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Windham County Accommodation: Most Popular Cities to Stay
Stratton
Our top choices for Windham County holiday rentals
1. Long Trail House at Stratton Mountain Resort
Long Trail House at Stratton Mountain ResortStratton
8.6 out of 10, Excellent, (85 reviews)
"Clean well, equipped room. Great amenities, wonderful proximity to all the action in the village,easy parking and access throughout the facility."
Michael
The price is £328
includes taxes & fees
8 Nov - 9 Nov
2. Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Charming Wilmington Cabin, 8 Mi. to Mt Snow!Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
Mark
3. Chalet Mount Snow/Stratton Skiing/hiking
Chalet Mount Snow/Stratton Skiing/hikingEast Dover
10.0 out of 10, Exceptional, (17 reviews)
"Clean, cozy, set back and had all the amenities that you would need"
Chelsea G.
The price is £289
includes taxes & fees
8 Nov - 9 Nov
4. Cozy 3 bedroom condo 2.5 miles to Mount Snow
Cozy 3 bedroom condo 2.5 miles to Mount SnowWest Dover
9.2 out of 10, Wonderful, (52 reviews)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
Scott S.
The price is £206
includes taxes & fees
17 Nov - 18 Nov
5. Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Charming Wilmington Cabin, 8 Mi. to Mt Snow!Wilmington
9.8 out of 10, Exceptional, (49 reviews)
"Great property and location. Communications with host excellent. Love the privacy and availability of firewood."
Rod M.
6. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tubStratton Mountain
10.0 out of 10, Exceptional, (37 reviews)
"Excellent place! Impeccable!"
Susan F.
The price is £391
includes taxes & fees
10 Nov - 11 Nov
7. 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 DenDover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
Tania J.
The price is £229
includes taxes & fees
8 Nov - 9 Nov
8. 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, (20 reviews)
"Cute place, very pet-friendly."
Jeff H.
The price is £314
includes taxes & fees
9 Nov - 10 Nov
9. Cozy Vermont Tiny Home Get Away
Cozy Vermont Tiny Home Get AwayBrattleboro
10.0 out of 10, Exceptional, (2 reviews)
"super cute tiny house! my partner and I had a wonderful time here. It's super close to downtown Brattleboro in a beautiful neighborhood"
Anthony L.
The price is £74
includes taxes & fees
30 Nov - 1 Dec
10. The Eagles Wing at The CHM - Private Apartment
The Eagles Wing at The CHM - Private ApartmentDover
9.8 out of 10, Exceptional, (6 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
Ava M.
The price is £96
includes taxes & fees
11 Nov - 12 Nov
11. 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. "
Joseph P.
The price is £213
includes taxes & fees
16 Nov - 17 Nov
12. Family Friendly Hilltop House In Putney Vermont
Family Friendly Hilltop House In Putney VermontPutney
9.4 out of 10, Exceptional, (65 reviews)
"The house was all we expected. Very comfortable and ready for us when we arrived. It’s a bit out of the way, at the end of a private road, but quiet and secluded. Our host was attentive without being intrusive. She clearly wanted to make sure our stay met our expectations and was pleasant. All in all, a delightful way to visit Vermont!"
Susan G.
The price is £204
includes taxes & fees
11 Nov - 12 Nov
13. Walk to Mt Snow Lifts • Ski & Ride • Sleeps 8 • Fireplace, Hot Tub & Sauna
Walk to Mt Snow Lifts • Ski & Ride • Sleeps 8 • Fireplace, Hot Tub & SaunaDover
10.0 out of 10, Exceptional, (1 review)
"Incredible views, immaculate, spacious, fully sticked kitchen, great pool and amenities. Easy access with great communication from the host. 10/10 recommend"
Danielle F.
14. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
Seasons ski-in/ski-out condo with balcony and wood-burning fireplaceDover
8.6 out of 10, Excellent, (37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
Evan C.
The price is £268
includes taxes & fees
11 Nov - 12 Nov
15. 10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK
10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OKDover
10.0 out of 10, Exceptional, (11 reviews)
"Awesome place, fantastic amenities and easy to get to. Looking forward to coming back."
Connor S.
16. Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Charming Fully Renovated One-Room Schoolhouse on 22+ acresGrafton
9.6 out of 10, Exceptional, (175 reviews)
"We had such a great time! Those is a well taken care of, clean, cozy property. We would absolutely visit again!!"
Kathy H.
The price is £267
includes taxes & fees
9 Nov - 10 Nov
17. Fourth-floor Stratton Village studio with valley-view balcony
Fourth-floor Stratton Village studio with valley-view balconyStratton
The price is £171
includes taxes & fees
11 Nov - 12 Nov
18. Long Trail House 368 condo in Stratton Village, walk to the lifts
Long Trail House 368 condo in Stratton Village, walk to the liftsStratton
The price is £193
includes taxes & fees
18 Nov - 19 Nov
19. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!Wilmington
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home and property with quick access to a clubhouse with a gym, indoor and outdoor pools, and hot tub. Great for our family trip (including two kids) and lots of games/entertainment for the kids. The house had everything we needed (including kitchenware needed for cooking and preparing food)."
Natalie
The price is £390
includes taxes & fees
11 Nov - 12 Nov
20. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
Mountainside Condo - Front-Door Shuttle & Indoor Pool ComplexDover
9.6 out of 10, Exceptional, (5 reviews)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
Douglas D.
The price is £301
includes taxes & fees
11 Nov - 12 Nov
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
Hampton Inn Brattleboro
10/10 Excellent
Find out more about Windham County
Holiday Apartments in Windham County
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- 4 Star Hotels in Somerset
- 5 Star Hotels in Stratton
- Harvest Barn Inn
- Rodeway Inn Bellows Falls
- Aspen At Manchester
- Bromley View Inn
- Hampton Inn and Suites Manchester
- Kimpton Taconic Hotel by IHG
- North Shire Lodge
- Seesaw's Lodge
- Sutton's Place
- The Equinox Golf Resort & Spa
- The Inn at Manchester
- The Inn at Ormsby Hill
- Sun Lodge
- The Manchester View
- Stanford House
- Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
- Featuring hot tub
- Secluded Luxury Stratton Lodge
- Inn on Putney Road
- Latchis Hotel
- Stunning Glass House nestled in the Vermont wilderness!
- The Covered Bridge Inn
- Brattleboro Hotels
- Hotels near Bromley Mountain Ski Resort
- Log Cabin
- Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!
- Chester Hotels
- Grafton Inn
- Hotels near Green Mountain National Forest
- Caravan Parks in Jamaica
- Independent Hotels in Jamaica
- Blue Gentian Lodge at Magic Mountain
- Manchester Center Hotels
- Hotels near Manchester Designer Outlets
- Resorts in Manchester
- Mountain Hotels in Manchester
- Manchester Hotels
- Gay-Friendly Hotels in Marlboro
- Marlboro Hotels
- Peru Hotels
- B&B in Putney
- Cozy 'green Mountain Chalet' in Putney Town
- Pet-Friendly Hotels in Putney
- Putney Hotels
- Hotels with Airport Transfers in Southern Vermont
- Hotels with Balcony in Southern Vermont
- Panoramic Mountain View
- Gay-Friendly Hotels in Stratton
- Long Trail House Studio at Stratton Mountain Resort
- Cooper Hill Inn
- Deerfield Valley Inn
- Deerfield Valley Inn
- Deerhill Inn
- Deluxe King Room w/fireplace and separate entrance
- Mount Snow
- New Renovated Ski Chalet on the River with a Hottub
- Golf
- Slopeside Mountain Retreat! Ski Off w/Fireplace
- The Lodge at Mount Snow
- Cozy Villager Chalet
- West Dover Hotels
- Caravan Parks in West Halifax
- The Weston
- Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
- Spyglass village
- Vermont House
- Brookline Holidays
- Visit Glastenbury
- Green Mountain National Forest
- Visit Jamaica
- Ski Holiday Packages Southern Vermont
- Visit Manchester Center
- Marlboro Holidays
- Mount Snow
- Visit Southern Vermont
- Stratton Mountain Resort
- Visit Stratton
- West Dover Holidays
- Visit West Dover
- Visit Weston
- Visit Whitingham