
Townhome holiday rentals in Western Massachusetts
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Top-rated townhouse rentals in Western Massachusetts
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Amazing + pet friendly gem in the heart of Windham
Amazing 2 floor spacious getaway with A/C just minutes away from Windham Mountain ski resort, hiking trails, and great restaurants. Family friendly home with a large inviting living room, 2 spacious bedrooms, 2 full bathrooms and wood burning fireplace. Updated kitchen appliances, super-fast Wi-Fi and 3 smart TV's. Many extras including parking, 2 tennis courts, swimming pool and firepit. BBQ Grill on private back deck with scenic views. Winter season rentals preferred during Dec - March.

West Mt View- 15 min. to Lake George!
Near Lake George: Pristine lodging with convenient access to the Adirondacks! 12 min. to Lake George & 20 min. to Saratoga. Relax in this calm, stylish space. The quiet setting of surrounding evergreen trees will certainly renew your soul. Prepare a fine meal in the modern kitchen, while taking in the mountain views from the kitchen window. Backyard fire pit! Newly remodeled in 2022, this cozy space features custom industrial and rustic touches throughout. It is one unit of a duplex property.

Saratoga 3 BR SPAC Track & Downtown Hot tub 7 Beds
Large Saratoga Townhouse close to SPAC and the Horse Racetrack and downtown Saratoga. This home is fully furnished and has everything that you need for a perfect stay. The home has an updated kitchen, updated bathrooms, 3 big bedrooms and a newly added hot tub!! There is a living room and couch which pulls out into bed, loveseat pullout and a large TV. Extra mattresses/blow ups to sleep everyone upon request. Close to; Downtown, restaurants, parks, and bars! The home is private and relaxing.

Newly renovated Northampton getaway!
Our newly remodeled apartment in a private neighborhood is thoughtfully designed with your needs in mind including many amenities. Enjoy the fully functional kitchen, spacious bathroom, 2 bedrooms and a cozy living room with a large 65" HD TV and high-speed internet. Located within easy walking distance to downtown restaurants and bars, local shops, Amtrak station, Smith College and Northampton Fine Arts Center. Enjoy your Northampton experience in a private yet luxurious setting.

Elegant Townhouse, Hudson center, 3 ensuite baths
3-bedroom new and modern townhouse centrally located with en suite baths in every bedroom (walk-in showers, soaking tub) and a powder room on main floor; chef's kitchen (induction cooktop, convection and speed ovens, built-in refrigerator with ice maker, dishwasher, wine cooler); two living rooms, one with smart tv; silent split-unit heating and cooling; washer/dryer; off-street parking; private decks; garden + grill in back; high speed internet; built-in desks in every bedroom.

Saratoga Lake Front #1, minutes to The Track!
Delightful 3,000 sqft lakefront town home only 15 minutes to the historic Saratoga Springs Track and cultural center, on the east shore of the lake, 3 miles to Brown's Beach. Beautiful and spacious rooms with custom finishes. Cozy fireplace to conquer the cold weather! An amazing place to enjoy the gorgeous sunsets from the private wrap around porch! The driveway can accommodate 3 cars. Snowshoes in the closet for your use! NEW: 12' indoor shuffleboard table for hours of fun!

15 min to Woodstock/Saugerties/Hunter (2 bedroom)
Private 2 bedroom home on a wooded lot. Owner lives on site. I live on one side, the other is your unit. Fully stocked kitchen, bathroom and on site parking. All linens and towels provided. 10 minutes from Woodstock & Saugerties. 100 miles from NYC. Located in the Catskills Private yard with fire-pit and BBQ. If you are looking for a weekend away to enjoy the quiet of the outdoors and close to great restaurants, hiking and swimming holes, this is the place.

In style row house with private hot tub/pool table
You must be thoughtful of the neighbors no loud music!!! Amazing, fully remodeled home with a huge deck, hot tub (365), pool table and sun porch with electric fireplace. Three large bedrooms with plenty of sleeping space. Chef's kitchen with ample counter-space, gas range and breakfast bar. Conveniently located, the house sits 1/2 block from the beautiful pond, steps from the E bikes and rail trail, dozens of bars/restaurants, and 500 ft from Williston campus

Cozy Stay – King Bed, Soaking Tub & Fire Pit
Cozy winter reset in Clifton Park—perfectly located for easy trips to Saratoga Springs, Albany, Troy, and Schenectady. Sink into a plush king bed, unwind in the soaking tub, and end the day by the fire pit under string lights. Whether you’re here for a quiet getaway, work trip, or a longer stay, you’ll have comfort, privacy, and the space to truly relax. Outdoor movie screen: “available weather-permitting” + two 65" TV indoors for winter nights.

