Fitness-friendly vacation rentals in The Berkshires

Find and book unique fitness-friendly rentals on Airbnb

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Popular amenities for The Berkshires 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 stars3 months 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 Hancock
4.97 out of 5 average rating, 38 reviews

Ski-InSki-Out Loft Lift&MT.Views

ShawnRating, 5 stars2 months ago
My stay was smooth and the condo was nice. I was on a business trip so I didn't have much time in the room besides sleeping which was quiet
Guest favorite
Apartment in Tivoli
4.85 out of 5 average rating, 227 reviews

Ground Floor Apartment on Hudson River

JenniferRating, 5 stars4 weeks ago
Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack
Guest favorite
Apartment in Hancock
5 out of 5 average rating, 11 reviews

Artsy loft near MassMoCA with pool and hot tubs

GinaRating, 5 stars1 week ago
The absolute perfect location at the heart of the Berkshire Yoga Festival! Loved the location. Very comfortable for two people. The host was very quick to respond and was accommodating. I would definitely recommend and would stay there again.
Guest favorite
Apartment in New Haven
4.93 out of 5 average rating, 136 reviews

Haven: Family-Friendly, Close to Yale/Downtown NHV

KevinRating, 5 stars1 week ago
Great experience and we would recommend this Airbnb for anyone traveling to New Haven.
Superhost
Apartment in Shandaken
4.8 out of 5 average rating, 179 reviews

Catskill Cabin, Duplex Apartment * * * * *

MauriceRating, 5 stars5 months ago
We very much enjoyed staying at the Catskill Cabin Duplex Apartment. It was very clean and had all of the amenities that we needed. Great location near ski resorts and restaurants and very easy to get there. Daniel is a great host we recommend this place! Thank you.
Guest favorite
Apartment in Mansfield
4.92 out of 5 average rating, 50 reviews

Peaceful eco-friendly two bedroom apartment.

JonathanRating, 5 stars3 months ago
My daughter and I had a great stay at Kathryn's place! Kathryn was exceptionally responsive and helpful. The place was very roomy and comfortable with large bedrooms, a full kitchen, large living room area, and lots of games/puzzles/activities for entertainment. Location was great as well - private yet close to local amenities.
Superhost
Apartment in Cohoes
4.86 out of 5 average rating, 21 reviews

Albany Charm Stylish 1BR Apt in Historic Cohoes

AsiaRating, 5 stars3 weeks ago
Super nice , answers fast , she’s supper flexible. This is my second time booking and very peaceful and quiet place to stay in the upstate area.

Fitness-friendly condo rentals

Superhost
Condo in New Ashford
5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8

DanielRating, 5 stars4 months ago
Jiminy Peak is a great family mountain. Christina's place is perfectly located to do everything right out your back door. Christina was an excellent host. Thank you.
Guest favorite
Condo in Dover
4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

MichaelRating, 5 stars3 months ago
We stayed at Julia's vacation rental for a 3-day weekend with our four children under the age of 12. The things that were great: 1) the unit is 150 foot walk in ski boots from a ski trail that will take you to the Mount Snow lift, which was great because we didn't have to shlep 4 kids ski gear, 2) the four kids loved the bunk bed room and were comfortable, 3) there are two large shelves of board games the kids enjoyed, 4) the access to the Sports Center which has a heated indoor pool and hot tubs were a great way to end the day after skiing, 5) the outdoor locker was a great place to dump all the ski gear (much better storage location than inside the car or inside the unit) and 6) very nice fluffy towels and bed sheeting was comfortable. A combined liquid shampoo and body soap is provided in each bathroom, which is the same that we use to bath our kids at home.
Guest favorite
Condo in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars2 months ago
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.
Top guest favorite
Condo in Dover
4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars3 months ago
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.
Guest favorite
Condo in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars3 months ago
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!
Top guest favorite
Condo in Dover
5 out of 5 average rating, 58 reviews

Four Seasons Slope-side Getaway at Mount Snow

AlexRating, 5 stars3 months ago
Dean and Tina are excellent hosts! We had a great weekend on the mountain. Their home is very comfortable and awesome location.
Guest favorite
Condo in Dover
4.84 out of 5 average rating, 119 reviews

Walk to Mt. Snow-Spa-Summer Pool

GaryRating, 5 stars2 months ago
Great little studio spot to use as your Basecamp for activities in the area!
Superhost
Condo in Hancock
5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook

Ashley And NathanielRating, 5 stars16 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!!!

