Book Holiday Homes in Westmoreland

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Featured Holiday Homes in Westmoreland

Downtown Hot Tub Escape

Downtown Hot Tub Escape

Keene
The price is AU$764 per night from 18 Aug to 19 Aug
AU$764
18 Aug - 19 Aug
includes taxes & fees
With a stay at this vacation home in Keene, you'll be within a 10-minute walk of Cheshire Rail Trail and Historic Main Street.
Downtown Hot Tub Escape
Charming Chester Farmhouse – peaceful and close to everything!

Charming Chester Farmhouse – peaceful and close to everything!

Chester
The price is AU$657 per night from 16 Sept to 17 Sept
AU$657
16 Sept - 17 Sept
includes taxes & fees
Located in Chester (Chester Depot), this vacation home is within a 5-minute drive of DaVallia Art & Accents and Bonnie's Bundles Dolls.
Charming Chester Farmhouse – peaceful and close to everything!
Timeless Red Sox Retreat w/ Scenic Mountain Views!

Timeless Red Sox Retreat w/ Scenic Mountain Views!

Putney
Located in Putney, this vacation home is a 4-minute drive from Connecticut River and 6 minutes from Butterfield Library.
Timeless Red Sox Retreat w/ Scenic Mountain Views!
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Story Book Lake Front Chateau with Private Beach!

Story Book Lake Front Chateau with Private Beach!

Winchester
Located in Winchester, this vacation home is a 5-minute drive from Ashuelot River and 6 minutes from Winchester Speedpark.
Story Book Lake Front Chateau with Private Beach!
Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington
Located in Wilmington, this vacation home is on a lake, a 1-minute drive from Lake Raponda and 9 minutes from South Main Street.
Beautiful Custom Built Timber Frame Home, Sleeps 11
Cozy cottage tucked away in the woods

Cozy cottage tucked away in the woods

Townshend
Located in Townshend, this vacation home is in the mountains, within a 10-minute drive of Townshend State Park and Townshend State Forest.
Cozy cottage tucked away in the woods
The  S T A C K  HAUS on golf course/10 mins to Lake Witingham <br>

The S T A C K HAUS on golf course/10 mins to Lake Witingham <br>

Wilmington
Located in Wilmington, this vacation home is next to a golf course, within a 5-minute walk of Green Mountain National Forest and The Hermitage Golf Club.
The S T A C K HAUS on golf course/10 mins to Lake Witingham <br>
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
With a stay at this vacation home in West Wardsboro, you'll be in the mountains, within a 15-minute drive of Mount Snow and Green Mountain National Forest.
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
My Abode: Heated Pool - Hot Tub, Tennis court, Firepit, Sauna, Gym, Hot Tub

My Abode: Heated Pool - Hot Tub, Tennis court, Firepit, Sauna, Gym, Hot Tub

Dover
With a stay at this vacation home in West Dover, you'll be within a 5-minute drive of Mount Snow and North Branch Deerfield River.
My Abode: Heated Pool - Hot Tub, Tennis court, Firepit, Sauna, Gym, Hot Tub
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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
420 Holiday Homes
Lowest Price
AU$208
Highest Price
AU$764
Popular accommodation
Downtown Hot Tub Escape, Charming Chester Farmhouse – peaceful and close to everything!, Timeless Red Sox Retreat w/ Scenic Mountain Views!, Story Book Lake Front Chateau with Private Beach!, Beautiful Custom Built Timber Frame Home, Sleeps 11, Cozy cottage tucked away in the woods, The S T A C K HAUS on golf course/10 mins to Lake Witingham
, Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes, My Abode: Heated Pool - Hot Tub, Tennis court, Firepit, Sauna, Gym, Hot Tub

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 AU$237 per night from 17 Aug to 18 Aug
AU$237
17 Aug - 18 Aug
includes taxes & fees
A stay at Colonial Motel And Spa places you in the heart of Brattleboro, steps from Brattleboro Bowl and 11 minutes by foot from New England Center for Circus ...
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 AU$208 per night from 4 Sept to 5 Sept
AU$208
4 Sept - 5 Sept
includes taxes & fees
Located in Brattleboro, Hampton Inn Brattleboro is a 2-minute drive from Brattleboro Bowl and 7 minutes from Brattleboro Farmers' Market.
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 AU$209 per night from 26 Aug to 27 Aug
AU$209
26 Aug - 27 Aug
includes taxes & fees
With a stay at Keene Elm City Hotel, Ascend Hotel Collection in Keene, you'll be within a 5-minute drive of Cheshire Children's Museum and Historic Main ...
Keene Elm City Hotel, Ascend Hotel Collection
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Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St, Keene, NH
Fully refundableReserve now, pay when you stay
The price is AU$249 per night from 24 Aug to 25 Aug
AU$249
24 Aug - 25 Aug
includes taxes & fees
Located in Keene, Best Western Plus Keene Hotel is in the suburbs, within a 5-minute drive of Cheshire Children's Museum and Keene State College.
Best Western Plus Keene Hotel
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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.