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West Windsor Vacation Rentals
1-24 of 169 rentals

Ascutney Retreat

$301 avg / night (excludes fees and taxes)
West Windsor, VT
4.25 (8)
3 Bedrooms | 2.5 Bath | Sleeps 9

Auger Hole Retreat

$426 avg / night (excludes fees and taxes)
NEW!
West Windsor, VT
3 Bedrooms | 2.5 Bath | Sleeps 6

Place of Peace and Quiet

$393 avg / night (excludes fees and taxes)
Brownsville, VT
4.61 (46)
5 Bedrooms | 3.5 Bath | Sleeps 10

Mountain's Edge

$243 avg / night (excludes fees and taxes)
Brownsville, VT
4.53 (17)
3 Bedrooms | 2.5 Bath | Sleeps 8

Spruce Moose Lodge

$489 avg / night (excludes fees and taxes)
Hartland, VT
4.38 (8)
4 Bedrooms | 3.5 Bath | Sleeps 8

Spruce Moose Cabin

$138 avg / night (excludes fees and taxes)
Hartland, VT
5.0 (1)
0 Bedrooms | 1 Bath | Sleeps 2

A1 at Castle Hill - Apartment

$176 avg / night (excludes fees and taxes)
Cavendish, VT
4.5 (10)
1 Bedrooms | 1 Bath | Sleeps 4

Cozy in Cavendish

$270 avg / night (excludes fees and taxes)
Cavendish, VT
4.41 (17)
3 Bed | 2 Bath | Sleeps 13 (8 Adults Max)

A1 at Castle Hill - Townhome

$261 avg / night (excludes fees and taxes)
Cavendish, VT
4.9 (10)
2 Bedrooms | 3 Bath | Sleeps 6

Hidden Gem

$149 avg / night (excludes fees and taxes)
Cavendish, VT
2.4 (5)
3 Bedrooms | 1 Bath | Sleeps 6

A1 at Castle Hill

$423 avg / night (excludes fees and taxes)
NEW!
Cavendish, VT
5.0 (1)
3 Bedrooms | 6 Bath | Sleeps 10

Rivers Bend Retreat

$458 avg / night (excludes fees and taxes)
NEW!
Cavendish, VT
3.0 (2)
3 Bedrooms | 3.5 Bath | Sleeps 8

Valkyrie Run

$241 avg / night (excludes fees and taxes)
Bridgewater, VT
4.31 (13)
3 Bedrooms | 2 Bath | Sleeps 8

Starry Plough

$505 avg / night (excludes fees and taxes)
Bridgewater, VT
4.0 (5)
4 Bedrooms | 2 Bath | Sleeps 8

Cozy Dennis Retreat

$224 avg / night (excludes fees and taxes)
NEW!
Bridgewater, VT
5.0 (1)
2 Bedrooms | 1 Bath | Sleeps 6

The Sugar House

$348 avg / night (excludes fees and taxes)
Bridgewater, VT
4.75 (8)
3 Bedrooms | 2 Bath | Sleeps 6

Castle Hill Condos O2

$294 avg / night (excludes fees and taxes)
Proctorsville, VT
4.62 (16)
3 Bed | 3.5 Bath | Sleeps 14 (8 Adults Max)

Ski Ya Later

$154 avg / night (excludes fees and taxes)
Proctorsville, VT
4.6 (5)
3 Bedrooms | 1 Bath | Sleeps 6

Proctorsville Paradise

$154 avg / night (excludes fees and taxes)
Proctorsville, VT
5.0 (8)
2 Bedrooms | 1 Bath | Sleeps 4

Vermont Farm Studio

$89 avg / night (excludes fees and taxes)
Proctorsville, VT
3.83 (23)
0 Bedrooms | 1 Bath | Sleeps 3

North Country 6

$268 avg / night (excludes fees and taxes)
NEW!
Proctorsville, VT
3 Bedrooms | 2 Bath | Sleeps 8

Vermont Farmhouse

$222 avg / night (excludes fees and taxes)
Proctorsville, VT
5.0 (5)
4 Bedrooms | 2 Bath | Sleeps 7

Castle Hill Condos - L4

$281 avg / night (excludes fees and taxes)
Proctorsville, VT
4.3 (30)
3 Bed | 3.5 Bath | Sleeps 9 (8 Adults Max)

Ski Ya Soon

$239 avg / night (excludes fees and taxes)
NEW!
Proctorsville, VT
5.0 (2)
3 Bedrooms | 2 Bath | Sleeps 8
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