Winter Wonderland! Great Okemo rental.
Lazy Afternoon in Paradise
Open Space & Relaxation. The Ultimate Social Distancing Escape!
Fresh Air with Wifi. (If You're into that Sort of Thing....)
Classic Vermont - Historic Renovated Dairy Farm (No Cows Anymore)

2 Bdrm, Lower Level, Okemo, 25 Acre Mtn Playground

2 bedrooms·1 bath
Cavendish • Vermont
5(27 reviews)

$1,375.00 USD total for 5 nights

Sep 7 – 12, 2026

Open concept for larger groups
Seasonal Fire Pit with Grill in our yard (not open during winter)
Family room with giant 65" Smart VT
Tic Tac Toe anyone?
Seating area for meals

Trailside Chalet

5 bedrooms·2½ baths
Washington County • Vermont
4.93(85 reviews)

$1,097.47 USD total for 3 nights

Sep 7 – 10, 2026

Property grounds
Exterior
.
Reading Farms Estate Front Lawns
Barn cat walk.

Reading Farms Estate

15 bedrooms·10 baths
Reading • Vermont

$12,292.00 USD total for 3 nights

Sep 7 – 10, 2026

Specials Ski-in Ski-Out Cozy Mountainside Condo
Specials Ski-in Ski-Out Cozy Mountainside Condo
Specials Ski-in Ski-Out Cozy Mountainside Condo
Specials Ski-in Ski-Out Cozy Mountainside Condo
Specials Ski-in Ski-Out Cozy Mountainside Condo

Specials Ski-in Ski-Out Cozy Mountainside Condo

4 bedrooms·2½ baths
Hartford • Vermont

$738.00 USD total for 3 nights

Sep 7 – 10, 2026

Enjoy a movie and some theater style popcorn in our living room and open kitchen
Jacuzzi Hot Tub
The kitchen is stocked with everything you need to wow your family and friends with your culinary abilities, or just keep the drinks cold and go out, all Weston has to offer is mere footsteps
Challenge each other to a game of basketball, arcade classic Mortal Kombat 3 or one of many others - while the rest of the crew catches a flick waiting for their turn to play.
Feel the warmth of 200 year old post and beam construction

The Historic Rideout

6 bedrooms·6 baths
Weston • Vermont
4.92(36 reviews)

$1,745.18 USD $1,507.29 USD total for 3 nights

Sep 7 – 10, 2026

Enjoy a crackling fire in our living room and open kitchen
Jacuzzi Tub Added July '23
The kitchen is stocked with everything you need to wow your family and friends with your culinary abilities, or just keep the drinks cold and go out, all Weston has to offer is mere footsteps
Challenge each other to a game of basketball, arcade classic mortal kombat 2 (or one of many others) - while the rest of the crew catches a flick waiting for their turn to play.
Feel the warmth of 200 year old post and beam construction

The Historic Rideout

6 bedrooms·6 baths
Weston • Vermont

$2,572.72 USD total for 3 nights

Sep 7 – 10, 2026

Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape
Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape
Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape
Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape
Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape

Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape

3 bedrooms·1 bath
Brookfield • Vermont
4.88(16 reviews)

$685.00 USD total for 3 nights

Sep 7 – 10, 2026

Spacious living room
Fully stocked kithcen
Queen bedroom with natural light
Double bedroom
Welcome to our cozy home!

Rural Chester Farmhouse

3 bedrooms·2 baths
Chester • Vermont