Bespoke + Luxe Designer Rental in Hudson NY
Welcome to This Old Hudson’s Maison! This spacious, light-filled rental has been tastefully renovated by Zio and Sons with vintage charm and artful details. The luxuriant, timeless design combines comfort, convenience, and elegance. A quick walk to Warren Street offers the finest eateries, art galleries, and antique stores the valley has to offer. We take pride in our exceptional hospitality with this authentic rental experience.

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!
Renovated 3-level, 2 bedroom+ twin sleep loft, 2.5 bathroom townhouse on Mt Snow. For the non-snowy months, enjoy the outdoor heated pool, gas fire pit, grill, tennis courts & hiking trails up the mountain as well as other great local activities, lakes and festivals near by. In the winter, take the shuttle 1 mile to the mountain and take the private ski trail back home. NOTE: Pool is Open between Memorial Day & Labor Day

Cozy 3BR townhome w/views & smart climate control
Escape the city with this cozy 3-bedroom (including loft), 2-bath Catskills vacation rental with scenic views located only 2 hours away from NYC. You’ll be within 1 mile of Tannersville’s Main Street lined with lots of restaurants and antique shops, 4 miles to Hunter Mountain and 13 miles to Windham Mountain as well as other nearby attractions. Perfect for families or small group of friends.
Popular amenities for townhouse rentals in Western Massachusetts
Family-friendly townhouse rentals

Modern space, everything you could want!

Mountain Haven for Families| Deck | Shuttle

LuNo - Relaxing Ski and Culture Berkshires Escape

Fabulous North End Victorian

Newly Renovated Mountainside Townhome, Jiminy Peak

Your Windham Mtn. Getaway•Private Spa•5 min to Ski

Peaceful woods area suite.

Creekview Catskill Lodge w/ Canoes & Mtn Views
Townhouse accommodation with a washing machine and dryer

Mountainside Oasis + 2 min from Hunter Mountain!

Families and Friends - Hike, Ski, Dine, Relax!

Spacious 2 Bdr. Townhome Minutes from Windham Mtn

Hudson Pearl

Mount Snow Best View - Sauna|HotTub|Pool|Fireplace

EV charger - moments to slopes!

Modern Mount Snow Gnarvana | Walk to Lodge & Lifts

Bear Den - Adirondack Retreat + Lake Access
Townhouse rentals with a patio

Ski-In/Ski-Out Townhouse at Hunter Mountain

A Modern Hideaway in the Heart of Woodstock

Saratoga Lantern House

Mountain View Condo • Windham

Cozy, peaceful-3Br (5 beds)2.5 Bath townhouse

2 Bedroom Villa Spa, Foxwoods, Mohegan Great Wolf

Gorgeous Mountain View | Ski/Fast Wi-Fi/Wood Stove

Dover Green Den | Cozy Cabin Feel, Fireplace, Loft
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
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- Jersey Shore Holiday rentals
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- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- House rentals Western Massachusetts
- Cabin rentals Western Massachusetts
- Flat rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
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- Farm stay rentals Western Massachusetts
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- Lakehouse rentals Western Massachusetts
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- Tiny house rentals Western Massachusetts
- Rentals with a patio Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Rentals with a washing machine and dryer Western Massachusetts
- Family-friendly rentals Western Massachusetts
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- Bed and breakfasts Western Massachusetts
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- Hotel rooms Western Massachusetts
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- Townhouse rentals United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Taconic State Park
- Ski Sundown
- Norman Rockwell Museum
- June Farms
- Naumkeag
- Berkshire Botanical Garden
- University of Connecticut
- Hancock Shaker Village
- New York State Museum
- Mount Holyoke College
- The Egg
- MVP Arena
- Rensselaer Polytechnic Institute
- Mount Greylock
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