Photo by mike dobias

Holiday Rentals in Walpole

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Holiday Rentals in Walpole

Cozy Crescent Cottage

10.0 out of 10, Exceptional, (25)
"This was our second stay at the cozy cottage amd was just as enjoyable as the first time . Glenn and Melanie are very responsive and like to makesure their guests are comfortable and happy . We loved waking up on the lake and enjoyed the back deck and firepit. We look forward to renting here again in the future. P"
Cozy Crescent Cottage

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (156)
"Two friends and I stayed at this house for the second year in a row. It has been a perfect place for us, being 10 minutes away from Grafton and 25 minutes from Okemo."
The price is €322
includes taxes & fees
24 Apr - 25 Apr
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Online info was accurate. Nice spot to rent with family."
The price is €521
includes taxes & fees
5 May - 6 May
Cozy Home Near Downtown, Shops, and Restaurants.

NEW Charming ski retreat w/heated plunge pool & endless views in peaceful Weston

NEW Charming ski retreat w/heated plunge pool & endless views in peaceful Weston

Lakefront Family Home w/ Dock in Newport!

10.0 out of 10, Exceptional, (2)
"The house was beautiful inside and out. Everything was very clean and very comfortable, and the view of the lake was outstanding. For the winter months the lower level with the pool table was cold, but we were still able to enjoy it. The host of the property had exceptionally good communication and was attentive and helpful. We were very happy with our stay and would definitely go back again. "
Lakefront Family Home w/ Dock in Newport!

Private Beach And Mountain Lake Home

9.6 out of 10, Exceptional, (116)
"Just returned home from a long weekend break. The property, from the house to the lake, was so beautiful. W There was some rain but that just allowed for more reading by the fire. "
Private Beach And Mountain Lake Home

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

7.0 out of 10, Good, (15)
"Great place. Clean and comfortable. Nicely stocked kitchen with newer appliances. Sauna was amazing. Had 10 inches of snow one morning and it was fully plowed by 7am!"
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

10.0 out of 10, Exceptional, (6)
"Anthony and Haleigh are incredibly easy to work with and very fast communicators. The cabin was very clean, and exactly as advertised. We stayed here to ski at Mt. Snow. A short, picturesque ride through the mountains to Mt. Snow, and at the end of the day, you don't have to go through traffic heading towards Mt. Snow businesses to get home. My 10 year old son and his friend loved the loft, with views of the river, and my 13 year old daughter loved having her own room. We cooked breakfast...
The price is €323
includes taxes & fees
20 May - 21 May
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Updated Vintage Apartment < 1/2 Mi to Main St

10.0 out of 10, Exceptional, (15)
"Great experience. "
Updated Vintage Apartment < 1/2 Mi to Main St

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

10.0 out of 10, Exceptional, (47)
"We had a great stay at this property and every year a few families get together to spend a few days skiing and other winter activities. The house was a great layout for our group with plenty of spaces for all to sleep. Kids loved the downstairs while the adults love the game house. The property was well stocked with all needs if you forgot anything to make meal times easy. Host was great and if we had any questions they were answered right away. "
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

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

9.0 out of 10, Wonderful, (25)
"Had a great stay, cozy log cabin, beds were very comfortable. So nice to have a few garbage bags, paper towels, soaps and toiletries!! Also some coffee filters:) Hot tub was great too! "
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

10.0 out of 10, Exceptional, (8)
"The Sugar River Treehouse is thoughtfully designed providing all the amenities needed. We thoroughly enjoyed being able to experience a unique setting with our two dogs. We plan on returning in the summer to enjoy the benefits of the Sugar River. "
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

Rustic, dog-friendly escape with private pool, sweeping views, & W/D

9.4 out of 10, Exceptional, (15)
"We had a fun time enjoying the view and playing board games plus outdoor pursuits. Thanks for sharing your home."
Rustic, dog-friendly escape with private pool, sweeping views, & W/D

Hike & Swim On-Site: Cozy Falls Brook Cabin

10.0 out of 10, Exceptional, (10)
"Great little cabin, would definitely stay again!"
Hike & Swim On-Site: Cozy Falls Brook Cabin

Two-story, dog-friendly house with wood fireplace

8.4 out of 10, Very good, (29)
"This is a great house to stay in, but we did feel the house wasn’t overly clean. They also don’t have a simple vacuum or counter spray available so you can tidy up. The kitchen was large and great but there were barely any supplies. The pans are all scratched teflon, and it was a struggle to find proper cooking tools. The rooms were great, house stayed warm and it was a very easy commute to mount snow (only about 16 minutes). It is dog friendly and you.can tell- some dog hair left behind.The...
Two-story, dog-friendly house with wood fireplace

Cozy cabin in charming Londonderry

9.0 out of 10, Wonderful, (2)
"Very cozy and quiet. "
The price is €260
includes taxes & fees
28 Apr - 29 Apr
Cozy cabin in charming Londonderry

Hawks Mountain Farm, full apartment on a working farm.

9.8 out of 10, Exceptional, (38)
"My husband and I love visiting Dave and Carol‘s place this time we got to meet all of the fun animals and enjoy fresh chicken, eggs, and goose egg! They are so welcoming and have a sweet little place to stay while we are skiing. We look forward to staying again."
Hawks Mountain Farm, full apartment on a working farm.

2 Mi to Boat Ramp: Log Cabin in New Hampshire

10.0 out of 10, Exceptional, (2)
"Well cared for home. Kids thought the cabin was amazing. Would love to come back in the summer to enjoy the area. "
2 Mi to Boat Ramp: Log Cabin in New Hampshire

17-Acre Vermont Escape w/ Panoramic Mountain Views

10.0 out of 10, Exceptional, (12)
"This house was perfect for our family of 9 (7 adults, 1 toddler and 1 baby). It had all the kitchen supplies we needed (including griddle, cast iron Dutch oven and various sizes of pots and pans). The outdoor space was the best feature of this house. There was tons of snow and we brought our own sheds to shed fish the front lawn. Super fun vacation and would love to rent again!"
17-Acre Vermont Escape w/ Panoramic Mountain Views

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

10.0 out of 10, Exceptional, (51)
"Would recommend if anyone wants a quiet, peaceful getaway."
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
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

Inn at Valley Farms

2.0 star property
10.0 out of 10, Exceptional, (2)
"Wonderful location and property"
The price is €162
includes taxes & fees
4 May - 5 May
Inn at Valley Farms

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very good, (814)
"Robert the guest service person was extremely professional and friendly when we checked in. The room was clean. The breakfast was adequate. Had an issue hooking up to the WiFI - also the pool wasn’t available- we did tell the front desk in the morning that the tub was not draining. We hadn’t brought our swim suits so no pool wasn’t an issue. We will be happy to stay there again"
The price is €102
includes taxes & fees
29 Apr - 30 Apr
Hampton Inn Brattleboro

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1002)
"The sauna after a ski day is great"
The price is €94
includes taxes & fees
6 May - 7 May
Colonial Motel And Spa
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.

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?

NEW Charming ski retreat w/heated plunge pool & endless views in peaceful Weston: This holiday home rental outside of Walpole 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 4 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.

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?

Connecticut River and Drewsville Village Green are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Pete's Stand Vegetables. Walpole Artisans Cooperative and Walpole Mountain View Winery 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.