Fitness-friendly vacation rentals in Great Barrington

Find and book unique fitness-friendly rentals on Airbnb

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Popular amenities for Great Barrington fitness-friendly rentals

Fitness-friendly apartment rentals

Superhost
Apartment in Hancock
4.86 out of 5 average rating, 29 reviews

Mountainside Condo Ski on/off

ThomasRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Tivoli
4.85 out of 5 average rating, 222 reviews

Ground Floor Apartment on Hudson River

SaraRating, 5 stars4 days ago
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!
Guest favorite
Apartment in Hancock
5 out of 5 average rating, 10 reviews

Artsy loft near MassMoCA with pool and hot tubs

NicoleRating, 5 stars1 month ago
We had a great stay at the end of ski season; the place was quiet and relaxing. We will definitely return!
Guest favorite
Apartment in Lenox
4.86 out of 5 average rating, 7 reviews

1BR @ The Ponds at Foxhollow - Lenox, MA

VeraRating, 5 stars3 months ago
Very nice and clean 1-bedroom apartment with a great view and everything you need for cooking meals. Wonderful location and very kind hosts
Guest favorite
Apartment in Watervliet
4.94 out of 5 average rating, 71 reviews

Uptown Watervliet

Diana TRating, 5 stars4 months ago
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.
Superhost
Apartment in Hancock
4.72 out of 5 average rating, 18 reviews

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

ShawnRating, 5 stars1 week ago
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.
Guest favorite
Apartment in Hancock
5 out of 5 average rating, 18 reviews

All-Season Condo at Jiminy Peak (Berkshires)

RobynRating, 5 stars2 months ago
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.
Top guest favorite
Apartment in West Hartford
5 out of 5 average rating, 81 reviews

Cozy Studio Apartment

FernandoRating, 5 stars1 week ago
I just keep going back. It has become my 2nd home.

Fitness-friendly condo rentals

Superhost
Condo in New Ashford
5 out of 5 average rating, 5 reviews

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8

MichelleRating, 5 stars2 months ago
Great stay! Listing as described. My family really enjoyed our stay.
Superhost
Condo in Hancock
5 out of 5 average rating, 5 reviews

Condo Resort at Jiminy Peak Ski Mountain's Base

MaryRating, 5 stars2 months ago
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!
Condo in Hancock
4.88 out of 5 average rating, 33 reviews

Unique - Country suite @ Jiminy Peak

BrentRating, 5 stars15 months ago
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+
Superhost
Condo in Hancock
5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook

Ashley And NathanielRating, 5 stars14 months ago
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!!!
Guest favorite
Condo in Hancock
4.92 out of 5 average rating, 65 reviews

Jiminy Peak Country Inn - ski in/out condo MT view

MeganRating, 5 stars2 weeks ago
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.
Guest favorite
Condo in Hancock
4.85 out of 5 average rating, 151 reviews

Cozy Condo @ Jiminy Peak

ElizabethRating, 5 stars2 months ago
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

Superhost
Home in Hudson
4.82 out of 5 average rating, 211 reviews

Bright, Airy Home in Hudson w/ TONS of Character!

ElenaRating, 5 stars4 days ago
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.
Superhost
Home in Saugerties
4.8 out of 5 average rating, 88 reviews

Band Camp Road

ElizabethRating, 5 stars2 months ago
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.
Top guest favorite
Home in Kingston
5 out of 5 average rating, 28 reviews

Mansion on the hill.

LeslieRating, 5 stars2 months ago
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.
Guest favorite
Home in Hudson
4.94 out of 5 average rating, 18 reviews

Stylish 3BR Hudson House with private backyard

ChelseaRating, 5 stars2 weeks ago
Always a great place to stay, will be coming back!
Guest favorite
Home in Cornwall
4.85 out of 5 average rating, 13 reviews

Gunn Brook Mountain House

SarahRating, 5 stars1 week ago
A truly magical and special place, and Rebecca is an excellent and responsive host! We hope to return soon! Thank you Rebecca :)
Guest favorite
Home in Catskill
4.98 out of 5 average rating, 406 reviews

The Martin House, Catskills

christopherRating, 5 stars2 weeks ago
A lovely place, with clear and reasonable guidelines, fit to purpose. Would absolutely return.
Top guest favorite
Home in Saugerties
4.98 out of 5 average rating, 117 reviews

Hudson Valley Evergreen Treehouse

JenniferRating, 5 stars3 weeks ago
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!
Guest favorite
Home in Kingston
4.98 out of 5 average rating, 114 reviews

Antique Uptown Charmer w/ Five-Star Modern Kitchen

KimberlyRating, 5 stars1 month ago
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

Destinations to explore