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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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 ￥44,212
￥111,768 total
includes taxes & fees
Oct 22 - Oct 23
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

2. 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, (21 reviews)
"This was a lovely, well-kept home in a great location to Okemo Mountain."
United States
Nancy F.
The price is ￥42,349
￥94,424 total
includes taxes & fees
Oct 22 - Oct 23
New Ludlow Village Home with Stunning Okemo Mountain View
A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

3. 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, (42 reviews)
"Our family had a wonderful vacation. The house and location were great. We will come back."
United States
Victoria L.
The price is ￥31,242
￥104,247 total
includes taxes & fees
Oct 21 - Oct 22
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
A dining table set with plates, glasses, and a vase with a plant.

4. 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 ￥15,039
￥30,376 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Rutland Retreat
A two-story house with a deck, surrounded by dense forest.

5. 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 ￥85,124
￥159,534 total
includes taxes & fees
Oct 11 - Oct 12
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

6. 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 ￥26,121
￥84,043 total
includes taxes & fees
Nov 1 - Nov 2
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A two-story house with a covered porch and a garage.

7. 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 ￥37,443
￥137,177 total
includes taxes & fees
Oct 12 - Oct 13
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
A living room with a brick fireplace, a sofa, a chair, and a coffee table.

8. 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 ￥56,055
￥138,638 total
includes taxes & fees
Oct 28 - Oct 29
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

9. 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 ￥14,105
￥36,690 total
includes taxes & fees
Nov 1 - Nov 2
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A room with a large window, a wooden table, two chairs, and a woven basket on the table.

10. 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 ￥34,195
￥86,268 total
includes taxes & fees
Nov 5 - Nov 6
Cozy 3 Bedroom Condo in the Heart of Manchester VT
A modern two-story house with a front porch, a staircase, and a driveway.

11. 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 ￥29,900
￥137,723 total
includes taxes & fees
Oct 19 - Oct 20
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
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 ￥33,087
￥66,845 total
includes taxes & fees
Nov 5 - Nov 6
Charming Chester Farmhouse near Near VT Slopes
A cozy living room with a fireplace, comfortable seating, and a television.

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

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
The price is ￥30,126
￥66,018 total
includes taxes & fees
Oct 19 - Oct 20
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

14. 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 ￥11,802
￥40,540 total
includes taxes & fees
Oct 13 - Oct 14
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A spacious living area with a fireplace, a dining area, and a kitchen.

15. Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views

Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views
Ludlow
10.0 out of 10, Exceptional, (1 review)
"My family and I stayed at this property last weekend and it was amazing!!! We were the first to rent as this is a brand new construction home. Everything inside is brand new from the bedding, furniture and amazing cookware. This house has a few great features that make it top notch: 1: Every bedroom has an en-suite bathroom, so we all had our own space and privacy. The bedrooms were big and beds were so comfortable. The master bedroom has this huge shower and tub that was so nicely designed. 2:...
United States
Michael
The price is ￥190,112
￥352,929 total
includes taxes & fees
Oct 22 - Oct 23
Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views
An outdoor dining area with tables and umbrellas, a wooden fence, and a building with large windows and lights.

16. Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Manchester
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful cozy house with plenty of beds and space. We drove here in a snowstorm and were so thankful that the host had cleared the driveway and walkways for us. Overall a great stay."
United States
Greg W.
The price is ￥56,844
￥85,110 total
includes taxes & fees
Oct 22 - Oct 23
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
A lodge with a large fireplace, a covered porch, and a staircase leading to the upper level.

17. Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.

Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.
Jamaica
8.8 out of 10, Excellent, (8 reviews)
"Beautiful home, we enjoyed our stay!"
United States
Luke B.
The price is ￥65,699
￥96,978 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.
A kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is ￥20,213
￥72,550 total
includes taxes & fees
Oct 13 - Oct 14
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A large house with a fire pit and outdoor seating.

19. Pet Friendly | Game Room | Minutes to Woodstock and Killington

Pet Friendly | Game Room | Minutes to Woodstock and Killington
Bridgewater
10.0 out of 10, Exceptional, (3 reviews)
"Great house with fun decorations. Comfortable with lots of room; full kitchen with ample dining area. Loved the coffee available and the sound machine in the bedroom- great conveniences! Communication around booking were great with easy check in and check out."
United States
Susan S.
The price is ￥34,828
￥85,994 total
includes taxes & fees
Nov 4 - Nov 5
Pet Friendly | Game Room | Minutes to Woodstock and Killington
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.

20. 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 ￥20,050
￥64,535 total
includes taxes & fees
Oct 24 - Oct 25
Killington Retreat | Deck-Fire Pit-Mountain Views!
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

Killington Grand Hotel

Killington Grand Hotel

8/10 Good
"Clean spacious room but lacks microwave and refrigerate."
Hong 1-night trip
Posted 10 hours ago
Killington Grand Hotel

Find out more about Weston

Weston Vacation Homes information

Number of reviews
196
Accommodation
832 Vacation Homes
Lowest Price
￥30,376
Highest Price
￥352,929

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