Westmoreland Holiday Rentals

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Holiday Rentals in Westmoreland

Cozy 2-bedroom cabin near Mount Snow 3 min drive

2.0 star property
Dover
9.6 out of 10, Exceptional, (9)
"I really enjoyed every aspect of my stay here and highly recommend the property. "
United States
Gregory G.
Cozy 2-bedroom cabin near Mount Snow 3 min drive

Seasons On Mount Snow - Ski-in/Ski-out

Dover
9.8 out of 10, Exceptional, (180)
"Nice place to stay "
United States
Dean W.
Seasons On Mount Snow - Ski-in/Ski-out

Owl's Nest Treehouse

Alstead
10.0 out of 10, Exceptional, (11)
"Great place . Would highly recommend it.!"
United States
Peter G.
The price is NZ$598
includes taxes & fees
18 Nov - 19 Nov
Owl's Nest Treehouse

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Townshend
10.0 out of 10, Exceptional, (6)
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Fitzwilliam
10.0 out of 10, Exceptional, (10)
"This comfortable 2-bedroom house on a tranquil NH pond was the perfect weekend escape! We absolutely loved the peaceful setting and beautiful views. It was incredibly relaxing and exactly what we needed. Highly recommend!"
United States
Seth K.
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton
9.6 out of 10, Exceptional, (166)
"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 NZ$645
includes taxes & fees
18 Nov - 19 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

Dover
9.8 out of 10, Exceptional, (47)
"Overall a nice stay, thanks Jen!"
United States
Anonymous traveller
500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

Private Beach And Mountain Lake Home

Washington
9.6 out of 10, Exceptional, (124)
"This extended family summer get-a-way allowed time for individual pursuits, couples interests and group activities including canoeing, sketching & painting, knitting, reading, playing guitar, and playing with our grandchildren. "
Canada
Timothy C.
Private Beach And Mountain Lake Home

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington
10.0 out of 10, Exceptional, (108)
"Met family here and was a fantastic place for get together "
United States
Melissa C.
Beautiful Custom Built Timber Frame Home, Sleeps 11

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Dover
10.0 out of 10, Exceptional, (10)
"Everything was really nice! The house was great and the whole place lovely. Great location! The manager was really helpful and easy to get in touch with. He was able to help us with all of our questions. The conditions of the mountain were really good. Wonderful stay! "
United States
Tina S.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

West Dover Vermont
9.6 out of 10, Exceptional, (26)
"Perfect location to walk to slopes. The host was phenomenal! Very responsive and helpful. Can’t wait to stay again soon!"
United States
R B.
Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Dover
9.6 out of 10, Exceptional, (5)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
The price is NZ$737
includes taxes & fees
18 Nov - 19 Nov
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Spacious Riverfront Home 7 Minutes to Stratton!

Jamaica
10.0 out of 10, Exceptional, (35)
"Perfect house for a few families to gather and have fun. "
United States
James D.
Spacious Riverfront Home 7 Minutes to Stratton!

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

Dover
9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
The price is NZ$449
includes taxes & fees
23 Nov - 24 Nov
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna

Windham
10.0 out of 10, Exceptional, (54)
"We had a wonderful stay at this beautiful Vermont property. The home was exceptionally clean upon arrival, which was much appreciated and made us feel comfortable right away. Any requests or questions we had were addressed promptly by the host, who was always pleasant and accommodating. The peaceful setting and well-maintained amenities made for a relaxing getaway. We highly recommend this property to anyone looking for a comfortable and hassle-free stay in rural Vermont!"
United States
Patrick C.
Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna

Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi

Mountain Acres
9.6 out of 10, Exceptional, (4)
"We had an amazing time in Vermont and really enjoyed our stay. All of the bathrooms are updated and the home is clean and big. Rooms are separated giving privacy throughout. Thank you!!"
United States
Anonymous traveller
Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Dover
10.0 out of 10, Exceptional, (7)
"Nice in all respects,"
United States
Ken
The price is NZ$1,759
includes taxes & fees
18 Nov - 19 Nov
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Townshend
10.0 out of 10, Exceptional, (62)
"Our family had a wonderful time at this property. It was way better than what we were expecting. It was very clean and very well kept. Also, the owners were extremely responsive to all questions prior to arrival, and when we had one question when we were there, they answered it via phone right away.We definitely will rebook."
United States
Helen W.
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

The Birch. A Spacious Mansion 2 min from Mt. Snow!

Dover
6.0 out of 10, (1)
"Inside property was great - house was very fun and spacious and clean . HOWEVER..the driveway clearly hadn’t been plowed for a long time when we got there and so once we pulled in our cars were stuck. We were trapped at the house for 3 days. The plow driver came to plow the neighbor and told us he hadn’t been paid by the owners so hadn’t been plowing for some time The owners finally arranged for a different plow to come but not being able to leave for 3 days really affected our ability to...
United States
Allison S.
The Birch. A Spacious Mansion 2 min from Mt. Snow!

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Wilmington
8.6 out of 10, Excellent, (62)
"Great location and super cute"
United States
Jeff S.
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-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.
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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 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?

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC: This holiday home rental outside of Westmoreland is located in the mountains, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.