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Vacation rentals in Weston, Vermont, United States

Front View of The Farmhouse - The Second Story is All Yours

Open Space & Relaxation. The Ultimate Social Distancing Escape!

Classic Vermont - Historic Renovated Dairy Farm (No Cows Anymore)

Lazy Afternoon in Paradise

Fresh Air with Wifi. (If You're into that Sort of Thing....)

2 Bdrm, Upper Level, Okemo, 25 Acre Mtn Playground

2 bedrooms·1 bath

Cavendish • Vermont

5(13 reviews)

1 375,00 $ USD total pour 5 nuits

7–12 sept. 2026

Property grounds

Summer fun on lake - great for 2 families or 3 couples - newly remodeled

4 bedrooms·2 baths

Windsor County • Vermont

4 000,00 $ USD total pour 5 nuits

13–18 sept. 2026

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

6 bedrooms·2 baths

Ludlow • Vermont

5(107 reviews)

$550 – $650/ nuit(hors frais et taxes)

Mount Holly Lake & Ski Hideaway

Mount Holly Lake & Ski Hideaway

Mount Holly Lake & Ski Hideaway

Fall in Mount Holly

Mount Holly Lake & Ski Hideaway

Mount Holly Lake & Ski Hideaway

4 bedrooms·2 baths

Mount Holly • Vermont

5(37 reviews)

$299/ nuit(hors frais et taxes)

Drop Point Cabin

Drop Point Cabin

Drop Point Cabin

Drop Point Cabin

Drop Point Cabin

Drop Point Cabin

4 bedrooms·3 baths

Jamaica • Vermont

4.72(25 reviews)

Stratton Hollow House

Stratton Hollow House

Stratton Hollow House

Stratton Hollow House

Stratton Hollow House

Stratton Hollow House

4 bedrooms·2 baths

Jamaica • Vermont

5(1 review)

Snowdrift

4 bedrooms·3 baths

Winhall • Vermont

4.71(7 reviews)

1 600,29 $ USD total pour 3 nuits

7–10 sept. 2026

The Bears Den

4 bedrooms·3 baths

Winhall • Vermont

4.5(2 reviews)

1 400,66 $ USD total pour 3 nuits

7–10 sept. 2026

The warm and inviting living room has direct access to the patio with a view of the pond and fountain.
The gas fireplace operates with the simple turn of a timer switch.

Heated year-round, the beautiful pool, hot tubs and sauna are just steps from Rising Bear Lodge.

Beautiful architecture and design inside and out.

Luxury Condo*Walk to Ski Lifts*Hot Tub*Pool*Sauna!

Luxury Condo*Walk to Ski Lifts*Hot Tub*Pool*Sauna!

Luxury CondoWalk to Ski LiftsHot TubPoolSauna!

2 bedrooms·2 baths

Winhall • Vermont

5(89 reviews)

2 186,55 $ USD total pour 3 nuits

12–15 sept. 2026

Hearthstone Retreat - Luxurious 3BR/3BA Condo in Stratton, VT

Hearthstone Retreat - Luxurious 3BR/3BA Condo in Stratton, VT

Hearthstone Retreat - Luxurious 3BR/3BA Condo in Stratton, VT

Hearthstone Retreat - Luxurious 3BR/3BA Condo in Stratton, VT

Hearthstone Retreat - Luxurious 3BR/3BA Condo in Stratton, VT

Hearthstone Retreat - Luxurious 3BR/3BA Condo in Stratton, VT

3 bedrooms·3 baths

Winhall • Vermont

4.8(5 reviews)

1 785,05 $ USD total pour 3 nuits

7–10 sept. 2026

Stunning 4,000 sq. ft. Stratton Chalet

Stunning 4,000 sq. ft. Stratton Chalet

Stunning 4,000 sq. ft. Stratton Chalet

Stunning 4,000 sq. ft. Stratton Chalet

Stunning 4,000 sq. ft. Stratton Chalet

Stunning 4,000 sq. ft. Stratton Chalet

5 bedrooms·1 bath

Winhall • Vermont

3.33(3 reviews)

8 825,61 $ USD total pour 3 nuits

7–10 sept. 2026

Annulation gratuite

Stratton Slopeside Retreat

Stratton Slopeside Retreat

Stratton Slopeside Retreat

Stratton Slopeside Retreat

Stratton Slopeside Retreat

Stratton Slopeside Retreat

2 bedrooms·2 baths

Winhall • Vermont

5(3 reviews)

934,65 $ USD total pour 3 nuits

7–10 sept. 2026

Village Watch Wonderland Ski on Ski off + Steps to Stratton Village

Village Watch Wonderland Ski on Ski off + Steps to Stratton Village

Village Watch Wonderland Ski on Ski off + Steps to Stratton Village

Village Watch Wonderland Ski on Ski off + Steps to Stratton Village

Village Watch Wonderland Ski on Ski off + Steps to Stratton Village

Village Watch Wonderland Ski on Ski off + Steps to Stratton Village

3 bedrooms·2 baths

Winhall • Vermont

4.75(8 reviews)

1 197,69 $ USD total pour 3 nuits

7–10 sept. 2026

Village Watch Lux Loft

Village Watch Lux Loft

Village Watch Lux Loft

Village Watch Lux Loft

Village Watch Lux Loft

Village Watch Lux Loft

4 bedrooms·3 baths

Winhall • Vermont

1 596,84 $ USD total pour 3 nuits

7–10 sept. 2026

the view of the front of the home with the wrap around deck!

