Book Holiday Homes in Westmoreland

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Featured Holiday Homes in Westmoreland

Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

Westmoreland
Stay at this vacation home in Westmoreland. Enjoy laundry facilities, in-room washers/dryers, and an in-room coffeemaker. Popular attractions North Shore Town ...
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!
Timeless Red Sox Retreat w/ Scenic Mountain Views!

Timeless Red Sox Retreat w/ Scenic Mountain Views!

Putney
Stay at this vacation home in Putney. Enjoy a sauna, a garden, and patios. Popular attractions Butterfield Library and Pete's Stand Vegetables are located ...
Timeless Red Sox Retreat w/ Scenic Mountain Views!
Story Book Lake Front Chateau with Private Beach!

Story Book Lake Front Chateau with Private Beach!

Winchester
Stay at this vacation home in Winchester. Enjoy a garden, laundry facilities, and patios. Popular attractions New England Sweetwater Farm & Distillery and Conant ...
Story Book Lake Front Chateau with Private Beach!
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Downtown Hot Tub Escape

Downtown Hot Tub Escape

Keene
The price is NZ$790 per night from 2 Sept to 3 Sept
NZ$790
2 Sept - 3 Sept
includes taxes & fees
Book a stay at this family-friendly vacation home in Keene. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cheshire Rail Trail and Historical ...
Downtown Hot Tub Escape
Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington
Book a stay at this family-friendly vacation home in Wilmington. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our ...
Beautiful Custom Built Timber Frame Home, Sleeps 11
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

West Wardsboro
Stay at this vacation home in West Wardsboro. Enjoy a garden, laundry facilities, and patios. Popular attractions Mount Snow and Stratton Mountain Resort are ...
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

Dover
Stay at this vacation home in West Dover. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Mount Snow and Snow Lake are located ...
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!
Spacious Riverfront Home 7 Minutes to Stratton!

Spacious Riverfront Home 7 Minutes to Stratton!

Jamaica
Book a stay at this family-friendly vacation home in Jamaica. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions ...
Spacious Riverfront Home 7 Minutes to Stratton!
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
Book a stay at this ski vacation home in West Dover. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mount Snow and Heavy Metal Ski Lift ...
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
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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
423 Holiday Homes
Lowest Price
NZ$228
Highest Price
NZ$790
Popular accommodation
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!, Timeless Red Sox Retreat w/ Scenic Mountain Views!, Story Book Lake Front Chateau with Private Beach!, Downtown Hot Tub Escape, Beautiful Custom Built Timber Frame Home, Sleeps 11, Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes, Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!, Spacious Riverfront Home 7 Minutes to Stratton!, Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Top trending hotels in Westmoreland

Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is NZ$260 per night from 4 Aug to 5 Aug
NZ$260
4 Aug - 5 Aug
includes taxes & fees
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Colonial Motel And Spa
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$228 per night from 2 Sept to 3 Sept
NZ$228
2 Sept - 3 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
Hampton Inn Brattleboro
Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

2.5 out of 5
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
The price is NZ$229 per night from 10 Aug to 11 Aug
NZ$229
10 Aug - 11 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Keene Elm City Hotel, Ascend Hotel Collection
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The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
The Putney Inn
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See all available properties in Westmoreland
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.