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)

$1,576.01 USD total for 3 nights

Sep 7 – 10, 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
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

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

The Tower House
The Tower House
The Tower House
The Tower House
The Tower House

The Tower House

4 bedrooms·2 baths
Londonderry • Vermont
4.89(9 reviews)
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

Londonderry Links
Londonderry Links
Londonderry Links
Londonderry Links
Londonderry Links

Londonderry Links

3 bedrooms·2 baths
Londonderry • Vermont
4.88(25 reviews)
$200/ night(excl. fees & taxes)
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

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

$2,053.91 USD $1,737.29 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)
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)
Relax by the fire in our 8 leather recliners & 3 bean bag chairs
Eat Breakfast by the Pellet Stove & Feel the vibes of 1830s Post & Beam Construction
Our Expansive Chef's Kitchen
Enjoy our brand new 7 person Jacuzzi hot tub
Have yourself a steam in our Sauna

Red Brick Retreat

8 bedrooms·6 baths
Londonderry • Vermont
5(24 reviews)

$3,565.96 USD $3,274.27 USD total for 3 nights

Sep 11 – 14, 2026

Londonderry Loft with Sauna
Londonderry Loft with Sauna
Londonderry Loft with Sauna
Londonderry Loft with Sauna
Londonderry Loft with Sauna

Londonderry Loft with Sauna

4 bedrooms·2 baths
Londonderry • Vermont
Jacuzzi Tub!
Welcome to our chalet!
We have 2 pellet stoves!
Sunroom
Comfort is our priority!

Hot Tub Chalet on Magic Mountain

5 bedrooms·2½ baths
Londonderry • Vermont
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
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

Enjoy a movie and some theater style popcorn in our living room and open kitchen
Jacuzzi Hot Tub
The kitchen is stocked with everything you need to wow your family and friends with your culinary abilities, or just keep the drinks cold and go out, all Weston has to offer is mere footsteps
Challenge each other to a game of basketball, arcade classic Mortal Kombat 3 or one of many others - while the rest of the crew catches a flick waiting for their turn to play.
Feel the warmth of 200 year old post and beam construction

The Historic Rideout

6 bedrooms·6 baths
Weston • Vermont
4.92(36 reviews)

$1,745.18 USD $1,507.29 USD total for 3 nights

Sep 7 – 10, 2026

Enjoy a crackling fire in our living room and open kitchen
Jacuzzi Tub Added July '23
The kitchen is stocked with everything you need to wow your family and friends with your culinary abilities, or just keep the drinks cold and go out, all Weston has to offer is mere footsteps
Challenge each other to a game of basketball, arcade classic mortal kombat 2 (or one of many others) - while the rest of the crew catches a flick waiting for their turn to play.
Feel the warmth of 200 year old post and beam construction

The Historic Rideout

6 bedrooms·6 baths
Weston • Vermont

$2,572.72 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