View of the house from the driveway. On over an acre, surrounded by trees.
View of the house as you head up the driveway. House sits on an acre+ lot.
Kitchen with space for two at the counter.
Upgraded kitchen with quartz counters and stainless steel appliances.
Dining room & kitchen combo opens to the living room too for easy conversation.

The Crooked House

3 bedrooms·2½ baths
Stockbridge • Vermont
5(100 reviews)

$ 971,00 USD totaal voor 3 nachten

8–11 nov 2026

The fireplace anchors a generous seating area for conversation, movies, or a quiet evening at home.
Enjoy the hot tub in a wood-paneled room just steps from the living area and yard.
Pull up an Adirondack chair for an evening around the backyard fire pit.
Wood cabinetry, generous counters, and full-size appliances provide a practical place to cook for the group.
Share meals beside the soaring windows, then move easily into the adjoining living room.

The Maple Leaf | Private Indoor Hot Tub

3 bedrooms·2 baths
Killington • Vermont
4.8(5 reviews)

$ 1.579,72 USD totaal voor 3 nachten

8–11 nov 2026

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)

$ 2.671,32 USD $ 2.460,69 USD totaal voor 3 nachten

8–11 nov 2026

Choose a seat on either sofa, with the open kitchen nearby for snacks and drinks.
Unpack in the dresser beside the queen bed, with a desk in the same room.
The full bathroom has a glass-enclosed shower and vanity, with no bathtub.
Pull up a stool while dinner comes together across the kitchen counter.
Bedroom 3 has two twin-over-twin bunk sets, with sleeping space for four.

Outpost Double Upper in Killington

3 bedrooms·1 bath
Killington • Vermont
4.67(3 reviews)

$ 1.062,58 USD totaal voor 3 nachten

8–11 nov 2026

Leather seating and a nearby dining table give the group one place to eat, talk and spend time together.
The full kitchen has a range, microwave, dishwasher, refrigerator and coffee maker for meals on your schedule.
A queen bed sits between two lamps, with windows on adjacent walls bringing daylight into the room.
The bunk bed and separate twin give three guests individual sleeping spots, with a wardrobe beside them.
The Lower Unit's full bathroom has a combined tub and shower, plus a toilet, vanity and cabinet space.

Liquid Lodge Lower near Killington

2 bedrooms·1 bath
Killington • Vermont

$ 1.128,75 USD totaal voor 3 nachten

8–11 nov 2026

Two full beds sleep up to four guests, with a small table beside the window.
The beds, smart TV, refreshment station and small table share one open studio room.
Two full beds give up to four guests a straightforward sleeping arrangement.
A smart TV faces the beds, while the mini fridge, microwave and coffee maker handle drinks and light snacks.
Coffee pods, cups and supplies are set beside the single-serve brewer.

Killington Center Studio 441

0 bedrooms·1 bath
Killington • Vermont
4.74(19 reviews)

$ 406,34 USD totaal voor 3 nachten

9–12 nov 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)

$ 843,77 USD totaal voor 3 nachten

8–11 nov 2026

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)

$ 855,07 USD totaal voor 3 nachten

8–11 nov 2026

Two queen beds share this open studio, with space for up to four guests.
Choose a quick shower or a soak in the tub in your private bathroom.
Enjoy the shared heated saltwater pool from Memorial Day to mid-September, subject to posted operating notices.
Brew a morning coffee in the studio with the Keurig and supplied pods.
The small table by the window is a spot for coffee or your laptop within the open studio.

Killington Center Studio 523 | Two Queen Beds

0 bedrooms·1 bath
Killington • Vermont
4.55(11 reviews)

$ 593,97 USD totaal voor 3 nachten

8–11 nov 2026

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.
Living room with large handmade Chesterfield leather sofa, two vintage leather club chairs and vintage leather recliner chair is perfect for snuggling up in front of fire with a good book, or binging on a new Netflix series.
The open plan living and dining room with 8 seat table and antique handmade ski light fixture make Kilbourne Lodge a perfect place to both entertain and relax.
Present day Kilbourne Lodge. A mid-century angled roof ski chalet with large accent stone wall. Front deck features a vintage 2-seater ski lift chair painted in bright red. 100% Instagram worthy!
King bed with memory foam mattress, individual reading lights and ski-shoe side-tables.

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

3 bedrooms·2 baths
Killington • Vermont
4.91(33 reviews)

$ 1.158,60 USD totaal voor 3 nachten

9–12 nov 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)

$ 423,03 USD totaal voor 3 nachten

8–11 nov 2026

A queen bed and sectional sofa share the bright main room beside the fireplace and patio doors.
The queen bed sits between wide windows with the sectional sofa and dining area nearby.
The full kitchen has four island stools, stainless appliances and the gas fireplace just beyond.
The island opens toward the dining table and queen sleeping area, with the walk-in-shower bathroom beside the kitchen.
The dining table, four-seat island, gas fireplace and patio doors share one open room.

Skiers Suite at Killington Center 332

1 bedroom·2 baths
Killington • Vermont
4.59(27 reviews)

$ 655,84 USD totaal voor 3 nachten

8–11 nov 2026

Keep drinks in the mini fridge and use the microwave and Keurig for snacks and coffee. There is no kitchen.
The bathroom has a vanity, toilet and tiled shower with a glass door.
Aerial view of Killington Center and the surrounding wooded hills, not the view from the studio.
Building 3 has an EV charger beside the exterior stairs.
The queen bed, sofa and small dining table share the studio's open room.

