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Top cities with Cottages to explore in Windham County

Autumn colors along Connecticut River, Brattleboro, Vermont

Brattleboro

Cottages
Brattleboro

Top Cottages in Windham County

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

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

Wilmington VT
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This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Chester VT
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This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Vermont Country Cottage (Near Village)

Vermont Country Cottage (Near Village)

Londonderry VT
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This cottage includes a garden and laundry facilities.
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 VT
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This cottage features free WiFi in public areas, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Near Hiking & Skiing: Home in Wilmington!

Near Hiking & Skiing: Home in Wilmington!

3 out of 5
Wilmington VT
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This cottage features an outdoor pool and a sauna. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills are provided for your convenience.
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!

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

3 out of 5
Vernon VT
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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home

3 out of 5
West Dover VT
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Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
10 Mi to Mt Snow! Grand Estate Built to Entertain

10 Mi to Mt Snow! Grand Estate Built to Entertain

3 out of 5
Wilmington VT
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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
2 Mi to Mt Snow: Warm & Cozy Family Winter Retreat

2 Mi to Mt Snow: Warm & Cozy Family Winter Retreat

3 out of 5
West Wardsboro VT
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This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Recently Renovated Cozy Cottage in Private Village On VT-100 (5-min to Mount Snow)

Recently Renovated Cozy Cottage in Private Village On VT-100 (5-min to Mount Snow)

West Dover VT
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This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer
Hiking Trails On-site: Cozy Falls Brook Cabin

Hiking Trails On-site: Cozy Falls Brook Cabin

3 out of 5
Brattleboro VT
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This cottage includes free WiFi in public areas and barbecue grills.
Cottage-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

Cottage-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

Jamaica VT
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This cottage features a garden, laundry facilities, and barbecue grills.
Don't see what you're looking for?
See all available properties in Windham County
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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.

Top Cottages in Windham County

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

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

Wilmington VT
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Chester VT
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Vermont Country Cottage (Near Village)

Vermont Country Cottage (Near Village)

Londonderry VT
Get rates
This cottage includes a garden and laundry facilities.
Kitchen
Washer
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 VT
Get rates
This cottage features free WiFi in public areas, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
Near Hiking & Skiing: Home in Wilmington!

Near Hiking & Skiing: Home in Wilmington!

3 out of 5
Wilmington VT
Get rates
This cottage features an outdoor pool and a sauna. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills are provided for your convenience.
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!

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

3 out of 5
Vernon VT
Get rates
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Washer
3 Mi to Mount Snow: Spacious West Dover Home

3 Mi to Mount Snow: Spacious West Dover Home

3 out of 5
West Dover VT
Get rates
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Parking included
10 Mi to Mt Snow! Grand Estate Built to Entertain

10 Mi to Mt Snow! Grand Estate Built to Entertain

3 out of 5
Wilmington VT
Get rates
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
2 Mi to Mt Snow: Warm & Cozy Family Winter Retreat

2 Mi to Mt Snow: Warm & Cozy Family Winter Retreat

3 out of 5
West Wardsboro VT
Get rates
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Recently Renovated Cozy Cottage in Private Village On VT-100 (5-min to Mount Snow)

Recently Renovated Cozy Cottage in Private Village On VT-100 (5-min to Mount Snow)

West Dover VT
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This cottage featured laundry facilities and barbecue grills.
Hiking Trails On-site: Cozy Falls Brook Cabin

Hiking Trails On-site: Cozy Falls Brook Cabin

3 out of 5
Brattleboro VT
Get rates
This cottage includes free WiFi in public areas and barbecue grills.
Kitchen
Washer
Cottage-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

Cottage-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

Jamaica VT
Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Windham County
View all properties
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.

Top hotels in Windham County

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

270 Handle Rd West Dover VT
$109 nightly
The price is $120 total per night from Apr 7 to Apr 8
$120 total
Apr 7 - Apr 8
Total with taxes and fees
8.6/10 Excellent! (81 reviews)

Windham County Cottages essential information

Accommodation
97 Cottages
Lowest Price
$89
Highest Price
$175
Popular accommodation
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, The Cairn, 1840s Cozy Stone Cottage, Pet Friendly, Vermont Country Cottage (Near Village), Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow, Near Hiking & Skiing: Home in Wilmington!, Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!, 3 Mi to Mount Snow: Spacious West Dover Home, 10 Mi to Mt Snow! Grand Estate Built to Entertain, 2 Mi to Mt Snow: Warm & Cozy Family Winter Retreat, Recently Renovated Cozy Cottage in Private Village On VT-100 (5-min to Mount Snow), Hiking Trails On-site: Cozy Falls Brook Cabin, Cottage-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

Windham County Cottages essential information

Accommodation
97 Cottages
Lowest Price
$89
Highest Price
$175
Popular accommodation
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, The Cairn, 1840s Cozy Stone Cottage, Pet Friendly, Vermont Country Cottage (Near Village), Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow, Near Hiking & Skiing: Home in Wilmington!, Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!, 3 Mi to Mount Snow: Spacious West Dover Home, 10 Mi to Mt Snow! Grand Estate Built to Entertain, 2 Mi to Mt Snow: Warm & Cozy Family Winter Retreat, Recently Renovated Cozy Cottage in Private Village On VT-100 (5-min to Mount Snow), Hiking Trails On-site: Cozy Falls Brook Cabin, Cottage-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

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