Default HTG hotel image

Westmoreland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Westmoreland vacation rentals

Property grounds

1. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (64 reviews)
"The house was all we expected. Very comfortable and ready for us when we arrived. It’s a bit out of the way, at the end of a private road, but quiet and secluded. Our host was attentive without being intrusive. She clearly wanted to make sure our stay met our expectations and was pleasant. All in all, a delightful way to visit Vermont!"
United States
Susan G.
The price is SAR 500
SAR 960 total
includes taxes & fees
20 Oct - 21 Oct
Family Friendly Hilltop House In Putney Vermont
Terrace/patio

2. 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, (19 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is SAR 338
SAR 591 total
includes taxes & fees
5 Oct - 6 Oct
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Exterior

3. 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 SAR 638
SAR 1,072 total
includes taxes & fees
20 Oct - 21 Oct
Wellness Getaway with a Personal Sauna, and Private River Beach!
Exterior

4. Central Large 2-bedrooms with office in Keene

Central Large 2-bedrooms with office in Keene
Keene
9.6 out of 10, Exceptional, (7 reviews)
"Friendly hosts and excellent location to walk to downtown."
United States
Joshua
The price is SAR 608
SAR 741 total
includes taxes & fees
4 Oct - 5 Oct
Central Large 2-bedrooms with office in Keene
Outdoor dining

5. 2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
The price is SAR 207
SAR 306 total
includes taxes & fees
29 Sep - 30 Sep
2 private mountain RV pads for rent. Full hook ups
Terrace/patio

6. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Walpole
10.0 out of 10, Exceptional, (52 reviews)
"We had a very lovely stay. "
United States
mary c.
The price is SAR 1,058
SAR 2,089 total
includes taxes & fees
8 Oct - 9 Oct
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Interior

7. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
The price is SAR 297
SAR 421 total
includes taxes & fees
29 Oct - 30 Oct
Cozy Vermont Tiny Home Get Away
Coffee/tea maker, fridge, microwave, oven

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

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (4 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 SAR 721
SAR 1,699 total
includes taxes & fees
26 Oct - 27 Oct
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Coffee/tea maker, fridge, microwave, oven

9. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (26 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is SAR 747
SAR 1,300 total
includes taxes & fees
22 Oct - 23 Oct
Modern Downtown Escape HotTub Fire Pit Games 12ppl
Property grounds

10. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.4 out of 10, Exceptional, (10 reviews)
"What an amazing Yurt. The location was so peaceful. The yurt and outhouse was super clean. Hosts were friendly and helpful. I would stay again if in the area."
United States
Troy H.
The price is SAR 307
SAR 537 total
includes taxes & fees
29 Sep - 30 Sep
Yurt Oasis in the woods of Hinsdale, NH
Exterior

11. Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
10.0 out of 10, Exceptional, (16 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is SAR 330
SAR 1,432 total
includes taxes & fees
29 Sep - 30 Sep
Chalet Mount Snow/Stratton Skiing/hiking
Private kitchen

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

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (5 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 SAR 466
SAR 943 total
includes taxes & fees
30 Sep - 1 Oct
The Studio with a View. Bring your dog, too!
Outdoor pool, a heated pool

13. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is SAR 190
SAR 1,084 total
includes taxes & fees
29 Sep - 30 Sep
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Exterior

14. 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, (172 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is SAR 638
SAR 1,316 total
includes taxes & fees
30 Sep - 1 Oct
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
House (3 Bedrooms) | Front of property

15. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
The price is SAR 548
SAR 1,512 total
includes taxes & fees
5 Oct - 6 Oct
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Exterior

16. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.6 out of 10, Exceptional, (4 reviews)
"Open modern clean space in a lovely quiet location. The hosts were very responsive and helpful. We would be happy to visit again."
United States
Matthew C.
The price is SAR 578
SAR 738 total
includes taxes & fees
27 Oct - 28 Oct
The Eagles Wing at The CHM - Private Apartment
Beach

17. 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 SAR 383
SAR 1,112 total
includes taxes & fees
13 Oct - 14 Oct
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Terrace/patio

18. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Wilmington
9.8 out of 10, Exceptional, (48 reviews)
"Once we got to know the fireplace, it was a wonderful addition to a very cozy cabin. The house felt loved and each different room had different touches of character and magic. We absolutely loved our stay. "
United States
Sarah K.
The price is SAR 398
SAR 1,502 total
includes taxes & fees
5 Oct - 6 Oct
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Terrace/patio

19. Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is SAR 1,032
SAR 1,206 total
includes taxes & fees
29 Sep - 30 Sep
Vikings Villages Resort - Double Bed Room
Terrace/patio

20. 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 SAR 695
SAR 1,582 total
includes taxes & fees
30 Sep - 1 Oct
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westmoreland Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The hotel was clean and it was quiet in my room. Staff were nice. It was conveniently located"
Lauren 2-night trip
Posted 10 hours ago
Hampton Inn Brattleboro

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.