A red two-story building with a porch, labeled "The Vermont Country Store," featuring a sign for "The Orton Family Business."

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Weston vacation homes

Exterior

1. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
10.0 out of 10, Exceptional, (1 review)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is ￥44,080
￥110,730 total
includes taxes & fees
Oct 7 - Oct 8
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A rural landscape with a house surrounded by dense forest, a pond, and a golf course in the distance.

2. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is ￥19,175
￥71,456 total
includes taxes & fees
Oct 5 - Oct 6
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A cozy living room with a fireplace, comfortable seating, and a television.

3. Bear`s Den in Ludlow, Okemo Views + Epic Game Room

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
The price is ￥28,569
￥64,023 total
includes taxes & fees
Oct 4 - Oct 5
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

4. Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is ￥26,763
￥84,634 total
includes taxes & fees
Oct 25 - Oct 26
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

5. Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winhall
9.4 out of 10, Exceptional, (41 reviews)
"Our family had a wonderful vacation. The house and location were great. We will come back."
United States
Victoria L.
The price is ￥31,187
￥104,777 total
includes taxes & fees
Oct 21 - Oct 22
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

6. New Ludlow Village Home with Stunning Okemo Mountain View

New Ludlow Village Home with Stunning Okemo Mountain View
Ludlow
10.0 out of 10, Exceptional, (19 reviews)
"This was a lovely, well-kept home in a great location to Okemo Mountain."
United States
Nancy F.
The price is ￥42,223
￥94,143 total
includes taxes & fees
Oct 4 - Oct 5
New Ludlow Village Home with Stunning Okemo Mountain View
A child sliding down a water slide shaped like a frog, with a pool area in the background.

7. Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning

Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning
3.5 star property
Clock Tower Base Area
The price is ￥43,962
￥68,895 total
includes taxes & fees
Oct 26 - Oct 27
Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning
A spacious living room with wooden floors, a high ceiling with exposed beams, a dining area with a table and chairs, and large windows offering a view of the outdoors.

8. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"The living area is bigger than we expected, and we loved watching the horses next door. It's a short drive to downtown Rutland, and it's quiet. "
United States
Ahmad H.
The price is ￥22,067
￥66,827 total
includes taxes & fees
Oct 24 - Oct 25
Killington Retreat | Deck-Fire Pit-Mountain Views!
Dining

9. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
United States
Kimberly B.
The price is ￥32,903
￥66,473 total
includes taxes & fees
Oct 20 - Oct 21
Charming Chester Farmhouse near Near VT Slopes
A dining table set with plates, glasses, and a vase with a plant.

10. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is ￥14,697
￥30,007 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Rutland Retreat
A two-story house with a covered porch and a garage.

11. Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Mount Holly
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time in this beautiful house for a family ski trip. It is located right off the main highway and 8min drive away from Okemo. It has all the amenities we wanted- including hot tub, cozy underground family entertainment room and parking garage. Heidi, the host was super prompt and all instructions about the house were very thorough. "
United States
Chi L.
The price is ￥40,126
￥140,325 total
includes taxes & fees
Oct 4 - Oct 5
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

12. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is ￥14,649
￥37,089 total
includes taxes & fees
Oct 5 - Oct 6
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

13. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
The price is ￥11,736
￥40,314 total
includes taxes & fees
Oct 5 - Oct 6
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A compact kitchen with a refrigerator, stove, microwave, and sink.

14. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The price is ￥28,076
￥89,340 total
includes taxes & fees
Oct 4 - Oct 5
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
A bedroom with a bed, a framed collage, a window with floral curtains, and a striped rug.

15. Cozy 2 Bedroom Suite walking distance to downtown

Cozy 2 Bedroom Suite walking distance to downtown
Rutland
The price is ￥23,467
￥27,184 total
includes taxes & fees
Oct 18 - Oct 19
Cozy 2 Bedroom Suite walking distance to downtown
A living room with a brick fireplace, a sofa, a chair, and a coffee table.

16. Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Winhall
10.0 out of 10, Exceptional, (15 reviews)
"Clean, lots of room, easy access to Stratton, responsive host."
United States
Mark H.
The price is ￥64,792
￥148,395 total
includes taxes & fees
Oct 20 - Oct 21
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

17. large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.2 out of 10, Wonderful, (9 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is ￥27,876
￥75,429 total
includes taxes & fees
Oct 5 - Oct 6
large ski ranch hot tub close to killington pets ok
A two-story house with a deck, surrounded by dense forest.

18. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (5 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is ￥85,194
￥159,312 total
includes taxes & fees
Oct 4 - Oct 5
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A room with a large window, a wooden table, two chairs, and a woven basket on the table.

19. Cozy 3 Bedroom Condo in the Heart of Manchester VT

Cozy 3 Bedroom Condo in the Heart of Manchester VT
Manchester
10.0 out of 10, Exceptional, (1 review)
"Beautiful place Very spacious and super organized we love our stay "
United States
Rafael
The price is ￥36,031
￥88,369 total
includes taxes & fees
Oct 4 - Oct 5
Cozy 3 Bedroom Condo in the Heart of Manchester VT
A hallway with a wooden beam ceiling, a door with a frosted glass panel, and a view of a living room with a sofa and a table.

20. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Killington
The price is ￥30,279
￥80,065 total
includes taxes & fees
Oct 6 - Oct 7
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Weston Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Very nice place, quiet and easily accessible. Room was large with separate large bedroom with door. Large LR with fireplace, sofa & recliner and fully stocked kitchen."
Mary 2-night trip
Posted 3 hours ago
Pointe at Castle Hill Resort

Find out more about Weston

Weston Vacation Homes information

Number of reviews
117
Accommodation
832 Vacation Homes
Lowest Price
￥27,184
Highest Price
￥159,312

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