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Fitness-friendly accommodation & holiday rentals in Downtown Chicago

Find and book unique fitness-friendly accommodation on Airbnb

Top-rated fitness-friendly rentals in Downtown Chicago

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

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Apartment in Chicago

4.79 out of 5 average rating, 159 reviews

Beautiful Corner 2 Bedroom in the Loop | Roof Deck

This corner apartment is in a perfect location with panoramic city views in multiple directions. With over 1,200 square feet of space, tall ceilings, and oversized windows, this spacious unit is a true escape in the sky in the heart of downtown Chicago. It's a two bedroom, two bathroom apartment with an additional sofa bed, ideal for families, business travelers, or couples traveling together. The building has a pool and an amazing outdoor rooftop terrace with 360 degree views of the skyline and

13 – 20 Jan

$4,446 AUD total

Apartment in Chicago

4.91 out of 5 average rating, 32 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!!!

20 – 27 Apr

$2,075 AUD total

Apartment in Chicago

4.86 out of 5 average rating, 154 reviews

The Lakefront Lookout (2BR)

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.

27 Feb – 6 Mar

$3,984 AUD total

Guest favourite

Apartment in Chicago

5.0 out of 5 average rating, 12 reviews

Majestic Modern Style Loft Montrose Beach 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.

9 – 16 Jan

$1,302 AUD total

Guest favourite

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.

17 – 24 Oct

$1,841 AUD total

Guest favourite

Condo in Chicago

4.97 out of 5 average rating, 101 reviews

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

This apartment is located in Historical Humboldt Park, a residential area that is an easy 10-15mins drive to Downtown, Medical District, Wicker Park, West Town, Logan Square, and Ukranian Village. Due to the proximity, we host guests visiting for tourism, fests,concerts, sport events , work conferences, weddings, birthdays, and visiting family. There are grocery stores closeby. There’s street parking and a gated private parking available. Location wise, you are close enough to everything.

24 Sept – 1 Oct

$2,106 AUD total

Condo in Chicago

4.89 out of 5 average rating, 169 reviews

2BD/2BA MAG MILE MASTERPIECE (+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! - Newly remodeled interior with an open floor plan layout - Tranquil rooftop overlooking the Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows We look forward to hosting you!

24 – 31 July

$6,870 AUD total

Guest favourite

Home in Chicago

4.95 out of 5 average rating, 129 reviews

Chicago Riverhouse summer on our patio!

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. Amazing chef’s kitchen! 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Chill private patio with illuminating sofa

22 – 29 Dec

$4,708 AUD total

Guest favourite

Apartment in Edgewater

4.8 out of 5 average rating, 5 reviews

Lovely Lake Side Apartment

Enjoy a stylish experience at this centrally-located place. My studio apartment is right off of Lake Shore Drive. Across the street from Hollywood beach, a 4 minute walk. The 147 bus stop is right outside the apartment, which gets you downtown in 30 mins and the red line is a short 5-7 minute walk. The apartment is on the 12th floor with an amazing view of the city. The space is equipped with coffee station, records, books, art, and a great pantry of spices for those that enjoy cooking.

14 – 21 Oct

$1,729 AUD total

Guest favourite

Apartment in Chicago

4.89 out of 5 average rating, 57 reviews

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

• MESSAGE US for SPECIAL RATES • McCormick Place only 9 minute walking distance • Access to the Gym • Rooftop access and Beautiful patio set up with outdoor furniture • Dedicated Internet • 4K Roku HDTVs in ALL rooms with Netflix and Roku • Queen size beds in both bedrooms + Sofa bed in the living room for 2 extra guests • Prime location with Michigan avenue crossing • Fully equipped & stocked kitchen • Minutes to all touristic destinations • Optional Parking space for only $30/day

14 – 21 Feb

$1,415 AUD total

Apartment in Chicago

4.78 out of 5 average rating, 88 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 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

15 – 22 Jan

$1,153 AUD total

Apartment in Chicago

4.82 out of 5 average rating, 110 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.

