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Fitness-friendly vacation rentals in Western Massachusetts

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Top-rated fitness-friendly rentals in Western Massachusetts

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Two wooden Adirondack chairs are positioned facing a circular stone fire pit, where flames are seen glowing amidst glowing embers. Two glasses filled with a light beverage rest on the ground nearby. A stack of firewood is arranged in the background, surrounded by greenery.

Cabin in Wardsboro

4.85 out of 5 average rating, 136 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.

Two deer are observed near the edge of a tranquil pond, surrounded by lush green foliage. Their reflections can be seen in the calm water, creating a serene atmosphere enhanced by the surrounding nature.

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.

A private deck is presented with two woven chairs surrounding a small table. A white vase holds artificial flowers, complementing the natural greenery in the background. The wooden railing and floor enhance the outdoor setting's relaxing ambiance.

4.91 out of 5 average rating, 105 reviews

Base of M.S. All Seasons Fun. Deck/HotT/Pool/Sauna

Sunsil Loft @ MountSnow, your ideal Getaway. Walk to the Base. Unbeatable access to skiing, hiking, biking. Vermont never stops to surprise you with its outdoor adventures, great food and views. The loft offers a cozy gas fireplace, private deck. The kitchen has all you need to prep meals. You also have access to the pool (Summer), sauna, hot tub and GYM. Whether you’re skiing, hiking and biking in summer, or enjoying the fall foliage, our loft is your perfect home base in the Green Mountains.

Top guest favorite

The chalet is set among trees, featuring a wooden exterior and a spacious deck adorned with warm lights. The two-story structure includes a balcony on the upper level and large windows inviting natural light. A garage is visible to the right, situated on a green lawn.

4.99 out of 5 average rating, 269 reviews

Cozy chalet w/ fireplace near Hudson & hiking

3-bedroom (5-beds), 2-bathroom home on 4 acres on a quiet street in charming Ghent, NY. Renovated in late 2021, this lovely chalet features an open floor plan, luxury bathrooms, new, high-end appliances and cookware, a wood-burning fireplace, outdoor deck, and fire pits. The home is surrounded by nature—trees, trails, streams, and farms—all close by. Hike, bike, kayak, or go to a brewery. Discover the nearby Hudson Valley farms, ski in the Berkshires, or visit the trendy town of Hudson, NY.

Home in Woodstock

4.98 out of 5 average rating, 146 reviews

Woodstock Historic Artist Estate- The Museum House

The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..

Home in Wilmington

4.9 out of 5 average rating, 147 reviews

Martin Ski Barn - 4BR Ski House, 15 min to Mt 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.

A welcoming entrance is featured, showcasing a white door with a window. The steps are constructed from light-colored wood, leading up to the door. A railing provides support along the right side. Neighboring greenery is visible in the background.

Home in Bristol

4.92 out of 5 average rating, 185 reviews

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

A charming window nook features soft, sheer white curtains framing a view of the renovated gymnasium below. Natural light fills the space, highlighting the wooden beams of the gym while a decorative planter with grass adds a touch of greenery.

Apartment in Mechanicville

4.91 out of 5 average rating, 255 reviews

The BoHo Flat” - Elegance & Charm

You are going to love this place!!! It extremely unique and charming!!! 100 Year old school building converted into luxury apartments! The unit you’re viewing is on the MEZZANINE LEVEL, it’s exclusive to you! The unit overlooks the old gymnasium which Has been converted - It’s One of a kind!! A covered roof top terrace, a outdoor patio with fire pit & bbq. Theres a fitness area (Actual registered FALLOUT shelter of the 60’s) to name a few.

An interior view showcases a modern staircase with wooden steps and a metal railing, leading to a second floor. Natural light floods the space through large glass windows, illuminating the wooden walls and a stone fireplace. A green plant adds a touch of nature.

Home in Londonderry

4.99 out of 5 average rating, 137 reviews

Modern 3-bedroom A-frame in Londonderry w/ Pond

This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).

