Enjoy the amazing view of Mt. Mansfield from the cozy chairs in the living room.
Living room with wood-burning fireplace, comfortable furnishings.
Living room features a supple leather sofa, tufted loveseat, and roomy chairs.
Living room opens to two large pass throughs to open dining room.
A cozy canopy bed makes way for a grand vaulted ceiling in the master bedroom.

Modern Retreat ~ Stunning Mountain View ~ Hot Tub!

5 bedrooms·3 baths
Stowe • Vermont
5(14 reviews)
$1,400 – $1,800/ 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)

$837.30 USD total for 3 nights

Oct 23 – 26, 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)
Backyard
Back yard wild flowers
Dock and storage shed for kayaks and fire pit chairs
Hot tub with outdoor shower
The house is at the top of the photo. The backyard is 1.5 acres with a path leading to the lake, dock, and fire pit

Serenity Now !

2 bedrooms·3 baths
Bridport • Vermont

$1,779.00 USD total for 3 nights

Oct 23 – 26, 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

$687.20 USD total for 3 nights

Oct 23 – 26, 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)

$950.97 USD total for 3 nights

Oct 23 – 26, 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)

$1,343.54 USD total for 3 nights

Oct 23 – 26, 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)

$1,768.47 USD total for 3 nights

Oct 25 – 28, 2026

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

$2,085.30 USD total for 3 nights

Oct 31 – Nov 3, 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

$1,066.20 USD total for 3 nights

Oct 23 – 26, 2026

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)

$1,001.50 USD total for 3 nights

Oct 25 – 28, 2026

Snowdrift
Snowdrift
Snowdrift
Snowdrift
Snowdrift

Snowdrift

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

$1,377.87 USD total for 3 nights

Oct 23 – 26, 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)

$1,169.32 USD total for 3 nights

Oct 23 – 26, 2026

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)

$1,385.38 USD total for 3 nights

Nov 5 – 8, 2026

Amazing Views! Private Sauna, Game Room, Private Deck
Amazing Views! Private Sauna, Game Room, Private Deck
Amazing Views! Private Sauna, Game Room, Private Deck
Amazing Views! Private Sauna, Game Room, Private Deck
Amazing Views! Private Sauna, Game Room, Private Deck

Amazing Views! Private Sauna, Game Room, Private Deck

7 bedrooms·4 baths
Stowe • Vermont

$3,221.63 USD total for 3 nights

Oct 31 – Nov 3, 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)

$1,236.08 USD total for 3 nights

Oct 23 – 26, 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

$1,753.64 USD total for 3 nights

Oct 23 – 26, 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)

$1,400.66 USD total for 3 nights

Oct 23 – 26, 2026

Unwind in comfort! Settle into the cozy couch and enjoy your favorite shows on the Smart TV after a day of adventure.
Cozy up by the wood-burning stove or gaze at the stars with the telescope—relaxation and adventure all in one space!
Gather around for home-cooked meals in this inviting dining space.
The perfect spot for game night or a laid-back evening with friends.
Welcome to Vermont Retreat! A cozy 3BR home surrounded by stunning mountain views and nature’s beauty—your perfect escape awaits!

Vermont Retreat: 3BR with Mountain Views & Trails

3 bedrooms·2 baths
Brookfield • Vermont

$1,584.80 USD total for 3 nights

Oct 23 – 26, 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

$2,700.00 USD total for 3 nights

Oct 23 – 26, 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)
Casita Bacon
Casita Bacon
Casita Bacon
Casita Bacon
Casita Bacon

Casita Bacon

4 bedrooms·4 baths
Winhall • Vermont
$188 – $1,846/ night(excl. fees & taxes)
Shadow Peak Chalet
Shadow Peak Chalet
Shadow Peak Chalet
Shadow Peak Chalet
Shadow Peak Chalet

Shadow Peak Chalet

4 bedrooms·2 baths
Manchester • Vermont

$1,180.67 USD total for 3 nights

Oct 23 – 26, 2026

Autumn at Between the Pines
Upstairs Rocking Chairs with Deck
Relaxing Hot Tub
Upstairs Living Room

Fall Mountain Retreat|Fire Pit, Hot Tub, GameRoom

5 bedrooms·2 baths
Warren • Vermont
5(7 reviews)
$260 – $1,144/ night(excl. fees & taxes)