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Fitness-friendly vacation rentals in Grant Park, Chicago

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Grant Park, Chicago

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

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Apartment in Chicago

4.82 out of 5 average rating, 140 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

Oct 15 – 22

ﺩ.ﺇ580 per night

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

Jan 4 – 11

ﺩ.ﺇ540 per night

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

ﺩ.ﺇ582 per night

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.

Oct 13 – 20

ﺩ.ﺇ534 per night

Apartment in Chicago

4.87 out of 5 average rating, 105 reviews

Idyllic Lakefront Sanctuary W/ Unforgettable Vista

From the moment you step into the living room of my lakefront home, your breath will be taken away by the incredible scenery outside of the huge windows. Let the gentle sounds of the lake relax you and clear your mind during your tranquil stay. The interior is just as stunning with professionally designed decor, completely new appliances, & thoughtfully provided amenities. You will want for nothing during your stay and may not want to leave! Don't miss out on a true lakefront gem, book today!

Jan 14 – 21

ﺩ.ﺇ675 per night

Condo in Chicago

4.97 out of 5 average rating, 100 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.

Sep 24 – Oct 1

ﺩ.ﺇ570 per night

Condo in Lisle

4.95 out of 5 average rating, 42 reviews

Peaceful Condo in Lisle, Illinois

Quiet condo with balcony overlocking the forest located in Lisle. Minutes from I-88, I-355, Commuter train goes directly to Chicago, Benedictine University , North Central College , Wheaton College. Shopping, movie, restaurant are walking distance. Access to pool , Lake , fishing, disc golf, canoes, tennis court, volleyball, walking paths, ski and snowboard hill, Restaurant/ pub with live music and entertainment, Convenience store. Discounts for weekly bookings longer stays over 28 days.

Dec 24 – 31

ﺩ.ﺇ296 per night

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!

Jan 1 – 8

ﺩ.ﺇ1,600 per night

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.

Oct 18 – 25

ﺩ.ﺇ636 per night

Apartment in Chicago

4.92 out of 5 average rating, 12 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 • Bunk bed / 2 twin beds + Queen air mattress 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

Feb 10 – 17

ﺩ.ﺇ424 per night

Apartment in Chicago

4.84 out of 5 average rating, 107 reviews

Fabulous Uptown Apartment - Clean & Close to Train

Welcome to this beautifully renovated studio 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.

Oct 20 – 27

ﺩ.ﺇ529 per night

Guest suite in Chicago

4.87 out of 5 average rating, 79 reviews

Tropical Bungalow Getaway in Quiet Neighborhood

Located on a quiet tree lined street, the bungalow's garden level design was influenced by the rumpus rooms of the 1950's. A private side entry, a few steps down from the rear courtyard, leads into your tropical get away. Heywood Wakefield furniture and thatch palm leaf wall covering enhance the Tiki vibe of the sitting room. An exercise area, private bedroom and bath are all accessed from this main space. While the suite is at garden level, it is always bright and airy.

Jul 23 – 30

ﺩ.ﺇ363 per night

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Popular amenities for Grant Park, Chicago fitness-friendly rentals

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

Apartment in Chicago

4.81 out of 5 average rating, 124 reviews

Spectacular Corner 3BR in the Loop | City Views

Feb 27 – Mar 6

ﺩ.ﺇ1,979 per night

Apartment in Chicago

4.9 out of 5 average rating, 30 reviews

Luxe Suite + Spa House Retreat! Pets Welcome

Apr 11 – 18

ﺩ.ﺇ590 per night

Apartment in Chicago

4.94 out of 5 average rating, 17 reviews

Loop Loft-Subway & Art Institute

Aug 12 – 19

ﺩ.ﺇ1,073 per night

Apartment in Chicago

5.0 out of 5 average rating, 6 reviews

The Downtown Oasis (2BD / 2BA)

