Riverside Getaway + Wood-Fired Sauna
Riverside Getaway + Wood-Fired Sauna
Riverside Getaway + Wood-Fired Sauna
Riverside Getaway + Wood-Fired Sauna
Riverside Getaway + Wood-Fired Sauna

Riverside Getaway + Wood-Fired Sauna

0 bedrooms·1 bath
Newfane • Vermont

$508.20 USD total for 3 nights

Oct 30 – Nov 2, 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 Azimuth
The Azimuth
The Azimuth
The Azimuth
The Azimuth

The Azimuth

5 bedrooms·2 baths
Sunderland • Vermont

$1,170.95 USD total for 3 nights

Oct 25 – 28, 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

$587.45 USD total for 3 nights

Oct 24 – 27, 2026

Cozy Bromley Retreat
Cozy Bromley Retreat
Cozy Bromley Retreat
Cozy Bromley Retreat
Cozy Bromley Retreat

Cozy Bromley Retreat

1 bedroom·1 bath
Peru • Vermont
5(1 review)

$644.57 USD total for 3 nights

Oct 26 – 29, 2026

A queen bed and queen sofa bed share the studio, with seating close by for downtime between outings.
See how the bed, sofa and television fit within the open studio before you arrive.
The sofa sits beside a coffee table, with a dresser and closet nearby for your things.
A Keurig, microwave and mini fridge sit near the entry. This studio does not have a kitchen.
The wall-mounted television faces the sleeping area for a quiet evening in.

Killington Studio 531: Queen Bed & Queen Sofa

0 bedrooms·1 bath
Killington • Vermont
4.82(57 reviews)
$200/ night(excl. fees & taxes)
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
1st Floor Living Space with leather seating, tv and fireplace.
Ellen's Edge is located .5 miles from Sugarbush's Mt. Ellen

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

5 bedrooms·2½ baths
Waitsfield • Vermont
5(7 reviews)
$375 – $1,732/ night(excl. fees & taxes)
Luxe VT Retreat • Perfect for Remote Summer Stays
Luxe VT Retreat • Perfect for Remote Summer Stays
Luxe VT Retreat • Perfect for Remote Summer Stays
Luxe VT Retreat • Perfect for Remote Summer Stays
Luxe VT Retreat • Perfect for Remote Summer Stays

Luxe VT Retreat • Perfect for Remote Summer Stays

2 bedrooms·2 baths
Newfane • Vermont
4.5(2 reviews)

$996.45 USD total for 3 nights

Nov 8 – 11, 2026

Mount Holly Lake & Ski Hideaway
Mount Holly Lake & Ski Hideaway
Mount Holly Lake & Ski Hideaway
Fall in Mount Holly
Mount Holly Lake & Ski Hideaway

Mount Holly Lake & Ski Hideaway

4 bedrooms·2 baths
Mount Holly • Vermont
5(37 reviews)
$299/ night(excl. fees & taxes)
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The Ravens Nest

3 bedrooms·1 bath
Woodford • Vermont
$129 – $957/ night(excl. fees & taxes)
Drop Point Cabin 15minutes to Stratton
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Drop Point Cabin 15minutes to Stratton

4 bedrooms·3 baths
Jamaica • Vermont
$169 – $896/ night(excl. fees & taxes)
Snowfall Retreat
Snowfall Retreat
Snowfall Retreat
Snowfall Retreat
Snowfall Retreat

Snowfall Retreat

3 bedrooms·3 baths
Winhall • Vermont
$189 – $1,807/ night(excl. fees & taxes)
Magic Circle home-Private Hot Tub, Fire pit+ more!
Magic Circle home-Private Hot Tub, Fire pit+ more!
Magic Circle home-Private Hot Tub, Fire pit+ more!
Magic Circle home-Private Hot Tub, Fire pit+ more!
Magic Circle home-Private Hot Tub, Fire pit+ more!

Magic Circle home-Private Hot Tub, Fire pit+ more!