24 – 31 Jan

$1,922 AUD total

Holiday rentals for every style

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Popular amenities for Downtown Chicago fitness-friendly rentals

Free parking on premises

Air conditioning

Fitness-Friendly apartment accommodation

Apartment in Chicago

4.87 out of 5 average rating, 107 reviews

Idyllic Lakefront Sanctuary W/ Unforgettable Vista

19 – 26 Sept

$5,131 AUD total

Guest favourite

Apartment in Chicago

4.91 out of 5 average rating, 58 reviews

Breathtaking & Chic Oasis Loc in Desirable Old Twn

23 – 30 Sept

$3,679 AUD total

Guest favourite

Apartment in Chicago

4.9 out of 5 average rating, 68 reviews

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

4 – 11 July

$2,041 AUD total

Apartment in Chicago

5.0 out of 5 average rating, 5 reviews

Fantastic West Loop 2 bedroom

30 Nov – 7 Dec

$4,948 AUD total

Guest favourite

Apartment in Chicago

4.92 out of 5 average rating, 75 reviews

Cloud9 |Social club| Motion Studio|The Hamilton

14 – 21 Feb

$4,672 AUD total

Guest favourite

Apartment in Chicago

4.94 out of 5 average rating, 17 reviews

Loop Loft-Subway & Art Institute

1 – 8 Sept

$4,114 AUD total

Guest favourite

Apartment in Chicago

5.0 out of 5 average rating, 9 reviews

STUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING

5 – 12 Feb

$8,571 AUD total

Guest favourite

Apartment in Chicago

5.0 out of 5 average rating, 25 reviews

55/56 Floor VIEW, Pool, Fireplace, Fitness Center.

24 – 31 Jan

$11,177 AUD total

Fitness-friendly condo rentals

Condo in Evanston

4.76 out of 5 average rating, 568 reviews

Spacious Evanston Unit - Walk to Northwestern U

3 – 10 Dec

$1,548 AUD total

Condo in Chicago

4.74 out of 5 average rating, 147 reviews

Central Downtown Location-Modern 2BR Condo

8 – 15 July

$4,567 AUD total

Guest favourite

Condo in Chicago

4.98 out of 5 average rating, 256 reviews

Northside Chicago Favorite with parking!

22 Feb – 1 Mar

$3,366 AUD total

Guest favourite

Condo in Evanston

4.91 out of 5 average rating, 102 reviews

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

12 – 19 Aug

$4,422 AUD total

Guest favourite

Condo in Chicago

4.96 out of 5 average rating, 57 reviews

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

4 – 11 July

$7,027 AUD total

Guest favourite

Condo in Chicago

4.9 out of 5 average rating, 80 reviews

Downtown Park #11 - Mich Ave PH | gym+rooftop

4 – 11 June

$4,327 AUD total

Guest favourite

Condo in Chicago

4.99 out of 5 average rating, 82 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

27 Apr – 4 May

$3,257 AUD total

Guest favourite

Condo in Chicago

4.84 out of 5 average rating, 19 reviews

Stunning! Luxury stay awaits you.

12 – 19 Nov

$2,640 AUD total

Fitness-Friendly Holiday House

Guest favourite

Home in Chicago

4.95 out of 5 average rating, 153 reviews

Wrigleyville Private Guesthouse

30 Jan – 6 Feb

$4,783 AUD total

Home in Chicago

4.9 out of 5 average rating, 161 reviews

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

23 – 30 July

$12,274 AUD total

Home in Des Plaines

4.83 out of 5 average rating, 167 reviews

Exotic House - Few minutes from O'Hare and Chicago

30 Jan – 6 Feb

$2,734 AUD total

Guest favourite

Home in Chicago

4.97 out of 5 average rating, 34 reviews

Single Family Home in Logan w/ 2 Car Garage

21 – 28 July

$11,795 AUD total

Home in Chicago

5.0 out of 5 average rating, 4 reviews

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

1 – 8 Mar

$13,856 AUD total

Guest favourite

Home in Berwyn

4.95 out of 5 average rating, 63 reviews

Beautiful 4 bedroom 3 full bath Bungalow

23 – 30 Dec

$4,299 AUD total

Guest favourite

Home in Chicago

5.0 out of 5 average rating, 25 reviews

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

28 Oct – 4 Nov

$10,819 AUD total

Home in Skokie

4.89 out of 5 average rating, 19 reviews

Gorgeous 12BD & 5.5BR House w/Ninja Gym - Skokie!

15 – 22 Aug

$12,699 AUD total

Destinations to explore