Chester Vacation Rentals

1-24 of 116 rentals
Kingdom Valley Farmhouse

Kingdom Valley Farmhouse

House in Chester, VT

Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$215/night
Log Cabin with a View

Log Cabin with a View

House in Andover, VT

Rating4.67
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$189/night
Hidden Gem

Hidden Gem

House in Cavendish, VT

Rating3.50
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
1Bathrooms
$147/night
High Street Retreat

High Street Retreat

House in Cavendish, VT

Persons
8Persons
Bedrooms
4Bedrooms
Bathrooms
2Bathrooms
$337/night
Little Gray Bungalow

Little Gray Bungalow

House in Cavendish, VT

Rating4.40
Persons
8Persons
Bedrooms
1Bedrooms
Bathrooms
2Bathrooms
$157/night
Castle Hill Condos - L4

Castle Hill Condos - L4

House in Proctorsville, VT

Rating4.35
Persons
9Persons
Bedrooms
3Bedrooms
Bathrooms
4Bathrooms
$155/night
Cozy Mountain Getaway

Cozy Mountain Getaway

Condo in Proctorsville, VT

Rating4.92
Persons
5Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$140/night
Ski Ya Later

Ski Ya Later

Condo in Proctorsville, VT

Rating4.83
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
1Bathrooms
$150/night
North Country 6

North Country 6

Condo in Proctorsville, VT

Rating5.00
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$269/night
Castle Hill Condos O2

Castle Hill Condos O2

Condo in Proctorsville, VT

Rating4.38
Persons
14Persons
Bedrooms
3Bedrooms
Bathrooms
4Bathrooms
$200/night
Magic Birch Lodge

Magic Birch Lodge

House in Windham, VT

Rating4.58
Persons
5Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$112/night
The Koliba

The Koliba

House in Windham, VT

Rating4.00
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$198/night
Wish Upon A Star

Wish Upon A Star

House in Windham, VT

Rating5.00
Persons
8Persons
Bedrooms
4Bedrooms
Bathrooms
4Bathrooms
$407/night
The Loft at Pine Rock

The Loft at Pine Rock

Guest house in Weston, VT

Rating4.08
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$168/night
Green Door Cottage

Green Door Cottage

House in Weston, VT

Persons
8Persons
Bedrooms
4Bedrooms
Bathrooms
2Bathrooms
$285/night
Bayberry Farmhouse

Bayberry Farmhouse

House in Weston, VT

Persons
8Persons
Bedrooms
5Bedrooms
Bathrooms
3Bathrooms
$323/night
Parker Lane Cabin

Parker Lane Cabin

Cabin in Weston, VT

Rating5.00
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
1Bathrooms
$285/night
Vermont's Finest - Brookhaven F4

Vermont's Finest - Brookhaven F4

Condo in Ludlow, VT

Rating4.61
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$148/night
Vermont Mountain Farmhouse

Vermont Mountain Farmhouse

House in Ludlow, VT

Rating4.45
Persons
8Persons
Bedrooms
4Bedrooms
Bathrooms
2Bathrooms
$200/night
Town Farm Retreat

Town Farm Retreat

House in Ludlow, VT

Rating4.33
Persons
12Persons
Bedrooms
5Bedrooms
Bathrooms
2Bathrooms
$380/night
Okemo Mountain Lodge B305

Okemo Mountain Lodge B305

Condo in Ludlow, VT

Rating4.24
Persons
6Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$140/night
Brookhaven D4

Brookhaven D4

Condo in Ludlow, VT

Rating4.40
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$304/night
Upper A-Frame Escape

Upper A-Frame Escape

House in Ludlow, VT

Rating1.67
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$136/night
Okemo Trailside 22DL Shred Shack

Okemo Trailside 22DL Shred Shack

Condo in Ludlow, VT

Rating4.74
Persons
6Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$348/night

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