View of the house from the driveway. On over an acre, surrounded by trees.
View of the house as you head up the driveway. House sits on an acre+ lot.
Kitchen with space for two at the counter.
Upgraded kitchen with quartz counters and stainless steel appliances.
Dining room & kitchen combo opens to the living room too for easy conversation.

The Crooked House

3 bedrooms·2½ baths
Stockbridge • Vermont
5(100 reviews)

$ 1.223,00 USD totaal voor 3 nachten

23–26 okt 2026

Front of the home from the two-car off street parking pad. Walkway lights up at night for later check-ins.
Cute, Renovated Home on River, Walk to Downtown
Cute, Renovated Home on River, Walk to Downtown
Spacious upstairs full bath
Cute, Renovated Home on River, Walk to Downtown

Cute, Renovated Home on River, Walk to Downtown

3 bedrooms·1½ baths
Brandon • Vermont
4.8(51 reviews)

$ 788,00 USD totaal voor 3 nachten

26–29 okt 2026

Vermont Mountain Chalet • Hot Tub • Near Skiing
Vermont Mountain Chalet • Hot Tub • Near Skiing
Vermont Mountain Chalet • Hot Tub • Near Skiing
Vermont Mountain Chalet • Hot Tub • Near Skiing
Vermont Mountain Chalet • Hot Tub • Near Skiing

Vermont Mountain Chalet • Hot Tub • Near Skiing

4 bedrooms·3½ baths
Plymouth • Vermont

$ 1.497,62 USD totaal voor 3 nachten

27–30 okt 2026

Mount Holly Lake & Ski Hideaway
Mount Holly Lake & Ski Hideaway
Mount Holly Lake & Ski Hideaway
Fall in Mount Holly
Mount Holly Lake & Ski Hideaway

Mount Holly Lake & Ski Hideaway

4 bedrooms·2 baths
Mount Holly • Vermont
5(37 reviews)
$299/ nacht(excl. kosten & belastingen)
Carriage House
Carriage House
Carriage House
Carriage House
Carriage House

Carriage House

2 bedrooms·2 baths
Mount Holly • Vermont

$ 927,00 USD totaal voor 3 nachten

23–26 okt 2026

1930s-era cottage.
Hot tub open to the outside and under cover.
Primary bedroom with king bed. Featuring a Puffy mattress, fine linens, plenty of pillows, and a down comforter.
View of the lake from this bedroom
Large screened-in front porch overlooking the lake. Listen to water fowl and peepers at night.

Amherst Guest Cottage ~ One Bedroom

1 bedroom·2 baths
Plymouth • Vermont

$ 1.191,00 USD totaal voor 3 nachten

1–4 nov 2026

Poppy's Cabin~Dogs~HotTub~FirePlace&Pit~Okemo~1BR
Aerial view of Lake Amherst
Large screened-in porch overlooking the lake.
Poppy's Cabin~Dogs~HotTub~FirePlace&Pit~Okemo~1BR
Hot Tub

Poppy's Cabin~Dogs~HotTub~FirePlace&Pit~Okemo~1BR

1 bedroom·2 baths
Plymouth • Vermont
5(34 reviews)

$ 1.107,00 USD totaal voor 3 nachten

26–29 okt 2026

We are currently updating our photos. Front lawn view
Twilight
Vermont Cottage Amherst Lake
Vermont Cottage Amherst Lake
Vermont Cottage Amherst Lake

Vermont Cottage Amherst Lake

6 bedrooms·4 baths
Plymouth • Vermont
4.98(90 reviews)

$ 6.582,00 USD totaal voor 6 nachten

23–29 okt 2026

Twilight ~ CURRENTLY UPDATING PICTURES ~ STAY TUNED!
Vermont Cottage Amherst Lake & Sanctuary
Vermont Cottage Amherst Lake & Sanctuary
Vermont Cottage Amherst Lake & Sanctuary
Vermont Cottage Amherst Lake & Sanctuary

Vermont Cottage Amherst Lake & Sanctuary

4 bedrooms·3 baths
Plymouth • Vermont
5(70 reviews)

$ 2.294,20 USD totaal voor 3 nachten

26–29 okt 2026

The front porch at dusk
Winter firepit
Cute Vermont Cabin! Plymouth, Vermont.
Cute Vermont Cabin! Plymouth, Vermont.
Cute Vermont Cabin! Plymouth, Vermont.

