Fitness-friendly holiday 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.

0 of 0 items showing

1 of 3 pages

Top guest favourite

Home in Whitingham

5 out of 5 average rating, 66 reviews

2.5mi from the lake! Fire pit, arcade, yard games!

Escape to our tranquil countryside retreat, where relaxation meets adventure. Nestled amidst nature, our cozy home offers a haven of tranquility. Breathe in crisp air as you unwind in the peace & quiet. Indulge in outdoor pursuits with skiing, hiking, and foliage just moments away. After a day of exploration, find solace in the inviting warmth of our home. Whether you're curling up with a book or stargazing by the fire pit, every moment becomes a cherished memory. Your idyllic VT retreat awaits.

Top 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 Great Barrington

4.97 out of 5 average rating, 34 reviews

All Seasons Berkshires Family Retreat with Hot Tub

All seasons family retreat in PRIME Berkshires location. Located adjacent to the famous Appalachian trail, 5 minutes from downtown Great Barrington, 2 minutes from Ski Butternut and 15 minutes from Tanglewood in Lenox. Easy access to sensational hiking, dining, lakes and museums. The home is spacious and open with 4 BR, 7 beds, a large finished basement TV & game room space and backyard patio and hot tub. A perfect spot to enjoy the spectacular beauty and unlimited activities of the Berkshires.

Guest favourite

Home in Becket

4.96 out of 5 average rating, 24 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

Home in Ashford

4.88 out of 5 average rating, 91 reviews

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

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, 76 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.

Top guest favourite

Cabin in Wilmington

5 out of 5 average rating, 87 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.

Top guest favourite

Home in Ware

5 out of 5 average rating, 6 reviews

The “WareHouse” - 3 Bedroom Family Getaway

Reunite and Relax with Family, privately, at this quiet, comfy and spacious environment. Well located to avoid city noise and pollution but close to highways for easy access to most places in and around Massachusetts A min to Route 9, few mins to Mass Pike (1-90), Route 32 and 20. About 20mins to Amherst and Colleges(UMASS, AMHERST, HAMPSHIRE etc), 45 mins from Bradley Int. Airport in CT and Worcester, and 35mins from the Big E in Springfield. Please 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!)

Top guest favourite

Flat in Williamstown

5 out of 5 average rating, 134 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.