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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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Top guest favorite
Cottage in Brimfield
4.98 out of 5 average rating, 96 reviews

Cheerful cottage by Little Alum Lake & Sturbridge

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.

Guest favorite
An outdoor patio area features six red Adirondack chairs arranged around a fire pit, with a grill positioned nearby. The space is illuminated by string lights as the sun sets, casting warm hues over the surrounding trees and the distant lake.
Home in Ashford
4.87 out of 5 average rating, 129 reviews

Lake - King - Gym - Kayak - Fire Pit - Pets Allowed - WD

The Lake House, a two-story Designer's Dream, boasts scenic water and starry sky views. ● 397 Mbps Wi-Fi | 2x 55” Smart UHD TVs | Washer & Dryer | Indoor Fireplace ● Nintendo (NES) w/ 30 Games | Record Player w/ Vinyl Collection ● 3x Kayaks | 2x Stand Up Paddle Boards | 2x Cruiser Bikes | 2-Car Garage ● Gym (Bike, Yoga Mats, Weight Bands, Power Tower) ● Patio w/ Fire Pit & Grill| Full Kitchen | Coffee (Keurig) Drive to: ● UCONN (10 Mins) | Hartford (20 Mins) | Boston (1 Hour) | NYC (2 Hours)

Guest favorite
The exterior of a two-story house is displayed, featuring a wide front porch with multiple windows. A well-maintained lawn is positioned in front, bordered by shrubs. The home includes a stone accent and a double garage, all set against a backdrop of trees.
Guest suite in Granby
4.91 out of 5 average rating, 152 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.

Top guest favorite
A spacious living area is illuminated by large windows, featuring a small couch and a glass coffee table. The kitchen area includes a quartz island with seating for two, stainless steel appliances, and modern cabinetry, creating a functional and inviting environment.
Apartment in West Hartford
5 out of 5 average rating, 111 reviews

Cozy Studio Near Schools, Restaurants, and Shops

Cozy and private studio apartment in West Hartford. Location only a few minutes away from local restaurants and retail community. Off street parking. Queen size bed, small couch, small kitchen area with an island and seating for two, and small washer and dryer in the unit. This is a ground floor unit with some common hallways - noise is possible. Convenient and wonderful space for a simple, quiet, and comfortable stay. No pets allowed. Unit not suitable for children. Background check mandatory.

Guest favorite
A large outdoor pool is surrounded by a wooden deck with lounge chairs and umbrellas. The background features a multi-story building with expansive windows. Vibrant autumn trees with colorful foliage frame the scene, providing a serene and inviting atmosphere.
Home in Wilmington
4.9 out of 5 average rating, 168 reviews

4BR Cabin with Hot Tub & Pools –15 mins to Mt Snow

Unwind in this cozy 4BR, 2BA retreat featuring an outdoor fire pit, 2 fireplaces and access to indoor/outdoor pools, hot tub, gym, and clubhouse amenities. Comfortably sleeps 8 (King, Queen, Full + trundle, bunk room) and includes a Pack ’n Play for little ones, perfect for families and groups. Whether you’re here for skiing, hiking, lake days, or fall foliage, enjoy the perfect blend of mountain charm, modern comfort, and great location near Wilmington’s shops, dining, and outdoor adventures.

Top guest favorite
An aerial view captures a large log home nestled among tall trees near a lake. The structure features a gabled roof and multiple chimneys. Surrounding greenery adds to the natural setting, while a neatly maintained lawn showcases the home’s spacious footprint.
Home in Goshen
5 out of 5 average rating, 25 reviews

Waterfront Wonderland | Luxe Log Cabin (Sauna/Gym)

This large lakefront log home comes complete with a sauna, gym, private dock, kayak & canoe, hammock, grill, screen porch, wraparound deck, fireplace and spacious loft. The perfect place for summer rest and relaxation, autumn colors, or a Winter getaway in the foothills of the Berkshires. Cabin vibes meet modern furnishing and amenities. Enjoy beautiful sunsets by the lake, natural serenity, and exploration. 20 mins to charming Northampton attractions, 30 mins from Berkshire East ski resort ❄️

Guest favorite
A peaceful scene reveals a winding road leading through a residential area with well-maintained homes. Snow-covered mountain slopes are visible in the background, flanked by trees that display early signs of changing seasons.
Townhouse in Hancock
4.92 out of 5 average rating, 108 reviews

Berkshire family getaway at Jiminy Peak!

Beautifully renovated space for a perfect getaway! Our home is a comfortable family space with ski-in/ski-out access to Jiminy Peak through an access trail at the end of our street, so you can skip the parking and shuttles. With four bedrooms spread over three floors for privacy, a brand new kitchen, and space to relax, there's room for everyone in your group to make the most of your time away. And with the charming towns of the Berkshires all around you, there's plenty to do all year round.

Guest favorite
Home in Coventry
5 out of 5 average rating, 17 reviews

Hillside Haven

Enjoy a breathtaking view of the sunrise over the lake from the spacious deck or from the generously sized living room and bedroom windows. The lake is home to swans and bald eagles, as well as large and smallmouth bass. Relax in style in our spacious, beautifully furnished home featuring an arcade style game room, an exercise room including a home gym and two stationary bicycles positioned to overlook the lake, and a roomy kitchen stocked with all the cooking and baking equipment you need.

Top guest favorite
Cabin in Wilmington
5 out of 5 average rating, 125 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 favorite
Home in Pittsfield
4.97 out of 5 average rating, 149 reviews

Hidden Oasis in the Mountains by Evergreen Home

Evergreen Home Vacation Rentals invites you to this hidden oasis in the heart of the Berkshires. This attractive 5-bedroom home features a large, fully-outfitted kitchen, Tuft & Needle mattresses, and stunning mountain views. Relax in the hot tub, enjoy the perennial gardens, or gather on the stone patio by the fire pit. Just 7 minutes to Bousquet Mountain and minutes from Lenox and Tanglewood, this is the perfect retreat for family and friends. Experience luxury and comfort—book today!

Top guest favorite
A spacious living room features a comfortable sectional sofa arranged around a round coffee table. Natural light streams in through two large windows adorned with simple window treatments. A television is mounted on the wall, and light hardwood flooring complements the overall design.
Home in Sunderland
4.99 out of 5 average rating, 77 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 or events, or non-staying guests.

Top guest favorite
Chalet in Wilmington
5 out of 5 average rating, 125 reviews

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Escape to the serene beauty of Vermont's Green Mountains at the Mount Snow Chalet, a charming retreat nestled on a private wooded lot in the desirable Chimney Hill community of Wilmington. 🏠🌳 Just minutes from the slopes of Mount Snow, our chalet offers the perfect blend of rustic charm and modern amenities for an unforgettable getaway. Designed with love and care, we invite you to relax and stay awhile! 🥰

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