Fitness-friendly vacation rentals in Pioneer Valley

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Pioneer Valley

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Union

5.0 out of 5 average rating, 12 reviews

The wabi-sabi lake house

Come to the lake to enjoy the stunning views, trails, local treasures and all the amenities of this fully remodeled, completely stunning home. Whether you are a digital nomad or a couple looking for a romantic place to call home, the dual bathtub, 2 fire places, sauna, outdoor shower & tub, fire pit, dedicated office, coffee bar, ample outdoor seating it’s easy to get used to that you won’t want to leave. The house is right on Mashapaug lake, abutting Bigelow Hollow State Park, so come enjoy!

Jan 9 – 16

G$61,057 GYD per night

Guest favorite

Guest suite in Granby

4.9 out of 5 average rating, 121 reviews

Whole place,staycation,3 bedrooms, spacious area

ENTIRE LIVING SPACE: Private spacious 3 bedroom lower level. Near MacDuffie Prep School & 5 prestigious colleges. Couples, solo adventurers, business travelers, families (with kids), and big groups. 14 acre. Private-golf course, pickleball, polypropylene basketball court, badminton, fishing, frisbee golf and tennis courts close by. Nature surrounds you with quiet locations to relax. 1 acre beach pond to cool off. If you are the person who likes to stay busy or relax, this is the place for you.

Feb 4 – 11

G$22,601 GYD per night

Guest favorite

Cottage in Brimfield

5.0 out of 5 average rating, 31 reviews

Cheerful 2 bedroom cottage with lake access.

Welcome to Little Alum, a gorgeous spring-fed lake in the quintessential New England town of Brimfield, MA. Brimfield is known as home to the largest flea market in the country. Little Alum is regarded as one of the cleanest lakes in Massachusetts due to its pristine water quality. The charming cottage is located in close proximity to highways and downtown Sturbridge and off route 20 just a few minutes to downtown Brimfield and Antique show/flea market. Partial water views, steps to the water.

Jul 22 – 29

G$39,443 GYD per night

Guest favorite

Condo in Dover

4.99 out of 5 average rating, 100 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

The Handle Lodge at Snowtree Condos is a charming and modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with family and friends. Make a meal in the new and beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge. Check us out on IG for more content: @TheHandleLodge

Sep 17 – 24

G$35,343 GYD per night

Guest favorite

Home in Wilmington

4.83 out of 5 average rating, 155 reviews

The Vermont Barn (Mount Snow)

Follow/Tag us on Instagram: thevermontbarn Perfect place to kick back after a long day of hiking, skiing or even just the hustle and bustle of everyday life any time of year! Enjoy our wood stove or soak in the hot tub outside. Our place is very accessible to: hiking, skiing, (Mt. Snow), kayaking, fishing, lake, biking, golfing and small town gems just down the road. Full access to Clubhouse (5 min walk): pools, hot tub, arcade and gym. Great for families, large groups, kid and pet friendly.

Jan 30 – Feb 6

G$85,520 GYD per night

Guest favorite

Condo in Dover

4.96 out of 5 average rating, 23 reviews

Ski in Ski out condo great location

True ski in ski out ground floor condo w/ private entrance. Wood burning fireplace, wood included! King size bed in master, true Queen murphy bed, 1-memory foam cot, plus air mattress. Fully stocked & functional kitchen, including Keurig & Mr. coffee. Full bath w/blow dryer. Seating; kitchen counter, expandable table, wine barrel bar top. Walk out the door & down the steps to the NEW Sundance high speed lift. Take the Seasons trail home. Brand new state of the art Sports Center included.

Oct 14 – 21

G$24,846 GYD per night

Guest favorite

Home in Sandisfield

4.93 out of 5 average rating, 42 reviews

Luxury on the river@Fish Camp/Close to Tanglewood

Relax with the entire family in this beautiful new home built on the Farmington River. Enjoy luxurious, natural open spaces with fireplace, full size kitchen 2 brms, walk out deck and so much to explore Within short distances enjoy entertainment to Tanglewood, Jacobs Pillow, Becket for Arts. Enjoy family friendly outdoor activities such as hiking at the Colebrook Reservoir or Kayaking on the Otis Reservoir. Don't forget about Fall Foliage and snow skiing. We are located for all diversities.

Mar 16 – 23

G$61,131 GYD per night

Guest favorite

Condo in Hancock

4.83 out of 5 average rating, 131 reviews

Cozy Condo @ Jiminy Peak

Nestled in the majestic Berkshire mountains, this Cozy Condo is a home away from home! It features 2 bedrooms with closets & dresser space. The master bedroom connects to a full bathroom and has a TV for when it's time to unwind in the comfort of bed! The fully equipped kitchen/dining area opens into a spacious living room. It's the perfect place for evening gatherings with friends or a romantic night in front of the fireplace! Free access to 2 heated pools, hot tubs, sauna & fitness center.

Apr 7 – 14

G$33,704 GYD per night

Guest favorite

Home in Pittsfield

4.98 out of 5 average rating, 102 reviews

Hidden Oasis in the Mountains by Evergreen Home

Escape with family & friends to this hidden oasis in the heart of the Berkshires. Enjoy the beautiful perennial gardens & sip coffee as you watch the sunrise over the mountains from the screened-in porch. Unwind in the hot tub, relax on the stone patio by the fire pit, & dine on the deck. Just minutes from Lenox & Tanglewood, this attractive 5 BR home boasts a large, fully-outfitted kitchen, comfortable Tuft & Needle mattresses, & spacious living areas with stunning mountain views.

Oct 30 – Nov 6

G$101,005 GYD per night

Guest favorite

Home in Woodstock

4.93 out of 5 average rating, 209 reviews

Cedar Ridge

In Connecticut's "Quiet Corner", a fully renovated 2-level house bathed in sunlight, with lovely flower beds and stunning hilltop views. Relax on its patios and in its small swimming pool, stroll along its forest paths, observe birds (including birds of prey) and other wildlife. New England's "Last Green Valley National Heritage Corridor" offers multiple attractions and is home to many schools, universities, fairs, artists/artisans, farms, special events and year-round activities.

Apr 16 – 23

G$58,610 GYD per night

Guest favorite

Home in Sunderland

4.98 out of 5 average rating, 47 reviews

Historic 5-Bdrm Home Minutes from 5 College Area

Our historic five bedroom, 2.5 bath, 3200 square foot home sleeps 13 comfortably between two kings, three queens, a bunk, and a set of twin beds. 19 ppl with blow up & couches. Our home is a professionally designed combination of historic and modern, with original wood floors, as well as keypad entry and mini-split heating and cooling. Family groups of 3-4 couples with children will be most comfortable. We do not allow parties, events, or gatherings for non-staying guests.

Nov 13 – 20

G$146,733 GYD per night

Guest favorite

Home in Wilmington

4.9 out of 5 average rating, 131 reviews

4 bedroom Ski House 15 min to Mount Snow

15 min to Mount Snow, 35 to Stratton! Come enjoy our 4 bedroom, 2 bathroom home in the charming Chimney Hill area of Wilmington, VT. This home is a perfect getaway for those looking for easy living, rest, relaxation, and family fun. The house has 4 bedrooms and comfortably sleeps 8 adults. Master bedroom has a King bed, and there is one Queen room, one Full room with a twin trundle, and one room with two Twin beds. There is also a pack n’ play available for use.

Sep 5 – 12

G$42,519 GYD per night