4 bedrooms·2 baths
Londonderry • Vermont
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Glen Rd Mountain Retreat

3 bedrooms·2 baths
Peru • Vermont
$250 – $914/ night(excl. fees & taxes)
Heavenly Killington 16 ppl, 7 bedrooms, 4 bathrooms, 11 beds. Free parking for 10+ cars. Tesla charger.
Heavenly Killington 16 ppl, 7 bedrooms, 4 bathrooms, 11 beds. Free parking for 10+ cars. Tesla charger.
House front view
Unit 1 Great room
Unit 1 Great room

Heavenly Killington

7 bedrooms·4 baths
Killington • Vermont
4.99(85 reviews)

$2,986.59 USD $2,744.43 USD total for 3 nights

Oct 24 – 27, 2026

Tiny House • Hot Tub • Private Woodland Retreat image 1
Tiny House • Hot Tub • Private Woodland Retreat image 2
Tiny House • Hot Tub • Private Woodland Retreat image 3
Tiny House • Hot Tub • Private Woodland Retreat image 4
Tiny House • Hot Tub • Private Woodland Retreat image 5

Tiny House • Hot Tub • Private Woodland Retreat

1 bedroom·1 bath
Warren • Vermont
$285 – $480/ night(excl. fees & taxes)
Gorgeous, modern, new 3-bedroom home on pond.
Gorgeous, modern, new 3-bedroom home on pond.
Gorgeous, modern, new 3-bedroom home on pond.
Gorgeous, modern, new 3-bedroom home on pond.
The cottage is in the building on the right. Behind the unit is the animal yard.

Gorgeous, modern, new 3-bedroom home on pond.

3 bedrooms·2 baths
Guilford • Vermont
5(25 reviews)

$1,150.00 USD total for 3 nights

Oct 24 – 27, 2026

Renovated 2BR on Bromley | Fall Foliage & Hiking
Renovated 2BR on Bromley | Fall Foliage & Hiking
Renovated 2BR on Bromley | Fall Foliage & Hiking
Renovated 2BR on Bromley | Fall Foliage & Hiking
Renovated 2BR on Bromley | Fall Foliage & Hiking

Renovated 2BR on Bromley | Fall Foliage & Hiking

2 bedrooms·1 bath
Peru • Vermont
4.61(28 reviews)

$839.45 USD total for 3 nights

Oct 24 – 27, 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)
$470/ night(excl. fees & taxes)
The kitchenette sits just off the open sleeping area, beside the bathroom.
The bathroom opens beside the studio's sleeping area.
A lighted mirror and wall-mounted hair dryer are beside the bathroom sink.
The shower has an overhead showerhead and a handheld sprayer behind a glass door.
The bathroom's glass shower enclosure is just across from the kitchenette.

Killington Studio 541 with Kitchenette

0 bedrooms·1 bath
Killington • Vermont
4.63(30 reviews)
$200/ night(excl. fees & taxes)
Front of the house
Cubbies and boot warmers
Spacious mud room
Space for all your gear
Upstairs living room

Burnt Hill Chalet

3 bedrooms·2 baths
Winhall • Vermont

$3,640.00 USD total for 5 nights

Oct 24 – 29, 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)
$485/ night(excl. fees & taxes)
Cozy Chalet 12 Min to Stratton & 7 Min to Bromley
Cozy Chalet 12 Min to Stratton & 7 Min to Bromley
Cozy Chalet 12 Min to Stratton & 7 Min to Bromley
Cozy Chalet 12 Min to Stratton & 7 Min to Bromley
Cozy Chalet 12 Min to Stratton & 7 Min to Bromley

Cozy Chalet 12 Min to Stratton & 7 Min to Bromley

4 bedrooms·2 baths
Winhall • Vermont
5(10 reviews)

$906.00 USD total for 3 nights

Oct 24 – 27, 2026

Building 3 at Killington Center, shown with winter snow around the entrance.
An aerial view shows the Killington Center buildings and surrounding wooded hills, not the view from the studio.
Two queen beds share the studio, giving up to four guests a place to sleep without a sofa-bed setup.
Keep drinks in the mini fridge and warm a snack in the microwave. There is no full kitchen.
The bathroom has a long vanity counter, with the tub and shower reflected in the mirror.

Killington Studio 331 with Two Queen Beds

0 bedrooms·1 bath
Killington • Vermont
4.38(13 reviews)
$84 – $846/ night(excl. fees & taxes)