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

House facade from driveway
Fully equipped kitchen with refrigerator, dishwasher, microwave and gas range
Bathroom with shower and copper sink.
Combo washer/dryer
Breakfast island separates kitchen from living area.

Custom-built Tiny House on forested lot near Quechee

1 bedroom·1 bath
Hartland • Vermont
4.87(71 reviews)
$209 – $309/ night(excl. fees & taxes)
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

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

Unwind in comfort! Settle into the cozy couch and enjoy your favorite shows on the Smart TV after a day of adventure.
Cozy up by the wood-burning stove or gaze at the stars with the telescope—relaxation and adventure all in one space!
Gather around for home-cooked meals in this inviting dining space.
The perfect spot for game night or a laid-back evening with friends.
Welcome to Vermont Retreat! A cozy 3BR home surrounded by stunning mountain views and nature’s beauty—your perfect escape awaits!

Vermont Retreat: 3BR with Mountain Views & Trails

3 bedrooms·2 baths
Brookfield • Vermont

$1,218.56 USD total for 3 nights

Sep 7 – 10, 2026

Lake Saint Catherine Cottage with Private Dock
Lake Saint Catherine Cottage with Private Dock
Lake Saint Catherine Cottage with Private Dock
Lake Saint Catherine Cottage with Private Dock
Lake Saint Catherine Cottage with Private Dock

Lake Saint Catherine Cottage with Private Dock

2 bedrooms·2 baths
Poultney • Vermont

$1,488.21 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
Looking back up at the house with the lake behind you.
Chalet on a Hill w/ Mountain & Lake View, Hot Tub
Chalet on a Hill w/ Mountain & Lake View, Hot Tub
View of the house and garage as you turn into the driveway from the private road leading up to our home.
View from across Little Lake

Chalet on a Hill w/ Mountain & Lake View, Hot Tub

3 bedrooms·3½ baths
Wells • Vermont
4.98(95 reviews)

$1,387.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Free cancellation