Weston, VT Vacation Homes from ￥12,791

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Our top choices for Weston vacation homes

A cozy living room with a stone fireplace, large windows, and a wooden ceiling.

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

Andover

Lorraine C.

￥107,983 total

includes taxes & fees

Nov 14 - Nov 15

A house with a pond in a lush green landscape.

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

Ludlow

￥70,292 total

includes taxes & fees

Nov 18 - Nov 19

A wooden deck with two chairs and a small table, overlooking a green landscape.

3. Game Room, Fire Pit & Views! Spacious Ludlow Home

Ludlow

￥120,511 total

includes taxes & fees

Nov 15 - Nov 16

A garden with a row of pink flowers and a well-maintained lawn.

4. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Ludlow

Tina l.

￥83,708 total

includes taxes & fees

Nov 30 - Dec 1

A covered deck with outdoor seating and a barbecue grill.

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

Mt Holly

Cheri V.

￥79,027 total

includes taxes & fees

Nov 14 - Nov 15

A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

6. Long Trail House 368 condo in Stratton Village, walk to the lifts

Stratton

￥41,933 total

includes taxes & fees

Nov 16 - Nov 17

A rustic barn-style building with a covered porch, a fire pit, and a stack of firewood.

7. 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.

￥76,332 total

includes taxes & fees

Nov 17 - Nov 18

A wooden deck with a sofa and table, a house with white siding, and a clear sky.

8. New Ludlow Village Home with Stunning Okemo Mountain View

Ludlow

Larissa R.

￥85,684 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with a dishwasher, a coffee maker, and a dining area with a wooden table set for two.

9. Cozy Rutland Retreat

Rutland

Susan E.

￥26,311 total

includes taxes & fees

Nov 15 - Nov 16

A small, enclosed room with wooden walls and a single electric heater on a stone base.

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

Mendon

Aurore H.

￥44,590 total

includes taxes & fees

Nov 15 - Nov 16

11. Charming Chester Farmhouse near Near VT Slopes

Chester Depot

Kimberly B.

￥60,886 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Winhall

Victoria L.

￥116,092 total

includes taxes & fees

Nov 15 - Nov 16

A wooden cabin with large windows and a deck, surrounded by snow.

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

Londonderry

Tim M.

￥174,528 total

includes taxes & fees

Nov 17 - Nov 18

A two-story cabin with a red roof and a deck, surrounded by a lush green landscape and dense forest.

14. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

Chester

pauline

￥153,487 total

includes taxes & fees

Nov 14 - Nov 15

A red house with a gravel driveway and lush greenery.

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

Plymouth

￥114,674 total

includes taxes & fees

Nov 15 - Nov 16

A house with a covered deck, a barbecue grill, and a wooden pergola.

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

Mendon

Callison A.

￥82,405 total

includes taxes & fees

Nov 15 - Nov 16

A rustic interior with a wooden ceiling, a bar area with stools, a sofa, and a dining table.

17. Wonderful hilltop house with breathtaking views

Dorset

￥84,883 total

includes taxes & fees

Nov 29 - Nov 30

A deck with wicker furniture and a fire pit, surrounded by a white railing and lush greenery.

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

Winhall

Mark H.

￥119,969 total

includes taxes & fees

Nov 17 - Nov 18

A modern kitchen with white cabinets, a central island with bar stools, a stainless steel refrigerator, and pendant lighting.

19. 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

￥343,104 total

includes taxes & fees

Nov 14 - Nov 15

A wooden deck with a view of a green field and a hill in the background.

20. Peaceful 1-bedroom bungalow with AC in charming Wells

Wells

Donna A.

￥39,934 total

includes taxes & fees

Nov 30 - Dec 1

View all properties

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.

See all hotels in Weston

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

Top reviews in Weston

A white two-story house with a front porch, a covered patio, and a well-maintained garden.

The Weston

Weston

10/10 Excellent

astrid

A modern two-story building with a red roof, surrounded by a well-maintained garden with various plants and a stone pathway.

