
Holiday rentals in Pownal
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Top-rated holiday rentals in Pownal
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Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

"The Library Suite"
This beautiful and spacious property is located at the former Inn at Oak Hill and Cherry Court. It's convenient to Williams College, Williamstown Theatre Festival, Clark Art Museum, MassMOCA, Fresh Grass Festival, Jiminy Peak, Bennington College, and many other destinations in southern Vermont and western Massachusetts. Comfortably furnished with modern amenities such as Wi-Fi and satellite TV, this innovative space also surrounds you with beautifully preserved and rustic architectural features.

Berkshires/Ski/Pet FriendlyTanglewood/PrivateRanch
Pet-Friendly, Child-Friendly Getaway! Modern suite with full kitchen on private horse ranch. Wake to horses in the fields, hiking, breakfast on your patio. Perfect location for individuals, couples, families animal lovers. Near all ski areas (Jiminy Peak/Catamount/Bousquet /Butternut), shopping, museums (Norman Rockwell/Mass MoCA) wine tasting (Balderdash Cellars, Hilltop Orchards) Tanglewood, Jacobs Pillow, Miraval, Kripalu, Canyon Ranch. Trail ride lessons /Horse activities available by appt!

River cabin 5 - private shoreline & the VIEWS!
This is my favorite of all 19 cabins at Towpath Landing! 200 degree water views from huge deck just feet from the water and serene privacy - there is a shed on the property not another cabin. Super romantic with a huge fire pit and your own little beachy kayak launch. Vischer Ferry bike trail borders the property for biking, hiking and kayaking. Vaulted beamed ceiling and full walls of glass make for crazy views overlooking the river. Serviced by filtered river water. SO SO PEACEFUL HERE!

Quiet Vermont Home with Amazing View
Beautiful, quiet location just over the border of Vermont. It is located 5 minutes from Williams College, 15 Minutes from Mass MOCA, 15 minutes from Bennington. 30 minutes from Jiminy Peak, 1 hour from Stratton & Mount Snow. The house is perfect for a family and offers a beautiful master bedroom with master bathroom. The full wrap around porch will be equipped with an outdoor table and chairs in the warmer months. A beautiful setting to get away but an easy drive to neighboring towns.

5BR Rustic Mountain Sanctuary Dome Home
Find connection in this secluded mountainous retreat. Enmeshed in the natural landscape, this space is only accessible via unpaved roads. Even the journey here is part of the adventure. *4WD & Snowtires are needed during winter & early spring due to the possibility of snow or mud* This property requires a lot of upkeep and the steward will likely be onsite during your stay, however the whole house will be exclusively reserved for your booking. This space will rejuvenate & inspire

The Vermont Farmhouse|Hiking+Dog Trails+Village
Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

Cozy, bright 3-bedroom Cottage with fireplace.
Cozy, spacious brook-side cottage with 3 bedrooms, 2 baths, fully-equipped kitchen, fireplace, and serene, 382-acre country setting. Colorful artwork, designer furnishings, and well-appointed kitchen and bathrooms will make you feel welcome and at home. Historic charm of Bennington ten minutes away. NYC (182 miles); Boston (118); Mt. Snow (32); Prospect Mountain (13). Close to MASS MoCA (22), Tanglewood (49) and Manchester outlets (32).

High Oaks Lodge on Cossayuna Lake
Come enjoy a lakeside getaway at, newly constructed, High Oaks Lodge on Cossayuna Lake! Situated 25 miles from Saratoga Springs, NY and 33 miles from Manchester, VT. Amazing views of the lake from the spacious open-concept living room. Relax on the lower deck and make s'mores around the outdoor fire pit. Water access and private dock for your boat just steps away from the house. Use the canoe and kayaks provided to explore the lake.

Scenic Vermont Studio
This beautiful retreat is halfway between the ski slopes of southern Vermont and the cultural centers of Williamstown and North Adams, MA. The residence is a modern, spacious, basement apartment, part of an 1860 farm house. It has its own private entrance around the back of the house at ground level. Solar garden lights and motion detector lighting will illuminate your path to the apartment.

COLD SPRING
Welcome to your peaceful Berkshire retreat. Originally a barn, this charming two-bedroom, one-bath apartment features a fully equipped kitchen, skylight-vaulted ceilings, and original wood beams. Just a short drive from Mount Greylock, Jiminy Peak, and the Williamstown Theatre Festival—surrounded by scenic hikes and great local dining, it’s the perfect home base for your getaway.

Cozy Modern Sugar House with spectacular views.
This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.
Popular amenities for Pownal holiday rentals
Other great holiday rentals in Pownal

Unique private retreat near fishing and hiking.

11 mi. to Rivers Casino, 15 mi. to Saratoga

A Luxury Wellness Hut (2 of 3)

The Old Pine House

Newmont Lodge

4 bed/2 bath Home Nestled in Woods Near Mt Snow

Bright airy cottage w/ lake view

Vermont Vacation Villa—Grapevine Getaway
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
- Québec City Holiday rentals
- Okemo Mountain Resort
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Catamount Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Taconic State Park
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Norman Rockwell Museum
- Berkshire Botanical Garden
- Naumkeag
- National Museum of Racing and Hall of Fame
- June Farms
- Hancock Shaker Village