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.

4.81 out of 5 average rating, 225 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.

Top guest favorite

Two chairs are positioned near the water's edge along a gently flowing river, surrounded by lush greenery. The scene is framed by trees, providing a serene atmosphere for relaxation by the water.

Apartment in Williamstown

5 out of 5 average rating, 131 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.

A stone pathway winds through a landscaped garden, leading toward a vast green lawn. Lush trees and colorful shrubs offer variety, while soft evening light casts a gentle glow over the mountain views in the background. The tranquil scene is framed by a peaceful, natural setting.

Home in Pittsfield

4.98 out of 5 average rating, 125 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, 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.

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

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Apartments

Convenient locations with everyday essentials

Popular amenities for Western Massachusetts fitness-friendly rentals

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

An outdoor pool area is surrounded by several lounge chairs and umbrellas, offering a view of vibrant autumn foliage on the hills. The pool is partially covered, and a building is visible in the background, enhancing the resort-like atmosphere.

Apartment in Hancock

4.86 out of 5 average rating, 29 reviews

Mountainside Condo Ski on/off

A view from the condo showcases snow-covered slopes leading up to the mountain, with ski lifts operating in the distance. The landscape is framed by the rustic stone chimney of the adjacent building, creating a serene winter scene.

Apartment in Hancock

4.97 out of 5 average rating, 38 reviews

Ski-InSki-Out Loft Lift&MT.Views

A spacious living room features a comfortable couch adorned with colorful pillows. A potted plant adds a touch of greenery beside a contemporary armchair. Light filters through sheer curtains, and a soft area rug covers the hardwood floor, creating a cozy atmosphere.

Apartment in Hartford

4.92 out of 5 average rating, 53 reviews

Mod-Chic 1 Bedroom with Free Parking & Wifi

A cozy bedroom features a king-sized bed with layered bedding and neatly arranged towels. Natural light filters through two large windows dressed in soft curtains, highlighting a vintage wooden dresser and an inviting ambiance.

Apartment in Tivoli

4.85 out of 5 average rating, 227 reviews

Ground Floor Apartment on Hudson River

A cozy living area features a tall Christmas tree adorned with lights and ornaments next to a glass-top coffee table. A fireplace with built-in decor sits beneath a mounted television. Velvety blue chairs complement an orange accent pillow on the nearby couch, surrounded by large windows with sheer curtains.

Apartment in Hancock

5 out of 5 average rating, 11 reviews

Artsy loft near MassMoCA with pool and hot tubs

An outdoor recreational area is illuminated at night, featuring a billiard table under a gazebo. Guests are seated around picnic tables, enjoying their time. Soft lighting enhances the ambiance, while the yard displays green grass and surrounding structures.

Apartment in Watervliet

4.95 out of 5 average rating, 73 reviews

Uptown Watervliet

A spacious room is designed with a comfortable bed featuring a striped blanket. A decorative rug adds warmth to the space. Natural light enters through double doors leading to the patio. A wooden desk and chair complement the decor, offering a practical work area.

Apartment in Mansfield

4.92 out of 5 average rating, 50 reviews

Peaceful eco-friendly two bedroom apartment.

Top guest favorite

A welcoming sign crafted from green wire rests on a wooden base, displayed on a glass table. In the background, a spacious bed with decorative bedding and large windows allows natural light to illuminate the room.

Apartment in West Hartford

5 out of 5 average rating, 86 reviews

Cozy Studio Apartment

Fitness-friendly condo rentals

A tranquil garden area is depicted, featuring a small pond surrounded by smooth stones. Lush greenery and vibrant flowers create a serene atmosphere, while several individuals in white robes stroll along the pathways, contributing to the peaceful setting.

Condo in Norwich

4.84 out of 5 average rating, 151 reviews

Villa Flora @ Norwich Inn & Spa

Condo in New Ashford

5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8

A detailed map of Mount Snow displays the layout of ski trails, lifts, and facilities. Color-coded lines indicate various runs, with labels for the main face, North Face, and Carinthia, highlighting the ski area's accessible features and terrain options.

