style

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Popular amenities for fitness-friendly rentals in West Loop, Chicago

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

Flat in Chicago

4.78 out of 5 average rating, 156 reviews

Beautiful Corner 2 Bedroom in the Loop | Roof Deck

5–12 Feb

₹24,656 per night

Guest favourite

Flat in West Town

5.0 out of 5 average rating, 7 reviews

Lavish Apartment & City Skyline Vistas | The Jewel

16–23 Oct

₹24,394 per night

Guest favourite

Flat in Chicago

4.95 out of 5 average rating, 55 reviews

Breathtaking & Chic Oasis Loc in Desirable Old Twn

8–15 Nov

₹19,688 per night

Guest favourite

Flat in Chicago

4.89 out of 5 average rating, 57 reviews

McCormick 2br/2ba Oasis Parking/Patio/Gym/sleeps 6

20–27 Dec

₹14,397 per night

Guest favourite

Flat in Oak Park

4.97 out of 5 average rating, 30 reviews

2BR/2BA Oak Park Gem - Ideal Comfort

31 Oct – 7 Nov

₹14,564 per night

Guest favourite

Flat in Chicago

4.94 out of 5 average rating, 17 reviews

Loop Loft-Subway & Art Institute

22–29 Jul

₹29,958 per night

Flat in The Loop

5.0 out of 5 average rating, 8 reviews

STUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING

12–19 Feb

₹52,865 per night

Guest favourite

Flat in Chicago

5.0 out of 5 average rating, 9 reviews

Stylish CityView Condo W/Pool

14–21 Jul

₹22,706 per night

Fitness-friendly apartment rentals

Apartment in Evanston

4.76 out of 5 average rating, 565 reviews

Spacious Evanston Unit - Walk to Northwestern U

2–9 Dec

₹10,160 per night

Apartment in Chicago

4.75 out of 5 average rating, 144 reviews

Central Downtown Location-Modern 2BR Condo

30 Jun – 7 Jul

₹31,801 per night

Guest favourite

Apartment in Chicago

4.98 out of 5 average rating, 254 reviews

Northside Chicago Favorite with parking!

11–18 Dec

₹21,722 per night

Guest favourite

Apartment in Evanston

4.91 out of 5 average rating, 102 reviews

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

25 Jan – 1 Feb

₹19,871 per night

Guest favourite

Apartment in Humboldt Park

4.97 out of 5 average rating, 99 reviews

Stylish 3BR + Free Parking 10-15mins from Downtown

24 Sep – 1 Oct

₹12,678 per night

Apartment in Chicago

4.81 out of 5 average rating, 74 reviews

Logan Square Spa

2–9 Oct

₹15,202 per night

Guest favourite

Apartment in Chicago

4.96 out of 5 average rating, 55 reviews

Modern MAG Mile 2BD/2BA (+Parking/Rooftop)

1–8 Jul

₹44,686 per night

Guest favourite

Apartment in Chicago

4.99 out of 5 average rating, 80 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

25 Oct – 1 Nov

₹19,510 per night

Fitness-friendly house rentals

Guest favourite

Home in Chicago

4.96 out of 5 average rating, 126 reviews

Chicago Riverhouse summer on our patio!

26 Jan – 2 Feb

₹21,334 per night

Guest favourite

Home in Chicago

4.95 out of 5 average rating, 151 reviews

Wrigleyville Private Guesthouse

26 Oct – 2 Nov

₹28,713 per night

Home in Wrigleyville

4.9 out of 5 average rating, 160 reviews

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

21–28 Jul

₹78,425 per night

Home in Des Plaines

4.83 out of 5 average rating, 167 reviews

Exotic House - Few minutes from O'Hare and Chicago

20–27 Apr

₹25,761 per night

Home in Chicago

5.0 out of 5 average rating, 4 reviews

5BR/5BA Architectural Estate-Theatre, Gym, Rooftop

21–28 Feb

₹84,901 per night

Guest favourite

Home in Chicago

4.83 out of 5 average rating, 23 reviews

Urban Oasis: 2 floors with 2 bd/2ba and backyard

13–20 Jul

₹30,268 per night

Guest favourite

Home in Chicago

4.97 out of 5 average rating, 33 reviews

Single Family Home in Logan w/ 2 Car Garage

7–14 Jun

₹64,625 per night

Guest favourite

Home in Humboldt Park

5.0 out of 5 average rating, 24 reviews

H&H 1896 - Modern/ Garden/ Free Parking/ Sleeps 21

7–14 Nov

₹67,976 per night

Quick stats about holiday rentals that are fitness-friendly in West Loop, Chicago

Total rentals
320 properties
Rentals with a pool
250 properties have a pool
Pet-friendly rentals
220 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
2.3T reviews
Nightly prices starting at
₹3,336 before taxes and fees

Destinations to explore