Fitness-friendly vacation rentals in West Side

Find and book unique fitness-friendly rentals on Airbnb

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Popular amenities for West Side fitness-friendly rentals

Fitness-friendly apartment rentals

Guest favorite
Private room in Chicago
5 out of 5 average rating, 15 reviews

“The Incas Empire Suite” - Free Parking

Juan CarlosRating, 5 stars6 days ago
This place is so peaceful and beautiful. Roberto and Carlos are both really attentive and kind. This is my place to stay next time I visit Chicago.
Apartment in Chicago
5 out of 5 average rating, 3 reviews

Large Garden Unit United Center

MatthewRating, 5 stars7 months ago
Al’s place is great! Very clean, perfect location to stay for events. Walking distance to the United Center maybe 5-6 min. Received many solid local recommendations as well. My wife’s birthday was during the stay and he provided a few balloons and amenities for the occasion. Would 100% stay again. The parking space available is a little treacherous, popped a tire on the gate trying to navigate a phone pole that is very near the path. Not the hosts fault but be weary or recommendation to add a flag for visibility. Side note, if this is an issue or concerned note there were many tire shops nearby and I was able to get fixed up quickly. Host was excellent throughout, provided me a jack to use for my car, he replaced a doorknob and programmed/delivered a key fob within 20 minutes of buzzing us in. 1. Excellent host 2. Very close to United Center 3. Be ware the parking spot 4. We would stay again
Apartment in Chicago
4.72 out of 5 average rating, 324 reviews

Sonder Market Hall | King Studio Apartment

Fernando & SanneRating, 5 stars1 month ago
great place to stay, really nice comfortable bed and full equipped kitchen
Apartment in Chicago
4.88 out of 5 average rating, 8 reviews

Stylish Hidden Gem in the Heart of Uptown 1BD 1BA

GwenRating, 5 stars3 weeks ago
Had a great stay here. Perfect for walking to the show we were in town for.
Superhost
Apartment in Chicago
4.74 out of 5 average rating, 117 reviews

Modern Lakefront Retreat with Breathtaking Views!

MatthewRating, 5 stars2 weeks ago
Great 1st floor town home on the boarder between Rogers Park and Evanston, right on the waters of Lake Michigan. Lots of sunlight (and able to watch the sunrise over Lake Michigan in the morning) and a couple of parks next door. The bathrooms (especially the showers) were great--full size, nice water pressure. I was able to work remotely while I was there without any issues. As others have noted, parking is on the street; but if you're proactive or book with Spot Hero or similar, it's very manageable. I really enjoyed my stay!
Top guest favorite
Apartment in Chicago
5 out of 5 average rating, 26 reviews

3BR Haven | Gym | Workspace | Quiet Location

AdamRating, 5 stars1 month ago
Good location, amenities, and a great experience staying here at Ella and Peter’s listing. Highly recommend!
Apartment in Chicago
5 out of 5 average rating, 3 reviews

Modern 4BR: Free Pkg, Near Train & Dining

NavjotRating, 5 stars1 week ago
Charlie was great to deal with, always responsive. Clean place, easy to get in and out. They stocked a few things for breakfast which was nice. Parking wasn’t included as indicated on the initial listing but it wasn’t a big deal, there are free parking spots around.
Superhost
Apartment in Chicago
4.86 out of 5 average rating, 104 reviews

Skyline 2BR in South Loop Chicago Near McCormick

PetroRating, 5 stars1 week ago
As usually, best price/quality comparison, close to heart of downtown. Very light living room, panoramic windows with stunning view. Clean, comfortable apartment. Not first our visit and not last, fore sure. Would definitely recommend this apartment and owner!

Fitness-friendly condo rentals

Top guest favorite
Condo in Chicago
4.95 out of 5 average rating, 59 reviews

2BR Apt, Office, Parking & Backyard by Wrigley

HeatherRating, 5 stars3 weeks ago
Great location to attend a Cubs game! Nice place, nice backyard to relax outside. Comfortable furniture. Fun part of Chicago for food and shopping
Condo in Chicago
4.75 out of 5 average rating, 32 reviews

3 Bed Apartment in Chicago by the lake

CalebRating, 5 stars3 weeks ago
Fantastic location and area! Loved being close to the beach, and the apartment was pristine, 10/10 would recommend!
Top guest favorite
Condo in Chicago
4.99 out of 5 average rating, 178 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking

RonniRating, 5 starstoday
Beautiful, clean unit and Will was extremely responsive and helpful. Super clean, and the beds and furniture were soooooo comfortable! It looks exactly as it does in the photos and there are so many items included, in case you forgot something! A foot massager?! Amazing 🤣The location is perfect with lots to do close by and no shortage of options for places to eat. I feel extremely fortunate that I came across this one and will definitely book again in the future. Just perfect.
Guest favorite
Condo in Chicago
4.89 out of 5 average rating, 160 reviews

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)

SanjayRating, 5 stars1 month ago
Wendy and Matt's place was comfortable and homey. The location was great, the apartment comfortable, and we had essential amenities. The building is mid-century modern and designed by famed architect Harry Weese that incorporates thoughtful references to Chicago architectural history throughout while still remaining visually cohesive. One minor issue is the stove, which is electric and somewhat underpowered. It's good enough for minor work like breakfast or heating leftovers but you may struggle producing more elaborate meals. It was a very minor quibble but worth noting for those culinarians wanting to prepare their own meals. The oven is decent but there is only one. Overall, my stay was excellent and I recommend Wendy and Matt's place wholeheartedly. They are excellent hosts as well.
Guest favorite
Condo in Chicago
5 out of 5 average rating, 9 reviews

