Exterior view of the front of the cabin
Main room-stairs leading to loft
Kitchen looking towards the TV
Alpine cabin in center
Shared hot tub

Alpine Traverse - Pets, Shared Hot Tub

1 bedroom·1 bath
Warren • Vermont
$80 – $451/ night(excl. fees & taxes)
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

Oct 20 – 24, 2026

Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape
Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape
Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape
Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape
Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape

Official Direct Booking Site | Brookside Cabin - Your Peaceful VT Off-Grid Escape

3 bedrooms·1 bath
Brookfield • Vermont
4.88(16 reviews)

$700.00 USD total for 3 nights

Oct 25 – 28, 2026

The private deck hot tub is included on peak-season weekends from late December to mid-March. Otherwise, optional use requires a $195 setup fee.
Choose a sofa by the windows, with the gas fireplace beside the seating area.
Cook in the full kitchen and bring meals straight to the table beside it.
The king bed sits beneath the single bed in the condo's one bedroom.
The living room opens toward the bedroom, with the gas fireplace beside the television.

Trailside Village 3 in Killington

1 bedroom·1 bath
Killington • Vermont
4.86(35 reviews)

$1,946.99 USD total for 3 nights

Oct 19 – 22, 2026

The private hot tub is included on peak-season weekends from late December to mid-March. Otherwise, arrange optional $195 setup with management.
The wood stove and two sofas share the main living space; firewood is supplied.
Use the private cedar sauna without leaving the condo.
Prepare meals in the kitchen, with a gas stove and dishwasher for cleanup.
The bedroom has a king bed, separate from the living room's sofa beds.

Trailside Village 1 in Killington

1 bedroom·1 bath
Killington • Vermont
5(25 reviews)

$2,001.37 USD total for 3 nights

Oct 19 – 22, 2026

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

Fall Mountain Retreat |Fire Pit, Hot Tub, GameRoom

5 bedrooms·2 baths
Warren • Vermont
5(7 reviews)

$1,664.90 USD $1,256.34 USD total for 3 nights

Oct 19 – 22, 2026

Aerial view of the property
Aerial view
Master bedroom with King bed
Common space with futon bed
Game room on ground floor

River Ridge Retreat

4 bedrooms·3½ baths
Waitsfield • Vermont
Aerial view of the house and surrounding mountains
Living Room
Kitchen
Main Level Master Bedroom
Living room

Ridge House with Mountain Views

4 bedrooms·3 baths
Waitsfield • Vermont

$1,108.41 USD total for 3 nights

Nov 2 – 5, 2026

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 19 – 22, 2026

Chalet Valhalla w/Hot Tub
Chalet Valhalla w/Hot Tub
Open Living Area
Hot Tub
Fire Pit

Chalet Valhalla w/Hot Tub

4 bedrooms·2 baths
Fayston • Vermont

$911.81 USD total for 3 nights

Oct 19 – 22, 2026

Main Living and Dining Area
Fireplace
Back Deck
Front of House
Hot tub

The Longhorn - Inspired 5br 3ba Home with Hot Tub

5 bedrooms·3 baths
Fayston • Vermont

$1,258.62 USD total for 3 nights

Oct 20 – 23, 2026

Spacious Ellen’s Edge in the Autumn
Deck with a premium hot tub, adirondack seating, grill and views of the VT woods.
Hot Tub Relaxation
Ellen's Edge is located .5 miles from Sugarbush's Mt. Ellen
1st Floor Living Space with leather seating, tv and fireplace.

Spacious Autumn Home:FirePlace, Grill,Hot Tub,Deck

5 bedrooms·2½ baths
Waitsfield • Vermont
5(7 reviews)

$2,389.97 USD $2,302.64 USD total for 3 nights

Oct 20 – 23, 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

$1,316.00 USD total for 3 nights

Oct 20 – 23, 2026

Shady Lane Retreat
Shady Lane Retreat
Shady Lane Retreat
front deck

Shady Lane Retreat

4 bedrooms·3 baths
Waitsfield • Vermont
Hot tub
Kitchen
Kitchen and Dining area
Dining Room
Shuffleboard

Secluded Mad River Valley Home with Hot Tub

4 bedrooms·2 baths
Waitsfield • Vermont

$926.63 USD total for 3 nights

Oct 19 – 22, 2026

Secluded Vermont Home with Stunning Private View!
Back porch with Solo stove
Fireplace room-(working)
Dining area with working wood stove
Queen bedroom

Secluded Vermont Home with Stunning Private View!

5 bedrooms·2½ baths
Waitsfield • Vermont
$180 – $930/ night(excl. fees & taxes)
Dining room into ktichen
Living room
Kitchen
Downstairs Full Bath
Master Bedroom

Pindari Lodge

5 bedrooms·3 baths
Fayston • Vermont
Front of the house
Open floor plan of the Dining Room into the Living Room
Hot tub in side yard
Master Suite with ensuite bath
View of the Kitchen from the Dining Room (open floor plan)

Vermont Post & Beam w/Hot Tub & Stunning Views

6 bedrooms·4½ baths
Waitsfield • Vermont

$1,544.09 USD total for 3 nights

Oct 19 – 22, 2026

Breathtaking view from hot tub
View of property
kitchen
living room with gas fireplace
Master Suite

Breathtaking Views 7 Bedroom Estate w/Hot Tub

7 bedrooms·4 baths
Waitsfield • Vermont

$1,880.89 USD total for 3 nights

Oct 27 – 30, 2026

Living room with fireplace
Kitchen
Master Queen bedroom with ensuite bath, 2nd floor
Mountain View from deck
Ping pong room, ground floor

Ski Stuga Mountain View

5 bedrooms·3½ baths
Fayston • Vermont

$1,360.71 USD total for 3 nights

Oct 20 – 23, 2026

Aerial view of the property
Aerial view of the property
Aerial view of the property
Living Room
1st Floor Living Room

Beautiful Family Home Central to Mad River Valley

5 bedrooms·2 baths
Waitsfield • Vermont
$156 – $1,277/ night(excl. fees & taxes)
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