Westmoreland Holiday Rentals

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Our top choices for Westmoreland holiday rentals

10.0 out of 10, Exceptional, (1 review)
"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 AU$440
includes taxes & fees
9 Mar - 10 Mar
Lake Whitingham & Mount Snow Area Village Apartment

Apartment in Wilmington

Luxury Unit - 101
10.0 out of 10, Exceptional, (1 review)
"It was a beautiful place and clean and updated. Plenty of room for our party of four."
United States
Michael
The price is AU$863
includes taxes & fees
9 Mar - 10 Mar
Luxury Unit - 101
9.6 out of 10, Exceptional, (167 reviews)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is AU$525
includes taxes & fees
9 Mar - 10 Mar
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Cabin in Alstead

Owl's Nest Treehouse
10.0 out of 10, Exceptional, (19 reviews)
"We loved our stay at The Owls Nest! The location was very private, and everything was exceptionally clean. Perfect for a quick weekend getaway to relax. Would highly recommend for a couple looking to enjoy a quiet weekend. "
United States
Samantha R.
The price is AU$482
includes taxes & fees
9 Mar - 10 Mar
Owl's Nest Treehouse
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful neighborhood to take walks. Home was very clean, as you see in the photo. Very spacious and relaxing. Pretty home overall."
United States
Stephen G.
The price is AU$1,699
includes taxes & fees
9 Mar - 10 Mar
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is AU$817
includes taxes & fees
9 Mar - 10 Mar
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
The price is AU$395
includes taxes & fees
9 Mar - 10 Mar
Vikings Villages Resort - Double Bed Room
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is AU$360
includes taxes & fees
9 Mar - 10 Mar
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
10.0 out of 10, Exceptional, (50 reviews)
"We had a very lovely stay. "
United States
mary c.
The price is AU$843
includes taxes & fees
10 Mar - 11 Mar
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay."
United States
Anonymous traveller
The price is AU$815
includes taxes & fees
9 Mar - 10 Mar
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
6.0 out of 10, (1 review)
The price is AU$893
includes taxes & fees
16 Mar - 17 Mar
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
10.0 out of 10, Exceptional, (19 reviews)
"The house was beautiful and had everything we needed. We would definitely stay again"
United States
Bonnie P.
Stratton + Mt. Snow family getaway with Hot Tub, Fire Pit, Game Room, and AC!

Holiday Home in Brattleboro

Clean & Convenient - Dogs stay free!
The price is AU$815
includes taxes & fees
16 Mar - 17 Mar
Clean & Convenient - Dogs stay free!
10.0 out of 10, Exceptional, (14 reviews)
"Cozy place!"
United States
Preeti Y.
The price is AU$970
includes taxes & fees
9 Mar - 10 Mar
SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING
9.6 out of 10, Exceptional, (22 reviews)
"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 AU$421
includes taxes & fees
12 Mar - 13 Mar
Modern Downtown 12ppl Hot Tub Fire Pit Games
9.4 out of 10, Exceptional, (21 reviews)
"Property was perfect for proximity to the mountain, restaurants and stores. Perfect family spot for a ski vacay!"
United States
amy
The price is AU$1,218
includes taxes & fees
9 Mar - 10 Mar
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
10.0 out of 10, Exceptional, (7 reviews)
"We had a great time at the Chalet. Great accommodations Jennifer made sure we had everything we needed She went above and beyond to accommodate our group. "
United States
Chris I.
The price is AU$1,398
includes taxes & fees
9 Mar - 10 Mar
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
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 AU$353
includes taxes & fees
18 Mar - 19 Mar
Wellness Getaway with a Personal Sauna, and Private River Beach!
10.0 out of 10, Exceptional, (2 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 AU$363
includes taxes & fees
21 Mar - 22 Mar
The Studio with a View. Bring your dog, too!

Aparthotel in West Dover

Ski-In Mountain Suite | Cozy Escape
The price is AU$765
includes taxes & fees
6 Apr - 7 Apr
Ski-In Mountain Suite | Cozy Escape
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 favourite 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 depend 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 AU$363 per night. Entering your travel dates in the search wizard might find you 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?

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms: This holiday home rental outside of Westmoreland is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 12 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 garden, a selection of games and 1 hot tub 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.