Cute Vermont Cabin! Plymouth, Vermont.

3 bedrooms·3 baths
Plymouth • Vermont
5(52 reviews)

$ 1.919,00 USD totaal voor 3 nachten

26–29 okt 2026

NirvanaSanctuary~HotTub~FirePit~Dogs~Okemo + ~2BR
NirvanaSanctuary~HotTub~FirePit~Dogs~Okemo + ~2BR
Hot Tub Area Undercover!
Hot Springs Hot Tub ~ seats 4
King Master Bedroom

NirvanaSanctuary~HotTub~FirePit~Dogs~Okemo + ~2BR

2 bedrooms·3 baths
Plymouth • Vermont
5(31 reviews)

$ 1.593,00 USD totaal voor 3 nachten

26–29 okt 2026

View of the mountains and forest from the living room
Front of the cabin as seen from the lawn in late summer.
Winter sunset behind our cabin.
Catch "golden hour" from the fire pit as the sunset illuminates the mountains to the east.
Early May rainbow

Goshen Getaway: Cabin with Stunning Mountain Views

3 bedrooms·1 bath
Goshen • Vermont
5(90 reviews)

$ 776,60 USD totaal voor 3 nachten

26–29 okt 2026

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub
Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub
Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub
Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub
Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

6 bedrooms·2 baths
Ludlow • Vermont
5(107 reviews)
$550 – $650/ nacht(excl. kosten & belastingen)
Exterior
Property grounds
Aerial view
Living area
Miscellaneous

Summer fun on lake - great for 2 families or 3 couples - newly remodeled

4 bedrooms·2 baths
Windsor County • Vermont

$ 4.000,00 USD totaal voor 5 nachten

23–28 okt 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 totaal voor 3 nachten

23–26 okt 2026

Our farm, wedding ski rental mountain setting
Epic Farm, House, Barn image 16
Barn wedding - farm wedding booked custom Satoyama Mountain Farm
Ski house, great room with dining rooms in back
Epic Farm, House, Barn image 4

Epic Mountain Views, House, Farm Stay, Barn

7 bedrooms·3½ baths
Rochester • Vermont
4.9(29 reviews)

$ 3.418,00 USD $ 2.538,70 USD totaal voor 3 nachten

23–26 okt 2026

Front View of The Farmhouse - The Second Story is All Yours
Open Space & Relaxation. The Ultimate Social Distancing Escape!
Classic Vermont - Historic Renovated Dairy Farm (No Cows Anymore)
Lazy Afternoon in Paradise
Fresh Air with Wifi. (If You're into that Sort of Thing....)

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

2 bedrooms·1 bath
Cavendish • Vermont
5(13 reviews)

$ 1.374,89 USD totaal voor 5 nachten

23–28 okt 2026

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
5(126 reviews)

$ 1.387,00 USD totaal voor 3 nachten

25–28 okt 2026

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)

$ 1.374,89 USD totaal voor 5 nachten

23–28 okt 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 totaal voor 3 nachten

25–28 okt 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 totaal voor 3 nachten

23–26 okt 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

$ 911,00 USD totaal voor 3 nachten

29 okt – 1 nov 2026

Aerial View
Hot Tub
Kitchen
Queen Bedroom-Second floor
Exterior View

Kendall Brook Lodge

4 bedrooms·2 baths
Granville • Vermont

$ 1.277,30 USD totaal voor 3 nachten

27–30 okt 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)

$ 1.695,78 USD $ 1.467,77 USD totaal voor 3 nachten

23–26 okt 2026