
Fitness-friendly vacation rentals in The Berkshires
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in The Berkshires
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for The Berkshires 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.

Ski-InSki-Out Loft Lift&MT.Views
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

Ground Floor Apartment on Hudson River
Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack

Artsy loft near MassMoCA with pool and hot tubs
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.

Haven: Family-Friendly, Close to Yale/Downtown NHV
Great experience and we would recommend this Airbnb for anyone traveling to New Haven.

Catskill Cabin, Duplex Apartment * * * * *
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.

Peaceful eco-friendly two bedroom apartment.
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.

Albany Charm Stylish 1BR Apt in Historic Cohoes
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

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8
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.

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

Mt Snow Ski In/Out at Seasons
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.

Summer Dream! The Handle Lodge at Snowtree Condos
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.

Great 2 bedroom condo at Stratton Mountain
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!!

Four Seasons Slope-side Getaway at Mount Snow
Dean and Tina are excellent hosts! We had a great weekend on the mountain. Their home is very comfortable and awesome location.

Walk to Mt. Snow-Spa-Summer Pool
Great little studio spot to use as your Basecamp for activities in the area!

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!!!
Fitness-friendly house rentals

Magical Berkshires Farmhouse on 18 Glorious Acres!
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!

Sunset Mountain Retreat - mins from Woodstock
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.

Gardiner Gunk House: Cozy Retreat near Minnewaska
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!!

Stylish farmhouse w/fireplace by downtown & nature
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!

New! Gemini House 1892 Farmhouse w/ Pool - Hudson
We loved this home ~ particularly the view from the kitchen. Lacked for nothing, and Diane is a kind & gracious host!

The ARLO - Walk to Brewery & Restaurants
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

Rabbit Run in the heart of Stockbridge Village
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.

All Seasons Berkshires Family Retreat with Hot Tub
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.
Destinations to explore
- Farmstay rentals The Berkshires
- Vacation home rentals The Berkshires
- Rentals with pools The Berkshires
- Smoking-friendly rentals The Berkshires
- Bed and breakfasts The Berkshires
- Rentals with lake access The Berkshires
- Waterfront rentals The Berkshires
- Pet-friendly rentals The Berkshires
- Cabin rentals The Berkshires
- House rentals The Berkshires
- Aparthotel rentals The Berkshires
- Townhouse rentals The Berkshires
- Rentals with a patio The Berkshires
- Lakehouse rentals The Berkshires
- Rentals with a sauna The Berkshires
- Chalet rentals The Berkshires
- Condo rentals The Berkshires
- Rentals with breakfast The Berkshires
- Rentals with outdoor seating The Berkshires
- Cottage rentals The Berkshires
- Family-friendly rentals The Berkshires
- Private suite rentals The Berkshires
- Rentals with a fireplace The Berkshires
- Rentals with a hot tub The Berkshires
- Rentals with beach access The Berkshires
- Rentals with an accessible height toilet The Berkshires
- Rentals with a washer and dryer The Berkshires
- Beachfront rentals The Berkshires
- Luxury rentals The Berkshires
- Boutique hotel rentals The Berkshires
- Villa rentals The Berkshires
- Rentals with a kayak The Berkshires
- Rentals with an EV charger The Berkshires
- Rentals with a home theater The Berkshires
- Apartment rentals The Berkshires
- Hotel rentals The Berkshires
- Kid-friendly rentals The Berkshires
- Rentals with a fire pit The Berkshires
- Guesthouse rentals The Berkshires
- Ski-in/ski-out rentals The Berkshires
- Fitness-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom