Fitness-friendly holiday rentals in Western Massachusetts

Find and book unique fitness-friendly accommodation on Airbnb

Top-rated fitness-friendly rentals in Western Massachusetts

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

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Guest favourite

Home in Woodstock

4.94 out of 5 average rating, 386 reviews

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Guest favourite

The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.

Cabin in Wardsboro

4.86 out of 5 average rating, 177 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Superhost

Home in Newburgh

4.83 out of 5 average rating, 126 reviews

Entire Home (private pool), Event Friendly

This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

Guest favourite

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 favourite

A wooden deck features a hot tub, gently steaming in the evening air. String lights illuminate the surrounding area, casting a warm glow over the autumn foliage. Two Adirondack chairs are positioned nearby, inviting relaxation in the serene, wooded setting.

Home in Taghkanic

5 out of 5 average rating, 116 reviews

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis

Our peaceful, skylit, 3-bed 2-bath lodge is a totally private woodland paradise on a quiet country lane. Part secluded retreat, part rustic resort, part '70s-style cottage, it's only 2 hours from NYC & 20 minutes from Hudson. Unwind in 50 acres of untouched forest & grounds, a seasonal saltwater pool & cabana bar, a Finnish sauna & 7-person hot tub (open year-round), an open chef's kitchen & living room, & a sunny deck overlooking endless natural splendor. See more @sunbeamlodge on Instagram.

Top Guest favourite

A large stone fireplace dominates the living area, featuring a warm fire crackling within. The rustic stonework encompasses the fireplace, adding texture to the space. A smooth stone hearth extends beneath, complemented by various tools nearby, creating a cozy focal point.

Barn in Accord

4.95 out of 5 average rating, 107 reviews

+Unique+Chic+Catskills Charmer+Barn Retreat+

PEACE + NATURE + COMFORT De-stress and de-compress in the heart of the Hudson Valley farm to table food and music scene. Be rural without being remote. Experience a country getaway in an architecturally renovated barn with a huge stone fireplace and creature comforts. Get away from it all while still remaining close to services and amenities. Near Mohonk Mountain, Minnewaska, and Rail Trails. Minutes from the "Cultivated Wild" of Inness, Westwind Orchard, Arrowood Farms, and Stonehill's.

Guest favourite

A spacious living area is presented with a large flat-screen TV mounted on a white entertainment unit. A soft gray sofa sits nearby, and a decorative area rug enhances the room's aesthetic. Natural light streams in through a front door adorned with a glass panel.

Guesthouse in Watertown

4.94 out of 5 average rating, 114 reviews

Private studio guesthouse

Kick back and relax in this peaceful, quiet, stylish space with high ceilings, central heat and air, huge bathroom, mini kitchen, fridge, microwave, coffee maker, 75" TV, onsite laundry and workout equipment when needed, private parking space, private entrance, high-speed internet, countless local restaurants, fast food chains and cafes, all major supermarkets, hospitals and doctors offices, post offices, easy access to numerous lakes, golf course and wineries. Indeed, a home away from home.

Top Guest favourite

An indoor pool area features a large swimming pool and a jacuzzi, both surrounded by wooden paneling and large glass windows. The space is brightly lit, showcasing the inviting water and smooth flooring, creating a relaxing atmosphere for guests.

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 favourite

A clear blue saltwater pool is surrounded by a spacious patio. Lush green trees and flowering plants provide natural privacy, while a partially shaded pergola is visible in the background. The serene atmosphere is enhanced by a bright sky with scattered clouds.

Condo in Norwich

4.94 out of 5 average rating, 175 reviews

Near Casino-Heated Pool/Jacuzzi/Sauna- Onsite Spa

- Sleeps 4 (Queen bed & air mattress) -Heated towel/robe warmer, plush robes, microfiber hair wrap, makeup mirror -Coffee bar w/ french press, espresso machine, fresh coffee beans, flavored syrups, tea -Fully stocked kitchen w/ airfryer, baking essentials, toaster - Access to streaming services is provided (no cable TV) -Barware including cocktail shaker set, champagne flutes, margarita/wine/whiskey glasses -Complimentary toiletries & feminine oriented essentials -Indoor fireplace

Guest favourite

A hot tub sits under a wooden pergola, with soft lighting creating a warm ambiance. In the background, a fire pit glows softly, surrounded by lush gardens and a stone wall, providing a peaceful setting for evening relaxation.

Home in Pittsfield

4.97 out of 5 average rating, 150 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!

Guest favourite

Home in Antrim

4.98 out of 5 average rating, 235 reviews

HotTub FirePit Games Huge Backyard Family Friendly

The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Grill, Hammock, Gym equipment XBox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong table, mini pool table Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, house on 2 private acres

Guest favourite

The exterior of the two-story home is shown, featuring a covered patio with a white pergola adorned with string lights. A seating area is visible on the patio, while large windows in the upper story invite ample natural light. The greenery surrounds the property.

Home in Hudson

4.82 out of 5 average rating, 284 reviews

Bright, Airy Home in Hudson w/ TONS of Character!

Welcome to 514 Route 66! Conveniently located 5 min from historic Warren St, this bright and stylish country home is just minutes from downtown Hudson, where you can enjoy fine-dining restaurants, hip cocktail bars, art galleries, antique shopping, and more. Or, just relax, stay home, and sip coffee or wine in the sun-drenched living area, beneath the vaulted ceiling. A perfect mix of town and country, for a perfect upstate weekend.