Front of house
Living room
Front yard and house
Guard rails have been added both sides of stairs since this picture was taken.
Looking up toward loft area with partial view of kitchen lower right. Note the spiral staircase.

Cozy converted barn on secluded 6.5 acres

3 bedrooms·1 bath
Shaftsbury • Vermont
5(390 reviews)

$916.60 USD total for 3 nights

Sep 22 – 25, 2026

The Deming House
The Deming House
The Deming House
The Deming House
The Deming House

The Deming House

3 bedrooms·4 baths
Arlington • Vermont
4(1 review)
The Riverside Treehouse
The Riverside Treehouse
The Riverside Treehouse
The Riverside Treehouse
The Riverside Treehouse

The Riverside Treehouse

3 bedrooms·2 baths
Arlington • Vermont
5(4 reviews)

$889.69 USD total for 3 nights

Sep 7 – 10, 2026

The Azimuth
The Azimuth
The Azimuth
The Azimuth
The Azimuth

The Azimuth

4 bedrooms·2 baths
Sunderland • Vermont

$1,170.95 USD total for 3 nights

Sep 7 – 10, 2026

Hillside Getaway
Hillside Getaway
Hillside Getaway
Hillside Getaway
Hillside Getaway

Hillside Getaway

3 bedrooms·2 baths
Sandgate • Vermont
5(17 reviews)

$1,412.39 USD total for 3 nights

Sep 7 – 10, 2026

Green River Escape
Green River Escape
Green River Escape
Green River Escape
Green River Escape

Green River Escape

1 bedroom·1 bath
Sandgate • Vermont

$637.28 USD total for 3 nights

Sep 7 – 10, 2026

HUGE private Mansion! 15 bedroom, 12 bath sleep 34
HUGE private Mansion! 15 bedroom, 12 bath sleep 34
HUGE private Mansion! 15 bedroom, 12 bath sleep 34
HUGE private Mansion! 15 bedroom, 12 bath sleep 34
HUGE private Mansion! 15 bedroom, 12 bath sleep 34

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

15 bedrooms·1 bath
Manchester • Vermont
5(17 reviews)

$10,983.60 USD total for 3 nights

Sep 7 – 10, 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

$1,076.15 USD total for 3 nights

Sep 13 – 16, 2026

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

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 for 3 nights

Sep 30 – Oct 3, 2026

Free cancellation
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

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

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 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

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

Open concept living and dining room; plenty of seating at the dinner table
Top of the Rock
View of the house from the backyard
A winter snowfall
Our driveway can easily fit 2-3 cars

Top of the Rock

4 bedrooms·2 baths
Wilmington • Vermont
4.77(13 reviews)

$1,045.00 USD total for 3 nights

Sep 7 – 10, 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
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

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

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

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