Fitness-friendly vacation rentals in South Loop, Chicago

Find and book unique fitness-friendly rentals on Airbnb

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

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

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Guest favorite

Guest suite in Chicago

4.91 out of 5 average rating, 70 reviews

Cozy Eco-Friendly 2BD Lake Suite Near Downtown

Enjoy your getaway in this cozy solar powered and eco-sustainable garden apartment 5 minutes walking to Lake Michigan where you can access beaches, bike paths, prairies, parks & more! We are less that 8 min away from downtown, the University of Chicago, Soldier Field, the Field Museum and more. Our home is located in the historic Oakland neighborhood, central to so much of what Chicago has to offer. We love welcoming guests to our garden apartment where making your stay relaxing is our pleasure

Dec 9 – 16

R3,088 ZAR per night

Superhost

Apartment in Chicago

4.86 out of 5 average rating, 153 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.

Jan 5 – 12

R3,593 ZAR per night

Guest favorite

Apartment in Chicago

4.94 out of 5 average rating, 66 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.

Jul 10 – 17

R2,879 ZAR per night

Superhost

Apartment in Chicago

4.86 out of 5 average rating, 7 reviews

Safe Downtown Penthouse Lake Views #1|Gym, Parking

Feel at Home, Unwind, and Enjoy the amenities you deserve at our 2-Story Penthouse with Million $ Views. Guests love staying with us because: -Central location near Grant Park, Soldier Field, Art Institute, & Museums! -1 Free parking pass -FAST WIFI -En-suite Laundry -The Lake & Park are 2 blocks away -2 KING beds -Private Rooftop Deck w/ stunning views -Amenity Floor (Gym, Pool - Temporarily Closed, Lounge, Doggy Park) -1 block from Red "L" subway This is rated the top 5 Airbnbs in Chicago.

Jun 8 – 15

R9,720 ZAR per night

Superhost

Condo in Chicago

4.9 out of 5 average rating, 168 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!

May 7 – 14

R5,920 ZAR per night

Guest favorite

Apartment in Chicago

5.0 out of 5 average rating, 20 reviews

River View Cityscape Condo

Our luxurious condo has everything you need for your Chicago trip. The unit amenities come with a full gym, outdoor lounge, dedicated workspaces, and more. The condo comes complete with an in-unit washer and dryer, and beautiful city and river views. You can also enjoy using our convenient hot tub, pool, and outdoor fire pits between our seasonal months of June & September. Our Airbnb is walking distance to several popular restaurants, bars, and coffee shops. An ideal base to explore Chicago.

Jul 10 – 17

R5,611 ZAR per night

Guest favorite

Condo in Chicago

4.96 out of 5 average rating, 55 reviews

Modern MAG Mile 2BD/2BA (+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! - Newly remodeled interior with an open floor plan layout - Parking spot on-site in/out access!! - Tranquil rooftop overlooks Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows

Jul 22 – 29

R9,945 ZAR per night

Guest favorite

Apartment in Chicago

4.87 out of 5 average rating, 156 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!

Nov 1 – 8

R7,493 ZAR per night

Guest favorite

Apartment in Avondale

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.

Sep 28 – Oct 5

R3,173 ZAR per night

Superhost

Apartment in Chicago

4.81 out of 5 average rating, 43 reviews

McCormick Oasis 2br/2ba 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

Jan 23 – 30

R2,103 ZAR per night

Guest favorite

Apartment in Chicago

4.89 out of 5 average rating, 57 reviews

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

Feb 13 – 20

R2,028 ZAR per night

Superhost

Apartment in Chicago

4.86 out of 5 average rating, 113 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.

Mar 11 – 18

R2,621 ZAR per night