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Compare 11 Chalets in Winchester with updated reviews, rates, and availability.

8 minutes to ski Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private

10.0 out of 10, Exceptional, (17)
"great space for adults and teenagers. loved the hot tub! "
The price is SAR 1,309
SAR 3,145 total
includes taxes & fees
13 Mar - 14 Mar
8 minutes to ski Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private

Beautiful Adirondack Cabin with Sauna on Lake Monomonac

2.0 star property
10.0 out of 10, Exceptional, (16)
"It was my second time staying at the Finnish House and I am already planning another trip. Jim is a fantastic host and the property is immaculate!"
The price is SAR 634
SAR 1,131 total
includes taxes & fees
12 Mar - 13 Mar
Beautiful Adirondack Cabin with Sauna on Lake Monomonac

Mandy's Mountain Chalet minutes from Mount Snow,

10.0 out of 10, Exceptional, (8)
"The overall experience was pleasent. House was warm and bathrooms worked. The kitchen has a surprising amount of utensils. The few times I needed to reach out to the owner he responded right away. I would stay again."
The price is SAR 450
SAR 1,483 total
includes taxes & fees
24 Mar - 25 Mar
Mandy's Mountain Chalet minutes from Mount Snow,

Vikings Villages Resort - Double Bed Room

The price is SAR 1,031
SAR 1,367 total
includes taxes & fees
9 Mar - 10 Mar
Vikings Villages Resort - Double Bed Room

4-bedroom chalet with outdoor hot tub in lovely Wilmington with WiFi

10.0 out of 10, Exceptional, (1)
"Overall we were pleased we stayed at this property, and it was a cut above many others we'd stayed at in recent years. It's very well situated for Mt Snow and great for dinner options given it's proximity to West Dover and Wilmington also with a good supermarket nearby. The space was spotless and well appointed. We struggled a little a first to find a good temperature equilibrium with 6 heating points (4 x bedrooms 2 x living levels) but we sorted it out and was not a problem after that....
4-bedroom chalet with outdoor hot tub in lovely Wilmington with WiFi

Mount Snow Vermont - Ski - Snowboard - 6 miles

10.0 out of 10, Exceptional, (21)
"Easy accessible, great location , very clean and the hosts have everything to make you feel right at home , with this being said all this made for a very lovely stay "
Mount Snow Vermont - Ski - Snowboard - 6 miles

Snug Chalet - Family-Friendly, Wi-Fi + Close to Mount Snow

10.0 out of 10, Exceptional, (1)
"The home was very clean and our host was always available to answer questions through the app if needed. Super private spot with not a lot of traffic and there was even a nice fenced in area for the pups off the deck which was a pleasant surprise. Super close to the Inn at Quail Run which was convenient because we were attending a family reunion. Highly recommended!"
Snug Chalet - Family-Friendly, Wi-Fi + Close to Mount Snow

Swiss Chalet Family Retreat w/ lake access

Swiss Chalet Family Retreat w/ lake access

Green Mountain Chalet: Magical Summer Hideaway W/ Hot Tub Close to Mt Snow

Green Mountain Chalet: Magical Summer Hideaway W/ Hot Tub Close to 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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Other property types in Winchester

Secluded Lakefront Vacation Home

9.8 out of 10, Exceptional, (69)
"Once again I was placed into a state of memories starting from childhood when I used to swim in Lake Sunshine(now lake Contoocook! The scenery is mesmerizing and I love staring at the trees and lake which takes me back to days of freedom and wonderment. The sunrises are spectacular and make me begin a new day with energy and hope for this unsettled world."
Secluded Lakefront Vacation Home

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (46)
"The cabin is cozy and sweet- we have a dog and small family and wanted to ski at Mt Snow. Cabin is short 20 minute drive to ski. Super cute town of Wilmington just a few minutes away. Go to Dots or Alpen Glow! Shaws grocery 2 minutes away. House has Pottery Barn vibes. Decent sized kitchen sitting and dining area. 2Bedroom 2 bath. This is not a house for a large crew but for a family getaway it was perfect. Street is quiet and residential. Neighbors seem really friendly. We would love to come...
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Cozy 2-bedroom Unit with private backyard

10.0 out of 10, Exceptional, (21)
"Small but very clean and had everything we needed for our stay "
Cozy 2-bedroom Unit with private backyard
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.