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Our top choices for Weston vacation homes

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 AndoverAndover
10.0 out of 10, Exceptional, (2 reviews)
The price is ¥44,374
¥106,321 total
includes taxes & fees
Nov 10 - Nov 11

2. Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Peaceful Stay w/ Pond & Massage Chair | Near OkemoLudlow
The price is ¥18,886
¥69,314 total
includes taxes & fees
Nov 10 - Nov 11

3. Game Room, Fire Pit & Views! Spacious Ludlow Home
Game Room, Fire Pit & Views! Spacious Ludlow HomeLudlow
The price is ¥39,145
¥120,165 total
includes taxes & fees
Nov 10 - Nov 11

4. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski ShuttleLudlow
9.8 out of 10, Exceptional, (114 reviews)
The price is ¥33,439
¥75,668 total
includes taxes & fees
Nov 18 - Nov 19

5. Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Bear`s Den in Ludlow, Okemo Views + Epic Game RoomLudlow
10.0 out of 10, Exceptional, (1 review)
The price is ¥28,650
¥60,982 total
includes taxes & fees
Nov 10 - Nov 11

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 GoreMt Holly
9.8 out of 10, Exceptional, (42 reviews)
The price is ¥21,395
¥74,194 total
includes taxes & fees
Nov 10 - Nov 11

7. Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Enjoy this authentic and cozy VT Barn with Brand New Hot TubLondonderry
7.0 out of 10, Good, (2 reviews)
The price is ¥40,222
¥75,715 total
includes taxes & fees
Nov 10 - Nov 11

8. Long Trail House 368 condo in Stratton Village, walk to the lifts
Long Trail House 368 condo in Stratton Village, walk to the liftsStratton
The price is ¥13,277
¥40,309 total
includes taxes & fees
Nov 10 - Nov 11

9. New Ludlow Village Home with Stunning Okemo Mountain View
New Ludlow Village Home with Stunning Okemo Mountain ViewLudlow
10.0 out of 10, Exceptional, (24 reviews)
The price is ¥42,504
¥90,115 total
includes taxes & fees
Nov 10 - Nov 11

10. Cozy Rutland Retreat
Cozy Rutland RetreatRutland
9.8 out of 10, Exceptional, (18 reviews)
The price is ¥14,263
¥27,842 total
includes taxes & fees
Nov 10 - Nov 11

11. 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 unitMendon
9.4 out of 10, Exceptional, (8 reviews)
The price is ¥14,121
¥34,939 total
includes taxes & fees
Nov 10 - Nov 11

12. Gorgeous couples barn with WiFi & hot tub in lovely Londonderry
Gorgeous couples barn with WiFi & hot tub in lovely LondonderryLondonderry
10.0 out of 10, Exceptional, (2 reviews)
The price is ¥115,247
¥170,523 total
includes taxes & fees
Nov 10 - Nov 11

13. 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)
The price is ¥36,450
¥124,774 total
includes taxes & fees
Nov 12 - Nov 13

14. Charming Chester Farmhouse near Near VT Slopes
Charming Chester Farmhouse near Near VT SlopesChester Depot
9.4 out of 10, Exceptional, (22 reviews)
The price is ¥29,794
¥59,816 total
includes taxes & fees
Nov 10 - Nov 11

15. Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Your Vermont Mountain Haven Pet Friendly home with Hot tub!Winhall
9.2 out of 10, Wonderful, (45 reviews)
The price is ¥34,254
¥115,068 total
includes taxes & fees
Nov 10 - Nov 11

16. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
4-Season Vermont Cabin · 12 Acres, Mountain Views · OkemoChester
10.0 out of 10, Exceptional, (6 reviews)
The price is ¥85,437
¥151,778 total
includes taxes & fees
Nov 10 - Nov 11

17. Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views
Luxe Mountain Home w/ Chef’s Kitchen & Okemo ViewsLudlow
10.0 out of 10, Exceptional, (1 review)
The price is ¥190,810
¥340,078 total
includes taxes & fees
Nov 10 - Nov 11

18. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6Plymouth
The price is ¥33,420
¥98,473 total
includes taxes & fees
Nov 10 - Nov 11

19. Wonderful hilltop house with breathtaking views
Wonderful hilltop house with breathtaking viewsDorset
The price is ¥71,316
¥84,134 total
includes taxes & fees
Nov 29 - Nov 30

20. Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home GymWinhall
10.0 out of 10, Exceptional, (15 reviews)
The price is ¥47,544
¥121,597 total
includes taxes & fees
Nov 16 - Nov 17
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.
Learn more about Weston
The Vermont Country Store in this charming village offers three floors of nostalgic treasures and local foods to sample. Catch a performance at the historic Weston Playhouse or visit the Weston Village Christmas Shop, open year-round for holiday magic.


































































































































