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Fitness-friendly holiday rentals in Grant Park, Chicago

Find and book unique fitness-friendly accommodation 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

30 Sep – 7 Oct

$346 NZD per night

Guest favourite

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

17–24 Oct

$390 NZD per night

Guest favourite

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.

23–30 Jul

$320 NZD per night

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.

26 Aug – 2 Sep

$299 NZD per night

Guest favourite

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.

3–10 Sep

$344 NZD per night

Loft in Chicago

4.76 out of 5 average rating, 197 reviews

Safe Dtown Penthouse #4 | Park, Museums (+gym)

Feel at Home, Unwind, and Enjoy the amenities you deserve when you come to Chicago! Guests love our home because: -It's Unique! -High loft ceilings -FAST WIFI -Spacious layout -Comfy beds -Central Location -Private Balcony! -Close proximity to Grant Park, Soldier Field, Museums, and more! You are a short walk to Millennium/Grant Park, Skydeck, Shedd Aquarium, Adler Planetarium & many dining + shopping options! Please note: This is a vintage loft, but it has a lot of beautiful character!

12–19 Jun

$794 NZD per night

Guest favourite

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!

29 Nov – 6 Dec

$848 NZD per night

Guest favourite

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.

29 Sep – 6 Oct

$397 NZD per night

Apartment in Chicago

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.

25 Aug – 1 Sep

$266 NZD per night

Apartment in Chicago

4.8 out of 5 average rating, 102 reviews

Dapper Uptown Studio near the Lake

Welcome to this beautifully renovated, 200 sq ft 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 solo travelers looking to be in a nice neighborhood close to the city! Check in is completely contactless with a keypad & door code.

29 Oct – 5 Nov

$306 NZD per night

Guest favourite

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.

3–10 Apr

$294 NZD per night

Guest favourite

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.

6–13 Aug

$224 NZD per night

Holiday rentals for every style

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Popular amenities for Grant Park, Chicago fitness-friendly rentals

Free parking on premises

Air conditioning

Fitness-Friendly apartment accommodation

Guest favourite

Apartment in Chicago

4.89 out of 5 average rating, 57 reviews

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

2–9 Mar

$358 NZD per night

Guest favourite

Apartment in Chicago

4.94 out of 5 average rating, 17 reviews

Loop Loft-Subway & Art Institute

12–19 Aug

$635 NZD per night

Apartment in Chicago

4.9 out of 5 average rating, 30 reviews

Luxe Suite + Spa House Retreat! Pets Welcome

19–26 Mar

$333 NZD per night

Guest favourite

Apartment in Chicago

4.95 out of 5 average rating, 55 reviews

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

16–23 Sep

$939 NZD per night

Apartment in Chicago

5.0 out of 5 average rating, 10 reviews

Majestic Modern Style Loft Montrose Beach WFH Gym

13–20 Dec

$302 NZD per night

Guest favourite

Apartment in Chicago

5.0 out of 5 average rating, 20 reviews

River View Cityscape Condo

6–13 May

$584 NZD per night

Guest favourite

Apartment in Oak Park

4.97 out of 5 average rating, 31 reviews

2BR/2BA Oak Park Gem - Ideal Comfort

28 Oct – 4 Nov

$353 NZD per night

Apartment in Chicago

4.81 out of 5 average rating, 43 reviews

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

14–21 Nov

$319 NZD 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

28 Jan – 4 Feb

$246 NZD per night

Guest favourite

Condo in Chicago

4.9 out of 5 average rating, 235 reviews

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

10–15 May

$763 NZD per night

Guest favourite

Condo in Chicago

4.98 out of 5 average rating, 255 reviews

Northside Chicago Favorite with parking!

14–21 Oct

$585 NZD per night

Condo in Chicago

4.74 out of 5 average rating, 146 reviews

Central Downtown Location-Modern 2BR Condo

7–14 Jul

$727 NZD per night

Guest favourite

Condo in Evanston

4.91 out of 5 average rating, 102 reviews

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

2–9 Dec

$441 NZD per night

Guest favourite

Condo in Lisle

4.95 out of 5 average rating, 42 reviews

Peaceful Condo in Lisle, Illinois

1–8 Dec

$148 NZD per night

Guest favourite

Condo in Chicago

4.84 out of 5 average rating, 19 reviews

Stunning! Luxury stay awaits you.

20–27 Nov

$420 NZD per night

Guest favourite

Condo in Chicago

4.99 out of 5 average rating, 80 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

17–24 Dec

$508 NZD per night

Fitness-Friendly Holiday House

Guest favourite

Home in Chicago

4.96 out of 5 average rating, 127 reviews

Chicago Riverhouse summer on our patio!

13–20 Dec

$662 NZD per night

Guest favourite

Home in Chicago

4.95 out of 5 average rating, 152 reviews

Wrigleyville Private Guesthouse

25 Mar – 1 Apr

$762 NZD per night

Home in Chicago

4.9 out of 5 average rating, 160 reviews

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

23–30 Jul

$1,955 NZD per night

Home in Des Plaines

4.83 out of 5 average rating, 167 reviews

Exotic House - Few minutes from O'Hare and Chicago

6–13 Jan

$438 NZD per night

Guest favourite

Home in Berwyn

4.95 out of 5 average rating, 63 reviews

Beautiful 4 bedroom 3 full bath Bungalow

18–25 Dec

$617 NZD per night

Guest favourite

Home in Chicago

5.0 out of 5 average rating, 25 reviews

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

1–8 Dec

$1,673 NZD 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

15–22 Nov

$1,586 NZD per night

Home in Chicago

5.0 out of 5 average rating, 4 reviews

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

18–25 Feb

$2,110 NZD per night

Quick stats about holiday 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
$67 NZD before taxes and fees

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