Fitness-friendly vacation rentals in Chicago Loop

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Chicago Loop

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

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Superhost

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!!!

Nov 25 – Dec 2

G$32,931 GYD 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.

Mar 4 – 11

G$74,031 GYD 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 4 – 11

G$31,157 GYD per night

Superhost

Condo in Gold Coast

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!

Jul 11 – 18

G$107,109 GYD per night

Guest favorite

Condo in Gold Coast

4.96 out of 5 average rating, 56 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

G$111,964 GYD 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 15 – 22

G$84,363 GYD per night

Guest favorite

Apartment in The Loop

4.94 out of 5 average rating, 17 reviews

Loop Loft-Subway & Art Institute

Enjoy a stylish experience at this central Chicago Loop Hard Loft: Urban Elegance Meets Prime Location! Welcome to our chic hard loft in the heart of the Chicago Loop. Experience city living at its finest, where industrial charm marries modern luxury. Features: - Authentic loft with polished concrete floors - Soaring high ceilings - Elegantly furnished Location: - Right in Chicago's vibrant Loop district - Walk to Millennium Park, Art Institute of Chicago, Mag Mile, Riverwalk, and more

Sep 1 – 8

G$63,752 GYD per night

Guest favorite

Guest suite in Chicago

4.97 out of 5 average rating, 63 reviews

Spacious, Comfy, and Private in Ravenswood Manor

Over 2,000 sq ft, this basement has 10 ft ceilings, full kitchen, bath, and makes you feel at home. With a 65” inch smart tv, washer/dryer, and internet, you have everything you need. Owners reside upstairs, but are very quiet and accommodating. Come stay in one of the best and convenient areas in Chicago. This home on on a dead end street is only 2 blocks to the brown line train which goes downtown (about 40 min ride). Restaurants and shopping at lincoln square is 15 min walk.

Jan 9 – 16

G$27,188 GYD per night

Superhost

Apartment in Near South Side

4.78 out of 5 average rating, 58 reviews

McCormick 2B/2Ba for up to 6 guests/private Patio

• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • Private patio • City skyline view • 2 shifts Security officers in the building • Comfortable stay for up to 6 guests at a time • 2 Queen size beds + Sofa bed for the extra 2 guests • Access to the Gym • Dedicated Internet • 4K smart HDTVs in ALL ROOMS(Netflix) • Fully stocked kitchen with Coffee & Tea • EV charging stations available • Optional Parking space for only $30/day

Jan 12 – 19

G$26,029 GYD per night

Superhost

Apartment in Uptown

4.86 out of 5 average rating, 114 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.

Sep 11 – 18

G$29,511 GYD per night

Superhost

Apartment in Chicago

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.

Apr 21 – 28

G$117,491 GYD per night

Superhost

Apartment in Chicago

4.84 out of 5 average rating, 135 reviews

Downtown Guild #2 | Gold Coast Mag Mile 2bd/2ba

Feel at Home, Unwind, and Enjoy the amenities you deserve at our quiet vintage building with lots of character. Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - Steps away from the John Hancock - Gym / Laundry in the Basement - Amazing location w/ many shops & restaurants nearby - Fast WIFI - KING beds - Charming, vintage Chicago building Please read our FAQs to answer any questions before booking.

Dec 22 – 29

G$62,987 GYD per night