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

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
Vermont Mountain Chalet • Hot Tub • Near Skiing
Vermont Mountain Chalet • Hot Tub • Near Skiing
Vermont Mountain Chalet • Hot Tub • Near Skiing
Vermont Mountain Chalet • Hot Tub • Near Skiing
Vermont Mountain Chalet • Hot Tub • Near Skiing

Vermont Mountain Chalet • Hot Tub • Near Skiing

4 bedrooms·3½ baths
Plymouth • Vermont

$1,497.62 USD total for 3 nights

Oct 27 – 30, 2026

Free cancellation
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)
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

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

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

Property grounds
Exterior
.
Reading Farms Estate Front Lawns
Barn cat walk.

Reading Farms Estate

15 bedrooms·10 baths
Reading • Vermont

$12,292.00 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

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

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

Exterior view of House. Stairs from Driveway and Deck.
Dining Room with chairs for 8
Dining Room. Sliding door with access to east deck & gas Grill
Fully equipped kitchen. New stainless steel look appliances
Leather sofa and love seat

Private House with Fantastic Views off Home Stretch Trail

4 bedrooms·2 baths
Killington • Vermont
5(48 reviews)

$2,750.00 USD total for 4 nights

Sep 7 – 11, 2026

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
4.98(95 reviews)

$1,387.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Free cancellation
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

Cozy, clean, and bright open-concept living room & kitchen
Mountain view on the deck off the living room
Desk converts to dining table for 4
Unwind with a quiet & serene view of the slopes
Remote work-friendly desk, workspace, high-speed internet

Killington VT Condo - Mountain Green

1 bedroom·1 bath
Killington • Vermont

$1,666.24 USD total for 3 nights

Nov 24 – 27, 2026

Free cancellation
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 Ultimate Vermont Getaway
The Ultimate Vermont Getaway
The Ultimate Vermont Getaway
The Ultimate Vermont Getaway
The Ultimate Vermont Getaway

The Ultimate Vermont Getaway

4 bedrooms·3 baths
Rutland • Vermont
5(10 reviews)
$406 – $2,670/ night(excl. fees & taxes)
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

$1,488.21 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

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

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

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)

$862.50 USD total for 3 nights

Sep 7 – 10, 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)

$1,710.00 USD total for 3 nights

Sep 7 – 10, 2026