
Holiday rentals in Westmoreland
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Top-rated holiday rentals in Westmoreland
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Charming, Large House in Walpole NH /VT. Border
NH Lic #064989 Grafton trails VT Granite Gorge Keene snowtube 20 miles Magic Mt. ski 30 m Mt. Sunapee ski Newbury NH 36 Okemo Ludlow VT ski 35 miles Mount Snow West Dover VT 35 m Stratton Stratton VT Ski 44 m Winter activities include snowshoeing, cross country skiing a MA to Canada rail trail for snowmobiles. Walpole is a year round destination for kayaking, hiking Mt Monadnock, mtn biking. golfing, leaf peeping + apple picking local orchards. Keene NH and Brattleboro VT 15 minute drive.
4.98 out of 5 average rating, 91 reviews
~Luxury Tiny Cabin~
Enjoy an intimate weekend escape in our 400 sq ft Tiny Cabin, located in Southern Vermont! This Home overlooks gorgeous hardwoods and seasonal foliage. Listen to the sound of the brook bustling by while nestled on the spacious front porch, sipping a hot cup of coffee or cocoa! 'Tis the season for glamping and our luxury tiny home experience is just what the doctor ordered! Make sure to cross this off your bucket list; about 45 minutes from Mts Okemo and Killington, 5 minutes from local stores!
4.96 out of 5 average rating, 113 reviews
Governer's Brook Camp - 2 Bedroom
Renovated camp, 800 sq ft, near Brattleboro VT & Lake Spofford NH. Hiking trails start at the backyard. I15 minutes to Brattleboro, 5 minutes to the boat ramp on Connecticut River, 15 minutes to Lake Spofford, and 50 minutes to Mt. Snow. Across the road is a (seasonal) tumbling waterfall and gorge called “the Devils Den”. The backyard leads to woodlands with miles of trails. Enjoy a relaxing evening by the firepit overlooking the brook. Or outdoor cooking on a propane grill. ...2 Kayaks.
4.9 out of 5 average rating, 146 reviews
Treehouse Haven in Putney-All Seasons
Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting outhouse ☽ Tea & local coffee ☽ Hot outdoor shower-Closed Nov-April ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Retreat from the business of life; romance, with the family, or even a remote work sanctuary.
4.97 out of 5 average rating, 201 reviews
Peaceful VT Mountain Retreat, Lg Deck & Fire Pit
⭐️ Experience a serene Vermont mountain escape with space, comfort, and privacy. This light‑filled home offers a wraparound deck, outdoor fire pit, vaulted living area, and a fully equipped kitchen—ideal for family vacations, artist and nature retreats, quiet romantic getaways, ski adventures or focused remote work. Enjoy fresh air, direct access to quiet trails and country roads. The village of Putney is a short drive away for dining and local shops. Once here, you won’t want to leave.
5.0 out of 5 average rating, 32 reviews
Charming Putney Village Home!
You will be close to everything when you stay at this large, centrally-located home. It is thoughtfully decorated with a light-filled great room, a bonus upstairs lounge/tv area, and sleeping and dining for 8! The great room features four giant picture windows. The kitchen includes all necessary amenities and an amazing live-edge dining table for meals. Also enjoy a flagstone patio with furniture, grill, solo stove, and privacy garden boxes spilling over with plants.
4.95 out of 5 average rating, 21 reviews
Southern Vermont getaway
Spacious, comfortable and very large light-filled one bedroom all to yourselves. The single-story unit is attached to our lovely farmhouse but has a separate entrance. Hardwood floors, exposed beams and beautiful views of gardens and woods for a one-of a-kind retreat in beautiful Putney, VT. Close to skiing, hiking, and kayaking (45 min to Mt Snow, Okemo, Grafton ponds and more). Plenty of room for reading, TV, cooking, working or napping.
4.96 out of 5 average rating, 112 reviews
Peaceful Beautiful Mountain Home Spectacular Views
15 Spectacular Acres! Plenty of room for the entire family or great for a couples getaway. This home has everything you need. There are brand new mattresses, quilts, linens, towels, cookware, plates and utensils for your comfort. The beautiful mountain views are seen from just about every room. There is a wood burning fireplace, 4 bedrooms and 2 full bathrooms. Both levels have 3 season porches to enjoy the views, coffee, reading or a meal.
4.91 out of 5 average rating, 116 reviews
Honeycrisp Cottage - A Tiny Timber Frame
Honeycrisp Cottage a Tiny Timber Frame is a bright, energy-efficient dwelling nestled on 9 acres overlooking a beautiful forested mountain & trails to explore along a brook. A peaceful getaway retreat equipped with a living room, a king bed, a loft with a queen bed, a full kitchen, & a full bathroom. *Please No Smoking On The Property Mt. Snow - 50 mins Okemo - 50 mins Stratton - 1 hr Killington - 1 hr 20 mins
4.94 out of 5 average rating, 825 reviews
Charming Country Home
Charming one level ranch style home. Quiet country neighborhood 5 miles from Keene, NH, 10 miles from Brattleboro, VT. The home has a fully equipped kitchen, smart TVs, spacious rooms, two bedrooms, two full baths, laundry in basement, couple of steps to master bedroom. Great backyard. Spacious driveway with motion lights.
4.98 out of 5 average rating, 317 reviews
House on a hill
Keep it simple at this peaceful and centrally-located large studio home. Enjoy your coffee while sitting on the screened in porch with beautiful local views. Just 3 miles to Brattleboro, VT and 12 miles to Keene, NH you can spend the day hiking in VT and the night in downtown Keene.
4.98 out of 5 average rating, 115 reviews
Cozy Train Depot in Putney Vermont
Charming and cozy 1 bedroom house in Putney, Vermont. A former train depot, this home is just a few minutes walk to the Connecticut River with boat launch for enjoying fishing, swimming, canoeing and kayaking. Or curl up in the window seat and enjoy the fire!
4.95 out of 5 average rating, 377 reviewsPopular amenities for Westmoreland holiday rentals
Stay near Westmoreland's top sights
Other great holiday rentals in Westmoreland

Charming 4-bedroom house
4.82 out of 5 average rating, 22 reviews
Country Cottage
4.94 out of 5 average rating, 48 reviews
Lakehouse Getaway
5.0 out of 5 average rating, 11 reviews
Peaceful and Private Farmhouse Retreat
5.0 out of 5 average rating, 3 reviews
Sunnyside Farmhouse with lots of outdoor spaces
4.98 out of 5 average rating, 60 reviews
Cozy Downtown Getaway!
4.87 out of 5 average rating, 83 reviews
Cozy Cottage Loft and Retreat
4.98 out of 5 average rating, 61 reviews
Walpole NH Peaceful Farmhouse Getaway-VT/NH Border
5.0 out of 5 average rating, 91 reviewsDestinations to explore
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- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Snhu Arena
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Killington Resort
- Mount Monadnock
- Emerald Lake State Park
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Mount Greylock
- Camp Plymouth State Park
- Mount Holyoke College
- Quechee Gorge
- The Montague Bookmill
- Jamaica State Park
- Bridge of Flowers