Studio 341

0 bedrooms·1 bath
Killington • Vermont
4.62(21 reviews)

$ 514,75 USD totaal voor 3 nachten

8–11 nov 2026

The open main room places a queen bed and sofa near the gas fireplace and sliding patio doors.
The dining table sits between the full kitchen and the fireside living area, with patio doors beyond.
The full kitchen has an island with three stools, plus a range, microwave and refrigerator.
A table with six chairs sits by the sofa, wide windows and patio doors.
The enclosed bedroom pairs a king bed with two nightstands and a closet.

Killington Center Condo 632 with Fireplace

1 bedroom·2 baths
Killington • Vermont
4.6(15 reviews)

$ 655,84 USD totaal voor 3 nachten

8–11 nov 2026

Two queen beds share the studio, with bedside lighting and a nightstand between them.
The building exterior has a covered walkway beside the entrance.
Use the mini fridge, microwave and Keurig for drinks and snacks. There is no kitchen.
Aerial view of the complex, road and wooded hills, not the view from Studio 131.
The bathroom has a vanity and toilet, with the bathtub and shower visible in the mirror.

Killington Studio 131 with Two Queen Beds

0 bedrooms·1 bath
Killington • Vermont
4.68(22 reviews)

$ 456,37 USD totaal voor 3 nachten

8–11 nov 2026

Step outside onto the wraparound deck, with trees surrounding the cabin.
Settle in beside the wood stove after a day outdoors.
Soak in the private hot tub beneath the deck. Included late December to mid March; otherwise optional for $195, arranged with management.
Prepare meals in the kitchen, with a stove, oven and microwave ready for cooking.
Turn in for the night in this queen bedroom, with a bedside lamp on either side.

Roaring Bear Cabin in Killington

3 bedrooms·2 baths
Killington • Vermont
5(11 reviews)

$ 1.419,28 USD totaal voor 3 nachten

8–11 nov 2026

Settle into the sectional beside the fireplace, with the television above and mountain views through the windows.
Step onto the private balcony for a look across the rooftops toward Pico's trails.
The kitchen has a refrigerator, range and microwave for preparing meals back at the condo.
The queen bed sits beside sliding doors to your private balcony.
The full bathroom has a tub and shower combination with a vanity for getting ready.

Summit View at Pico | Condo with Private Balcony

1 bedroom·1 bath
Killington • Vermont
$190/ nacht(excl. kosten & belastingen)
Settle into the futon or challenge your group to foosball beside the wood-burning fireplace.
Cook before heading to the mountain, with the dining table beside the kitchen.
A queen bed and bedside lights give you a place to read before turning in.
Unpack beside the queen bed, with a luggage rack ready for your bag.
The full bathroom has a vanity and a tub with a shower behind the curtain.

Killington Terrace Lower: Fireplace & Foosball

2 bedrooms·1½ baths
Killington • Vermont
4(3 reviews)

$ 1.151,35 USD totaal voor 3 nachten

8–11 nov 2026

Off access rd Cozy Killington home Private Hot Tub image 1
Off access rd Cozy Killington home Private Hot Tub image 2
Off access rd Cozy Killington home Private Hot Tub image 3
Off access rd Cozy Killington home Private Hot Tub image 4
Off access rd Cozy Killington home Private Hot Tub image 5

Off access rd Cozy Killington home Private Hot Tub

2 bedrooms·2 baths
Killington • Vermont
4.96(45 reviews)

$ 995,00 USD totaal voor 3 nachten

1–4 dec 2026

Our farm, wedding ski rental mountain setting
Epic Farm, House, Barn image 16
Barn wedding - farm wedding booked custom Satoyama Mountain Farm
Ski house, great room with dining rooms in back
Epic Farm, House, Barn image 4

Epic Mountain Views, House, Farm Stay, Barn

7 bedrooms·3½ baths
Rochester • Vermont
4.9(29 reviews)

$ 3.246,00 USD $ 2.418,30 USD totaal voor 3 nachten

8–11 nov 2026

Coffee and conversation come easily with comfortable seating beside the balcony doors.
The resort's shared seasonal outdoor pool has a surrounding deck with loungers and umbrellas.
Make coffee and breakfast before heading out, or settle in for dinner at the condo.
Separate beds suit travel companions who prefer their own sleeping space.
The shared indoor pool in Building 3 includes marked lap lanes and a tiled deck.

The Slopeside Solace | Mountain Green 1B3

2 bedrooms·1½ baths
Killington • Vermont
4.33(3 reviews)

$ 1.008,04 USD totaal voor 3 nachten

8–11 nov 2026

Autumn Views
Summer Views
Winter Views
Winter Views
Wrap Around Deck

Killington Grandview House

7 bedrooms·6½ baths
Mendon • Vermont
4.86(7 reviews)

$ 4.576,50 USD totaal voor 3 nachten

8–11 nov 2026

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 totaal voor 4 nachten

8–12 nov 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 totaal voor 3 nachten

13–16 nov 2026