Holiday Rentals Westmoreland from £167: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Westmoreland holiday rentals

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

1. Family Friendly Hilltop House In Putney Vermont

Putney

Wendy B.

includes taxes & fees

17 Nov - 18 Nov

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!

Keene

Jeremy S.

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a wooden countertop, dark cabinets, and a large window.

3. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Keene

cody s.

includes taxes & fees

16 Nov - 17 Nov

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

Hinsdale

Adrienne

includes taxes & fees

28 Nov - 29 Nov

A compact kitchen with wooden cabinets, a built-in microwave, and a refrigerator.

5. Cozy Vermont Tiny Home Get Away

Brattleboro

Anthony L.

includes taxes & fees

30 Nov - 1 Dec

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!

Newfane

Joseph P.

includes taxes & fees

16 Nov - 17 Nov

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

Hinsdale

Ian C.

includes taxes & fees

18 Nov - 19 Nov

A rustic wooden cabin with a thatched roof, a wooden deck, and two Adirondack chairs.

8. Vikings Villages Resort - Double Bed Room

Guilford

includes taxes & fees

22 Nov - 23 Nov

A wooden house with a porch lit by string lights, surrounded by snow.

9. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Chelsea G.

includes taxes & fees

12 Nov - 13 Nov

A red house with a covered porch and a chimney.

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

Grafton

Neil S.

includes taxes & fees

16 Nov - 17 Nov

A lake surrounded by trees, with a wooden deck leading to a white railing.

11. 2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

Fitzwilliam

Margaret

includes taxes & fees

12 Nov - 13 Nov

A log cabin with a deck, a fire pit, and an American flag.

12. 3-bedroom cabin in tranquil Halifax with cozy charm, direct VAST access, trails

Halifax

Justin M.

includes taxes & fees

17 Nov - 18 Nov

A modern living room with a wooden door, a sofa, a dining table with chairs, and a mounted TV.

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

Dublin

David W.

includes taxes & fees

23 Nov - 24 Nov

A modern interior with large windows, a wooden ceiling, and a cozy seating area.

14. Stunning Glass House nestled in the Vermont wilderness!

Guilford

Chris O.

includes taxes & fees

18 Nov - 19 Nov

A spacious cabin with a wooden interior, a dining area, a sofa, and a fireplace.

15. Cozy Cedar Cabin 8 Min to Mount Snow

Dover

includes taxes & fees

18 Nov - 19 Nov

A spacious living area with a high ceiling, wooden beams, a dining table with chairs, a kitchen with modern appliances, and a cozy seating area with a sofa and armchairs.

16. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

Wilmington

includes taxes & fees

15 Nov - 16 Nov

A deck with two wicker chairs and a string of lights against a backdrop of trees and a sunset.

17. The Eagles Wing at The CHM - Private Apartment

Dover

Ava M.

includes taxes & fees

12 Nov - 13 Nov

A wooden interior with a kitchen, bar area, and dining space.

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

Brattleboro

James M.

includes taxes & fees

18 Nov - 19 Nov

A wooden deck with a black Adirondack chair and a small table, surrounded by trees.

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

Wardsboro

Jeff H.

includes taxes & fees

12 Nov - 13 Nov

A room with a wood-burning stove, a brick fireplace, a mounted television, and a sign above the fireplace.

20. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Scott S.

includes taxes & fees

18 Nov - 19 Nov

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Top Westmoreland Hotel Reviews

The Inn At Crumpin Fox

10/10 Excellent

"It was in close proximity to the highway and where my meeting was being held. It was quaint!"

The White House Inn

10/10 Excellent

"This is a lovely old fashioned hotel with an excellent continental breakfast. There is a lovely restaurant on the premises but it was more expensive than we were prepared to pay but there are plenty of casual restaurants in the area and we took advantage of la Casita which was great. The hotel has a cozy atmosphere and we enjoyed our stay."

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent

"We loved the size of the room and bathroom. Well-maintained property, very friendly staff. They have an under-utilized dining room on the ground floor with nice views of the river but no offered breakfast, just coffee. Some type of offered breakfast would make this a five star review."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"The room and atmosphere of the hotel was amazing. But we came on the off season and a lot of things were closed. The restaurant and spa were closed but also a bunch of the restaurants in the area were closed on a Saturday night for dinner. But again this was an off season so I get it."

Find out more about Westmoreland

Everything you need to know about Westmoreland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westmoreland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westmoreland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westmoreland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westmoreland. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westmoreland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westmoreland holiday rentals we have selected for you start as low as £167 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westmoreland rentals

At Expedia, we put the best Westmoreland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Westmoreland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westmoreland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westmoreland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a holiday rental in Westmoreland?

Yes, there are holiday rentals close to the most popular sights in Westmoreland, or you can select a more secluded option if you're looking for a relaxing stay.

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

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns: This holiday home rental outside of Westmoreland is located on a river, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 wider area.

What’s a holiday rental in Westmoreland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westmoreland. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for families.

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Check prices for these dates

Our top choices for Westmoreland holiday rentals

1. Family Friendly Hilltop House In Putney Vermont

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

3. Modern Downtown Escape HotTub Fire Pit Games 12ppl