Location

Dates

Guests

Vacation rentals in Stockbridge, Vermont, United States

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/ nat(exkl. gebyrer & skatter)

Aerial view of house

Driveway and front yard

View from kitchen

Top of the Hill Modern Retreat

Top of the Hill Modern Retreat

3 bedrooms·3½ baths

Warren • Vermont

989,64 $ USD total for 3 nætter

26.–29. okt. 2026

Property grounds

Reading Farms Estate Front Lawns

Reading Farms Estate

15 bedrooms·10 baths

Reading • Vermont

12.292,00 $ USD total for 3 nætter

23.–26. okt. 2026

Aerial view of the property

Sugarbush Vista w/ New Hot Tub

Sugarbush Vista w/ New Hot Tub

Great room looking onto back porch

Aerial view of the property in Fall

Sugarbush Vista w/ New Hot Tub

6 bedrooms·3½ baths

Warren • Vermont

1.566,99 $ USD total for 3 nætter

9.–12. nov. 2026

Beautiful Country Home with Hot Tub & Pool Table

Beautiful Country Home with Hot Tub & Pool Table

Beautiful Country Home with Hot Tub & Pool Table

Spacious living room with fireplace and TV

Pool table located on top floor

Beautiful Country Home with Hot Tub & Pool Table

4 bedrooms·3½ baths

Warren • Vermont

1.416,52 $ USD total for 3 nætter

27.–30. okt. 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)

2.184,00 $ USD total for 3 nætter

24.–27. okt. 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 for 5 nætter

23.–28. okt. 2026

Aerial view of the property

Aerial view of the property

Master Queen Bedroom

Master Queen Bedroom

Master Queen Bedroom

Vermont Escape, Too

5 bedrooms·2 baths

Warren • Vermont

911,12 $ USD total for 3 nætter

27.–30. okt. 2026

Pool table in Bar Area

The Vines

5 bedrooms·3 baths

Warren • Vermont

2.458,31 $ USD total for 3 nætter

16.–19. nov. 2026

Stunning Modern Retreat Overlooking The Mad River

Stunning Modern Retreat Overlooking The Mad River

Stunning Modern Retreat Overlooking The Mad River

Stunning Modern Retreat Overlooking The Mad River

Stunning Modern Retreat Overlooking The Mad River

4 bedrooms·3 baths

Warren • Vermont

1.387,70 $ USD total for 3 nætter

5.–8. nov. 2026

Side View of the house

HYGGE HAUS - Mountain Views Minutes from Sugarbush

Master Bedroom with King Bed

Living Room with fireplace on left

HYGGE HAUS - Mountain Views Minutes from Sugarbush

4 bedrooms·2½ baths

Warren • Vermont

$150/ nat(exkl. gebyrer & skatter)

Carriage House

2 bedrooms·2 baths

Mount Holly • Vermont

927,00 $ USD total for 3 nætter

23.–26. okt. 2026

West Hill Farmhouse

West Hill Farmhouse

West Hill Farmhouse

West Hill Farmhouse

West Hill Farmhouse

West Hill Farmhouse

5 bedrooms·4 baths

Warren • Vermont

$110 – $136/ nat(exkl. gebyrer & skatter)

Aerial View of the property

Back Patio with Solo Stove Fire Pit

Master bedroom with King bed

Bluebird Cottage - Three Min to Sugarbush Resort

5 bedrooms·4½ baths

Warren • Vermont

1.138,30 $ USD total for 3 nætter

27.–30. okt. 2026

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)

1.374,89 $ USD total for 5 nætter

24.–29. okt. 2026

Winter Wonderland! Great Okemo rental.

Lazy Afternoon in Paradise

Open Space & Relaxation. The Ultimate Social Distancing Escape!

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

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

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

2 bedrooms·1 bath

Cavendish • Vermont

5(27 reviews)

1.374,89 $ USD total for 5 nætter

24.–29. okt. 2026

Autumn at Between the Pines

Upstairs Rocking Chairs with Deck

Relaxing Hot Tub

Upstairs Living Room

Fall Mountain Retreat|Fire Pit, Hot Tub, GameRoom

5 bedrooms·2 baths

Warren • Vermont

5(7 reviews)

$260 – $1.144/ nat(exkl. gebyrer & skatter)

Exterior of the 3 cabins

Common area with fire pit hot tub

Interior of Alpine

Three Cabins - Pet Friendly & Hot Tub

4 bedrooms·3 baths

Warren • Vermont

1.644,99 $ USD total for 3 nætter

30. okt.–2. nov. 2026

Exterior view of the cabin

Bunny Hill Cabin -Pets, Shared Hot Tub

Bunny Hill Cabin -Pets, Shared Hot Tub

Bunny Hill Cabin -Pets, Shared Hot Tub

Exterior view-Bunny Hill cabin on left

Bunny Hill Cabin -Pets, Shared Hot Tub

0 bedrooms·1 bath

Warren • Vermont

$75 – $268/ nat(exkl. gebyrer & skatter)

Kitchen into living area

Hot tub and fire pit-all shared with the other two cabins

Ski Patrol Cabin -Pets, Shared Hot Tub

1 bedroom·1 bath

Warren • Vermont

$60 – $349/ nat(exkl. gebyrer & skatter)

Exterior view of the front of the cabin

Main room-stairs leading to loft

Kitchen looking towards the TV

Alpine cabin in center

Alpine Traverse - Pets, Shared Hot Tub

1 bedroom·1 bath

Warren • Vermont

697,83 $ USD total for 3 nætter

30. okt.–2. nov. 2026

Master Bedroom with Queen Bed-Second floor

Dining/Living room

Porch off Summer Room

Oma's House

5 bedrooms·4½ baths

Warren • Vermont

1.182,60 $ USD total for 3 nætter

27.–30. okt. 2026

Sugarbush Upper Village Retreat

Sugarbush Upper Village Retreat

Sugarbush Upper Village Retreat

Sugarbush Upper Village Retreat

Sugarbush Upper Village Retreat

4 bedrooms·3 baths

Warren • Vermont

1.335,00 $ USD total for 3 nætter

25.–28. okt. 2026