West Windsor, Vermont

Vacation Rentals in West Windsor, Vermont

Discover 15 vacation rental properties in West Windsor. From 1 to 5 bedrooms. Average $305/night. 100% have pools.

15 verified listings Book securely on VRBO Prices updated March 2026

15 properties available

Meadow View- 35 Acres outside your door

Meadow View- 35 Acres outside your door

1 bed 1 bath
PoolA/CWiFiBalcony
$175/night
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Enjoy snowball fights or romantic nights in a 1BD vacation apartment

Enjoy snowball fights or romantic nights in a 1BD vacation apartment

1 bed 1 bath
PoolA/CWiFiBalcony
$248/night
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Contemporary Mt Ascutney Custom Home with Views

Contemporary Mt Ascutney Custom Home with Views

2 beds 2 baths
PoolA/CWiFiBalcony
$348/night
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Escape To Outdoor Adventures at Mount Ascutney

Escape To Outdoor Adventures at Mount Ascutney

3 beds 2 baths
PoolA/CWiFiBalcony
$279/night
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Lovely 2 Bedroom Townhouse on Ascutney Mountain

Lovely 2 Bedroom Townhouse on Ascutney Mountain

2 beds 2 baths
PoolA/CWiFiBalcony
$231/night
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Inviting Vermont Cabin On Mount Ascutney!

Inviting Vermont Cabin On Mount Ascutney!

4 beds 2 baths
PoolA/CWiFiBalcony
$370/night
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Exquisite Log Home with views near Woodstock, Vermont

Exquisite Log Home with views near Woodstock, Vermont

5 beds 3 baths
PoolA/CWiFiBalcony
$377/night
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Beautiful craftsman-built home with natural wood and large windows in every room

Beautiful craftsman-built home with natural wood and large windows in every room

3 beds 2 baths
PoolA/CWiFiBalcony
$287/night
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Luxury Vermont Vacation Rental: Private Hot Tub!

Luxury Vermont Vacation Rental: Private Hot Tub!

4 beds 3 baths
PoolA/CWiFiBalcony
$598/night
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Long Range Mountain Views in West Windsor

Long Range Mountain Views in West Windsor

3 beds 2 baths
PoolA/CWiFiBalcony
$427/night
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Sunset Cabin - your private romantic hideaway

Sunset Cabin - your private romantic hideaway

1 bed 1 bath
PoolA/CWiFiBalcony
$141/night
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Red Barn Cabin

Red Barn Cabin

1 bed 1 bath
PoolA/CWiFiBalcony
$182/night
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Ski-in/out, dog-friendly condo with prime location for skiing & hiking

Ski-in/out, dog-friendly condo with prime location for skiing & hiking

3 beds 2 baths
PoolA/CWiFiBalcony
$193/night
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Beautiful home offering privacy on 7 acres with private pond

Beautiful home offering privacy on 7 acres with private pond

3 beds 1 bath
PoolA/CWiFiBalcony
$352/night
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Log Cabin home with Mt Ascutney views and pool table

Log Cabin home with Mt Ascutney views and pool table

4 beds 4 baths
PoolA/CWiFiBalcony
$368/night
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