Looking back up at the house with the lake behind you.
Chalet on a Hill w/ Mountain & Lake View, Hot Tub
Chalet on a Hill w/ Mountain & Lake View, Hot Tub
View of the house and garage as you turn into the driveway from the private road leading up to our home.
View from across Little Lake

Chalet on a Hill w/ Mountain & Lake View, Hot Tub

3 bedrooms·3½ baths
Wells • Vermont
5(126 reviews)

1387,00 $ USD totale per 3 notti

09–12 nov 2026

Stratton Chalet 5 minute drive to Bromley 10 to Stratton
Stratton Chalet 5 minute drive to Bromley 10 to Stratton
Stratton Chalet 5 minute drive to Bromley 10 to Stratton
Stratton Chalet 5 minute drive to Bromley 10 to Stratton
Stratton Chalet 5 minute drive to Bromley 10 to Stratton

Stratton Chalet 5 minute drive to Bromley 10 to Stratton

4 bedrooms·5 baths
Winhall • Vermont
5(8 reviews)

1042,94 $ USD totale per 3 notti

01–04 nov 2026

Lake Saint Catherine Cottage with Private Dock
Lake Saint Catherine Cottage with Private Dock
Lake Saint Catherine Cottage with Private Dock
Lake Saint Catherine Cottage with Private Dock
Lake Saint Catherine Cottage with Private Dock

Lake Saint Catherine Cottage with Private Dock

2 bedrooms·2 baths
Poultney • Vermont

1488,21 $ USD totale per 3 notti

01–04 nov 2026

Cozy Chalet 12 Min to Stratton & 7 Min to Bromley
Cozy Chalet 12 Min to Stratton & 7 Min to Bromley
Cozy Chalet 12 Min to Stratton & 7 Min to Bromley
Cozy Chalet 12 Min to Stratton & 7 Min to Bromley
Cozy Chalet 12 Min to Stratton & 7 Min to Bromley

Cozy Chalet 12 Min to Stratton & 7 Min to Bromley

4 bedrooms·2 baths
Winhall • Vermont
5(10 reviews)

902,00 $ USD totale per 3 notti

01–04 nov 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)

2095,00 $ USD totale per 3 notti

01–04 nov 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)

1756,00 $ USD totale per 3 notti

07–10 nov 2026

Front of the house
Cubbies and boot warmers
Spacious mud room
Space for all your gear
Upstairs living room

Burnt Hill Chalet

3 bedrooms·2 baths
Winhall • Vermont

3640,00 $ USD totale per 5 notti

01–06 nov 2026

Casita Bacon
Casita Bacon
Casita Bacon
Casita Bacon
Casita Bacon

Casita Bacon

4 bedrooms·4 baths
Winhall • Vermont

992,29 $ USD totale per 3 notti

01–04 nov 2026

Outdoor pool is open now!
Welcome to the loft
Premium linens
Walk out balcony
Enough space fore the whole crew

Stratton Loft with Pool

4 bedrooms·2 baths
Winhall • Vermont
Winter Wonderland
Hot tub and Sauna.. and silence
Try 30 minutes in the sauna...after full day of skiing
Living Room Retreat: Sunlit space with vaulted ceilings and stylish decor for perfect relaxation!
Delight in the hottub when its cool outside

Stratton Ski Haus

4 bedrooms·2½ baths
Jamaica • Vermont

1830,65 $ USD 1440,40 $ USD totale per 3 notti

01–04 nov 2026

Shadow Peak Chalet
Shadow Peak Chalet
Shadow Peak Chalet
Shadow Peak Chalet
Shadow Peak Chalet

Shadow Peak Chalet

4 bedrooms·2 baths
Manchester • Vermont

959,47 $ USD totale per 3 notti

01–04 nov 2026

Ski Lodge Hideaway: 5 minutes to Stratton mountain
Ski Lodge Hideaway: 5 minutes to Stratton mountain
Ski Lodge Hideaway: 5 minutes to Stratton mountain
Ski Lodge Hideaway: 5 minutes to Stratton mountain
Ski Lodge Hideaway: 5 minutes to Stratton mountain

Ski Lodge Hideaway: 5 minutes to Stratton mountain

4 bedrooms·4 baths
Winhall • Vermont
5(6 reviews)

1150,79 $ USD totale per 3 notti

01–04 nov 2026

Snowfall Retreat
Snowfall Retreat
Snowfall Retreat
Snowfall Retreat
Snowfall Retreat

Snowfall Retreat

3 bedrooms·3 baths
Winhall • Vermont

951,65 $ USD totale per 3 notti

01–04 nov 2026

Snowdrift
Snowdrift
Snowdrift
Snowdrift
Snowdrift

Snowdrift

4 bedrooms·3 baths
Winhall • Vermont
4.71(7 reviews)

943,98 $ USD totale per 3 notti

01–04 nov 2026

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)
The Bears Den
The Bears Den
The Bears Den
The Bears Den
The Bears Den

The Bears Den

4 bedrooms·3 baths
Winhall • Vermont
4.5(2 reviews)

1400,66 $ USD totale per 3 notti

01–04 nov 2026

View of the house from the driveway. On over an acre, surrounded by trees.
View of the house as you head up the driveway. House sits on an acre+ lot.
Kitchen with space for two at the counter.
Upgraded kitchen with quartz counters and stainless steel appliances.
Dining room & kitchen combo opens to the living room too for easy conversation.

The Crooked House

3 bedrooms·2½ baths
Stockbridge • Vermont
5(100 reviews)

971,00 $ USD totale per 3 notti

01–04 nov 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 Condo*Walk to Ski Lifts*Hot Tub*Pool*Sauna!

2 bedrooms·2 baths
Winhall • Vermont
5(89 reviews)

1847,55 $ USD totale per 3 notti

01–04 nov 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)

8825,61 $ USD totale per 3 notti

01–04 nov 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)

1118,18 $ USD totale per 3 notti

01–04 nov 2026

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)
Private Cabin Retreat | near Stratton & Mt. Snow
IMG_8539
IMG_8012
IMG_8537
IMG_8527

Private Cabin Retreat | near Stratton & Mt. Snow

4 bedrooms·3 baths
Jamaica • Vermont

1013,62 $ USD totale per 3 notti

01–04 nov 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)

999,58 $ USD totale per 3 notti

01–04 nov 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

1323,39 $ USD totale per 3 notti

01–04 nov 2026