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West Chesterfield Vacation Rentals

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Nov 11 - Nov 12
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Nov 12 - Nov 13
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Nov 14 - Nov 16
Next weekend
Nov 21 - Nov 23

Vacation Rentals in West Chesterfield

Terrace/patio
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Townshend
10.0 out of 10, Exceptional, (5)
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC
Property grounds
Owl's Nest Treehouse

Owl's Nest Treehouse

Alstead
10.0 out of 10, Exceptional, (11)
"Great place . Would highly recommend it.!"
United States
Peter G.
The price is ￥42,391
￥52,184 total
includes taxes & fees
Nov 18 - Nov 19
Owl's Nest Treehouse
Interior
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Wilmington
10.0 out of 10, Exceptional, (226)
"Great house, fantastically well equipped (kayaks, bikes etc). Excellent, very responsive host. View out over the lake is amazing. Really enjoyed our stay. "
United Kingdom
Lucian L.
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Smart TV, fireplace, DVD player, table tennis
Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington
10.0 out of 10, Exceptional, (108)
"The house is beautiful and has a gorgeous view, especially at night of the stars. Michael was super responsive with a couple of questions we had on logistics and supplies to bring. We would highly recommend staying there and will probably book again in the future."
United States
Jeff L.
Beautiful Custom Built Timber Frame Home, Sleeps 11
Interior
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Dover
10.0 out of 10, Exceptional, (9)
"This place is somehow better than it looks online. It is truly spectacular. And incredibly easy ski in ski out. Ski in is right to the door and ski out is about 10 foot walk to the magic carpet in the backyard. Tina of room. First class appliances. Tons of parking. We had a big group. Also two great places to hang out upstairs in the great room then the kids needed up hanging out a lot on the main floor. Checking in was a piece of cake and Todd was very responsive if we needed anything. Can’t...
United States
Marc G.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Property grounds
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Dover
8.6 out of 10, Excellent, (31)
"Very nice accommodations and location!"
United States
Michael M.
The price is ￥10,945
￥43,446 total
includes taxes & fees
Nov 16 - Nov 17
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Fridge, microwave, oven, stovetop
Cozy 2-bedroom cabin near Mount Snow 3 min drive

Cozy 2-bedroom cabin near Mount Snow 3 min drive

2.0 star property
Dover
9.6 out of 10, Exceptional, (9)
"Great cabin! Perfect for our family of 4 and our dog! Very close to mount snow and walking distance to great restaurants! "
United States
Lisa R.
Cozy 2-bedroom cabin near Mount Snow 3 min drive
Fridge, microwave, oven, stovetop
Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

West Dover Vermont
9.6 out of 10, Exceptional, (26)
"Perfect location to walk to slopes. The host was phenomenal! Very responsive and helpful. Can’t wait to stay again soon!"
United States
R B.
Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!
Property grounds
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Beautiful Lodging at Mount Snow with Hot Tub on Deck

Wilmington
9.4 out of 10, Exceptional, (42)
"This cabin is geared more for Winter and skiing since there is no air conditioning. Our family of 5 guys stayed here on 7/25/2025 because it was not that far from our rafting location, hiking and other attractions in southern VT. The cabin is very clean and the kitchen is stocked for all one's needs. We spent several nights after dinner around the firepit. We very much enjoyed staying here."
United States
Richard D.
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Fridge, microwave, oven, stovetop
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Dover
10.0 out of 10, Exceptional, (7)
"Our family had such a great time. We absolutely loved the space. So much bigger than what we expected. Our kids loved the bunkbed room. Plenty of room for our friends. Love the hot tub on the back deck. The kids really enjoyed the pool at the amenity center. Todd was extremely responsive and we really had a great trip. Look forward to coming back next season."
United States
Michelle V.
The price is ￥68,674
￥131,777 total
includes taxes & fees
Nov 13 - Nov 14
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Fridge, microwave, oven, stovetop
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

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

Townshend
10.0 out of 10, Exceptional, (61)
"Second time visiting this property during the winter with adults and kids (ages 6 - 11) and it was another great stay. Property owner easy to communicate with, beautiful land and home. Perfect location for our family get together."
United States
sarah m.
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Indoor pool, a heated pool
Seasons On Mount Snow - Ski-in/Ski-out

