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Compare 166 Vacation Homes in Walpole with updated reviews, rates, and availability.

Cozy, charming mountain home.
Room
Cozy, charming mountain home.
9.8 out of 10, Exceptional, (6)
"Wonderful place to eacape to relax. "
Cozy, charming mountain home.
Dog-friendly chalet cabin with valley view, deck, and private hot tub
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
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Plenty of private open space to explore with the whole family!
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
Hilltop Home with Great Views
Exterior
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
Cheerful residential home with lots of space
Private kitchen
Cheerful residential home with lots of space
10.0 out of 10, Exceptional, (20)
"A clean and comfortable stay."
Cheerful residential home with lots of space
Spacious Family getaway near Magic Mountain, VT
Living area
Spacious Family getaway near Magic Mountain, VT
9.4 out of 10, Exceptional, (3)
"Perfect house for family with kids ! Plenty of room for three families !"
Spacious Family getaway near Magic Mountain, VT
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Exterior
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.
Family Friendly Hilltop House In Putney Vermont
Aerial view
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 SAR 732
SAR 1,291 total
includes taxes & fees
18 Nov - 19 Nov
Family Friendly Hilltop House In Putney Vermont
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
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
Pristine Waterfront, Charming Home, Breathtaking Views
Property grounds
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
Chester Home w/ Views ~ 10 Mi to Okemo Mtn Resort!
Chester Vacation Rental | 4BR | 3BA | 2,700 Sq Ft | Stairs Required
Chester Home w/ Views ~ 10 Mi to Okemo Mtn Resort!
10.0 out of 10, Exceptional, (38)
"Our family enjoyed this house for a weekend stay celebrating our mom's 91st birthday. The location is peaceful and the house was perfect for 8 adults. Can not say enough about the owner! She was very accommodating and we can't thank her enough for helping make a memorable weekend possible. possible. weekend"
Chester Home w/ Views ~ 10 Mi to Okemo Mtn Resort!
Cozy cottage tucked away in the woods
Exterior
Cozy cottage tucked away in the woods
10.0 out of 10, Exceptional, (37)
"This property is really “in the “woods” We enjoyed our stay, so peaceful. The foliage was beautiful. There was a lot of DVD’S to watch, no cable or regular channels. There was also a record player with many albums to choose from. Comfortable mattresses and pillows. Very well equipped with everything you need to prepare a meal at the house. River Bend Farm Market is about 15 minutes away and it has ready to go food, sandwiches, everything you need to find at a grocery store. Great communication...
Cozy cottage tucked away in the woods
Potter's Place | House in Jamaica with mountain views
Potter's Place | House in Jamaica with mountain views
9.4 out of 10, Exceptional, (3)
"The house was clean, beds were comfortable and the area is very quiet. The deck was a very nice. Unfortunately the gas fireplace didn’t work. It actually looked like there were pieces missing which was disappointing because it was the final reason I chose this house. Also, there’s a dishwasher but no dish soap provided. The water pressure in the shower is a little more than a trickle. "
Potter's Place | House in Jamaica with mountain views
Whimsical Room & Private Bathroom in Historic Inn
Room
Whimsical Room & Private Bathroom in Historic Inn
9.2 out of 10, Wonderful, (7)
"Lovely"
The price is SAR 372
SAR 627 total
includes taxes & fees
17 Nov - 18 Nov
Whimsical Room & Private Bathroom in Historic Inn
Charming Private Cabin w/ Full Kitchen & High-Speed WiFi - Near Mountain
Charming Private Cabin w/ Full Kitchen & High-Speed WiFi - Near Mountain
9.2 out of 10, Wonderful, (21)
"Nice relaxing time spent with my family skiing at Mount Snow. Only complaint would be the high fees associated with the property compared to others."
Charming Private Cabin w/ Full Kitchen & High-Speed WiFi - Near Mountain
Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!!
Spectacular Views from the Great Room!
Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!!
10.0 out of 10, Exceptional, (55)
"The house is beautiful, spacious and has everything you could want. The outdoor space is beautiful and private. We had a family reunion here and I could not recommend it enough!!"
Stratton, Okemo, Bromley, Viking Nordic XC, Skiing!!
Beautiful home with lots to explore outdoors
Beautiful home with lots to explore outdoors
9.8 out of 10, Exceptional, (7)
"Property and house was clean. The beds were comfortable. The pond is loaded with catfish to catch and release. "
Beautiful home with lots to explore outdoors
Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford
View from the lake (1)
Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford
9.8 out of 10, Exceptional, (25)
"We had an amazing week at the Tyler House. The house and location are among the best on the lake. The host lives nearby and is happy to assist with any requests."
Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford
Mountain View Retreat! Cozy Vermont Cottage Near Many Major Ski Resorts.
Property grounds
Mountain View Retreat! Cozy Vermont Cottage Near Many Major Ski Resorts.
10.0 out of 10, Exceptional, (2)
"We love this house! It was the perfect location for skiing both Okemo & Magic. Great communication with the host. Comfy seating & dining. The fenced yard was such a bonus for the pups! They could go out & romp around off leash. Beautiful view! We will definitely plan on booking for next year's ski trip."
Mountain View Retreat! Cozy Vermont Cottage Near Many Major Ski Resorts.
Private Field House - Spacious 4 Bedroom Home
House from backyard
Private Field House - Spacious 4 Bedroom Home
10.0 out of 10, Exceptional, (15)
"Very nice home, quiet location, and house had everything we needed and more. Property manager timely communicated all necessary information."
Private Field House - Spacious 4 Bedroom Home
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

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Outside
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (147)
"Cozy, rustic setting. Great space utilization. Ideal for a weekend getaway. "
The price is SAR 638
SAR 1,383 total
includes taxes & fees
18 Nov - 19 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Dog-friendly chalet cabin with valley view, deck, and private hot tub
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
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Plenty of private open space to explore with the whole family!
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
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.