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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
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Nov 21 - Nov 23

Vacation Rentals in West Chesterfield

Exterior
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover
9.4 out of 10, Exceptional, (16)
"Extremely clean and lovely place to stay. The area is great, there is a ton to do and see. We went for a hiking trip and enjoyed the places to eat. The one caveat is that it isn't clear in the listing that it's a shared community pool, about a 5 minute walk from the property. It was nicely maintained and really lovely. Biggest downside to our stay was that we were woken up every morning by the children upstairs. "
United States
Rita S.
The price is ￥5,993
￥38,998 total
includes taxes & fees
Dec 8 - Dec 9
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Exterior
Tiny house on the Ashuelot river family and pet friendly

Tiny house on the Ashuelot river family and pet friendly

Swanzey
The price is ￥9,205
￥13,317 total
includes taxes & fees
Nov 17 - Nov 18
Tiny house on the Ashuelot river family and pet friendly
Exterior detail
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Greenfield
10.0 out of 10, Exceptional, (1)
"We had an amazing stay! The property was spotless and comfortable. We felt right at home and can’t wait to stay here again! "
United States
Garth P.
The price is ￥9,989
￥31,820 total
includes taxes & fees
Nov 17 - Nov 18
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Property grounds
Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Dover
10.0 out of 10, Exceptional, (4)
"Catherine contacted me immediately that the studio I had rented was not available but that we could have the adjacent house instead. She moved heaven and earth to make sure we had a king bed ( which is what we wanted). She was very attentive and accommodating. "
United States
Wendy C.
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Terrace/patio
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Dover
9.8 out of 10, Exceptional, (22)
"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "
United States
SZU YIN C.
The price is ￥12,986
￥62,750 total
includes taxes & fees
Dec 8 - Dec 9
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Property grounds
Lake Whitingham & Mount Snow Area Village Apartment

Lake Whitingham & Mount Snow Area Village Apartment

2.0 star property
Whitingham
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is ￥21,581
￥46,960 total
includes taxes & fees
Nov 15 - Nov 16
Lake Whitingham & Mount Snow Area Village Apartment
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
Sauna
Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!

2.0 star property
Newfane
10.0 out of 10, Exceptional, (1)
"The folks are SUPER and made me feel very welome"
United States
Mark
The price is ￥20,810
￥39,191 total
includes taxes & fees
Nov 16 - Nov 17
Wellness Getaway with a Personal Sauna, and Private River Beach!
Interior
Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield
10.0 out of 10, Exceptional, (44)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
United States
Shanyn
The price is ￥17,897
￥31,012 total
includes taxes & fees
Nov 17 - Nov 18
Lovely 2nd Floor Apartment
Exterior
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Fitzwilliam
10.0 out of 10, Exceptional, (13)
"Our two night stay was great. Loved how close it was to the bike path and the fire pit in the back. Clare was very responsive!"
United States
Camila G.
The price is ￥19,284
￥32,464 total
includes taxes & fees
Nov 13 - Nov 14
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Smart TV, fireplace, books
Private cabin: 7 mins to slopes, wood fireplace

Private cabin: 7 mins to slopes, wood fireplace

2.0 star property
Dover
9.6 out of 10, Exceptional, (5)
"Had a lovely stay here in mid-August. Despite the rain, played two rounds of golf at the beautiful resorts at Mt. Snow and Stratton. The house is nestled in the woods with a great view of the mountain ski trails. House is very spacious and the kitchen has everything you need! Our only issue was the lack of AC. Our bad luck to pick the most humid weekend of the summer, I guess, bc I know AC is rare in VT but maybe add more ceiling fans? Aside from that, we had a great time. "
United States
Suzanne H.
The price is ￥26,976
￥86,398 total
includes taxes & fees
Nov 13 - Nov 14
Private cabin: 7 mins to slopes, wood fireplace
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
Exterior
Mountain Chalet mins from Mt Snow Skiing/hiking

Mountain Chalet mins from Mt Snow Skiing/hiking

East Dover
9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is ￥18,054
￥67,217 total
includes taxes & fees
Nov 16 - Nov 17
Mountain Chalet mins from Mt Snow Skiing/hiking
Property grounds
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover
9.0 out of 10, Wonderful, (43)
"We loved the place. It was very homey and comfortable. My only suggestion would be to upgrade the towels and add a few more dish towels. "
United States
Kathy S.
The price is ￥13,874
￥45,464 total
includes taxes & fees
Nov 25 - Nov 26
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Fridge, microwave, oven, stovetop
Charming 1-bedroom condo in delightful Dover

Charming 1-bedroom condo in delightful Dover

Dover
9.6 out of 10, Exceptional, (7)
"Easy to find. Good communication helped, but the sliding door was a little wonky. Additional security for single female travelers would be nice. A bedside table would be useful. All the amenities you would ever need."
United States
Tia
The price is ￥16,494
￥31,006 total
includes taxes & fees
Nov 20 - Nov 21
Charming 1-bedroom condo in delightful Dover
Property grounds
NEW Private Chalet - 4 mins to Mt Snow

NEW Private Chalet - 4 mins to Mt Snow

Dover
10.0 out of 10, Exceptional, (1)
The price is ￥27,747
￥89,533 total
includes taxes & fees
Nov 13 - Nov 14
NEW Private Chalet - 4 mins to Mt Snow
Smart TV, fireplace, table tennis
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Dover
10.0 out of 10, Exceptional, (5)
"We had an amazing stay at this ski house! The property was absolutely perfect for our group of 8. Spacious, clean, and beautifully designed with plenty of room for everyone. The location couldn’t have been better—just a short drive to the ski resort. Highly recommend this place for anyone looking for a comfortable and convenient ski getaway. We'll definitely be back!"
United States
katey
The price is ￥17,897
￥67,080 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Terrace/patio
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

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

Wardsboro
10.0 out of 10, Exceptional, (14)
"Perfect weekend getaway "
United States
Seth G.
The price is ￥27,747
￥66,889 total
includes taxes & fees
Nov 17 - Nov 18
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Exterior
A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

West Dover
10.0 out of 10, Exceptional, (2)
"Great place - fast internet, hot tub, x-box - all great for the kids, and close to the ski resorts! Very pleased with everything."
United States
Dan G.
The price is ￥39,308
￥95,160 total
includes taxes & fees
Dec 1 - Dec 2
A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
Dining
Couples 2 Bedroom Retreat-Close to Shelburne Falls

Couples 2 Bedroom Retreat-Close to Shelburne Falls

Colrain
10.0 out of 10, Exceptional, (4)
"We had everything we needed for a fun and relaxing family get away. We loved how close it was to great restaurants and activities like rafting, zip lining, and the mountain coaster. The kitchen is fully stocked and everything was clean and well organized.Erica and Casey were great hosts and so helpful in answering any and all of our questions before check in. We will definitely be back! "
United States
Heather B.
The price is ￥26,206
￥57,340 total
includes taxes & fees
Nov 13 - Nov 14
Couples 2 Bedroom Retreat-Close to Shelburne Falls
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.