Seasons On Mount Snow - Ski-in/Ski-out

Dover
9.8 out of 10, Exceptional, (180)
"I would recommend this place. It was very enjoyable. Stay love the area and the staff at the swimming pool were very nice."
United States
Richard
Seasons On Mount Snow - Ski-in/Ski-out
Fridge, microwave, stovetop, dishwasher
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Dover
9.6 out of 10, Exceptional, (5)
"Property was clean, well presented and very comfortable. We had a great time, checking out nearby waterfalls and history of such places as Bennington. We would stay again and recommend to friends and family.."
United States
Stephen T.
The price is ￥25,420
￥67,720 total
includes taxes & fees
Nov 24 - Nov 25
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Property grounds
Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont

Putney
9.4 out of 10, Exceptional, (56)
"Gorgeous property. Super accommodating hosts. Would love to come back in the summer."
United States
Thomas F.
The price is ￥17,342
￥36,689 total
includes taxes & fees
Nov 25 - Nov 26
Family Friendly Hilltop House In Putney Vermont
Fridge, microwave, oven, stovetop
500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

Dover
9.8 out of 10, Exceptional, (47)
"Overall a nice stay, thanks Jen!"
United States
Anonymous traveler
500ft across the street to Carnitha. Gromet to main lift or take Moover to Base
Outdoor dining
Beautiful, private log cabin with huge, relaxing screened porch

Beautiful, private log cabin with huge, relaxing screened porch

Townshend
10.0 out of 10, Exceptional, (42)
"Great stay! Everything was clean and comfortable and well-communicated. We especially enjoyed spending time on the 3-season porch, even more so when a flock of wild turkeys decided to walk by and provide extra entertainment. This trip was our yearly family cabin weekend, and we never stay in the same place twice, but if we did we would definitely stay here again."
United States
Jess M.
Beautiful, private log cabin with huge, relaxing screened porch
Dining
Mount Snow, Hot Tub Room, Sauna, Pool Table, sleeps 12.

Mount Snow, Hot Tub Room, Sauna, Pool Table, sleeps 12.

Mount Snow
10.0 out of 10, Exceptional, (17)
"Ken came to the rescue when our original reservation was double booked! He made sure we were taken care in a very quick manner and responded to all of my inquiries timely! "
United States
liz c.
Mount Snow, Hot Tub Room, Sauna, Pool Table, sleeps 12.
Interior
Snow Place Like Home Beautifully Appointed 5 Bedroom Mount Snow Ski-Home

Snow Place Like Home Beautifully Appointed 5 Bedroom Mount Snow Ski-Home

Dover
Snow Place Like Home Beautifully Appointed 5 Bedroom Mount Snow Ski-Home
Property grounds
Mountain view condo w/ fireplace, shared hot tub, pool, sauna, tennis & shuttle

Mountain view condo w/ fireplace, shared hot tub, pool, sauna, tennis & shuttle

Dover
Mountain view condo w/ fireplace, shared hot tub, pool, sauna, tennis & shuttle
Dining
Updated Ski in ski out condo & mountain biking located at Seasons on Mt. Snow

Updated Ski in ski out condo & mountain biking located at Seasons on Mt. Snow

Dover
9.8 out of 10, Exceptional, (61)
"Our stay was short but Seasons is a very nice place to stay."
Canada
Kevin F.
Updated Ski in ski out condo & mountain biking located at Seasons on Mt. Snow
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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Top West Chesterfield Hotel Reviews

The Putney Inn

The Putney Inn

10/10 Excellent
"Always feel welcome"
Michael 1-night trip
Posted 2 days ago
The Putney Inn

Find out more about West Chesterfield

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Frequently asked questions

Can I find a vacation rental in West Chesterfield?

Yes, you can find vacation rentals close to popular sights in West Chesterfield, or you can select a more secluded option if you'd like a relaxing place to stay. Nature enthusiasts will enjoy the riverfront in West Chesterfield. Make sure you have time to check out the entertainment choices and theaters during your trip.

What's the top vacation rental that West Chesterfield has to offer?

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC: Visitors like this West Chesterfield vacation home rental. It is located in the mountains and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in West Chesterfield?

Madame Sherri Forest and Madame Sherris Castle Ruins are a couple of scenic spots to enjoy the outdoors, whereas Actors Theatre Playhouse is one of the cultural attractions. While here, Connecticut River and United States Navy Seabee Bridge are other places worth a visit.

What’s a vacation rental in West Chesterfield like?

Vacation rentals are private properties you can stay in for several days or longer in West Chesterfield. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for families.