View of the house from the driveway. On over an acre, surrounded by trees.

The Crooked House

3 bedrooms·2½ baths
5(100 reviews)
$250 – $425/ night(excl. fees & taxes)
Heavenly Killington 16 ppl, 7 bedrooms, 4 bathrooms, 11 beds. Free parking for 10+ cars. Tesla charger.

Heavenly Killington

7 bedrooms·4 baths
5(83 reviews)
$600 – $4,885/ night(excl. fees & taxes)
Living room is equipped with large handmade Chesterfield leather sofa, two vintage leather club chairs and vintage leather recliner. An exceptionally large wood-burning fireplace flanked by antique ski equipment adds warmth for cold Vermont nights.

Kilbourne Lodge︙3BR/2BA＋Pets＋Fireplace＋Boot Dryer

3 bedrooms·2 baths
4.91(33 reviews)
$285 – $2,564/ night(excl. fees & taxes)
Cozy, clean, and bright open-concept living room & kitchen

Killington VT Condo - Mountain Green

1 bedroom·1 bath
$147 – $829/ night(excl. fees & taxes)
Autumn Views

Killington Grandview House

7 bedrooms·6½ baths
4.86(7 reviews)
$1,100 – $1,200/ night(excl. fees & taxes)
Exterior view of House. Stairs from Driveway and Deck.

Private House with Fantastic Views off Home Stretch Trail

4 bedrooms·2 baths
5(48 reviews)
$625/ night(excl. fees & taxes)
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
4.88(16 reviews)
$155 – $225/ night(excl. fees & taxes)
The Ultimate Vermont Getaway

The Ultimate Vermont Getaway

4 bedrooms·3 baths
5(10 reviews)
$390 – $2,697/ night(excl. fees & taxes)
Front of the home from the two-car off street parking pad. Walkway lights up at night for later check-ins.

Cute, Renovated Home on River, Walk to Downtown

3 bedrooms·1½ baths
4.8(51 reviews)
$200/ night(excl. fees & taxes)
Specials Ski-in Ski-Out Cozy Mountainside Condo

Specials Ski-in Ski-Out Cozy Mountainside Condo

4 bedrooms·2½ baths
$159 – $699/ night(excl. fees & taxes)
Unwind in comfort! Settle into the cozy couch and enjoy your favorite shows on the Smart TV after a day of adventure.

Vermont Retreat: 3BR with Mountain Views & Trails

3 bedrooms·2 baths
$249 – $1,000/ night(excl. fees & taxes)
Vermont Mountain Chalet • Hot Tub • Near Skiing

Vermont Mountain Chalet • Hot Tub • Near Skiing

4 bedrooms·3½ baths
$464 – $2,147/ night(excl. fees & taxes)
Living room 2 - this space can be bright and open, or close the shades on the skylights and have a cozy, warm nook.

Kismet Cabin: Ski Sugarbush & Summer Lake Days

3 bedrooms·2 baths
5(32 reviews)
$284 – $701/ night(excl. fees & taxes)
Your private winter Chalet—warm lights, easy access, and the perfect home base for a couples’ ski getaway. Quiet, tucked into the trees, and minutes to Sugarbush.

Handcrafted Log Chalet (sleeps 2-4)

1 bedroom·1 bath
$158 – $369/ night(excl. fees & taxes)
Back deck of the Alpine Suite on a sunny winter day.

Alpine Apartment Suite

1 bedroom·1 bath
5(50 reviews)
$131 – $341/ night(excl. fees & taxes)
1930s-era cottage.

Twinkle Cottage ~HotTub~FirePit~Fireplace~Dogs

1 bedroom·2 baths
$350/ night(excl. fees & taxes)
Get-Away Cabin in Plymouth, Vermont.

Get-Away Cabin in Plymouth, Vermont.

1 bedroom·2 baths
5(34 reviews)
$325/ night(excl. fees & taxes)
We are currently updating our photos. Front lawn view

Vermont Cottage~Lake & Sanctuary~Lake Amherst

6 bedrooms·4 baths
4.98(90 reviews)
$900/ night(excl. fees & taxes)
Twilight ~ CURRENTLY UPDATING PICTURES ~ STAY TUNED!

Vermont Cottage Amherst Lake & Sanctuary

4 bedrooms·3 baths
5(55 reviews)
$650 – $700/ night(excl. fees & taxes)
The front porch at dusk

Forty Winks Cottage In Vermont

3 bedrooms·3 baths
5(52 reviews)
$500/ night(excl. fees & taxes)
NirvanaSanctuaryHouse~Fire Place~Okemo Killington

NirvanaSanctuaryHouse~Fire Place~Okemo Killington

2 bedrooms·3 baths
5(31 reviews)
$400/ night(excl. fees & taxes)
Mount Holly Lake & Ski Hideaway

Mount Holly Lake & Ski Hideaway

4 bedrooms·2 baths
5(37 reviews)
$299/ night(excl. fees & taxes)
Property grounds

Reading Farms Estate

15 bedrooms·10 baths
$3,250/ night(excl. fees & taxes)
Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

Lake Rescue Chalet-6-BR Lake & Ski House w/Hot Tub

6 bedrooms·2 baths
5(107 reviews)
$550 – $650/ night(excl. fees & taxes)