Book Windsor County, VT Cottages
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Top cities with Cottages to explore in Windsor County
Woodstock
Cottages
Top Cottages in Windsor County
Addie's Place: A Quiet and Quirky Guesthouse
Hartford VT
$199 nightly
The price is $225 total per night
$225 total
May 25 - May 26
Total with taxes and fees
This cottage includes a garden and barbecue grills.
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Ludlow VT
A hot tub is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Reading VT
This cottage featured laundry facilities and barbecue grills.
Cozy Historic Hilltop Cottage with Mount Ascutney View
West Windsor VT
A gym is featured at this cottage, along with a garden and barbecue grills.
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Chester VT
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish VT
$535 nightly
The price is $599 total per night
$599 total
May 24 - May 25
Total with taxes and fees
This cottage features a garden, laundry facilities, and barbecue grills.
Hike, Ski & Unwind: Cabin w/ Deck in Chester!
Chester VT
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
4bdrm Cottage central to year round fun w/fireplace
Weston VT
This cottage features a garden, laundry facilities, and barbecue grills.
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
Bridgewater Corners VT
This cottage features free WiFi in public areas, a garden, and barbecue grills.
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
Ludlow VT
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Washer
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 Windsor County
Addie's Place: A Quiet and Quirky Guesthouse
Hartford VT
$199 nightly
The price is $225 total per night
$225 total
May 25 - May 26
Total with taxes and fees
This cottage includes a garden and barbecue grills.
Pet friendly
Free WiFi
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Ludlow VT
A hot tub is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Woodstock Village Carriage House
Woodstock VT
This cottage includes a garden and laundry facilities.
Kitchen
Washer
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Reading VT
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer
Cozy Historic Hilltop Cottage with Mount Ascutney View
West Windsor VT
A gym is featured at this cottage, along with a garden and barbecue grills.
Pool
Kitchen
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Chester VT
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Washer
Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish VT
$535 nightly
The price is $599 total per night
$599 total
May 24 - May 25
Total with taxes and fees
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Hike, Ski & Unwind: Cabin w/ Deck in Chester!
Chester VT
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Parking included
4bdrm Cottage central to year round fun w/fireplace
Weston VT
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
Bridgewater Corners VT
This cottage features free WiFi in public areas, a garden, and barbecue grills.
Kitchen
Dryer
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
Ludlow VT
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Kitchen
Washer
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 Windsor County
Align Inn Vermont
5817 Woodstock Rd Quechee VT
$119 nightly
The price is $131 total per night from May 26 to May 27
$131 total
May 26 - May 27
Total with taxes and fees
9.4/10 Exceptional! (1,194 reviews)
Windsor County Cottages essential information
Accommodation | 53 Cottages |
|---|---|
Lowest Price | $118 |
Highest Price | $599 |
Popular accommodation | Addie's Place: A Quiet and Quirky Guesthouse, Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit, Woodstock Village Carriage House, Cozy cottage on the river, minutes from skiing, horse events, and so much more!, Cozy Historic Hilltop Cottage with Mount Ascutney View, Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!, Terrific 3-bedroom cottage with AC in charming Cavendish, Hike, Ski & Unwind: Cabin w/ Deck in Chester!, 4bdrm Cottage central to year round fun w/fireplace, Picture-perfect Vermont Mtn Cabin w/ Hot Tub!, Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!, Luxury Vermont Vacation Rental: Private Hot Tub! |
Windsor County Cottages essential information
Accommodation | 53 Cottages |
|---|---|
Lowest Price | $118 |
Highest Price | $599 |
Popular accommodation | Addie's Place: A Quiet and Quirky Guesthouse, Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit, Woodstock Village Carriage House, Cozy cottage on the river, minutes from skiing, horse events, and so much more!, Cozy Historic Hilltop Cottage with Mount Ascutney View, Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!, Terrific 3-bedroom cottage with AC in charming Cavendish, Hike, Ski & Unwind: Cabin w/ Deck in Chester!, 4bdrm Cottage central to year round fun w/fireplace, Picture-perfect Vermont Mtn Cabin w/ Hot Tub!, Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!, Luxury Vermont Vacation Rental: Private Hot Tub! |
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- Spa Resorts & in Quechee
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- Hotels near Billings Farm and Museum
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- Hotels with Hot Tubs in West Woodstock
- West Woodstock Hotels
- Hotels near Woodstock Town Hall Theatre
- Hotels near Marsh-Billings-Rockefeller National Historical Park
- Hotels near VINS Nature Center
- Hotels near Long Trail Brewing Company
- Hotels near Quechee Gorge Village
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- B&B in Taftsville
- Cottages in Taftsville
- Hotels near Quechee State Park
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