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

27–30 sep 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

27–30 sep 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

28 sep – 1 okt 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

27–30 sep 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

28 sep – 1 okt 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)

$ 721,17 USD totaal voor 3 nachten

29 sep – 2 okt 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

24–27 sep 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

27–30 sep 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)

$ 1.277,40 USD totaal voor 3 nachten

24–27 sep 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

24–27 sep 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
5(83 reviews)

$ 3.419,38 USD $ 3.133,94 USD totaal voor 3 nachten

24–27 sep 2026

Open concept for larger groups
Seasonal Fire Pit with Grill in our yard (not open during winter)
Family room with giant 65" Smart VT
Tic Tac Toe anyone?
Seating area for meals

Trailside Chalet

5 bedrooms·2½ baths
Washington County • Vermont
4.93(85 reviews)

$ 1.097,47 USD totaal voor 3 nachten

27–30 sep 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

$ 1.644,00 USD totaal voor 3 nachten

24–27 sep 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

27–30 sep 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

27–30 sep 2026

The Ultimate Vermont Getaway
The Ultimate Vermont Getaway
The Ultimate Vermont Getaway
The Ultimate Vermont Getaway
The Ultimate Vermont Getaway

The Ultimate Vermont Getaway

4 bedrooms·3 baths
Rutland • Vermont
5(10 reviews)

$ 1.919,98 USD totaal voor 3 nachten

6–9 nov 2026

Specials Ski-in Ski-Out Cozy Mountainside Condo
Specials Ski-in Ski-Out Cozy Mountainside Condo
Specials Ski-in Ski-Out Cozy Mountainside Condo
Specials Ski-in Ski-Out Cozy Mountainside Condo
Specials Ski-in Ski-Out Cozy Mountainside Condo

Specials Ski-in Ski-Out Cozy Mountainside Condo

4 bedrooms·2½ baths
Hartford • Vermont

$ 792,00 USD totaal voor 3 nachten

27–30 sep 2026

Spacious living room
Fully stocked kithcen
Queen bedroom with natural light
Double bedroom
Welcome to our cozy home!

Rural Chester Farmhouse

3 bedrooms·2 baths
Chester • Vermont
House facade from driveway
Fully equipped kitchen with refrigerator, dishwasher, microwave and gas range
Bathroom with shower and copper sink.
Combo washer/dryer
Breakfast island separates kitchen from living area.

Custom-built Tiny House on forested lot near Quechee

1 bedroom·1 bath
Hartland • Vermont
4.87(71 reviews)

$ 972,11 USD totaal voor 3 nachten

13–16 okt 2026

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)
$225 – $425/ nacht(excl. kosten & belastingen)
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)

$ 1.683,72 USD $ 1.570,92 USD totaal voor 3 nachten

28 sep – 1 okt 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
$511 – $1.133/ nacht(excl. kosten & belastingen)
Valley Views with Hot Tub
Valley Views with Hot Tub
Valley Views with Hot Tub
Valley Views with Hot Tub
Valley Views with Hot Tub

Valley Views with Hot Tub

4 bedrooms·3½ baths
Windham • Vermont
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(25 reviews)

$ 3.930,58 USD $ 3.274,27 USD totaal voor 3 nachten

24–27 sep 2026