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)

$ 1.132,77 USD totaal voor 3 nachten

8–11 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)

$ 1.847,55 USD totaal voor 3 nachten

8–11 nov 2026

Tranquil Treetop Retreat
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Tranquil Treetop Retreat
Tranquil Treetop Retreat
Tranquil Treetop Retreat

Tranquil Treetop Retreat

4 bedrooms·4 baths
Winhall • Vermont
4.75(16 reviews)

$ 1.519,84 USD totaal voor 3 nachten

8–11 nov 2026

Snowfall Retreat
Snowfall Retreat
Snowfall Retreat
Snowfall Retreat
Snowfall Retreat

Snowfall Retreat

3 bedrooms·3 baths
Winhall • Vermont

$ 990,91 USD totaal voor 3 nachten

8–11 nov 2026

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)

$ 1.504,50 USD totaal voor 3 nachten

8–11 nov 2026

Casita Bacon
Casita Bacon
Casita Bacon
Casita Bacon
Casita Bacon

Casita Bacon

4 bedrooms·4 baths
Winhall • Vermont

$ 1.088,20 USD totaal voor 3 nachten

8–11 nov 2026

Snowdrift
Snowdrift
Snowdrift
Snowdrift
Snowdrift

Snowdrift

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

$ 1.140,41 USD totaal voor 3 nachten

8–11 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)
Table is made from reclaimed barn wood and great for a large dinner.
Steps to Farm Rd Estate | Historic 2BR w/ AC! image 2
Relax with some art or watch a great movie in the Great Room on the comfy sofa.
Reclaimed barnwood table
The large bedroom on the first floor was transformed from the art gallery.

Historic 1827 House | 2BR • Walkable location

2 bedrooms·1 bath
Dover • Vermont
5(61 reviews)

$ 1.920,18 USD totaal voor 3 nachten

19–22 mrt 2027

Open comfy space with wide floor boards and spiral access to the large loft.
Relax by the gas fireplace on second floor
The 1827 House has easy access from RT 100 where you can walk to fine restaurants and venture to close by Wilmington, Manchester and lots of trails!
Comfortable and romantic Queen Victorian room
Loft Queen beds

Historic 1827 House | 3BR • AC • Upstairs

3 bedrooms·2 baths
Dover • Vermont
5(28 reviews)

$ 783,40 USD totaal voor 3 nachten

8–11 nov 2026

The Great Room was once the village general store and Post Office. Imagine the conversations over the years in this room.
Easy access on RT100.
Upstairs living area. Views of mount snow ski area from north side windows.
Futon in Loft sleeps two. Great for overflow skiers.
Relax by the gas fireplace on second floor after a day of skiing. Mini Split for quiet & comfortable AC in the summer and heat in the winter.

Historic 1827 House | 5BR • AC • Walkable

5 bedrooms·3 baths
Dover • Vermont
5(20 reviews)
$500 – $750/ nacht(excl. kosten & belastingen)
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)

$ 1.113,74 USD totaal voor 3 nachten

8–11 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 totaal voor 3 nachten

8–11 nov 2026

The Lodge at Snow Mountain Farms | 5 BDR | 3 BA | 3,500 sqft
Lower level | Open concept game room, reading nook, bar, and living area
6-person hot tub - available all year
Living room with wood burning fireplace
Winter season

Mt Snow/Stratton VT Getaway! w/Hot Tub + Game Room

5 bedrooms·3 baths
Wardsboro • Vermont
5(25 reviews)

$ 1.472,39 USD totaal voor 3 nachten

9–12 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)

$ 1.249,33 USD totaal voor 3 nachten

8–11 nov 2026

The Little Matterhorn
The Little Matterhorn
The Little Matterhorn
The Little Matterhorn
The Little Matterhorn

The Little Matterhorn

3 bedrooms·2 baths
Winhall • Vermont
4.87(30 reviews)

$ 943,18 USD totaal voor 3 nachten

8–11 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
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

$ 3.640,00 USD totaal voor 5 nachten

8–13 nov 2026

Cozy Bromley Retreat — Ski-In, Ski-Out
Cozy Bromley Retreat — Ski-In, Ski-Out
Cozy Bromley Retreat — Ski-In, Ski-Out
Cozy Bromley Retreat — Ski-In, Ski-Out
Cozy Bromley Retreat — Ski-In, Ski-Out

Cozy Bromley Retreat — Ski-In, Ski-Out

1 bedroom·1 bath
Peru • Vermont
5(1 review)

$ 706,53 USD totaal voor 3 nachten

8–11 nov 2026

Renovated 2BR on Bromley | Fall Foliage & Hiking
Renovated 2BR on Bromley | Fall Foliage & Hiking
Renovated 2BR on Bromley | Fall Foliage & Hiking
Renovated 2BR on Bromley | Fall Foliage & Hiking
Renovated 2BR on Bromley | Fall Foliage & Hiking

Renovated 2BR on Bromley | Fall Foliage & Hiking

2 bedrooms·1 bath
Peru • Vermont
4.61(28 reviews)

$ 839,45 USD totaal voor 3 nachten

8–11 nov 2026

Charming Home with Lake and Mountain View
Charming Home with Lake and Mountain View
Charming Home with Lake and Mountain View
Charming Home with Lake and Mountain View
Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

5 bedrooms·3 baths
Whitingham • Vermont

$ 1.709,31 USD totaal voor 3 nachten

8–11 nov 2026

Charming Home with Lake and Mountain View
Charming Home with Lake and Mountain View
Charming Home with Lake and Mountain View
Charming Home with Lake and Mountain View
Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View

5 bedrooms·3 baths
Whitingham • Vermont

$ 1.501,25 USD totaal voor 3 nachten

8–11 nov 2026

Private Cabin Retreat | near Stratton & Mt. Snow
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Private Cabin Retreat | near Stratton & Mt. Snow

4 bedrooms·3 baths
Jamaica • Vermont

$ 1.108,02 USD totaal voor 3 nachten

8–11 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)