Feb 10 – 17

ﺩ.ﺇ1,191 per night

Apartment in Rosemont

4.94 out of 5 average rating, 17 reviews

Relaxing Standard Room l Free Airport Shuttle

Jun 11 – 18

ﺩ.ﺇ608 per night

Apartment in Chicago

5.0 out of 5 average rating, 20 reviews

River View Cityscape Condo

Jul 10 – 17

ﺩ.ﺇ1,091 per night

Apartment in Oak Park

4.97 out of 5 average rating, 31 reviews

2BR/2BA Oak Park Gem - Ideal Comfort

Sep 6 – 13

ﺩ.ﺇ655 per night

Apartment in Chicago

5.0 out of 5 average rating, 10 reviews

Majestic Modern Style Loft Montrose Beach WFH Gym

Jan 1 – 8

ﺩ.ﺇ568 per night

Fitness-friendly condo rentals

Condo in Evanston

4.76 out of 5 average rating, 567 reviews

Spacious Evanston Unit - Walk to Northwestern U

Jan 5 – 12

ﺩ.ﺇ457 per night

Condo in Chicago

4.9 out of 5 average rating, 235 reviews

MAG MILE 2/2 Gold Coast Gem (+Parking/Rooftop)

May 10 – 15

ﺩ.ﺇ1,507 per night

Condo in Chicago

4.98 out of 5 average rating, 255 reviews

Northside Chicago Favorite with parking!

Apr 6 – 13

ﺩ.ﺇ889 per night

Condo in Chicago

4.75 out of 5 average rating, 145 reviews

Central Downtown Location-Modern 2BR Condo

Jul 14 – 21

ﺩ.ﺇ1,269 per night

Condo in Evanston

4.91 out of 5 average rating, 102 reviews

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

Dec 2 – 9

ﺩ.ﺇ812 per night

Condo in Chicago

4.84 out of 5 average rating, 19 reviews

Stunning! Luxury stay awaits you.

Aug 31 – Sep 7

ﺩ.ﺇ694 per night

Condo in Chicago

4.99 out of 5 average rating, 80 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

Dec 13 – 20

ﺩ.ﺇ865 per night

Condo in Chicago

4.96 out of 5 average rating, 55 reviews

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

Jul 22 – 29

ﺩ.ﺇ2,008 per night

Fitness-friendly house rentals

Home in Chicago

4.96 out of 5 average rating, 127 reviews

Chicago Riverhouse summer on our patio!

Dec 14 – 21

ﺩ.ﺇ1,151 per night

Home in Chicago

4.95 out of 5 average rating, 152 reviews

Wrigleyville Private Guesthouse

Mar 2 – 9

ﺩ.ﺇ1,291 per night

Home in Chicago

4.9 out of 5 average rating, 160 reviews

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

Jul 23 – 30

ﺩ.ﺇ3,332 per night

Home in Des Plaines

4.83 out of 5 average rating, 167 reviews

Exotic House - Few minutes from O'Hare and Chicago

Apr 3 – 10

ﺩ.ﺇ837 per night

Home in Berwyn

4.95 out of 5 average rating, 63 reviews

Beautiful 4 bedroom 3 full bath Bungalow

Apr 12 – 19

ﺩ.ﺇ1,047 per night

Home in Chicago

5.0 out of 5 average rating, 25 reviews

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

Nov 25 – Dec 2

ﺩ.ﺇ2,994 per night

Home in Chicago

4.97 out of 5 average rating, 33 reviews

Single Family Home in Logan w/ 2 Car Garage

Jul 20 – 27

ﺩ.ﺇ3,234 per night

Home in Homewood

4.86 out of 5 average rating, 7 reviews

Horizon - 4 BRs, 2 BA Game Room & Gym

Jul 22 – 29

ﺩ.ﺇ937 per night

Quick stats about vacation rentals that are fitness-friendly in Grant Park, Chicago

Total rentals
60 properties
Rentals with a pool
40 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.5K reviews
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees

Destinations to explore