West Chesterfield Vacation Rentals

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Our top choices for West Chesterfield vacation rentals

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.2 out of 10, Wonderful, (22 reviews)
"Highly recommend clean beautiful stay!"
United States
Douglas D.
The price is ¥9,662
¥49,940 total
includes taxes & fees
Mar 11 - Mar 12
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Walpole
10.0 out of 10, Exceptional, (50 reviews)
"We had a very lovely stay. "
United States
mary c.
The price is ¥44,357
¥92,746 total
includes taxes & fees
Mar 9 - Mar 10
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lake Whitingham & Mount Snow Area Village Apartment

Lake Whitingham & Mount Snow Area Village Apartment
Whitingham
10.0 out of 10, Exceptional, (1 review)
"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 ¥21,974
¥48,343 total
includes taxes & fees
Mar 9 - Mar 10
Lake Whitingham & Mount Snow Area Village Apartment

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (49 reviews)
"This is a comfortable and spacious apartment in a great location central to everything in Greenfield. David is also an excellent host who communicated clearly throughout our visit. Would definitely stay here again. "
United States
Geoffrey B.
The price is ¥18,223
¥31,577 total
includes taxes & fees
Mar 10 - Mar 11
Lovely 2nd Floor Apartment

Colrain Spring into Adventure HotTub AirHockey Firepit

Colrain Spring into Adventure HotTub AirHockey Firepit
Colrain
9.8 out of 10, Exceptional, (47 reviews)
"Great house for family gatherings "
United Kingdom
John Paul B.
The price is ¥44,691
¥101,031 total
includes taxes & fees
Mar 8 - Mar 9
Colrain Spring into Adventure HotTub AirHockey Firepit

Owl's Nest Treehouse

Owl's Nest Treehouse
Alstead
10.0 out of 10, Exceptional, (19 reviews)
"We loved our stay at The Owls Nest! The location was very private, and everything was exceptionally clean. Perfect for a quick weekend getaway to relax. Would highly recommend for a couple looking to enjoy a quiet weekend. "
United States
Samantha R.
The price is ¥43,164
¥52,795 total
includes taxes & fees
Mar 9 - Mar 10
Owl's Nest Treehouse

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

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
The price is ¥21,190
¥39,203 total
includes taxes & fees
Mar 18 - Mar 19
Wellness Getaway with a Personal Sauna, and Private River Beach!

Large 3BR Apartment in Marlborough NH: Sleeps 8-10: Close to Keene!

Large 3BR Apartment in Marlborough NH: Sleeps 8-10: Close to Keene!
Marlborough
10.0 out of 10, Exceptional, (2 reviews)
"Clean and close to Keene! Very quiet and had a great nights rest!"
United States
Sierra M.
Large 3BR Apartment in Marlborough NH: Sleeps 8-10: Close to Keene!

Modern Downtown 12ppl Hot Tub Fire Pit Games

Modern Downtown 12ppl Hot Tub Fire Pit Games
Keene
9.6 out of 10, Exceptional, (22 reviews)
"Good location for some event staff to stay while we were hosting a conference in town. Simple check-in/out. Would rent again."
United States
Jack P.
The price is ¥21,347
¥45,301 total
includes taxes & fees
Mar 9 - Mar 10
Modern Downtown 12ppl Hot Tub Fire Pit Games

The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"
United States
James M.
The price is ¥19,620
¥41,136 total
includes taxes & fees
Apr 1 - Apr 2
The Studio with a View. Bring your dog, too!

Luxury Unit - 101

Luxury Unit - 101
Wilmington
10.0 out of 10, Exceptional, (1 review)
"It was a beautiful place and clean and updated. Plenty of room for our party of four."
United States
Michael
The price is ¥55,564
¥94,840 total
includes taxes & fees
Mar 9 - Mar 10
Luxury Unit - 101

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is ¥33,919
¥41,571 total
includes taxes & fees
Mar 9 - Mar 10
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (10 reviews)
"Yert was perfect and stocked with everything we needed,property owner showed up to make sure we had everything we needed then left us in complete privacy,location was amazing with a great scenic view."
United States
Jerry S.
The price is ¥14,836
¥25,464 total
includes taxes & fees
Mar 19 - Mar 20
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (50 reviews)
"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."
United States
Franklin C.
The price is ¥15,696
¥48,598 total
includes taxes & fees
Mar 30 - Mar 31
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (59 reviews)
"The host and her daughter were lovely and kind and very quick with all communication."
United States
Susan O.
The price is ¥24,643
¥46,586 total
includes taxes & fees
Apr 1 - Apr 2
Family Friendly Hilltop House In Putney Vermont

Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is ¥35,316
¥43,765 total
includes taxes & fees
Mar 8 - Mar 9
Vikings Villages Resort - Double Bed Room

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Whitingham
The price is ¥57,133
¥101,258 total
includes taxes & fees
Mar 15 - Mar 16
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (2 reviews)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
United States
Xilin J.
The price is ¥33,292
¥77,551 total
includes taxes & fees
Mar 23 - Mar 24
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Central Large 2-bedrooms with office in Keene

Central Large 2-bedrooms with office in Keene
Keene
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed our stay! Jess is a great host! Very flexible and helpful and always was available if we communicated with her she got right back to us!The place was exactly as depicted in pictures and continently located to Granite Gore mountain and downtown Keene!We will be back!"
United States
Elisa S.
The price is ¥21,755
¥27,010 total
includes taxes & fees
Mar 17 - Mar 18
Central Large 2-bedrooms with office in Keene

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, (11 reviews)
"We enjoyed our stay."
United States
Anonymous traveler
The price is ¥35,175
¥90,474 total
includes taxes & fees
Mar 9 - Mar 10
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
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

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?

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms: Visitors like this West Chesterfield vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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, Wantastiquet Mountain and Connecticut River 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.