Photo by mike dobias

Holiday Homes in Walpole

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Featured Holiday Homes in Walpole

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

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

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

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

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.

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

9.4 out of 10, Exceptional, (53)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is AU$532
includes taxes & fees
24 Nov - 25 Nov
Family Friendly Hilltop House In Putney Vermont

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

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!

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!

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

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

9.2 out of 10, Wonderful, (7)
"Lovely"
The price is AU$235
includes taxes & fees
24 Nov - 25 Nov
Whimsical Room & Private Bathroom in Historic Inn

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!!

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

9.8 out of 10, Exceptional, (8)
"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

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.

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

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

Okemo Mountain View Retreat

10.0 out of 10, Exceptional, (6)
"This is a great house for a large group, close to Ludlow and Okemo. We really enjoyed our stay and would love to come back."
Okemo Mountain View Retreat
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

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.
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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