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Compare 173 Vacation Homes in Walpole with updated reviews, rates, and availability.

Vermont's Mountain Villa: Hot tub, Ski views, Pet+

10.0 out of 10, Exceptional, (8)
"I love Winter and love to be in the snow and crisp air. The week was perfect for outside adventures and this home was perfect to warm us and nourish our hearts, bellies and spirits. The views at sunrise and sunset are extrodinary. "
Vermont's Mountain Villa: Hot tub, Ski views, Pet+

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

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

10.0 out of 10, Exceptional, (45)
"This house was so much fun! We had a large group of families with young children and there was plenty of space for everyone. The adults were able to hang upstairs in front of the fireplace while the kids were able to play downstairs in their own space. The additional house with game room was also a ton of fun! There were so many bedrooms as well!"
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

Townhome with patio & on-site pool, hot tub, sauna & tennis access

10.0 out of 10, Exceptional, (3)
"Clean and convenient "
Townhome with patio & on-site pool, hot tub, sauna & tennis access

Riverfront, family fun, amazing rec room, close to Magic & Okemo

9.8 out of 10, Exceptional, (10)
"We had a great stay here for a quick trip to Okemo, which is about 22 minutes away. House was perfect for our small group and we liked the family room area, although with fresh snow we were all exhausted from skiing and didn’t use it much. The inner breezeway was nice to leave our snow covered and sometimes dirty shoes in which kept the house clean and clear. We would definitely stay here again. Great communication with the host who allowed a late check out. Did at the Scottish pub in Chester...
Riverfront, family fun, amazing rec room, close to Magic & Okemo

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

10.0 out of 10, Exceptional, (51)
"This place was just about perfect with excellent hosts that were easy to communicate to. My only ask would be to get shades to block the sun in the morning in the bedroom to the left of the upstairs bathroom. We did not use that bedroom because of this reason. That being said, we loved this place so much that we already booked again for next year. "
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Charming Chester Farmhouse – peaceful and close to everything!

9.6 out of 10, Exceptional, (8)
"Very clean, historic farmhouse. 20 minutes from Okemo. Great host. Very updated kitchen with everything you’d need to cook. Easy in, easy out."
The price is SAR 784
SAR 1,588 total
includes taxes & fees
11 Mar - 12 Mar
Charming Chester Farmhouse – peaceful and close to everything!

Cozy cottage tucked away in the woods

10.0 out of 10, Exceptional, (42)
"We loved our stay at this cozy cottage. It was exactly the private getaway we needed and a bonus that we could bring our 2 dogs! The house was very clean, well stocked, and comfortable. River Bend Farm Market is only 12 minutes away and had everything we needed to cook dinner each night. We spent most of our days at Mount Snow, and took the extra drive to Okemo for one day. Everything about this trip was wonderful. We hope to be back again!"
Cozy cottage tucked away in the woods

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

10.0 out of 10, Exceptional, (2)
"We had an amazing three days of skiing with family and friends. The house was perfect for the twelve of us. The only thing missing was a large pasta pot but luckily we had one person who left home late and was able to bring one. The house was very spacious, clean, beds were comfortable and there was parking for the four cars we had. We are definitely coming back. "
Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi

Spacious Riverfront Home 7 Minutes to Stratton!

10.0 out of 10, Exceptional, (27)
"We loved our stay! We had a big group: two families with several college-aged kids and a couple of their friends. There was plenty of room for everyone, a big kitchen for food prep, stocked with plenty of dishware, and a large dining room table. And there was lots of spaces for people to sit and read, or puzzle, or play pool when not out on the slopes. And for runners, we really enjoyed the challenge of running "uphill", including some beautiful views near the top where the road flattened out a...
Spacious Riverfront Home 7 Minutes to Stratton!

Mountain view home with deck, wood fireplace, washer/dryer, and high-speed WiFi

9.0 out of 10, Wonderful, (20)
"The stay at the house was wonderful and I highly recommend! However, please note that the road up to the house was treacherous. Our group came in two cars--one with four wheel drive (but no chains) and the other with chains (but no four wheel drive). It was so icy neither could cars safely make it to the top of the driveway, so make sure you bring a car with both chains AND four wheel drive if you intend on staying here during a cold snap! "
Mountain view home with deck, wood fireplace, washer/dryer, and high-speed WiFi

Beautiful Lakefront Home is located in Woods on Cole Pond. Near Stratton

10.0 out of 10, Exceptional, (76)
"10/10 property, arrived in the dark and while the cabin was easy to find we were pleasantly surprised in the morning with an amazing view of the snowy frozen lake just outside the door. Separate living room was isolated enough for adults to hang out while the kids slept. Very comfortable house, kitchen stocked with everything we needed, highly recommend "
Beautiful Lakefront Home is located in Woods on Cole Pond. Near Stratton

Countryside, mountain-view house near eagle's nest with patios - dog-friendly

9.6 out of 10, Exceptional, (5)
"Perfect little spot for a ski trip to Stratton!"
Countryside, mountain-view house near eagle's nest with patios - dog-friendly

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

Two-story, dog-friendly house with wood fireplace

8.6 out of 10, Excellent, (28)
"House was awesome! Fit a large group well! Would recommend for sure!"
Two-story, dog-friendly house with wood fireplace

1/2 Mi to Ski: Secluded Home in Vermont

9.0 out of 10, Wonderful, (2)
"We came to Vermont for a weekend to ski and this place is in a nice location. It worked well and for the price it was a decent stay! We had 14 people (the max) and there were enough beds for all of us to sleep comfortably. The stairs were narrow and a bit unsafe-feeling but functional for going up and down. The property also had a good amount of parking space, we had 3 cars and no issues at all. The place is run by a rental company so expect communication only during working hours. When we first...
1/2 Mi to Ski: Secluded Home in Vermont

Cozy VT Country Home

10.0 out of 10, Exceptional, (2)
"35 min to okemo, 45 min to mt snow, other ski places were closer. we had epic pass. excellent afternoon sunlight to dining/living area. great entry with lots of hooks for ski cloths and boot drop. Basic kitchen supplies better than expected. would return again. "
Cozy VT Country Home

Charming & spacious two-story townhome with balcony - close to Okemo

9.4 out of 10, Exceptional, (24)
"Great ski place"
Charming & spacious two-story townhome with balcony - close to Okemo

Lakefront Family Home w/ Dock in Newport!

10.0 out of 10, Exceptional, (1)
"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!

Vermont Farmhouse Getaway Near the Slopes W/ Mtn Views, Free WiFi, Full Kitchen

8.0 out of 10, Very Good, (6)
"Our stay at this enchanting farmhouse on Flatow Road in Ludlow, Vermont, was absolutely magical. From the moment we arrived, we were captivated by the charm, history, and serene beauty of this home. Nestled in the most picturesque part of Vermont, with breathtaking views of Okemo and the surrounding snow-covered mountains, it felt like a storybook escape.The house is spacious yet cozy, blending modern comfort with historic character. Each room is thoughtfully curated, from the king-sized bedroom...
Vermont Farmhouse Getaway Near the Slopes W/ Mtn Views, Free WiFi, Full Kitchen
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 property types in Walpole

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

7.0 out of 10, Good, (14)
"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

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

10.0 out of 10, Exceptional, (45)
"This house was so much fun! We had a large group of families with young children and there was plenty of space for everyone. The adults were able to hang upstairs in front of the fireplace while the kids were able to play downstairs in their own space. The additional house with game room was also a ton of fun! There were so many bedrooms as well!"
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (22)
"Loved being tucked away in the wilderness. Owners were very responsive. "
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
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.