Fitness-friendly house rentals

Superhost
Home in West Stockbridge
4.86 out of 5 average rating, 44 reviews

Magical Berkshires Farmhouse on 18 Glorious Acres!

AndreaRating, 5 stars8 months ago
Beautiful home in a peaceful setting a short drive to Berkshires attractions. The house was cozy and inviting, with so many beautiful touches that made it feel like a real home instead of an Airbnb that was solely designed for income. Despite the size and many nooks and crannies it was impeccably clean. We were there during some chilly rainy days and it was a lovely place to curl up and read or chat, with plenty of room to spread out. One thing to be aware of, the full bath with shower is on the main level, so using it requires toting shower things up and down the stairs each time. Something to be aware of if there's a group member with less mobility. Very doable with assistance, and the shower is a walk-in which was great. I didn't think anyone in my party would mind the train. Little did I know it would turn out to be the highlight of the trip and best part of the stay. Everyone loved it!
Top guest favorite
Home in Mount Tremper
4.96 out of 5 average rating, 108 reviews

Sunset Mountain Retreat - mins from Woodstock

DessyRating, 5 stars4 months ago
Nicola’s place is one of our absolute favorites. The serene home reflects a kind and responsive host who communicates with great warmth. This is the second time we stayed there and would love to return.
Guest favorite
Home in Gardiner
4.98 out of 5 average rating, 130 reviews

Gardiner Gunk House: Cozy Retreat near Minnewaska

LaurieRating, 5 stars6 days ago
David's place was a perfect accommodation for our family group of 7 people! We could walk across the street to the Full Circle for dinner or breakfast baked goods and coffee. the house has a wonderful yard work firepower (which unfortunately the rain prevented us from using. ) the yard is perfect for active kids who love to run around and explore. The location is also perfect for access to local wineries and to Minnewaska State Park. Thank you so much David!!
Guest favorite
Home in Hudson
5 out of 5 average rating, 8 reviews

Stylish farmhouse w/fireplace by downtown & nature

CherylRating, 5 stars3 months ago
My boyfriend and our friends escaped the city and took a 2 hr train ride to Hudson. The house was only about a 15min Uber from the the train. We literally had everything we needed and some. We adored the house, felt right at home. We grilled a bit, thankfully the weather was perfect for a nice fire pit chat. The house itself was cozy and inviting, giving us the best sleep. The house nestled away in nature yet just a short drive from a charming town filled with restaurants and shops. Count us in to book again!
Top guest favorite
Home in Hudson
5 out of 5 average rating, 15 reviews

New! Gemini House 1892 Farmhouse w/ Pool - Hudson

PamelaRating, 5 stars4 weeks ago
We loved this home ~ particularly the view from the kitchen. Lacked for nothing, and Diane is a kind & gracious host!
Top guest favorite
Home in Milford
4.99 out of 5 average rating, 112 reviews

The ARLO - Walk to Brewery & Restaurants

ReneeRating, 5 stars1 week ago
Lovely home and communicative hosts! The house was very clean and comfortable as well as the back deck and yard. Felt very comfortable and very close to beach (though ended up being a rainy weekend so we didn’t get to go to beach). Close to Dockside Brewery which had great views and tons of tables and a few little stores within walking distance for convenience items
Top guest favorite
Home in Stockbridge
4.89 out of 5 average rating, 98 reviews

Rabbit Run in the heart of Stockbridge Village

NaomiRating, 5 stars1 week ago
Anneke’s place was really great. The house was clean, tidy, and the overall design is very thoughtful and cozy. The house is in a great location - walking distance from some restaurants and shops, and a very quick drive to Great Barrington. The only downside for us was that there wasn't a lot for young children to do inside the house - though we knew this in advance. We happened to visit during some rainy days, and some young children's games could have been a great addition. Other than that, we had everything we needed.
Guest favorite
Home in Great Barrington
4.97 out of 5 average rating, 33 reviews

All Seasons Berkshires Family Retreat with Hot Tub

CathyRating, 5 stars2 months ago
This lovely home provided the perfect backdrop to our Easter gathering. Comfortable amenities inside and out with a large yard, play set, hot tub, ping pong, etc. Home was very clean and kitchen was well stocked. Gary was an excellent host with great communication and suggestions for local activities. We would definitely love to return.

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