
Fitness-friendly holiday rentals in Western Massachusetts
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Top-rated fitness-friendly rentals in Western Massachusetts
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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)

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/ fireplace near Hudson & skiing
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.

Bright Manchester Studio with Sleeping Loft
Our studio apartment with sleeping loft is great for two adults or a couple with children. Located on a quiet country road great for taking long walks. There is a queen bed in the loft and a pull out queen sofa in the living area. Bright with high ceilings and all new furnishings. We are less than three miles from town, 20 minutes to Bromley and 25 minutes to Stratton. Close to hiking, biking, fishing, great restaurants and shopping. Please note;Owners lives on premise in main house.

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!

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

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..

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

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.

In Town Manchester Studio w/ Loft Bedroom.
The Barn, situated behind our house, is located just a few minutes walk to the center of Manchester. It is a studio setting with general living area on the main floor and a bedroom above in a loft. There is hot tub available to barn guest and a shared (with house) outdoor space. Very clean, very fun space with ample room, comfortable bedding. Perfect for two. (Note: Bedroom Loft is only accessible via a spiral staircase).
Popular amenities for fitness-friendly rentals in Western Massachusetts
Fitness-friendly apartment rentals

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

Mod-Chic 1 Bedroom with Free Parking & Wifi

Cozy Ski Retreat

Ellen Elizabeth Estates - main Worcester/Millbury

Jiminy Peak Ski Loft with Hot Tub

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

Uptown Watervliet

MtSnow Base/View/Fireplace/Balcony/Amenities
Fitness-friendly apartment rentals

Villa Flora @ Norwich Inn & Spa

SKI IN/OUT @ Mount Snow (Hot Tub & Pool)

No Cleaning Fee~10% OFF~Walk To Mountain~Amenities

The Vacay Villa

Great 2 bedroom condo at Stratton Mountain

Norwich spa retreat on golf course near casinos

Cozy Mt Snow Ski In / Out

Walk to Mt. Snow-Spa-Summer Pool
Fitness-friendly house rentals

Entire Home (private pool), Event Friendly

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

Sunset Bay: Amazing waterfront w/ dock on 5 acres!

Fully Equipped Family Home|Private Driveway|Parks

Antique Uptown Charmer w/ Five-Star Modern Kitchen

Private Waterfront • Views, Hot Tub, King Bed

Cow Barn Lodge

Stunning Views, Bucolic Bliss in 1790s Farmhouse
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a patio Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Farm stay rentals Western Massachusetts
- Rentals with a firepit Western Massachusetts
- House rentals Western Massachusetts
- Bed and breakfasts Western Massachusetts
- Hotel rooms Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a cinema Western Massachusetts
- Flat rentals Western Massachusetts
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- Tiny house rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Private suite rentals Western Massachusetts
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- Cottage rentals Western Massachusetts
- Beachfront rentals Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Apartment rentals Western Massachusetts
- Loft rentals Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
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- Guest house rentals Western Massachusetts
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- Holiday home rentals Western Massachusetts
- Rentals with pools Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Waterfront rentals Western Massachusetts
- Boutique hotels Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Fitness-friendly rentals Massachusetts
- Fitness-friendly rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Taconic State Park
- Ski Sundown
- Norman Rockwell Museum
- Naumkeag
- Berkshire Botanical Garden
- June Farms
- Hancock Shaker Village
- University of Connecticut
- New York State Museum
- MVP Arena
- Rensselaer Polytechnic Institute
- Mount Greylock
- The Egg
- Mount Holyoke College
- Smith College




