Photo by mike dobias

Walpole Holiday Rentals

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Holiday Rentals in Walpole

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (148)
"The area was amazing and the views were incredible. "
The price is AU$572
includes taxes & fees
25 Nov - 26 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!

9.6 out of 10, Exceptional, (40)
"The owner had the place ready to go when we arrived. It was a late arrival, but there were outside lights that were warm and inviting. Plenty of space for our party of 12 (6 adults and 6 kids). Kitchen was welled stocked with cooking necessities, great hangout spaces in the basement and first floor, and a convenient space for ski boots and outer gear in the basement near parking. Kids absolutely loved the pool - and have the pruned hands to prove it. The location couldn't have been better, ~25...
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!

Hawks Mountain Farm, full apartment on a working farm.

9.8 out of 10, Exceptional, (30)
"Beautiful spot in a natural setting. Property owner was very informative about the areas around us as well as the area we were in. A tour of his rescue animals was very enjoyable and informative. It was the perfect getaway. The apartment supplied everything we needed. I would highly recommend a stay there."
Hawks Mountain Farm, full apartment on a working farm.

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

10.0 out of 10, Exceptional, (48)
"Amazing place. Offered everything we needed and more. Very warm and comfortable. Well appointed too. We will be back for a longer stay in 2025. "
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

Dog-friendly chalet cabin with valley view, deck, and private hot tub

7.6 out of 10, Good, (17)
"The cabin was the perfect weekend getaway. We had issues with connecting the projector to the internet and finally gave up on trying to connect but other then that the overall experience was great. Will be staying here again in the future. "
Dog-friendly chalet cabin with valley view, deck, and private hot tub

Hilltop Home with Great Views

9.2 out of 10, Wonderful, (12)
"Michelle made our experience super easy and memorable! Drive up a private road and a pretty steep hill (4wd a must in winter) to a secluded, beautiful house with plenty of space. Just you and nature. The house itself has all the amenities - full kitchen, sitting areas, and even a wood stove that Michelle started up before we got there. Beds are comfortable, and the bathrooms have insane mountaintop views. Michele even left a few eggs for starter breakfast which was much appreciated. You can’t...
Hilltop Home with Great Views

Green Mountain Modern House: iconic modern getaway

Green Mountain Modern House: iconic modern getaway

Pristine Waterfront, Charming Home, Breathtaking Views

9.8 out of 10, Exceptional, (56)
"Beautiful leaves in reds, oranges, and yellows reflected in a gorgeous pond with a pair of loons slowly floating by....Perfection! What a gorgeous location! We had a great stay- the kitchen was wonderful to cook in- we loved the gas stove- bacon tasted so delicious with croissants in the morning! The house is large and comfortable- cozy couch, large piano, washer and dryer, tv, and wifi. We have to agree with other guests- the bed is squeaky....ridiculously squeaky.....to the point of...
Pristine Waterfront, Charming Home, Breathtaking Views

Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.

10.0 out of 10, Exceptional, (39)
"This property was beautiful, clean, well maintained, had everything we needed. Wish we could have stayed longer! Thank you for a weekend we’ll never forget! We hope to rent this house again in the future. "
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.

Chester Home w/ Views ~ 10 Mi to Okemo Mtn Resort!

10.0 out of 10, Exceptional, (39)
"This property is a wonderful place to stay with amazing views and a beautiful interior. The owner was excellent and communicated everything clearly and offered guidance on local attractions and directions to nearby points of interest!"
Chester Home w/ Views ~ 10 Mi to Okemo Mtn Resort!

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (53)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is AU$534
includes taxes & fees
30 Nov - 1 Dec
Family Friendly Hilltop House In Putney Vermont

17-Acre Vermont Escape w/ Panoramic Mountain Views

10.0 out of 10, Exceptional, (10)
"Great stay would highly recommend"
17-Acre Vermont Escape w/ Panoramic Mountain Views

Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas

8.6 out of 10, Excellent, (10)
"The place is great but it alludes that the pool and gym are included, they are in fact not and they want you to pay another $25 per person to use them. So I wasn't really happy about that."
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas

Cozy Camp in the woods surrounded by nature.!

10.0 out of 10, Exceptional, (11)
"Beautiful setting, quiet, bucolic. Cabin super clean and rustic. Well equipped, clean gym. Owners are super and very kind. A "
Cozy Camp in the woods surrounded by nature.!

Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

9.8 out of 10, Exceptional, (15)
"Very nice house and property! "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

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

10.0 out of 10, Exceptional, (49)
"We loved this property with stunning foliage, hiking trails, and perfect views. The house had everything we needed to accommodate a large group and more with lots of thoughtful touches. Plenty of space, panoramic views, screened in porch, fireplace, pool table, and connected speakers throughout. We have stayed at many different rentals for our annual trip over the years and this one is our new favorite."
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Stratton View Farmhouse + Guesthouse, 2 Rentals! Minutes to Mtn and more!

10.0 out of 10, Exceptional, (16)
"We brought a group with us, this place was a perfect gathering place and fully equipped"
Stratton View Farmhouse + Guesthouse, 2 Rentals! Minutes to Mtn and more!

Cozy Chalet on Magic Mountain. Close to Stratton and Bromley.

10.0 out of 10, Exceptional, (8)
"Great place ! Very clean, close to attractions and communication with owner was great ! Can’t wait to come back. "
Cozy Chalet on Magic Mountain. Close to Stratton and Bromley.

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

9.0 out of 10, Wonderful, (22)
"This is a great cabin with stunning views!"
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!

10.0 out of 10, Exceptional, (12)
"Love this property. We had everything we needed and then some. wasn't exactly sure as to where to put the trash as I don't have email on my phone , therefore I didn't receive the email about the trash and laundry until I got back home. I would rather have been able to text but everything worked out for us, and we had a wonderful, relaxing time."
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
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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Other types of properties in Walpole you may be interested in

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1001)
"The staff are nice "
The price is AU$178
includes taxes & fees
3 Dec - 4 Dec
Colonial Motel And Spa

Hampton Inn Brattleboro

2.5 star property
8.4 out of 10, Very good, (1009)
"Easiet and nicest place ive stayed in a while"
The price is AU$164
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn Brattleboro

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (761)
"Desk staff excellent. Maintenance employee Rick very helpful."
The price is AU$271
includes taxes & fees
26 Nov - 27 Nov
Pointe at Castle Hill Resort
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find a holiday rental in Walpole?

Yes, there are holiday rentals in Walpole close to Pete's Stand Vegetables, or you can select a more secluded option if you're looking for a relaxing stay. Walpole is known for its shopping and golf courses. Make sure you have time to check out the restaurants and art during your trip.

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

Dog-friendly chalet cabin with valley view, deck, and private hot tub: This holiday home rental outside of Walpole offers a patio, a selection of games and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals will I find in Walpole?

Choose from 4 Expedia holiday rentals in Walpole for a memorable holiday.

What’s there to see and do in Walpole?

Family-friendly attractions include Pete's Stand Vegetables, whereas Connecticut River is a spot to enjoy the outdoors. Walpole Artisans Cooperative and Hooper Golf Club are other places to visit while you're in town.

What’s a holiday rental in Walpole like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Walpole. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.