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Westmoreland Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Westmoreland vacation rentals

A garden with a wooden pergola, purple flowers, and a river view.

1. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (66 reviews)
"Had a perfect, relaxing stay in this gorgeous spot. Everything was terrific. Highly recommend!"
United States
Wendy B.
The price is AED 591
AED 1,045 total
includes taxes & fees
17 Nov - 18 Nov
Family Friendly Hilltop House In Putney Vermont
A modern kitchen with granite countertops, stainless steel appliances, and a central island.

2. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
9.8 out of 10, Exceptional, (6 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
United States
Jeremy S.
The price is AED 705
AED 1,682 total
includes taxes & fees
16 Nov - 17 Nov
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

3. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (28 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is AED 793
AED 1,359 total
includes taxes & fees
19 Nov - 20 Nov
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A yurt interior with a bed, wooden lattice walls, and a door leading to an outdoor balcony.

4. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (21 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is AED 331
AED 546 total
includes taxes & fees
17 Nov - 18 Nov
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A compact kitchen with wooden cabinets, a built-in microwave, and a refrigerator.

5. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
10.0 out of 10, Exceptional, (3 reviews)
"super cute tiny house! my partner and I had a wonderful time here. It's super close to downtown Brattleboro in a beautiful neighborhood"
United States
Anthony L.
The price is AED 264
AED 349 total
includes taxes & fees
30 Nov - 1 Dec
Cozy Vermont Tiny Home Get Away
A modern, compact cabin with large windows, a wooden exterior, and a small porch with outdoor seating.

6. Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
The price is AED 624
AED 1,041 total
includes taxes & fees
23 Nov - 24 Nov
Wellness Getaway with a Personal Sauna, and Private River Beach!
A yurt with a deck, two Adirondack chairs, and a stone fire pit in a forest setting.

7. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.6 out of 10, Exceptional, (13 reviews)
"Enjoyed my stay"
United States
Ian C.
The price is AED 340
AED 537 total
includes taxes & fees
18 Nov - 19 Nov
Yurt Oasis in the woods of Hinsdale, NH
A rustic wooden cabin with a thatched roof, a wooden deck, and two Adirondack chairs.

8. Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is AED 1,010
AED 1,188 total
includes taxes & fees
15 Nov - 16 Nov
Vikings Villages Resort - Double Bed Room
A wooden house with a porch lit by string lights, surrounded by snow.

9. Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
10.0 out of 10, Exceptional, (17 reviews)
"Clean, cozy, set back and had all the amenities that you would need"
United States
Chelsea G.
The price is AED 323
AED 1,410 total
includes taxes & fees
15 Nov - 16 Nov
Chalet Mount Snow/Stratton Skiing/hiking
A red house with a covered porch and a chimney.

10. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (176 reviews)
"Very pet friendly & nice country location. Host was responsive & helpful."
United States
Neil S.
The price is AED 624
AED 1,366 total
includes taxes & fees
16 Nov - 17 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A lake surrounded by trees, with a wooden deck leading to a white railing.

11. "Pondlife" - Waterfront home in a peaceful, wooded setting.

"Pondlife" - Waterfront home in a peaceful, wooded setting.
Fitzwilliam
10.0 out of 10, Exceptional, (8 reviews)
"Pondlife was clean, calm, cozy, and peaceful...exactly what we wanted...fall foliage was gorgeous....rail trail hiking adjacent to the property and plenty of mountain hiking nearby. If you want to be immersed in nature's beauty, this is perfect..."
United States
Margaret
The price is AED 876
AED 1,034 total
includes taxes & fees
15 Nov - 16 Nov
"Pondlife" - Waterfront home in a peaceful, wooded setting.
A modern living room with a wooden door, a sofa, a dining table with chairs, and a mounted TV.

12. Cozy Tiny House on Main Street. Fully Renovated.

Cozy Tiny House on Main Street. Fully Renovated.
Dublin
10.0 out of 10, Exceptional, (5 reviews)
"This was a perfect place to stay for my solo trip into town for a family wedding. The host was incredibly responsive and friendly and I'd recommend this place to anyone visiting the area!"
United States
David W.
Cozy Tiny House on Main Street. Fully Renovated.
A modern interior with large windows, a wooden ceiling, and a cozy seating area.

13. Stunning Glass House nestled in the Vermont wilderness!

Stunning Glass House nestled in the Vermont wilderness!
Guilford
9.4 out of 10, Exceptional, (3 reviews)
"The glass part of the house is stunning! We wanted to spend all of our time there, and wished that we could enjoy the view from the kitchen and bedroom too. We opted to sleep on the fold-out bed in the glass room instead of in the below-ground bedroom. It was a nice experience!"
United States
Chris O.
Stunning Glass House nestled in the Vermont wilderness!
A spacious cabin with a wooden interior, a dining area, a sofa, and a fireplace.

14. Cozy Cedar Cabin 8 Min to Mount Snow

Cozy Cedar Cabin 8 Min to Mount Snow
Dover
The price is AED 639
AED 2,299 total
includes taxes & fees
22 Nov - 23 Nov
Cozy Cedar Cabin 8 Min to Mount Snow
A rural landscape with a house surrounded by autumn foliage and a river.

15. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is AED 634
AED 2,163 total
includes taxes & fees
15 Nov - 16 Nov
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
A deck with two wicker chairs and a string of lights against a backdrop of trees and a sunset.

16. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.8 out of 10, Exceptional, (7 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
United States
Ava M.
The price is AED 367
AED 465 total
includes taxes & fees
15 Nov - 16 Nov
The Eagles Wing at The CHM - Private Apartment
A wooden interior with a kitchen, bar area, and dining space.

17. The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!
Brattleboro
9.8 out of 10, Exceptional, (9 reviews)
"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"
United States
James M.
The price is AED 420
AED 828 total
includes taxes & fees
18 Nov - 19 Nov
The Studio with a View. Bring your dog, too!
A wooden deck with a black Adirondack chair and a small table, surrounded by trees.

18. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Wardsboro
10.0 out of 10, Exceptional, (20 reviews)
"Cute place, very pet-friendly."
United States
Jeff H.
The price is AED 804
AED 1,756 total
includes taxes & fees
15 Dec - 16 Dec
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
A calm lake with a wooden boat on the shore.

19. Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (52 reviews)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
United States
Scott S.
The price is AED 367
AED 1,075 total
includes taxes & fees
30 Nov - 1 Dec
Cozy 3 bedroom condo 2.5 miles to Mount Snow
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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Top Westmoreland Hotel Reviews

Valley Craft Ales

Valley Craft Ales

10/10 Excellent
"As described. Close to everything down town. Will stay again"
Brynn 1-night trip
Posted 1 hour ago
Valley Craft Ales

Frequently asked questions

Can I find a vacation rental in Westmoreland?

Yes, we give you a choice of vacation rentals close to popular points of interest in Westmoreland, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Westmoreland has to offer?

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns: Visitors like this Westmoreland vacation home rental. It is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Westmoreland?

Explore the area and family-friendly sights such as Cheshire Children's Museum, or get out into nature at a spot like Connecticut River. Spofford Lake and Landmark College are a couple of places you'll find in the larger area.

What’s a vacation rental in Westmoreland like?

Vacation rentals are private properties you can book for short or long periods in Westmoreland. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for small groups.