The Landgrove

Londonderry

10/10 Excellent

The Inn is in a beautiful setting. The staff were very friendly and helpful. My room was spacious and a comfortable arm chair and good lamp provided a cozy place for R&R. The spacious common area & well kept grounds would be a very pleasant place to spend time with family and friends. I was advised in advance that the restaurant was not serving dinner, but the staff provided a list of eateries in the local area. I had a very good meal at the New American Grill. The breakfast menu at the...

Rita

A large, snow-covered house with multiple windows and a well-lit porch.

The Inn at Manchester

Manchester Village Historic District

10/10 Excellent

Mary

A two-story building with a porch, American flag, and two white rocking chairs.

The Reluctant Panther Inn and Restaurant

Manchester Village Historic District

10/10 Excellent

Anonymous traveler

A modern house with a pool, surrounded by lush greenery and mountains in the background.

Blue Gentian Lodge at Magic Mountain

Londonderry

10/10 Excellent

Anonymous traveler

A two-story building with a bar and restaurant on the ground floor, a vintage car parked in front, and a sign indicating "Main Mountain".

Main and Mountain Bar & Motel

Ludlow

10/10 Excellent

Anonymous traveler

Snowed Inn

Killington

10/10 Excellent

Tammy

A large, white two-story house with a stone wall and yellow flowers in the foreground.

The Inn at Ormsby Hill

Manchester Center

10/10 Excellent

The Inn at Ormsby Hill is a magnificent B&B in historic Manchester Vermont. We were in Vermont for a ski week vacation. We ended our trip staying at this Inn and skiing at Stratton Ski Area. When we arrived, the Innkeeper Maryanne greeted us then suggested we move our room to one more centrally located. Our room was beautiful with a 4 post king bed, gas fireplace and plush bathrobes. The daily breakfast was superb! The dining area was full of antiques, many from the Pullman Corporation. Edward...

Anonymous traveler

A cozy room with a pool table, wooden ceiling beams, and a stone fireplace.

Sun Lodge near Manchester VT, Ascend Collection Hotel

Bromley Mountain

10/10 Excellent

Anonymous traveler

A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

Four Columns Inn

Newfane

10/10 Excellent

Nettie

A cozy living room with a fireplace, a wooden coffee table, a sofa, and a lamp. There is a dog bed and a welcome sign on the floor.

The Olympia Lodge

Manchester Center

10/10 Excellent

Brad

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building.

Kimpton Taconic Hotel by IHG

Manchester Village Historic District

10/10 Excellent

john

A two-story house with a porch and outdoor seating area.

Hill Farm Inn

Arlington

10/10 Excellent

Michael

A triangular wooden structure with a bench and a table, surrounded by lush greenery and a building in the background.

Otherland Hotel

Newfane

10/10 Excellent

The property is very well maintained and decorated. The room and bathroom are very clean. It has two very nice common area with 2 big windows that made them bright and sunny and cozy. It's also along a major highway so it's easy to find. The owners/operators of this hotel are very kind, thoughtful and accomodating to the needs of their guests. I especially and directly experienced their wonderful hospitality as a disabled person in a wheelchair. When I inquired about the accessibility of...

Rosalie

A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

Harvest Barn Inn

Bellows Falls

10/10 Excellent

Virginia

Search Vacation Homes in Weston

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Weston vacation 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. Game Room, Fire Pit & Views! Spacious Ludlow Home

4. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

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

6. Long Trail House 368 condo in Stratton Village, walk to the lifts

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

8. New Ludlow Village Home with Stunning Okemo Mountain View

9. Cozy Rutland Retreat

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

11. Charming Chester Farmhouse near Near VT Slopes

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

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

14. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

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

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

17. Wonderful hilltop house with breathtaking views

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

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

20. Peaceful 1-bedroom bungalow with AC in charming Wells

Learn more about Weston

Top reviews in Weston

The Weston

10/10 Excellent

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