
Fitness-friendly vacation rentals in Great Barrington
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in Great Barrington
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Great Barrington fitness-friendly rentals
Fitness-friendly apartment rentals

Mountainside Condo Ski on/off
A great place for a skiing getaway at Jiminy Peek Resort! Ski - in, ski -out, a lovely appointed condo, with access to a hot tub. Frank was most helpful and friendly. I highly recommend his place.

Ground Floor Apartment on Hudson River
Comfortable space with fun, eclectic furnishings. We stayed in the apartment at Tim’s while visiting area colleges and didn’t get to fully enjoy the gorgeous views from the Inn’s front porch. Would love to come back and catch a sunset over the Hudson!

Artsy loft near MassMoCA with pool and hot tubs
We had a great stay at the end of ski season; the place was quiet and relaxing. We will definitely return!

1BR @ The Ponds at Foxhollow - Lenox, MA
Very nice and clean 1-bedroom apartment with a great view and everything you need for cooking meals. Wonderful location and very kind hosts

Uptown Watervliet
Ronnie’s Place was perfect for our stay! Highly recommend as a place to stay if in the Capital Region area as it’s locally on the outskirts of Albany. We were in New York to celebrate a Grandchild’s Sweet 16th Birthday” & “Holiday’s” This place was great for our family visit and made it easier on us. Everything was immaculate & clean. One of my favorites was the bathroom/laundry room it was so nicely decorated with items for laundry use but placed it these awesome essentials bottles. I may add something like that to my laundry room LOL. We didn’t get to utilize the other great amenities due to the weather. We differently will come back again soon as we travel to New York frequently.

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
I rented this condo for some of my staff who said their stay was great. Four mechanics sharing a condo at a ski resort, they were easy to please.

All-Season Condo at Jiminy Peak (Berkshires)
Second year in a row staying here. And another perfect vacation. Great location, amenities are perfect, clean condo, and the owner is responsive when needed. Can't wait to stay here again.

Cozy Studio Apartment
I just keep going back. It has become my 2nd home.
Fitness-friendly condo rentals

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8
Great stay! Listing as described. My family really enjoyed our stay.

Condo Resort at Jiminy Peak Ski Mountain's Base
We had a wonderful stay at Jiminy Peak.. hosts were super quick to respond with any questions. Very easy check in and check out. Will definitely be staying again in the future!

Unique - Country suite @ Jiminy Peak
We had a fabulous time up at Jiminy Peak and being right on the mountain at Shana’s place made it very easy to enjoy the many things to do. Shana is a great host and her unit was perfect for our family of 5. Our younger two tried counting all of the gnomes in every room. We definitely recommend staying at Shana’s place, she is very easy to work with and quick to answer any questions. Thanks again A+

Wyndham Bentley Brook
We had a wonderful time staying at Paul’s place! We had easy access to the mountain for skiing. It was wonderful to have a ski locked to store our stuff outside of the room. In addition to the wonderful accommodation our kids loved the indoor/outdoor pool after a long day on the slopes. Highly recommend Paul and his accommodation!!!

Jiminy Peak Country Inn - ski in/out condo MT view
Very nice spot for one person or a couple. Convenient access to JP base area and amenities. Neat and tidy space, nicely appointed. Great communication from owner.

Cozy Condo @ Jiminy Peak
We always book with Dawn! Her place is amazing. We feel right at home. She ensures the house has everything you could need in case you forget something. There are extra details to make your stay more comfortable. Her linens are softer than mine at home! There is plenty of space for my family of five to stay comfortably. I highly recommend booking here! We can’t wait until our next stay here.
Fitness-friendly house rentals

Bright, Airy Home in Hudson w/ TONS of Character!
This spot is a great value for the price point in the Hudson area! While the kitchen wasn't as fully equipped as you might find elsewhere, the basic amenities and both indoor and outdoor spaces certainly can't be beat at this price point. As a host, Shahidul was communicative and responsive ahead of and throughout our stay! I'd give this a 4.5 star review if possible, but don't want to drop the overall rating too much as it really is a great find for the price point.

Band Camp Road
Our family of 5 had a comfortable and enjoyable stay at Stephen's house. We had lots of room to spread out but also great common spaces to be together. Kitchen was well-stocked and location was beautiful.

Mansion on the hill.
Nothing could’ve prepared us for how great this Airbnb was. Hands-down this is the best Airbnb I’ve ever stayed in. Every bedroom and every bathroom were lovely. The kitchen and butlers pantry were outfitted like a professional chef set it up. Don was a perfect host. And when we got about 6 inches of snow people came and cleaned the driveway and shoveled the steps immediately. We went for a walk late at night in the snow and it was like being in a dream. Cannot recommend this Airbnb more.

Stylish 3BR Hudson House with private backyard
Always a great place to stay, will be coming back!

Gunn Brook Mountain House
A truly magical and special place, and Rebecca is an excellent and responsive host! We hope to return soon! Thank you Rebecca :)

The Martin House, Catskills
A lovely place, with clear and reasonable guidelines, fit to purpose. Would absolutely return.

Hudson Valley Evergreen Treehouse
Great stay at Chris’ place! House exactly as described and perfect for our family getaway weekend. Beds were so comfortable- kitchen easy to use and find everything. Great amenities. Loved the hot tub. Thanks so much and would love to return!

Antique Uptown Charmer w/ Five-Star Modern Kitchen
I loved this house! I can't say enough good things about it and the host. The house is so well designed, decorated and appointed. This truly is a home someone cares about and designed with sophisticated taste and high standards. Top quality cabinetry, fixtures, linens, lighting, appliances. The beds were comfy with nice quality bedding, Bathrooms were so beautifully renovated. The kitchen was a joy to be in, especially with the heated floor that kept things cozy on a winter weekend. The hot tub was fun and a nice way to end the day. The house is walkable to a cute part of town full of interesting shops. And the town is equidistant from Woodstock and Rhinebeck which were also fun to stroll through for a girls weekend.
Quick stats about vacation rentals that are fitness-friendly in Great Barrington
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ367 before taxes and fees
Total number of reviews
850 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Hunter Mountain
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Albany Center Gallery
- Six Flags New England
- Berkshire East Mountain Resort
- Taconic State Park
- Walkway Over the Hudson State Historic Park
- Bushnell Park
- Thunder Ridge Ski Area
- Zoom Flume
- John Boyd Thacher State Park
- Mount Greylock Ski Club
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Opus 40
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Hartford Golf Club
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Naumkeag
- Beartown State Forest