Perfect Mountain Getaway
Perfect Mountain Getaway
Perfect Mountain Getaway
Perfect Mountain Getaway
Perfect Mountain Getaway

Perfect Mountain Getaway

3 bedrooms·2 baths
Winhall • Vermont
5(14 reviews)

$679.77 USD total for 3 nights

Sep 7 – 10, 2026

HYGGE HOUSE Green Mountain Villa - Sauna Hot Tub
HYGGE HOUSE Green Mountain Villa - Sauna Hot Tub
HYGGE HOUSE Green Mountain Villa - Sauna Hot Tub
HYGGE HOUSE Green Mountain Villa - Sauna Hot Tub
HYGGE HOUSE Green Mountain Villa - Sauna Hot Tub

HYGGE HOUSE Green Mountain Villa - Sauna Hot Tub

4 bedrooms·2 baths
Stratton • Vermont
5(171 reviews)

$1,309.67 USD total for 3 nights

Sep 8 – 11, 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)
$299 – $1,981/ night(excl. fees & taxes)
View of living room and dining room from kitchen.
Mount Snow Vista Cabin • Hot Tub & Sauna
Mount Snow Vista Cabin • Hot Tub & Sauna
Mount Snow Vista Cabin • Hot Tub & Sauna
Mount Snow Vista Cabin • Hot Tub & Sauna

Mount Snow Vista Cabin • Hot Tub & Sauna

5 bedrooms·3 baths
Dover • Vermont

$1,512.88 USD total for 3 nights

Sep 7 – 10, 2026

Tranquil Treetop Retreat
image-4
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 for 3 nights

Sep 7 – 10, 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 for 3 nights

Sep 7 – 10, 2026

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 for 3 nights

Sep 7 – 10, 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 for 3 nights

Sep 7 – 10, 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 for 3 nights

Sep 7 – 10, 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 for 3 nights

Sep 7 – 10, 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)

$2,186.55 USD total for 3 nights

Sep 12 – 15, 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 for 3 nights

Sep 7 – 10, 2026

Free cancellation
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)

$1,400.66 USD total for 3 nights

Sep 7 – 10, 2026

Snowdrift
Snowdrift
Snowdrift
Snowdrift
Snowdrift

Snowdrift

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

$1,600.29 USD total for 3 nights

Sep 7 – 10, 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)
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)

$1,156.87 USD total for 3 nights

Sep 7 – 10, 2026

Our fall view
Barrel Sauna
Premium linens
Living room
New stainless steel appliances

Sauna with Green Mountain View’s

3 bedrooms·3 baths
Jamaica • Vermont
A cozy cabin-style home with a wooden deck, nestled among lush greenery, featuring Adirondack chairs on a stone-lined lawn.
A cozy living room with a loft, featuring a leather sectional, woven chairs, and a rustic staircase leading to an upper level.
A cozy backyard fire pit area with four wooden Adirondack chairs arranged around a circular stone pit. Surrounded by lush green grass and dense trees, it offers a serene outdoor retreat.
A cozy bedroom featuring a black metal bunk bed with a full-size lower and twin upper. The wooden-paneled walls and carpeted floor add warmth, while a telescope by the window invites stargazing.
A rustic wooden deck extends from the house, surrounded by lush greenery. Three wicker chairs with cushions offer a peaceful spot to relax and enjoy the natural surroundings.

6BD 3BA - Mount Snow VT - Ski-Back Trail - Shuttle

6 bedrooms·3 baths
Dover • Vermont

$1,338.00 USD total for 3 nights

Sep 7 – 10, 2026

2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle
2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle
2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle
As you step inside you'll be assured that you chose the right place!
2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle

2BD 1BA - Mount Snow VT - Ski-Back Trail - Shuttle

2 bedrooms·1 bath
Dover • Vermont

$425.60 USD total for 3 nights

Sep 7 – 10, 2026

Main living area with large couch and 4 lounge chairs, fireplace and TV
4BD 2BA - Mount Snow VT - Ski-Back Trail - Shuttle
Chalet style home on private lot, wrap around deck
4BD 2BA - Mount Snow VT - Ski-Back Trail - Shuttle
4BD 2BA - Mount Snow VT - Ski-Back Trail - Shuttle

4BD 2BA - Mount Snow VT - Ski-Back Trail - Shuttle

4 bedrooms·2 baths
Dover • Vermont

$793.80 USD total for 3 nights

Sep 7 – 10, 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)
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

Stratton Vacay Chalet

3 bedrooms·2 baths
Winhall • Vermont

$3,892.00 USD total for 5 nights

Sep 7 – 12, 2026

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)

$950.64 USD total for 3 nights

Sep 7 – 10, 2026