Book Holiday Homes in Westmoreland

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Featured Holiday Homes in Westmoreland

 500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

Dover VT
Stay at this ski holiday home in West Dover. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Mount Snow and Heavy Metal Ski Lift are located ...
Opens in a new window 500ft across the street to Carnitha. Gromet to main lift or take Moover to Base
Private Beach And  Mountain Lake Home

Private Beach And Mountain Lake Home

Washington NH
Stay at this beach holiday home in Washington. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Washington Museum and Washington Common are ...
Opens in a new windowPrivate Beach And Mountain Lake Home
Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington VT
Stay at this family-friendly holiday home in Wilmington. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowBeautiful Custom Built Timber Frame Home, Sleeps 11
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Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

West Dover Vermont VT
Stay at this family-friendly holiday home in West Dover. Enjoy free Wi-Fi, a sauna and laundry facilities. Popular attractions Mount Snow and Discovery Shuttle ...
Opens in a new windowLuxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!
Spacious Riverfront Home 7 Minutes to Stratton!

Spacious Riverfront Home 7 Minutes to Stratton!

Jamaica VT
Stay at this family-friendly holiday home in Jamaica. Enjoy laundry facilities, cable/satellite TV service and an in-room coffee maker. Popular attractions Stratton ...
Opens in a new windowSpacious Riverfront Home 7 Minutes to Stratton!
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Townshend VT
Stay at this holiday home in Townshend. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Townshend State Park and Moore Free Library are ...
Opens in a new windowLuxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Dover VT
Stay at this ski holiday home in West Dover. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Mount Snow and Heavy Metal Ski Lift are located ...
Opens in a new windowBrand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi

Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi

Jamaica VT
Stay at this holiday home in Jamaica. Enjoy a garden, laundry facilities and patios. Popular attractions Stratton Mountain Resort and Jamaica State Park are ...
Opens in a new windowBeautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi
Six Bedroom Mountain Estate with Internet Access

Six Bedroom Mountain Estate with Internet Access

West Dover VT
Stay at this family-friendly holiday home in West Dover. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Mount Snow and Mount Snow Golf ...
Opens in a new windowSix Bedroom Mountain Estate with Internet Access
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Westmoreland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Westmoreland vacation homes are the perfect way for you to wing it.

Holiday houses in Westmoreland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Westmoreland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Westmoreland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Westmoreland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Westmoreland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Westmoreland Holiday Homes essential information

Accommodation
364 Holiday Homes
Lowest Price
NZ$150
Highest Price
NZ$458
Popular accommodation
500ft across the street to Carnitha. Gromet to main lift or take Moover to Base, Private Beach And Mountain Lake Home, Beautiful Custom Built Timber Frame Home, Sleeps 11, Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!, Spacious Riverfront Home 7 Minutes to Stratton!, Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC, Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. , Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi, Six Bedroom Mountain Estate with Internet Access

Top trending hotels in Westmoreland

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way West Dover VT
The price is NZ$458 per night from 16 Dec to 17 Dec
NZ$458
16 Dec - 17 Dec
includes taxes & fees
Stay at this spa resort in West Dover. Enjoy free Wi-Fi, free parking and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located ...
Opens in a new windowMount Snow Grand Summit Resort
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is NZ$150 per night from 22 Dec to 23 Dec
NZ$150
22 Dec - 23 Dec
includes taxes & fees
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowThe Covered Bridge Inn
Valley Craft Ales

Valley Craft Ales

2 out of 5
18 N Main St Wilmington VT
Fully refundableReserve now, pay when you stay
Stay at this lodge in Wilmington. Enjoy free Wi-Fi, free parking and a fireplace in reception. Popular attractions South Main Street and Jim McGrath Gallery ...
Opens in a new windowValley Craft Ales
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Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is NZ$271 per night from 4 Jan to 5 Jan
NZ$271
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking and a fitness centre. Our guests praise the breakfast and the helpful ...
Opens in a new windowHampton Inn Brattleboro
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.