This is the view of the rear of the home

the access ramp

entry to the home at the rear.

Enter via the mudroom and please remove your shoes!

Manchester Santuary II

4 bedrooms·4½ baths

Manchester • Vermont

5(1 review)

1 925,50 $ USD total pour 3 nuits

7–10 sept. 2026

Stratton Slopeside Haven

Stratton Slopeside Haven

Stratton Slopeside Haven

Stratton Slopeside Haven

Stratton Slopeside Haven

Stratton Slopeside Haven

2 bedrooms·3 baths

Winhall • Vermont

4.86(7 reviews)

871,96 $ USD total pour 3 nuits

7–10 sept. 2026

Tranquil Treetop Retreat

Tranquil Treetop Retreat

Tranquil Treetop Retreat

Tranquil Treetop Retreat

Tranquil Treetop Retreat

4 bedrooms·4 baths

Winhall • Vermont

4.75(16 reviews)

1 576,01 $ USD total pour 3 nuits

7–10 sept. 2026

Manchester Sanctuary escape to Vermont!

Manchester Sanctuary escape to Vermont!

Manchester Sanctuary escape to Vermont!

Manchester Sanctuary escape to Vermont!

Manchester Sanctuary escape to Vermont!

Manchester Sanctuary escape to Vermont!

3 bedrooms·3½ baths

Manchester • Vermont

5(2 reviews)

1 756,00 $ USD total pour 3 nuits

30 sept. – 3 oct. 2026

Annulation gratuite

NirvanaSanctuaryHouse~Fire Place~Okemo Killington

NirvanaSanctuaryHouse~Fire Place~Okemo Killington

Hot Tub Area
Undercover!

Hot Springs Hot Tub ~ seats 4

King Master Bedroom

NirvanaSanctuaryHouse~Fire Place~Okemo Killington

2 bedrooms·3 baths

Plymouth • Vermont

5(31 reviews)

1 695,00 $ USD total pour 3 nuits

8–11 sept. 2026

We are currently updating our photos.
Front lawn view

Vermont Cottage Amherst Lake & Sanctuary

Vermont Cottage Amherst Lake & Sanctuary

Vermont Cottage Amherst Lake & Sanctuary

Vermont Cottage Amherst Lake & Sanctuary

6 bedrooms·4 baths

Plymouth • Vermont

4.98(90 reviews)

6 582,00 $ USD total pour 6 nuits

15–21 sept. 2026

Twilight ~ CURRENTLY UPDATING PICTURES ~ STAY TUNED!

Historic Vermont Lake Cottage~Hot Tub~Dogs~Okemo

Historic Vermont Lake Cottage~Hot Tub~Dogs~Okemo

Historic Vermont Lake Cottage~Hot Tub~Dogs~Okemo

Historic Vermont Lake Cottage~Hot Tub~Dogs~Okemo

Historic Vermont Lake Cottage~Hot Tub~Dogs~Okemo

4 bedrooms·3 baths

Plymouth • Vermont

5(55 reviews)

2 294,20 $ USD total pour 3 nuits

7–10 sept. 2026

The front porch at dusk

Cute Cabin! Plymouth, Vermont.

Cute Cabin! Plymouth, Vermont.

Cute Cabin! Plymouth, Vermont.

Cute Cabin! Plymouth, Vermont.

3 bedrooms·3 baths

Plymouth • Vermont

5(52 reviews)

2 031,00 $ USD total pour 3 nuits

8–11 sept. 2026

Get-Away Cabin in Plymouth, Vermont.

Aerial view of Lake Amherst

Large screened-in porch overlooking the lake.

Get-Away Cabin in Plymouth, Vermont.

Get-Away Cabin in Plymouth, Vermont.

1 bedroom·2 baths

Plymouth • Vermont

5(34 reviews)

1 107,00 $ USD total pour 3 nuits

7–10 sept. 2026

1930s-era cottage.

Private outdoor hot tub under cover.

Outdoor fire pit

Primary bedroom with king bed. Featuring a Puffy mattress, fine linens, plenty of pillows, and a down comforter.

The living room opens up to a larger screened-in porch. Dining also on the porch. It features a wood-burning fireplace for cooler times. It will be all set to light and we provide plenty of wood.

Twinkle Cottage ~HotTub~FirePit~Fireplace~Dogs

1 bedroom·2 baths

Plymouth • Vermont

1 191,00 $ USD total pour 3 nuits

7–10 sept. 2026