Cottages in Windham County

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8 Aug - 10 Aug
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15 Aug - 17 Aug
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29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Cottages in Windham County

Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
Cozy cabin-style room with a high ceiling and large window, featuring a simple bed and wooden staircase.

Rustic Marlboro Cottage: 4 Mi to Lake Raponda!

3.0 star property
Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
Near Hiking & Skiing: Home in Wilmington!
House (3 Bedrooms) | Interior

Near Hiking & Skiing: Home in Wilmington!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Owner Brent was helpful and quick to respond to questions. The house is near Mount Snow great for skiing! Very nice place to stay, we will definitely stay again when booking for next year."
Near Hiking & Skiing: Home in Wilmington!
Near Skiing & Hiking: Quiet Home in West Wardsboro
Enjoy cooking in this well-equipped kitchen with a central island, oven, and sink with a window above.

Near Skiing & Hiking: Quiet Home in West Wardsboro

3.0 star property
Near Skiing & Hiking: Quiet Home in West Wardsboro
Cozy Wilmington Home: 6 Mi to Mount Snow!
House (4 Bedrooms) | Interior

Cozy Wilmington Home: 6 Mi to Mount Snow!

3.0 star property
Cozy Wilmington Home: 6 Mi to Mount Snow!
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Kitchen features a central stove, sink, and countertop with various kitchen items, along with light-colored cabinets and a tiled backsplash.

Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a truly wonderful stay. The cottage and property are beautiful, peaceful and very special. Great views! Our host thought of everything, it's very comfortable and lovely. Best place to stay in Southern Vermont! Don't miss the Tiny Bread Box on Saturdays; it's just up the road. We'll defiantly be back for another visit."
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Wilmington Vacation Rental Near Hiking and Skiing!
Spacious interior with high ceilings, polished floors, and large windows offering a view.

Wilmington Vacation Rental Near Hiking and Skiing!

3.0 star property
Wilmington Vacation Rental Near Hiking and Skiing!
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
House (3 Bedrooms) | Interior

'mount Pine' Getaway Near Green Mtn Nat'l Forest!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing place! Super clean and cozy, and host was extremely nice and communicative. Highly recommend."
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
Wilmington Retreat Near Trails, Skiing & Festivals
House (3 Bedrooms) | Interior

Wilmington Retreat Near Trails, Skiing & Festivals

3.0 star property
10.0 out of 10, Exceptional, (1)
"Would definitely recommend! House had an everything we would need. So comfy and cozy! "
Wilmington Retreat Near Trails, Skiing & Festivals
'john's Farmhouse in Mount Snow' on 120 Acres!
Cozy cabin-style room with two beds, a dresser, and a chair, set amidst rustic wooden accents.

'john's Farmhouse in Mount Snow' on 120 Acres!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home. Great for a family get away. Hosts were top notch. I stay in rentals all the time for work and this was great. I will bring my grand kids next time. "
'john's Farmhouse in Mount Snow' on 120 Acres!
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
House (2 Bedrooms) | Interior

Peaceful Marlboro Vacation Rental w/ Sauna & Yard!

3.0 star property
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
Enjoy cooking in this well-equipped kitchen with a stainless steel stove, dishwasher, and microwave.

Wilmington Home on 18 Acres ~ 9 Mi to Skiing!

3.0 star property
10.0 out of 10, Exceptional, (1)
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
4 Mi to Mount Snow: West Dover Cabin w/ Game Room
House (5 Bedrooms) | Interior

4 Mi to Mount Snow: West Dover Cabin w/ Game Room

3.0 star property
4 Mi to Mount Snow: West Dover Cabin w/ Game Room
West Dover Vacation Rental w/ Hot Tub Near Mt Snow
Prepare meals in this kitchen with a microwave, oven, and sink.

West Dover Vacation Rental w/ Hot Tub Near Mt Snow

3.0 star property
West Dover Vacation Rental w/ Hot Tub Near Mt Snow
Londonderry Chalet w/ Deck, Fire Pit & Views!
Cozy cabin-style room with a high ceiling, wooden beams, and a fireplace, offering a comfortable seating area and loft space.

Londonderry Chalet w/ Deck, Fire Pit & Views!

3.0 star property
Londonderry Chalet w/ Deck, Fire Pit & Views!
Jacksonville Cabin w/ Wraparound Deck & Views
House (3 Bedrooms) | Interior

Jacksonville Cabin w/ Wraparound Deck & Views

3.0 star property
Jacksonville Cabin w/ Wraparound Deck & Views
Spacious Dover Home w/ Sauna < 5 Miles to Ski!
Relax in a spacious room with a pool table and staircase leading to an upper level.

Spacious Dover Home w/ Sauna < 5 Miles to Ski!

3.0 star property
10.0 out of 10, Exceptional, (1)
"we enjoyed all of the space and the location a short distance from the resort. very comfortable stay for a group of five."
Spacious Dover Home w/ Sauna < 5 Miles to Ski!
Hike & Swim On-site: Cozy Falls Brook Cabin
House (2 Bedrooms) | Interior

Hike & Swim On-site: Cozy Falls Brook Cabin

3.0 star property
10.0 out of 10, Exceptional, (2)
Hike & Swim On-site: Cozy Falls Brook Cabin
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Relax in this inviting room with a large flat-screen TV, a round table for two, and a comfortable reading nook.

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

3.0 star property
10.0 out of 10, Exceptional, (1)
"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+"
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Londonderry Retreat ~ 3 Mi to Lowell Lake!
House (4 Bedrooms) | Interior

Londonderry Retreat ~ 3 Mi to Lowell Lake!

3.0 star property
Londonderry Retreat ~ 3 Mi to Lowell Lake!
Charming Putney Home: Porch, Grill & Hiking Trails
Enjoy the serene views from this deck, overlooking a lush landscape with trees.

Charming Putney Home: Porch, Grill & Hiking Trails

3.0 star property
Charming Putney Home: Porch, Grill & Hiking Trails
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

Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"My family and I loved staying here! The cabin was very clean, nicely decorated, comfy beds. Hope to be back during the winter b/c I’m sure it's absolutely magical with snow on the ground"
Lauren 1-night trip
Posted 2 days ago
Vikings Villages Resort