Weston, VT Vacation Homes from ￥12,777

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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.

￥102,853 total

includes taxes & fees

Nov 16 - Nov 17

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

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

Ludlow

￥122,722 total

includes taxes & fees

Nov 30 - Dec 1

A house with a pond in a lush green landscape.

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

Ludlow

￥70,292 total

includes taxes & fees

Nov 16 - Nov 17

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.

￥82,500 total

includes taxes & fees

Nov 22 - Nov 23

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

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.

￥76,303 total

includes taxes & fees

Nov 18 - Nov 19

A covered deck with outdoor seating and a barbecue grill.

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

Mt Holly

Cheri V.

￥78,938 total

includes taxes & fees

Nov 16 - Nov 17

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

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

Stratton

￥41,886 total

includes taxes & fees

Nov 19 - Nov 20

A wooden interior with a pool table, a sofa, and a dining area.

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

Ludlow

Elaine H.

￥63,534 total

includes taxes & fees

Nov 30 - Dec 1

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.

￥26,282 total

includes taxes & fees

Nov 18 - Nov 19

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

10. New Ludlow Village Home with Stunning Okemo Mountain View

Ludlow

Larissa R.

￥89,557 total

includes taxes & fees

Nov 16 - Nov 17

11. Charming Chester Farmhouse near Near VT Slopes

Chester Depot

Kimberly B.

￥60,817 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.

￥115,961 total

includes taxes & fees

Nov 18 - Nov 19

A bedroom with a bed, a nightstand, a lamp, and a window with curtains.

13. Two 3BR Apartments, One House | 6BR Near Okemo

Ludlow

￥170,016 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Londonderry

Tim M.

￥176,754 total

includes taxes & fees

Nov 30 - Dec 1

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

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

Mendon

Aurore H.

￥44,540 total

includes taxes & fees

Nov 17 - Nov 18

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.

￥82,313 total

includes taxes & fees

Nov 15 - Nov 16

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

17. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

Chester

pauline

￥153,314 total

includes taxes & fees

Nov 17 - Nov 18

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

18. Wonderful hilltop house with breathtaking views

Dorset

￥84,883 total

includes taxes & fees

Nov 29 - Nov 30

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

￥342,717 total

includes taxes & fees

Nov 18 - Nov 19

A kitchen with a wood stove, microwave, and wooden cabinets.

20. CozyDen- Fireplace, Ski Off/ Shuttle On

Killington

Berni H.

￥42,911 total

includes taxes & fees

Nov 15 - Nov 16

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 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 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 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 pug sitting on a leather chair with a mug labeled "Magic Mt." in a warmly lit indoor setting.

The Upper Pass Lodge at Magic Mountain

Londonderry

10/10 Excellent

Five stars for ambience, comfort, cleanliness. Very cozy common area and bar. Location is beautiful. Staff friendly. I rated medium for condition as the place is old and clearly gets well used during ski season. HOWEVER, this is not ugly or bad as in a gross motel with broken stuff and dirt. The room was clean and nice and smelled fine, but the carpets were well worn and there is a lot of wear to the place in general. I did not want to leave too many stars on condition and have folks...

Anonymous traveler

A pathway leading to a building with a porch decorated with flowers and a bench.

Brittany Motel

Manchester Center

10/10 Excellent

Heaven

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 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

Snowed Inn

Killington

10/10 Excellent

Tammy

A large stone building with a steep roof, surrounded by dense forest and hills.

Castle Hill Resort And Spa

Cavendish

10/10 Excellent

STAFF I want to start by pointing out that the staff at the hotel were above and beyond PHENOMENAL, and I mean ALL THE STAFF. I spent the weekend up there and got stuck with some car problems in a blizzard and dealt with everybody on the staff there. They were some of the nicest people I have ever dealt with in the hospitality industry. When I say all the staff, I mean all the staff! DAY 1. The plow guy helped me get my car out of a spot when my snow chain broke and I couldn’t move. DAY 2...

Steven

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 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

A formal dining room with ornate wood paneling, multiple tables set for dining, and a mirror reflecting the room's decor.

Pointe at Castle Hill Resort

Cavendish

10/10 Excellent

This is the second time we've stayed in a Suite room. King sized bed in the BR; kitchen with full-sized appliances, LR with pull-out Queen sofa, gas fireplace, bathroom with jetted tub! Very comfortable and fully equipped. Small things were so helpful - like doormats for dirty boots, a bench for putting on boots, a closet for skis, complementary packages of New England coffee, Aveda products in the bathroom, kitchen supplies like dish soap, dishwasher detergent, sponge, towels. Then larger...

Marion

A red barn with a white door and shutters, surrounded by a garden with various plants and flowers.

Stone Hearth Inn and Eatery

Chester

10/10 Excellent

William

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

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

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

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

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

9. Cozy Rutland Retreat

10. New Ludlow Village Home with Stunning Okemo Mountain View

11. Charming Chester Farmhouse near Near VT Slopes

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

13. Two 3BR Apartments, One House | 6BR Near Okemo

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

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

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

17. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

18. Wonderful hilltop house with breathtaking views

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

20. CozyDen- Fireplace, Ski Off/ Shuttle On

Learn more about Weston

Top reviews in Weston

The Weston

10/10 Excellent

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