Weston Vacation Rentals

1-24 of 115 rentals
The Loft at Pine Rock

The Loft at Pine Rock

Guest house in Weston, VT

Rating4.08
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$172/night
Bayberry Farmhouse

Bayberry Farmhouse

House in Weston, VT

Persons
8Persons
Bedrooms
5Bedrooms
Bathrooms
3Bathrooms
$325/night
Green Door Cottage

Green Door Cottage

House in Weston, VT

Persons
8Persons
Bedrooms
4Bedrooms
Bathrooms
2Bathrooms
$286/night
Justin Lake Lodge

Justin Lake Lodge

House in Londonderry, VT

Rating4.68
Persons
15Persons
Bedrooms
8Bedrooms
Bathrooms
4Bathrooms
$855/night
Cozy Cabin in the Woods

Cozy Cabin in the Woods

House in Londonderry, VT

Rating3.88
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$224/night
Log Cabin with a View

Log Cabin with a View

House in Andover, VT

Rating4.67
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$187/night
Bromley Village - Clovers 767A

Bromley Village - Clovers 767A

Condo in Peru, VT

Rating4.30
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$193/night
Glen Road Lodge

Glen Road Lodge

House in Peru, VT

Rating4.77
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$342/night
Treetop Chalet

Treetop Chalet

House in Peru, VT

Persons
8Persons
Bedrooms
4Bedrooms
Bathrooms
2Bathrooms
$341/night
Okemo Cozy Cottage

Okemo Cozy Cottage

House in Ludlow, VT

Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$302/night
Okemo Condo - Solitude Village N104

Okemo Condo - Solitude Village N104

Condo in Ludlow, VT

Rating4.63
Persons
10Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$417/night
Vermont's Finest - Brookhaven F4

Vermont's Finest - Brookhaven F4

Condo in Ludlow, VT

Rating4.61
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$154/night
Winterplace E202

Winterplace E202

Condo in Ludlow, VT

Rating4.44
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$230/night
Sachem Slopeside - Okemo Trailside 21B

Sachem Slopeside - Okemo Trailside 21B

Condo in Ludlow, VT

Rating4.22
Persons
8Persons
Bedrooms
4Bedrooms
Bathrooms
3Bathrooms
$407/night
Brookhaven D4

Brookhaven D4

Condo in Ludlow, VT

Rating4.40
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$320/night
Okemo Mountain Lodge B305

Okemo Mountain Lodge B305

Condo in Ludlow, VT

Rating4.24
Persons
6Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$162/night
Ludlow's Gem

Ludlow's Gem

House in Ludlow, VT

Rating4.69
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$193/night
Vermont Mountain Farmhouse

Vermont Mountain Farmhouse

House in Ludlow, VT

Rating4.45
Persons
8Persons
Bedrooms
4Bedrooms
Bathrooms
2Bathrooms
$212/night
Okemo Trailside 22DL Shred Shack

Okemo Trailside 22DL Shred Shack

Condo in Ludlow, VT

Rating4.74
Persons
6Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$368/night
Town Farm Retreat

Town Farm Retreat

House in Ludlow, VT

Rating4.33
Persons
12Persons
Bedrooms
5Bedrooms
Bathrooms
2Bathrooms
$409/night
North Hill Cross Retreat

North Hill Cross Retreat

House in Ludlow, VT

Persons
8Persons
Bedrooms
4Bedrooms
Bathrooms
2Bathrooms
$303/night
Kindred Hollow

Kindred Hollow

House in Ludlow, VT

Rating3.67
Persons
8Persons
Bedrooms
4Bedrooms
Bathrooms
3Bathrooms
$401/night
The Bear Den - Solitude Village J202

The Bear Den - Solitude Village J202

Condo in Ludlow, VT

Rating4.88
Persons
10Persons
Bedrooms
3Bedrooms
Bathrooms
4Bathrooms
$341/night
Okemo Mountain Lodge C108

Okemo Mountain Lodge C108

Condo in Ludlow, VT

Rating4.30
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$140/night

© 2026 Casago LLC