Westmoreland Holiday Rentals from €177: Search Short-Term Rentals

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

The Jelly Mill-A Peaceful River Retreat : This holiday home rental outside of Westmoreland is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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Holiday Rentals in Westmoreland

"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!"

includes taxes & fees

8 Sept - 9 Sept

"We had a great 3 days at the cabinin the sky!"

"Very nice, clean, and great area. We enjoyed it very much!"

includes taxes & fees

19 Aug - 20 Aug

"Besides it being a *bit* cold, our stay was great! Very close to Brattleboro and a bunch of other walkable towns. Great hiking areas. The yurt was so cute and had pretty much every cooking supply you could need. Will be back again in warmer weather! :)"

"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "

includes taxes & fees

19 Aug - 20 Aug

"really enjoyed our stay. Place would be much better if there was a microwave."

"The place was nice. It was clean, lots of supplies were provided, and it was in a great location. The host contacted me the day before, letting me know that the wifi was out, and the technician was unavailable until the next week. I was appreciative of the heads up. Unfortunately, the TV was unusable without wifi, no option to watch local channels. Cellular (Verizon) data was non-existent throughout the majority of daytime hours. Despite this smallish issue, I would stay here again! "

includes taxes & fees

3 Sept - 4 Sept

"Thank you for a peaceful weekend away in a charming cottage!"

includes taxes & fees

19 Aug - 20 Aug

"What an absolutely charming place!! It was so lovely staying here. This place is exactly what we wanted... a little weekend escape not too far from home, nestled in the woods. Absolutely beautiful. The hosts were so kind, too!"

includes taxes & fees

9 Sept - 10 Sept

Smart TV, fireplace, DVD player, ping pong

"Home was big, clean, and close to mt snow. We had a great stay. Thanks!"

"Wonderful host / fantastic location "

Smart TV, fireplace, table football, ping pong

"Consistently great time at this place (3rd time there)"

"We enjoyed our stay at the Blue House. Its size and location cannot be beat when it comes to group trips. We will be back!"

"We had so much fun between swimming and having a fire . The place is beautiful and private and yet not to far from everything."

"Great house for skiing, within 5 minutes of Mt Snow and the shuttle seems very convenient. The house was great for 8 of us with plenty of room. "

includes taxes & fees

19 Aug - 20 Aug

3 bedrooms, travel cot, free WiFi, bed sheets

"We really appreciated the solitude and quiet retreat this cabin offered. "

"Highly recommend clean beautiful stay!"

includes taxes & fees

19 Aug - 20 Aug

Fridge, microwave, stovetop, coffee/tea maker

"A dream Vt. property, peaceful and scenic, with no worries"

"The property was beautiful--great views, super peaceful, and fabulous hosts. "

includes taxes & fees

6 Sept - 7 Sept

"Great location to Mt Snow and its surroundings. Easy, pleasant and accommodating communications with the host. Comfortable accommodations. "

includes taxes & fees

19 Aug - 20 Aug

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Top Westmoreland Hotel Reviews

The Putney Inn

10/10 Excellent

"It was a good place to stay for a night! The room could have used some work-such as the door, trim, and other areas were pretty dirty or stained, but it looked like they tried to paint over it! "

Valley Craft Ales

10/10 Excellent

"After walking around the quaint town of Wilmington, we couldn't decide where to go for dinner. We went to the bar to taste test the beer and ended up ordering a pizza. The bartender gave us ice to take upstairs. The building is an older building and has many eccentricities. We loved staying here and will stay again if in the neighborhood."

Hampton Inn Brattleboro

10/10 Excellent

"Hotel Review: Hampton Inn – A Seamless Stay with Exceptional Service I recently stayed at the Hampton Inn and was thoroughly impressed by the level of service and hospitality from start to finish. From the moment I walked in, the front desk staff made me feel genuinely welcome. Check-in was quick, and they even offered complimentary bottled water and local dining recommendations, which was a thoughtful touch. The room was spotless, well-stocked, and comfortable — exactly what you’d hope for after a long day of travel. The housekeeping team clearly takes pride in their work. I also appreciated the small details, like plenty of charging ports, crisp bedding, and a quiet HVAC system. What truly stood out, though, was the service. Every staff member I interacted with was friendly, helpful, and professional. Whether it was a late-night request for extra towels or early morning coffee in the lobby, they handled everything with a smile and prompt attention. Breakfast was fresh and well-organized, with a good mix of hot and cold options. The dining area was clean and constantly replenished, even during peak hours — another example of the staff going above and beyond. Overall, this Hampton Inn exceeded expectations. It’s a great value with top-tier customer service that rivals more expensive hotels. I wouldn’t hesitate to stay here again or recommend it to anyone traveling through the area."

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 €177 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?

The Jelly Mill-A Peaceful River Retreat: This holiday home rental outside of Westmoreland is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Westmoreland?

Explore the area and family-friendly sights such as Scott Farm Orchard, 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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Holiday Rentals in Westmoreland

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Holiday Rentals in Westmoreland

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

Private Beach And Mountain Lake Home

Cozy Updated Log Cabin with Mountain Views close to Monadnock

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Downtown Hot Tub Escape

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

Charming 1-bedroom condo in delightful Dover

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Beautiful Custom Built Timber Frame Home, Sleeps 11

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

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

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

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

Charming Waterfront Log Cabin

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

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

Family Friendly Hilltop House In Putney Vermont

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Top Westmoreland Hotel Reviews

The Putney Inn

Colonial Motel And Spa

Best Western Plus Keene Hotel

Latchis Hotel

Keene Elm City Hotel, Ascend Hotel Collection

The Covered Bridge Inn

Travelodge by Wyndham Brattleboro VT

Valley Craft Ales

Hampton Inn Brattleboro

Find out more about Westmoreland

Frequently asked questions