East Pilsen Gem

LisaRating, 5 stars10 months ago
We had a wonderful time in Pilsen neighborhood. Michael & Alex are wonderful hosts and who have a beautiful home. They let us have a later check out and was very much needed after my kids being at Concert night before. No issues with communication, always very fast and clear instructions. We went to Lollapalooza and shopping. It was a little tricky figuring out the bus schedule and El, but not an issue really. They helped us with that too. We felt safe in the neighborhood and the neighbors in the building are so nice and welcoming. Parking is on the street right next to the building and never had an issue finding parking spot. Overall we had a great experience and would love to stay there again. Thank you!
Top guest favorite
Condo in Chicago
4.99 out of 5 average rating, 287 reviews

Cozy 3BR on Chicago's North Side & Free Parking

LauraRating, 5 stars1 week ago
Planned a weekend trip with our daughters and their partners to Chicago. Loved this location being outside of the city but very conveniently located to public transit. The house itself was beautiful and comfortable, with plenty of room for 6 adults. A perk was the driveway parking space for our car. Would definitely recommend to others and stay again when visiting Chicago!
Condo in Chicago
4.8 out of 5 average rating, 105 reviews

Logan Square Spa

JamieRating, 5 stars6 days ago
This place was a total hit for our Chicago trip to see Kendrick Lamar! The infrared sauna was a hit, and the area was super chill with plenty of parking. The decor was awesome too - it was full of geeky stuff that we both loved. My partner and I were convinced the decorator could be our friend. The bookshelf downstairs had some really cool books that we didn’t even know existed. We’ll definitely check this place out again when we come back.
Guest favorite
Condo in Evanston
4.97 out of 5 average rating, 116 reviews

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym

TaeRating, 5 stars3 weeks ago
Thanks for your kindness and support! The host and the place were amazing!!!

Fitness-friendly house rentals

Top guest favorite
Home in Chicago
5 out of 5 average rating, 28 reviews

Gold Coast Home|Rooftop |PoolTable |Parking |Beach

RikkiRating, 5 stars1 week ago
Great home and location. Safe neighborhood, walkable to restaurants, shopping, beach. Home was clutter free, clean and well maintained. Beds were comfortable and we had plenty of supplies for duration of stay (fresh towels, blankets, paper products, soap, shampoo, conditioner, etc.) Rooftop deck with nice view. Host was very responsive with any questions and communicated well. House was perfect size for our group of 6. We appreciate Rasheed making our stay perfect! Will stay here again in the future.
Superhost
Home in Oak Park
4.78 out of 5 average rating, 87 reviews

Rooftop Access with Views and Gym - LCP Collection

CynthiaRating, 5 stars1 week ago
Great place in a great location. Would definitely book again!
Guest favorite
Home in Chicago
5 out of 5 average rating, 26 reviews

Homer Street Hotel: Bucktown Upscale Designer Home

VarshaRating, 5 stars6 days ago
We had a wonderful stay while visiting Chicago for our daughter's graduation. The home is extremely comfortable, clean, and well-decorated. The patio is awesome. There was more than enough space for our family- the bedrooms are big, bathrooms are spacious, and the living area including the kitchen/dining is a great place for a family to hang out. We always found parking on the street on all days and no matter what time we were parking, so it was not an issue. If we are back in Chicago, we will definitely try to stay here again! The host was very responsive as well if we had any questions.
Superhost
Home in Chicago
4.85 out of 5 average rating, 55 reviews

Luxe King Beds-Private Gym-Huge Backyard-Crib

JamieRating, 5 stars2 days ago
We had a wonderful stay at this Airbnb! The house was roomy, cozy, and super comfortable. Everything was clean and beautifully decorated, with a charming backyard and deck that made it feel extra special. The bedrooms were each uniquely themed and absolutely gorgeous, and the beds were incredibly comfy—everyone slept like a dream. The water pressure in the shower was perfect, and the hosts were kind and accommodating throughout our stay. Highly recommend this place if you’re looking for a relaxing and well-kept spot to unwind!
Superhost
Home in Chicago
4.79 out of 5 average rating, 128 reviews

High End New Construction Home w/8 Beds, Parking

RebeccaRating, 5 stars4 weeks ago
This house was booked for a girls trip. The decorations and vibe of the house was perfect for this. It was beautiful inside and very clean. There was a small issue with getting checked in, but the hosts were very responsive so we still got in quickly.
Top guest favorite
Home in Chicago
4.95 out of 5 average rating, 190 reviews

Wrigleyville Greystone

Sneha PrabhakarRating, 5 stars2 weeks ago
Mark and his partner have clearly put their heart and soul into preparing this home for guests. Every detail has been thoughtfully considered, and any instructions you might need seem to appear just when you need them. The house itself is cozy, clean, and incredibly comfortable. To future guests, make sure to spend some time in the beautiful backyard. Whether you’re sipping a drink, reading a book, or simply having a chat, it’s a lovely, peaceful spot that adds something special to the stay.
Guest favorite
Home in Skokie
4.94 out of 5 average rating, 104 reviews

Cozy 2 bedroom house/w garage in Skokie

EmanuelRating, 5 stars2 months ago
Great location, clean and most important affordable.
Guest favorite
Home in Chicago
4.97 out of 5 average rating, 72 reviews

Andersonville Home for Groups! Hot Tub Yard Garage

JohnRating, 5 stars1 week ago
Josh's property was a great fir for our trip. I will book again when we come back out.

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