Windham County Holiday Rentals

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Featured Windham County Holiday Rentals

Long Trail House at Stratton Mountain Resort

3.0 star property
Stratton
8.6 out of 10, Excellent, (77)
"Nice, clean room in prime location"
United States
Kristin
The price is HK$2,500
HK$3,108 total
includes taxes & fees
17 Nov - 18 Nov
Long Trail House at Stratton Mountain Resort

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

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

Long Trail House Studio at Stratton Mountain Resort

Stratton
10.0 out of 10, Exceptional, (64)
"Our stay was incredible. The location was perfect, room and facility was clean. Thank you for being a great host, 10/10!"
United States
Tyler M.
Long Trail House Studio at Stratton Mountain Resort

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is HK$1,321
HK$2,776 total
includes taxes & fees
18 Nov - 19 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Lovely ski-in/out condo steps from ski lift with trails and amazing views

Stratton
8.4 out of 10, Very good, (26)
"Great location close to lift. Condo is clean and well appointed."
United States
Grace Ann B.
The price is HK$552
HK$2,163 total
includes taxes & fees
18 Nov - 19 Nov
Lovely ski-in/out condo steps from ski lift with trails and amazing views

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

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

Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna

Windham
10.0 out of 10, Exceptional, (54)
"Consistently great time at this place (3rd time there)"
United States
Chad B.
Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna

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.

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!

Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

Stratton
9.6 out of 10, Exceptional, (54)
"Great, clean condo right near the village. It was a really nice place to stay and a good for a family of 4."
United States
David S.
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

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

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 HK$1,282
HK$3,416 total
includes taxes & fees
16 Nov - 17 Nov
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Ski on ski off condo

Stratton
10.0 out of 10, Exceptional, (71)
"We had a great time skiing! Location was perfect to the lift and a short walk to the village."
United States
Caitlin S.
Ski on ski off condo

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Londonderry
8.6 out of 10, Excellent, (8)
"My husband and I stayed at the treehouse cabin for two nights. It was so adorable and had so many fun amenities from the hot tub, to the fire place and record player. They even had snow shoes for us to borrow and we were able to use them and had a fun morning snow shoeing. Easy check in, and just a nice clean fun place to stay."
United States
Meghan C.
The price is HK$2,554
HK$4,405 total
includes taxes & fees
24 Nov - 25 Nov
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Spacious Riverfront Home 7 Minutes to Stratton!

Jamaica
10.0 out of 10, Exceptional, (35)
"Perfect house for a few families to gather and have fun. "
United States
James D.
Spacious Riverfront Home 7 Minutes to Stratton!

Extraordinary Stratton Ski On/Ski Off Home

Stratton
10.0 out of 10, Exceptional, (27)
"The house is charming and well decorated. Very suitable for a family. We had a great time."
United States
Iris K.
Extraordinary Stratton Ski On/Ski Off Home

Stratton; Ski on/off, hot tub, King beds, 2 FPs, Office, Foosball

Stratton
Stratton; Ski on/off, hot tub, King beds, 2 FPs, Office, Foosball

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Stratton
7.6 out of 10, Good, (19)
"Great clean, modern condo with in a short walk to Stratton Village and the chair lifts. Upgraded huge TV in the living room. Great place to relax after a long day of skiing. Parking spot located under the complex that is heated. The parking area also has carts to bring all your stuff up the condo in one trip. We would definitely book this place again on our next trip to Stratton to Ski."
United States
John M.
The price is HK$1,034
HK$2,756 total
includes taxes & fees
18 Nov - 19 Nov
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
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 Windham County Hotel Reviews