Photo by Heather Beaudry

West Chesterfield Vacation Rentals

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Vacation Rentals in West Chesterfield

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

10.0 out of 10, Exceptional, (41)
"Nice property, wonderful stay"
The price is CA $1,054
CA $1,681 total
includes taxes & fees
Feb 23 - Feb 24
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

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

10.0 out of 10, Exceptional, (3)
"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...
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (20)
"My husband and I decided to rent out this property for our reception and could not have been more pleased. The property was perfect for our intimate wedding. It was rustic, quiet, and had a ton of fun activities. The entire home was full of character and each room was unique. The two houses on the property were clean and taken care of, just older so do not expect modern and new. I personally love older rustic locations, especially ones that you know have been lived in and loved. I gave the...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Walk to Mount Snow, Cozy, Clean and Comfortable!

9.6 out of 10, Exceptional, (32)
"We had an amazing stay at this condo near Mount Snow! The location is perfect—just a short walk to the lifts, which made getting on the mountain so convenient. The condo was spotless, and the extra linens and towels were a thoughtful touch that we really appreciated. The host was incredibly responsive and made everything easy for us. The listing description was accurate, and the condo had everything we needed for a comfortable and relaxing stay. We can’t wait to come back again. Highly...
Walk to Mount Snow, Cozy, Clean and Comfortable!

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

8.8 out of 10, Excellent, (42)
"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and the tea bags were past the best before date and should be replaced. Twelve bedrooms, each with their own bathroom was great. The pool, hot tubs, ping pong table, pool table, tennis court, and fire pit...
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

New! Family Townhome with Hot Tub, Shuttle service

9.4 out of 10, Exceptional, (3)
"It is the vintage of most of the ski condos around Mt. Snow, but had everything needed, on the shuttle route, convenient location, good hot water, nice fireplace, and no problems."
New! Family Townhome with Hot Tub, Shuttle service

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

8.6 out of 10, Excellent, (23)
"Good Condo in a great location"
The price is CA $310
CA $705 total
includes taxes & fees
Feb 11 - Feb 12
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

7.0 out of 10, Good, (6)
"Dining shopping not too far, but not walkable. The amount we paid was more than double the advertised price, yet we were still asked to perform a laundry list of cleaning tasks before exiting the unit (vacuuming, folding blankets, emptying and taking out gargage, etc.). I realize there is likely a management fee, but most VRBO properties do not require anything more than making sure doors and windows are secure, sink is clear, thermostats set at certain temps, etc. The property is also in...
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

Ski-In condo at Mount Snow with Fireplace, Bears Crossing

10.0 out of 10, Exceptional, (12)
"Wonderful time. The place was great just as advertised. Easy to get to slopes via moover shuttle. We were 6 adults and all enjoyed the space. Only surprise was bathrooms were on bottom floor. But no big deal. Thanks Nancy! We hope to make this an annual weekend. "
Ski-In condo at Mount Snow with Fireplace, Bears Crossing

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

10.0 out of 10, Exceptional, (51)
"This place was just about perfect with excellent hosts that were easy to communicate to. My only ask would be to get shades to block the sun in the morning in the bedroom to the left of the upstairs bathroom. We did not use that bedroom because of this reason. That being said, we loved this place so much that we already booked again for next year. "
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

New! Mt Snow Chalet w/land, privacy, relaxation

9.0 out of 10, Wonderful, (4)
"Excellent location to skiing Spacious rooms Plenty of towels Kitchen stocked with appliances Close to market "
New! Mt Snow Chalet w/land, privacy, relaxation

Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

The price is CA $983
CA $1,250 total
includes taxes & fees
Feb 9 - Feb 10
Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

9.8 out of 10, Exceptional, (112)
"Great place to stay with friends and family. Will be visiting again!"
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

6.8 out of 10, (13)
"We enjoyed our stay. AWD is a must for the driveway. The number of security cameras around the property is uncomfortable."
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.2 out of 10, Wonderful, (40)
"Real Vermont feel. Pretty and nice quiet neighborhood!"
Beautiful Lodging at Mount Snow with Hot Tub on Deck

MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House

10.0 out of 10, Exceptional, (12)
"Six of us women from Vermont golf courses stayed while playing a tournament at Haystack Country Club. The house suited us perfectly. We had some issues with the bathtub plumbing not turning off but we had prompt attention from a service person. The house had a great kitchen and tv to accommodate us."
The price is CA $179
CA $561 total
includes taxes & fees
Mar 3 - Mar 4
MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House

Cozy retreat near slopes

4.4 out of 10, (7)
"It is a simple and clean place to stay when visiting Mount Snow. It is a great place to catch the bus. It would be nice to have the building number in the address. The instructions for the multiple types of codes, and codes for the inner and outer doors are not straightforward."
Cozy retreat near slopes

Dog-friendly home w/ WiFi, private washer/dryer, and wood & electric fireplaces

8.6 out of 10, Excellent, (8)
"The house was great for our family vacation- ages four to eighty four. Well stocked kitchen, comfortable beds, 2 living spaces with TVs. The grill and dining deck aren’t immediately accessible from the kitchen as is off the upstairs rec room, but would work fine if planned ahead. Located in a quiet area in a natural lot but close to restaurants and within an hour of several attractions"
Dog-friendly home w/ WiFi, private washer/dryer, and wood & electric fireplaces

Wilmington Vacation Rental Near Hiking and Skiing!

9.0 out of 10, Wonderful, (16)
"We enjoyed our stay and all that the property had to offer. It is close by Mount Snow and all of the shops and restaurants. It was cozy and great to come back to at the end of a day of skiing. The house was stocked with supplies and all of the cabinets were nicely labeled as well."
Wilmington Vacation Rental Near Hiking and Skiing!

Hike & Swim On-Site: Cozy Falls Brook Cabin

10.0 out of 10, Exceptional, (10)
"Great little cabin, would definitely stay again!"
Hike & Swim On-Site: Cozy Falls Brook Cabin
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 types of properties in West Chesterfield you may be interested in

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (557)
"This is one of our favorite hotels to stay at."
The price is CA $209
CA $227 total
includes taxes & fees
Feb 9 - Feb 10
Riverside Hotel, Ascend Hotel Collection

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (401)
"A perfectly fine place to catch some zzzs during a ski weekend. Mount Snow is just minutes away, multiple dining options nearby. Room was a bit toasty when I arrived, took some time to adjust temperature. Continental breakfast is nothing fancy (bagels, Lara Bars and such), but enough to fuel up before hitting slopes. "
The price is CA $233
CA $283 total
includes taxes & fees
Feb 12 - Feb 13
Mountaineer Inn

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1003)
"Great property to stay at!"
The price is CA $159
CA $174 total
includes taxes & fees
Feb 4 - Feb 5
Colonial Motel And Spa
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.

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?

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. : Visitors like this West Chesterfield vacation home rental. It is located in the mountains and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a spa tub.

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 Wantastiquet Mountain 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.