Fitness-friendly vacation rentals in Pioneer Valley

Find and book unique fitness-friendly accommodations 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 favourite

Cottage in Brimfield

4.99 out of 5 average rating, 72 reviews

Cheerful 2 bedroom cottage with lake access.

Little Alum is 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 a one level home within close proximity to highways & 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.

Top guest favourite

Home in Southwick

5 out of 5 average rating, 22 reviews

Peaceful, Modern Cottage, 20 min to BDL, 2BR/1BA

Kick back in this quiet, stylish, 1 bath, remodeled cottage, which is walking distance to the lake, restaurants, coffee shop, and bike path. The main bedroom has a king bed. Enjoy the large cozy corner couch in the living room. The basement is partially finished with a full bed, couch, rocking chair, washer/dryer, and its own entrance, also accessible from main house. Close to Suffield & Granby CT. 20 min to Westfield State, Six Flags, MGM Casino & Baystate Noble Hospital. 30 min to Hartford CT.

Guest favourite

Home in Becket

4.92 out of 5 average rating, 25 reviews

Serene 3-BR Berkshires Log Cabin

This spacious and comfortable 3- BR log cabin is the perfect refuge to gather with family and friends. Set on a private 60 acre lot in Becket, MA, the lodge is an inviting retreat; secluded and private in the woods, but close to all the Berkshires has to offer. There are 3 bedrooms, 1 of which has an attached full bath while the other 2 have attached half baths. There is another separate full bath on the main floor and additional half bath with infrared sauna lower level. The main floor feature

Guest favourite

Guest suite in Granby

4.91 out of 5 average rating, 147 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.

Guest favourite

Home in Sandisfield

4.96 out of 5 average rating, 77 reviews

Lux on the River near Tanglewood w/220v EV charge

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.

Guest favourite

Home in Wilmington

4.84 out of 5 average rating, 172 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.

Top guest favourite

Cabin in Wilmington

5 out of 5 average rating, 88 reviews

Mid-mod VT Dream Chalet near skiing, lake & forest

Surround yourself in nature and cozy modern comfort. The romantic mid-mod-styled chalet backs to 10 acres of peaceful forest yet is just 12 min drive to Mount Snow for great skiing. 3 min. to the boat launch of gorgeous Lake Whitingham where you can rent jetskis & boats or go swimming & fishing. Hike trails to the charming town of Wilmington with its coffee shops & restaurants. Pools & hot tub up the road at clubhouse. Just steps away from iceskating, pickleball, hiking & snowmobile trails.

Guest favourite

Home in Ware

4.93 out of 5 average rating, 30 reviews

Homely Home-House on a Hill-Huge 4 bedroom plus

Bring the whole family to this quiet, unique and great place with lots of room for fun. Tucked away from city noise and pollution but close to highways for a quick access to places of interest in MA and CT. We are just about a min to Route 9, close to the Mass Pike (1-90), Route 20 and 32. 20mins from colleges(UMASS, Amherst, Hampshire etc). 45min from Bradley Int. Airport in CT and Worcester , and 35mins from the Big E in Springfield. Pls ask about our Long Term Rental.

Top guest favourite

Home in Ashfield

4.96 out of 5 average rating, 69 reviews

True Shangri-la, Country Retreat

Modern comforts in this gorgeous, spacious home on 50 acres with a view of the Vermont foothills. Enjoy the pond, fire pit, streams, gardens, deck and access to the sweet town of Ashfield - be out in the woods without being in the middle of nowhere! Fiber Optic high speed internet is wired so you can reliably work and relax. Mass Certificate #C-12336793-003 This listing does require a signed rental agreement (sorry for the formality but my insurance company insists!)

Guest favourite

Home in Wilmington

4.9 out of 5 average rating, 151 reviews

Family 4BR Cabin w/ Hot Tub & Pools – Mt Snow

Family-friendly cabin in Chimney Hill, just 15 min to Mount Snow & 35 to Stratton! Relax in our 4BR, 2BA home with a hot tub, indoor and outdoor pools, fire pit, fully equipped kitchen & cozy living spaces. Sleeps 8 comfortably (King, Queen, Full + trundle, 2 Twins) with a Pack ’n Play for little ones. Perfect for skiing, hiking, or unwinding year-round. Enjoy mountain charm, modern comfort & easy access to trails, lakes, and Wilmington’s shops & dining.

Top guest favourite

Apartment in Williamstown

5 out of 5 average rating, 135 reviews

Downtown | Waterfront | Walk to Shops

★ New to Williamstown? Explore our interactive guidebook. One bedroom with all the bells and whistles! Meticulously upgraded with the discerning guest's convenience in mind. The property is in the midst of Williamstown's popular spots: Williams College campus, theaters, museums, restaurants, shops, and golf course. It also sits by the rushing, sometimes tranquil, Green River where you can sit back, relax and enjoy the fire pit.

Guest favourite

Home in Orange

4.96 out of 5 average rating, 48 reviews

Spacious Waterfront w/ Hot Tub & Yoga Studio

Message us for seasonal rates & discount opportunities! Escape to your serene spacious waterfront retreat! This spacious 3-level, 3-bedroom, 3-bathroom home offers... +Watercrafts +A Coffee Bar +Handicap Accessibility +Breathtaking Views +Direct Water Access +Watercrafts +Outdoor Living +A Grill Area +A Pizza Oven +A Yoga Studio And more... Book now & create unforgettable memories in this picturesque oasis.