Weston Holiday Homes from £147: Search Holiday Homes in Weston

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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Our top choices for Weston holiday homes

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

Andover

Lorraine C.

includes taxes & fees

14 Oct - 15 Oct

A kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

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

Ludlow

includes taxes & fees

20 Oct - 21 Oct

A cozy living room with a fireplace, comfortable seating, and a television.

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

Ludlow

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

4. New Ludlow Village Home with Stunning Okemo Mountain View

Ludlow

Tara

includes taxes & fees

14 Oct - 15 Oct

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

Londonderry

"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. "

Christine M.

includes taxes & fees

21 Oct - 22 Oct

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

Mt Holly

Cheri V.

includes taxes & fees

1 Nov - 2 Nov

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.

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

Clarendon

Joshua

includes taxes & fees

24 Oct - 25 Oct

A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

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

Mendon

Aurore H.

includes taxes & fees

5 Nov - 6 Nov

A two-story house with a covered porch and a garage.

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

Mount Holly

Chi L.

includes taxes & fees

20 Oct - 21 Oct

A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

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

Winhall

Victoria L.

includes taxes & fees

14 Oct - 15 Oct

A dining table set with plates, glasses, and a vase with a plant.

11. Cozy Rutland Retreat

Rutland

Valerie

includes taxes & fees

19 Oct - 20 Oct

12. Charming Chester Farmhouse near Near VT Slopes

Chester Depot

Kimberly B.

includes taxes & fees

5 Nov - 6 Nov

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

includes taxes & fees

14 Oct - 15 Oct

A modern two-story house with a front porch, a staircase, and a driveway.

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

Jamaica

Michael A.

includes taxes & fees

19 Oct - 20 Oct

A living room with a brick fireplace, a sofa, a chair, and a coffee table.

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

Winhall

Mark H.

includes taxes & fees

28 Oct - 29 Oct

A compact kitchen with a refrigerator, stove, microwave, and sink.

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

Plymouth

includes taxes & fees

14 Oct - 15 Oct

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

Mendon

Callison A.

includes taxes & fees

3 Nov - 4 Nov

A bedroom with a bed, a framed collage, a window with floral curtains, and a striped rug.

18. Cozy 2 Bedroom Suite walking distance to downtown

Rutland

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a deck, surrounded by dense forest.

19. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

Chester

pauline

includes taxes & fees

14 Oct - 15 Oct

A spacious living area with a fireplace, a dining area, and a kitchen.

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

Ludlow

"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:...

Michael

includes taxes & fees

19 Oct - 20 Oct

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Top Weston Hotel Reviews

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent

"I can’t say enough about how enjoyable it was! Will be back!"

The Manchester View

8/10 Good

"Beautiful room, very clean and new. It was very bare in the room though. Breakfast from 8-10 and we went at 9:40, it was wiped out with nobody refilling so make sure you go early. Next day we went early and it was delicious! Hot tub was amazing which we used both nights. Overall, the views are gorgeous and highly recommend this hotel."

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good

"Stayed in a suite for 2 nights on a visit to see the leaves change. Overall, there were no major complaints. The property appears antique but well maintained. The suite we stayed in looked freshly renovated and was very clean and well put together. The staff were friendly and helpful. I heard that the normal rooms and rest of the property as a whole are undergoing further maintenance and renovations, so I’m excited to see it again this time next year. It’s seated right in Manchester, so everything you need to get to is within a 10 min drive, extremely convenient. 4/5 overall, would stay again."

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"It's a great place to stay! I've been there several times in different seasons. Off-season or leaf peeper season the free breakfast is a lot less than the free breakfast during ski season. During ski season AKA winter, eggs, waffles, pancakes etc however during other seasons they only offer cold cereal, milk bagels toast and juice and coffee of course. Other than that it's a fantastic place and they're dog friendly"

Find out more about Weston

Weston Holiday Homes information

Number of reviews	139
Accommodation	833 Holiday Homes
Lowest Price	£147
Highest Price	£1,670

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Room 1

Check prices for these dates

Our top choices for Weston holiday homes

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

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

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

4. New Ludlow Village Home with Stunning Okemo Mountain View

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

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

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

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

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

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

11. Cozy Rutland Retreat

12. Charming Chester Farmhouse near Near VT Slopes

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

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

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

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

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

18. Cozy 2 Bedroom Suite walking distance to downtown

19. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

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

Find holiday rentals that suit your style

Top Weston Hotel Reviews

Jackson Gore Village, A Vail Resorts Property

Comfort Inn Rutland - Killington

Aspen At Manchester

Hampton Inn and Suites Manchester

The Manchester View

The Palmer House Resort, an Ascend Collection Hotel

The Black Bear Lodge at Stratton Mountain Resort

The Mountain Inn at Killington

Killington Mountain Lodge, Tapestry Collection by Hilton

Find out more about Weston

Weston Holiday Homes information

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