Search Windham County Cottage Rentals from CA $570

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Top Cities in Windham County

Mount Snow
CottagesCottages

West Dover

West Dover

Our top choices for Windham County cottages

Exterior

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Chester
10.0 out of 10, Exceptional, (21 reviews)
"The house is absolutely beautiful - Check in super easy"
United States
Dawn J.
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Exterior

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow
Newfane
9.6 out of 10, Exceptional, (73 reviews)
"It was perfect for a winter retreat away for quiet rest."
United States
Michael R.
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow
Exterior

Vermont Country Cottage (Near Village)

Vermont Country Cottage (Near Village)
Londonderry
9.4 out of 10, Exceptional, (14 reviews)
"Convenient location for the event and places we wanted to visit!"
United States
Joe A.
Vermont Country Cottage (Near Village)
House (Multiple Bedrooms) | Interior

West Dover Home - 3 Miles to Mount Snow Resort!

West Dover Home - 3 Miles to Mount Snow Resort!
3.0 star property
West Dover
West Dover Home - 3 Miles to Mount Snow Resort!
Exterior

Rare new Home on Lake Whitingham. Semi-priv beach

Rare new Home on Lake Whitingham. Semi-priv beach
Wilmington
10.0 out of 10, Exceptional, (7 reviews)
"Very nice place."
United States
michael r.
Rare new Home on Lake Whitingham. Semi-priv beach
House (3 Bedrooms) | Interior

Near Hiking & Skiing: Home in Wilmington!

Near Hiking & Skiing: Home in Wilmington!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"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."
United States
Donna
Near Hiking & Skiing: Home in Wilmington!
Exterior

Cottage-Swim-Brook on Property-Views-Firepit-Woodstove-7 min to Stratton-Dogs OK

Cottage-Swim-Brook on Property-Views-Firepit-Woodstove-7 min to Stratton-Dogs OK
Jamaica
10.0 out of 10, Exceptional, (3 reviews)
"Nice and cozy, just like the listing shows. Great host. "
United States
Kytalia B.
Cottage-Swim-Brook on Property-Views-Firepit-Woodstove-7 min to Stratton-Dogs OK
Cottage (2 Bedrooms) | Interior

Rustic Marlboro Cottage: 4 Mi to Lake Raponda!

Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
3.0 star property
Wilmington
Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
House (1 Bedroom) | Front of property

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

Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
3.0 star property
Vernon
10.0 out of 10, Exceptional, (1 review)
"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."
United States
gloria
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
House (2 Bedrooms) | Interior

Hiking Trails On-site: Cozy Falls Brook Cabin

Hiking Trails On-site: Cozy Falls Brook Cabin
3.0 star property
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"
United States
sarah
The price is CA $213
CA $570 total
includes taxes & fees
Jun 27 - Jun 28
Hiking Trails On-site: Cozy Falls Brook Cabin
House (3 Bedrooms) | Interior

2 Mi to Golfing & Hiking: Spacious Wilmington Home

2 Mi to Golfing & Hiking: Spacious Wilmington Home
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (2 reviews)
"This place was absolutely perfect, very clean and very well taken care of."
United States
Charles
2 Mi to Golfing & Hiking: Spacious Wilmington Home
House (4 Bedrooms) | Interior

Golf, Hike & Unwind: Spacious Dover Retreat!

Golf, Hike & Unwind: Spacious Dover Retreat!
3.0 star property
West Dover
Golf, Hike & Unwind: Spacious Dover Retreat!
House (4 Bedrooms) | Interior

Wilmington Vacation Rental Near Hiking and Skiing!

Wilmington Vacation Rental Near Hiking and Skiing!
3.0 star property
Wilmington
Wilmington Vacation Rental Near Hiking and Skiing!
House (4 Bedrooms) | Interior

Honey Paws Inn: Wilmington Home 6 Mi to Mount Snow

Honey Paws Inn: Wilmington Home 6 Mi to Mount Snow
3.0 star property
Wilmington
Honey Paws Inn: Wilmington Home 6 Mi to Mount Snow
House (3 Bedrooms) | Interior

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
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+"
United States
Mark
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
House (3 Bedrooms) | Front of property

10 Mi to Mt Snow! Grand Estate Built to Entertain

10 Mi to Mt Snow! Grand Estate Built to Entertain
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful home! Very comfortable and clean. Highly recommend. "
United States
Amanda
10 Mi to Mt Snow! Grand Estate Built to Entertain
House (4 Bedrooms) | Interior

Charming Putney Home: Porch, Grill & Hiking Trails

Charming Putney Home: Porch, Grill & Hiking Trails
3.0 star property
Putney
Charming Putney Home: Porch, Grill & Hiking Trails
House (3 Bedrooms) | Front of property

Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville Cabin w/ Wraparound Deck & Views
3.0 star property
Jacksonville
Jacksonville Cabin w/ Wraparound Deck & Views
House (3 Bedrooms) | Front of property

Wilmington Home on 18 Acres ~ 9 Mi to Skiing!

Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
House (4 Bedrooms) | Front of property

Luxe 5,000 Sq Ft Retreat: 5 Mi to Stratton Resort

Luxe 5,000 Sq Ft Retreat: 5 Mi to Stratton Resort
3.0 star property
Pikes Falls
Luxe 5,000 Sq Ft Retreat: 5 Mi to Stratton Resort
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

Latchis Hotel

Latchis Hotel

8/10 Good
"The historic hotel was interesting to sty in. The theater as part of it, was great. I would have preferred tobe able to control the room temperature. One negative was the bleach used on the sheets. I had an allergic reaction to it that cause my eyes to be red and painful. Perhaps hotel can use another color."
Kathleen 2-night trip
Posted 7 hours ago
Latchis Hotel

Find out more about Windham County

Windham County Cottages information

Number of reviews
125
Accommodation
103 Cottages
Lowest Price
CA $570
Highest Price
CA $570

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