4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

A wood-paneled sauna is depicted, featuring bench seating along the walls. The walls and ceiling are constructed from warm-toned wood, enhancing the natural ambiance. A stove for heating is visible, accompanied by a wooden bucket, inviting relaxation and comfort.

4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

Top guest favorite

A spacious indoor hot tub is surrounded by angled wooden beams and skylights, allowing natural light to illuminate the space. The bubbling water creates a relaxing atmosphere, and the clean, white steps lead up to the edge of the tub.

4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

A warm entrance area features wooden paneled walls and a stone floor. A long bench sits against the wall, accompanied by multiple hooks for hanging items. The space is well-lit with a ceiling fixture, providing a welcoming atmosphere for guests.

Condo in Stratton

4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

Top guest favorite

An outdoor grilling area is displayed, featuring two stainless steel grills placed on a stone countertop. Lush greenery and trees surround the space, providing a natural backdrop for cooking and social gatherings.

5 out of 5 average rating, 58 reviews

Four Seasons Slope-side Getaway at Mount Snow

An aerial view highlights the snow-covered landscape surrounding a cluster of buildings. The closeness to Mt. Snow is indicated, with ski slopes visible in the background and a map marker identifying the property location amidst trees.

4.84 out of 5 average rating, 119 reviews

Walk to Mt. Snow-Spa-Summer Pool

Fitness-friendly house rentals

The farmhouse features a charming blue exterior with white trim and a large front porch. A prominent chimney rises from the side of the house. Lush green grass surrounds the home, with trees providing a natural backdrop and an American flag visible at the entrance.

Home in West Stockbridge

4.86 out of 5 average rating, 44 reviews

Magical Berkshires Farmhouse on 18 Glorious Acres!

The renovated house is situated amidst lush greenery, surrounded by trees and a well-maintained lawn. A small swimming pool is visible within a fenced area, complemented by several umbrellas for shade, enhancing the outdoor ambiance on a sunny day.

Home in Woodstock

4.94 out of 5 average rating, 239 reviews

Cedar Ridge: House or House+Apartment

An open-concept living area features a modern teal sofa and a light gray lounge chair, both positioned on a textured area rug. Sunlight pours in through large windows, illuminating natural wood flooring and creating a bright and inviting space. A cozy wood stove is visible in the corner.

Home in Cornwall

4.89 out of 5 average rating, 19 reviews

Gunn Brook Mountain House

The open living area showcases a modern curved sectional sofa in dark leather, adorned with cream and patterned pillows. A sleek chandelier hangs from the high ceiling, complemented by a wall-mounted TV and a wooden fireplace. Large sliding doors lead to the outdoor patio.

Home in Hancock

4.94 out of 5 average rating, 32 reviews

Bougie B’s Mountainside Getaway

4.98 out of 5 average rating, 43 reviews

Spacious Waterfront w/ Hot Tub & Yogo Studio

Top guest favorite

A bright living area features large windows allowing natural light to fill the space. Comfortable seating arrangements include two armchairs and a vintage-style sofa. A small bookshelf displays assorted books, while a decorative mirror and plants add touches of character to the room.

Home in Brunswick

5 out of 5 average rating, 65 reviews

Eclectic Troy Retreat w/ Hot Tub & Sauna!

The lakefront home features a charming exterior with a stone chimney and a broad deck that wraps around the front, providing outdoor space for relaxation. Surrounding greenery enhances the natural setting, and large windows invite natural light into the living areas.

Home in Burrillville

4.94 out of 5 average rating, 32 reviews

Lakefront Beauty with Hot Tub

A bright living area features large windows that invite natural light. The space includes a dark sofa, a vibrant yellow armchair, and a soft, patterned area rug. A coffee table is centrally placed, accompanied by a small side table with a decorative lamp.

Home in Taghkanic

5 out of 5 average rating, 96 reviews

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

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