Westmoreland Holiday Rentals

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Our top choices for Westmoreland holiday rentals

9.2 out of 10, Wonderful, (17)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
The price is NZ$536
includes taxes & fees
2 Feb - 3 Feb
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
2.0 star property
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is NZ$529
includes taxes & fees
3 Jan - 4 Jan
Lake Whitingham & Mount Snow Area Village Apartment
10.0 out of 10, Exceptional, (5)
"Great stay"
United States
Chelsea D.
The price is NZ$392
includes taxes & fees
4 Jan - 5 Jan
Cabin-7 minutes to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dog OK

Holiday Home in Newport

Lake Front Family Friendly Escape
10.0 out of 10, Exceptional, (4)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is NZ$609
includes taxes & fees
7 Jan - 8 Jan
Lake Front Family Friendly Escape
10.0 out of 10, Exceptional, (2)
"The folks are SUPER and made me feel very welome"
United States
Mark
The price is NZ$444
includes taxes & fees
15 Jan - 16 Jan
Wellness Getaway with a Personal Sauna, and Private River Beach!
10.0 out of 10, Exceptional, (13)
"Loved the area"
United States
Jose R.
The price is NZ$362
includes taxes & fees
11 Jan - 12 Jan
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
9.0 out of 10, Wonderful, (46)
"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."
United States
Franklin C.
The price is NZ$512
includes taxes & fees
14 Jan - 15 Jan
Cozy 3 bedroom condo 2.5 miles to Mount Snow
10.0 out of 10, Exceptional, (1)
"Place was clean, cozy & very relaxing.. accommodating & communicative host provided us with necessary info for great week! Beautiful lake & landscape was great viewing during surprise snowstorm! Our Thanksgiving week was wonderful as we enjoyed lovely, quiet area in spacious 4 bdrm/2 bath home! Will definitely consider returning"
United States
Jeannie M.
The price is NZ$986
includes taxes & fees
4 Jan - 5 Jan
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Holiday Home in Keene

Downtown Hot Tub Escape
9.6 out of 10, Exceptional, (21)
"Good location for some event staff to stay while we were hosting a conference in town. Simple check-in/out. Would rent again."
United States
Jack P.
The price is NZ$480
includes taxes & fees
4 Jan - 5 Jan
Downtown Hot Tub Escape
9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is NZ$717
includes taxes & fees
5 Jan - 6 Jan
Mountain Chalet mins from Mt Snow Skiing/hiking
2.0 star property
The price is NZ$401
includes taxes & fees
4 Jan - 5 Jan
The Studio with a View. Bring your dog, too!
10.0 out of 10, Exceptional, (8)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is NZ$423
includes taxes & fees
5 Jan - 6 Jan
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Holiday Home in Chester Depot

Chester Farmhouse Ski Retreat near Slopes
9.6 out of 10, Exceptional, (17)
"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "
United States
Lori N.
The price is NZ$582
includes taxes & fees
19 Jan - 20 Jan
Chester Farmhouse Ski Retreat near Slopes
10.0 out of 10, Exceptional, (25)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is NZ$912
includes taxes & fees
6 Jan - 7 Jan
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
2.0 star property
The price is NZ$1,028
includes taxes & fees
2 Feb - 3 Feb
Secluded Vermont Chalet w/ Sweeping Mountain Views
9.4 out of 10, Exceptional, (59)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
United States
Louis T.
The price is NZ$531
includes taxes & fees
5 Jan - 6 Jan
Family Friendly Hilltop House In Putney Vermont
10.0 out of 10, Exceptional, (15)
"Perfect weekend getaway "
United States
Seth G.
The price is NZ$818
includes taxes & fees
20 Jan - 21 Jan
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
8.8 out of 10, Excellent, (32)
"Very nice accommodations and location!"
United States
Michael M.
The price is NZ$686
includes taxes & fees
1 Feb - 2 Feb
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Cabin in Alstead

Owl's Nest Treehouse
10.0 out of 10, Exceptional, (15)
"10/10 across the board! The cabin was a great experience. The hot tub was amazing. They have their own store near by with lots of goodies. They were very helpful with any questions we had. Would come here again!"
United States
Adriana
The price is NZ$586
includes taxes & fees
20 Jan - 21 Jan
Owl's Nest Treehouse
10.0 out of 10, Exceptional, (4)
"Impressively clean house! The owners were great to deal with and very responsive. Would certainly recommend to anyone traveling in the area."
United States
Kristen T.
The price is NZ$928
includes taxes & fees
14 Jan - 15 Jan
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
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

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, 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 NZ$586 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 Harlow's, 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.