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 gesamt für 5 Nächte

23.–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 gesamt für 5 Nächte

23.–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 gesamt für 3 Nächte

23.–26. Okt. 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
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 gesamt für 5 Nächte

23.–28. 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(zzgl. Gebühren & Steuern)
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 gesamt für 3 Nächte

25.–28. 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 gesamt für 3 Nächte

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 gesamt für 6 Nächte

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 gesamt für 3 Nächte

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 gesamt für 3 Nächte

26.–29. Okt. 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 gesamt für 3 Nächte

26.–29. 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 gesamt für 3 Nächte

1.–4. Nov. 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 gesamt für 3 Nächte

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(zzgl. Gebühren & Steuern)
Carriage House
Carriage House
Carriage House
Carriage House
Carriage House

Carriage House

2 bedrooms·2 baths
Mount Holly • Vermont

927,00 $ USD gesamt für 3 Nächte

23.–26. 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 gesamt für 3 Nächte

23.–26. Okt. 2026

Valley Views with Hot Tub
Valley Views with Hot Tub
Valley Views with Hot Tub
Valley Views with Hot Tub
Valley Views with Hot Tub

Valley Views with Hot Tub

4 bedrooms·3½ baths
Windham • Vermont
The private deck hot tub is included on peak-season weekends from late December to mid-March. Otherwise, optional use requires a $195 setup fee.
Choose a sofa by the windows, with the gas fireplace beside the seating area.
Cook in the full kitchen and bring meals straight to the table beside it.
The king bed sits beneath the single bed in the condo's one bedroom.
The living room opens toward the bedroom, with the gas fireplace beside the television.

Trailside Village 3 in Killington

1 bedroom·1 bath
Killington • Vermont
4.86(35 reviews)

1.946,99 $ USD gesamt für 3 Nächte

30. Okt. – 2. Nov. 2026

The private hot tub is included on peak-season weekends from late December to mid-March. Otherwise, arrange optional $195 setup with management.
The wood stove and two sofas share the main living space; firewood is supplied.
Use the private cedar sauna without leaving the condo.
Prepare meals in the kitchen, with a gas stove and dishwasher for cleanup.
The bedroom has a king bed, separate from the living room's sofa beds.

Trailside Village 1 in Killington

1 bedroom·1 bath
Killington • Vermont
5(25 reviews)

2.001,37 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Exterior view of House. Stairs from Driveway and Deck.
Dining Room with chairs for 8
Dining Room. Sliding door with access to east deck & gas Grill
Fully equipped kitchen. New stainless steel look appliances
Leather sofa and love seat

Private House with Fantastic Views off Home Stretch Trail

4 bedrooms·2 baths
Killington • Vermont
5(48 reviews)

2.750,00 $ USD gesamt für 4 Nächte

23.–27. Okt. 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)

836,51 $ USD gesamt für 3 Nächte

2.–5. Nov. 2026

Londonderry Loft with Sauna
Londonderry Loft with Sauna
Londonderry Loft with Sauna
Londonderry Loft with Sauna
Londonderry Loft with Sauna

Londonderry Loft with Sauna

4 bedrooms·2 baths
Londonderry • Vermont
Relax by the fire in our 8 leather recliners & 3 bean bag chairs
Eat Breakfast by the Pellet Stove & Feel the vibes of 1830s Post & Beam Construction
Our Expansive Chef's Kitchen
Enjoy our brand new 7 person Jacuzzi hot tub
Have yourself a steam in our Sauna

Red Brick Retreat

8 bedrooms·6 baths
Londonderry • Vermont
5(25 reviews)

5.024,44 $ USD 4.149,35 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026