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
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
Magic Circle home-Private Hot Tub, Fire pit+ more!
Magic Circle home-Private Hot Tub, Fire pit+ more!
Magic Circle home-Private Hot Tub, Fire pit+ more!
Magic Circle home-Private Hot Tub, Fire pit+ more!
Magic Circle home-Private Hot Tub, Fire pit+ more!

Magic Circle home-Private Hot Tub, Fire pit+ more!

4 bedrooms·2 baths
Londonderry • Vermont
Jacuzzi Tub!
Welcome to our chalet!
We have 2 pellet stoves!
Sunroom
Comfort is our priority!

Hot Tub Chalet on Magic Mountain

5 bedrooms·2½ baths
Londonderry • Vermont
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)

1640,34 $ USD 1531,89 $ USD total por 3 noches

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)
$618 – $2060/ noche(sin comisiones ni impuestos)
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(87 reviews)

1097,47 $ USD 934,75 $ USD total por 3 noches

1–4 nov 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)

1374,89 $ USD total por 5 noches

31 oct – 5 nov 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)

1374,89 $ USD total por 5 noches

31 oct – 5 nov 2026

Winter Wonderland
Hot tub and Sauna.. and silence
Try 30 minutes in the sauna...after full day of skiing
Living Room Retreat: Sunlit space with vaulted ceilings and stylish decor for perfect relaxation!
Delight in the hottub when its cool outside

Stratton Ski Haus

4 bedrooms·2½ baths
Jamaica • Vermont

2017,80 $ USD 1571,41 $ USD total por 3 noches

31 oct – 3 nov 2026

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Glen Rd Mountain Retreat

3 bedrooms·2 baths
Peru • Vermont

1259,66 $ USD total por 3 noches

31 oct – 3 nov 2026

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

4000,00 $ USD total por 5 noches

31 oct – 5 nov 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/ noche(sin comisiones ni impuestos)
Drop Point Cabin
Drop Point Cabin
Drop Point Cabin
Drop Point Cabin
Drop Point Cabin

Drop Point Cabin

4 bedrooms·3 baths
Jamaica • Vermont
4.72(25 reviews)
Private Cabin Retreat | near Stratton & Mt. Snow
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Private Cabin Retreat | near Stratton & Mt. Snow

4 bedrooms·3 baths
Jamaica • Vermont

1054,92 $ USD total por 3 noches

31 oct – 3 nov 2026

Enjoy casual conversations in this cozy living room that is flooded with natural light during the day.
High speed internet available for quick connections and streaming video.
The house is a custom timber frame with distinct and timeless styling that blends into the surrounding area.
Newly added washer and dryer for quick cleanups or drying skiing gear.
Star gazing at night is a perfect way to unwind and enjoy the seclusion.

Tranquil Brookside Retreat with Hot Tub & Firepit

4 bedrooms·2½ baths
Peru • Vermont
5(1 review)

1412,84 $ USD total por 3 noches

7–10 nov 2026

Front of the house
Cubbies and boot warmers
Spacious mud room
Space for all your gear
Upstairs living room

Burnt Hill Chalet

3 bedrooms·2 baths
Winhall • Vermont

3640,00 $ USD total por 5 noches

31 oct – 5 nov 2026

Outdoor pool is open now!
Welcome to the loft
Premium linens
Walk out balcony
Enough space fore the whole crew

Stratton Loft with Pool

4 bedrooms·2 baths
Winhall • Vermont
Our fall view
Barrel Sauna
Premium linens
Living room
New stainless steel appliances

Sauna with Green Mountain View’s

3 bedrooms·3 baths
Jamaica • Vermont
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 por 3 noches

31 oct – 3 nov 2026

Ski Lodge Hideaway: 5 minutes to Stratton mountain
Ski Lodge Hideaway: 5 minutes to Stratton mountain
Ski Lodge Hideaway: 5 minutes to Stratton mountain
Ski Lodge Hideaway: 5 minutes to Stratton mountain
Ski Lodge Hideaway: 5 minutes to Stratton mountain

Ski Lodge Hideaway: 5 minutes to Stratton mountain

4 bedrooms·4 baths
Winhall • Vermont
5(6 reviews)

1150,79 $ USD total por 3 noches

31 oct – 3 nov 2026

NirvanaSanctuary~HotTub~FirePit~Dogs~Okemo + ~2BR image 1
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NirvanaSanctuary~HotTub~FirePit~Dogs~Okemo + ~2BR image 3
NirvanaSanctuary~HotTub~FirePit~Dogs~Okemo + ~2BR image 4
NirvanaSanctuary~HotTub~FirePit~Dogs~Okemo + ~2BR image 5

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

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

1593,00 $ USD total por 3 noches

31 oct – 3 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)

1107,00 $ USD total por 3 noches

31 oct – 3 nov 2026