
Fitness-friendly vacation rentals in Western Massachusetts
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in Western Massachusetts
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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.

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)

Riverside Getaway + Wood-Fired Sauna
Welcome to your sanctuary of serenity and tranquility! Nestled in the heart of nature, Rock River Wellness is a private river-side getaway with a touch of rustic luxury. Unwind to the soothing sounds of flowing water and take a cold plunge at your private river beach or detox in your personal sauna. We also offer a full menu of wellness services (Pilates, Yoga, Massage, and more!) to restore your body, mind, and spirit. Contact us to tailor your itinerary. (extra charge for add-on services)

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.

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.

Cozy chalet w/ deck, fire pit, by Hudson & hiking
Cozy 3-bedroom (5-beds), 2-bathroom home on 4 private acres in charming Ghent, NY. Recently renovated, Arch Bridge Chalet offers modern clean comfort with an open floor plan, luxury bathrooms, high-end appliances and cookware, a wood-burning fireplace, outdoor deck, and fire pits. Surrounded by trees, trails, and streams, yet close to Hudson Valley farms, breweries, Berkshires skiing, and the vibrant town of Hudson. Perfect for hiking, biking, kayaking, skiing, and year-round getaways.

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!

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

Private Waterfront • Views, Hot Tub, King Bed
Escape to a modern post-and-beam farmhouse set right on the water, with rustic charm and upscale comfort. Cook in the fully equipped kitchen then unwind in the outdoor hot tub under the stars. Sleep soundly in the king bed after exploring the pond with kayaks, getting active in our gym room or lofted yoga room. Serene views with wildlife visits from deer, beavers, eagles and more. Great location close to hiking, skiing, waterfalls, and great local dining.

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).

Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna
A private hilltop oasis in nature. Newly renovated barn with some luxury amenities including sauna & outdoor firepit & movie theater screen & hot tub & stock tank pool on a 15-acre hilltop w/ views & privacy in Hudson Valley / Berkshires. Fully stocked for cooking & tons of games. Near great shops & restaurants in Hudson & Great Barrington. We can point you to the best people to book for private massages or yoga classes right at the house.

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.
Popular amenities for Western Massachusetts fitness-friendly rentals
Fitness-friendly apartment rentals

Mountainside Condo Ski on/off

Saratoga Getaway 2

Ski-In Ski-Out Loft Lift & MT. Views

Mod-Chic 1 Bedroom with Free Parking & Wifi

Ellen Elizabeth Estates - main Worcester/Millbury

Walk to main lift! The Handle Studio @ Mt. Snow!

Cozy Studio Near Schools, Restaurants, and Shops

Modern Apartment - Close to Everything
Fitness-friendly condo rentals

Spa Dreams

Villa Flora @ Norwich Inn & Spa

~10% OFF~Walk To Mountain~Amenities

Great 2 bedroom condo at Stratton Mountain

Cozy Mt Snow Ski In / Out

Walk to Mt. Snow-Spa-Summer Pool

Jiminy Peak Country Inn - ski in/out condo MT view

Summer in the mountains!
Fitness-friendly house rentals

Shaggerties Cozy Catskills Getaway

Secluded Berkshires Cabin | Deck, BBQ & Town Beach

Entire Home (private pool), Event Friendly

Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub

Antique Uptown Charmer w/ Five-Star Modern Kitchen

New! Gemini House 1892 Farmhouse w/ Pool - Hudson

Berkshires Family Oasis with Hot Tub, Patio, Gym

Hillside Haven
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Rentals with an accessible height toilet Western Massachusetts
- Rentals with beach access Western Massachusetts
- Vacation home rentals Western Massachusetts
- Chalet rentals Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Waterfront rentals Western Massachusetts
- Guesthouse rentals Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Private suite rentals Western Massachusetts
- Hotel rooms Western Massachusetts
- Farmstay rentals Western Massachusetts
- Rentals with a fire pit Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a home theater Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Loft rentals Western Massachusetts
- Cottage rentals Western Massachusetts
- Townhouse rentals Western Massachusetts
- Tiny house rentals Western Massachusetts
- Rentals with a washer and dryer Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Luxury rentals Western Massachusetts
- Condo rentals Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Boutique hotels Western Massachusetts
- Rentals with a patio Western Massachusetts
- Bed and breakfasts Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Cabin rentals Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Beachfront rentals Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- House rentals Western Massachusetts
- Apartment rentals Western Massachusetts
- Rentals with pools Western Massachusetts
- Fitness-friendly rentals Massachusetts
- Fitness-friendly rentals United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Taconic State Park
- Mohawk Mountain Ski Area
- June Farms
- Ski Sundown
- University of Connecticut
- Naumkeag
- Norman Rockwell Museum
- Berkshire Botanical Garden
- Hancock Shaker Village
- Hudson Chatham Winery
- New York State Museum
- Mount Holyoke College
- Rensselaer Polytechnic Institute
- University of Massachusetts Amherst
- Smith College
- Things to do Western Massachusetts
- Things to do Massachusetts
- Nature and outdoors Massachusetts
- Sports activities Massachusetts
- Food and drink Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Tours United States
- Nature and outdoors United States
- Sports activities United States
- Wellness United States
- Entertainment United States
- Art and culture United States





