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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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 ￥44,335
￥112,079 total
includes taxes & fees
Oct 22 - Oct 23
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is ￥19,685
￥71,963 total
includes taxes & fees
Oct 27 - Oct 28
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 ￥30,132
￥66,210 total
includes taxes & fees
Oct 25 - Oct 26
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 ￥21,376
￥78,030 total
includes taxes & fees
Oct 15 - Oct 16
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A rustic kitchen with wooden beams, a large island, and a hanging light fixture.

5. Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Londonderry
7.0 out of 10, Good, (2 reviews)
"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "
United States
Christine M.
The price is ￥40,187
￥79,585 total
includes taxes & fees
Oct 27 - Oct 28
Enjoy this authentic and cozy VT Barn with Brand New 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, (22 reviews)
"The perfect stop on the way to UVM. Super clean! Walkable eateries & a beautiful view. Thank you!"
United States
Tara
The price is ￥42,467
￥94,688 total
includes taxes & fees
Oct 17 - Oct 18
New Ludlow Village Home with Stunning Okemo Mountain View
A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

7. 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, (43 reviews)
"Our family had a wonderful vacation. The house and location were great. We will come back."
United States
Victoria L.
The price is ￥31,248
￥104,982 total
includes taxes & fees
Oct 15 - Oct 16
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

8. 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 ￥11,804
￥40,905 total
includes taxes & fees
Oct 18 - Oct 19
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A two-story house with a covered porch and a garage.

9. 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 ￥34,952
￥134,100 total
includes taxes & fees
Oct 19 - Oct 20
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.

10. 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 ￥14,108
￥36,697 total
includes taxes & fees
Nov 1 - Nov 2
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
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.

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

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful house! It had everything we needed for a fun and relaxing week. "
United States
Joshua
The price is ￥22,456
￥67,482 total
includes taxes & fees
Oct 24 - Oct 25
Killington Retreat | Deck-Fire Pit-Mountain Views!
Dining

12. 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 ￥33,093
￥66,857 total
includes taxes & fees
Nov 9 - Nov 10
Charming Chester Farmhouse near Near VT Slopes
A dining table set with plates, glasses, and a vase with a plant.

13. 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 ￥14,567
￥29,907 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Rutland Retreat
A spacious room with wooden beams, large windows, and a cozy seating area with white furniture.

14. Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

Gorgeous couples barn with WiFi & hot tub in lovely Londonderry
Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"The converted barn was absolutely stunning. Kitchen was well appointed and the family room spacious and comfortible."
United States
Tim M.
The price is ￥125,975
￥193,346 total
includes taxes & fees
Nov 2 - Nov 3
Gorgeous couples barn with WiFi & hot tub in lovely Londonderry
A modern two-story house with a front porch, a staircase, and a driveway.

15. Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Jamaica
9.6 out of 10, Exceptional, (30 reviews)
"House was perfect for a guys trip for skiing. Just as expected. Would stay again. "
United States
Michael A.
The price is ￥28,129
￥135,563 total
includes taxes & fees
Oct 20 - Oct 21
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
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 ￥50,669
￥126,500 total
includes taxes & fees
Nov 1 - Nov 2
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
A house with a wooden deck, a pink flamingo decoration, and a small garden with green plants.

17. Cozy 2 Bedroom w/whirlpool tub close distance to downtown.

Cozy 2 Bedroom w/whirlpool tub close distance to downtown.
Rutland
The price is ￥26,126
￥30,382 total
includes taxes & fees
Nov 1 - Nov 2
Cozy 2 Bedroom w/whirlpool tub close distance to downtown.
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

18. 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 ￥27,551
￥75,506 total
includes taxes & fees
Nov 3 - Nov 4
large ski ranch hot tub close to killington pets ok
A modern living room with a flat-screen TV, grey sofas, a dining table with chairs, and a large window with a view of greenery.

19. CozyDen- Location, Ski Off/ Shuttle On

CozyDen- Location, Ski Off/ Shuttle On
Killington
9.6 out of 10, Exceptional, (4 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is ￥19,951
￥43,121 total
includes taxes & fees
Oct 21 - Oct 22
CozyDen- Location, Ski Off/ Shuttle On
A room with a large window, a wooden table, two chairs, and a woven basket on the table.

20. 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, (2 reviews)
"Beautiful place Very spacious and super organized we love our stay "
United States
Rafael
The price is ￥42,752
￥97,519 total
includes taxes & fees
Oct 18 - Oct 19
Cozy 3 Bedroom Condo in the Heart of Manchester VT
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

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"Beautiful location and convenient location for Golf trip to Vermont. Only one working outlet in the room was an inconvenience."
Mark 1-night trip
Posted less than an hour ago
Jackson Gore Village, A Vail Resorts Property

Find out more about Weston

Weston Vacation Homes information

Number of reviews
144
Accommodation
841 Vacation Homes
Lowest Price
￥29,907
Highest Price
￥134,100

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