Holiday Homes in Woodstock

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Our top choices for Woodstock holiday homes

A charming 1820's farmhouse

A charming 1820's farmhouse
Woodstock
10.0 out of 10, Exceptional, (30 reviews)
"Beautiful home. It was a good location for my family to attend a family wedding at the Woodstock Inn."
United States
Robin H.
The price is AU$2,169
includes taxes & fees
19 Jan - 20 Jan
A charming 1820's farmhouse

Off Grid Glamping Shed with River Access

Off Grid Glamping Shed with River Access
2.0 star property
Randolph
10.0 out of 10, Exceptional, (1 review)
The price is AU$143
includes taxes & fees
16 Jan - 17 Jan
Off Grid Glamping Shed with River Access

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is AU$397
includes taxes & fees
19 Jan - 20 Jan
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

CozyDen-Location, Fireplace, Ski Off/Shuttle On!

CozyDen-Location, Fireplace, Ski Off/Shuttle On!
Killington
10.0 out of 10, Exceptional, (1 review)
"Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. "
United States
denise k.
The price is AU$535
includes taxes & fees
19 Jan - 20 Jan
CozyDen-Location, Fireplace, Ski Off/Shuttle On!

Spa, Fireplace & Pet Friendly - Top of the Hill

Spa, Fireplace & Pet Friendly - Top of the Hill
Quechee
9.8 out of 10, Exceptional, (6 reviews)
"Appreciated the large outdoor deck area, grill, and plenty of space for the family to relax."
United States
Maryanne C.
The price is AU$928
includes taxes & fees
29 Jan - 30 Jan
Spa, Fireplace & Pet Friendly - Top of the Hill

Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
8.0 out of 10, Very good, (1 review)
"The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking...
United States
Dean
The price is AU$561
includes taxes & fees
27 Jan - 28 Jan
Luxury Condo Tucked in the Heart of Killington

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (104 reviews)
"Had a wonderful stay. Clean,well kept and cozy."
United States
Edwin G.
The price is AU$674
includes taxes & fees
20 Jan - 21 Jan
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Bridgewater
9.6 out of 10, Exceptional, (17 reviews)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is AU$963
includes taxes & fees
21 Jan - 22 Jan
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

180-degree panoramic views of Vermont's mountains from the living room and Deck

180-degree panoramic views of Vermont's mountains from the living room and Deck
Hartford
8.0 out of 10, Very good, (2 reviews)
"The house was absolutely beautiful. A unique mix of modern and 70’s. The layout was spot on . We were only there one night , a very quick stop over but it was so comfortable and cozy. The host was so easy to communicate with and was very accommodating. Plenty of room to sleep a large group and the views….you have to see in person. Stunning . I travel a lot and use VRBO for all of my travels. This was one of the best experiences I have had . I recommend 100%. "
United States
Mary Anne C.
The price is AU$773
includes taxes & fees
19 Jan - 20 Jan
180-degree panoramic views of Vermont's mountains from the living room and Deck

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
2.0 star property
Killington
10.0 out of 10, Exceptional, (1 review)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
United States
Catherine S.
The price is AU$1,007
includes taxes & fees
19 Jan - 20 Jan
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

Large Killington Area Home | Sleeps 7 | Game Room

Large Killington Area Home | Sleeps 7 | Game Room
Bridgewater
9.6 out of 10, Exceptional, (7 reviews)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
United States
Owen C.
The price is AU$1,180
includes taxes & fees
20 Jan - 21 Jan
Large Killington Area Home | Sleeps 7 | Game Room

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (2 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is AU$1,022
includes taxes & fees
20 Jan - 21 Jan
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (36 reviews)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is AU$968
includes taxes & fees
20 Jan - 21 Jan
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (2 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is AU$1,022
includes taxes & fees
20 Jan - 21 Jan
Ski Home/Arcade Mountain Views Near Killington/Woodstock

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
2.0 star property
Killington
The price is AU$875
includes taxes & fees
19 Jan - 20 Jan
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
2.0 star property
Mendon
10.0 out of 10, Exceptional, (1 review)
"Amazing stay! Gorgeous house, clean, perfect location. The host was super responsive and made the check in check out process so easy.Highly reccomend and can’t wait to stay again next year. "
United States
Nicole H.
The price is AU$1,034
includes taxes & fees
19 Jan - 20 Jan
large ski ranch hot tub close to killington pets ok

Powder Park Place: Lower Unit. Cozy and close to the Mountain! Discounted ski rentals.

Powder Park Place: Lower Unit. Cozy and close to the Mountain! Discounted ski rentals.
Killington
10.0 out of 10, Exceptional, (2 reviews)
"A very comfortable stay for a family of four. Close to everything, clean, well stocked for breakfast making, and just enough room for everyone. We really enjoyed the fireplace after a day of skiing.Not sure why the heat setting turned to low 60s every night, but our blankets were warm."
United States
Maria K.
The price is AU$897
includes taxes & fees
19 Jan - 20 Jan
Powder Park Place: Lower Unit. Cozy and close to the Mountain! Discounted ski rentals.

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Rutland
10.0 out of 10, Exceptional, (1 review)
The price is AU$674
includes taxes & fees
2 Feb - 3 Feb
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (84 reviews)
"We had a great stay at this home for a long weekend skiing at Okemo. "
United States
Lisa W.
The price is AU$725
includes taxes & fees
20 Jan - 21 Jan
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Cozy Vermont Cabin · Mountain Views · Near Okemo

Cozy Vermont Cabin · Mountain Views · Near Okemo
Chester
10.0 out of 10, Exceptional, (3 reviews)
"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "
United States
Donald M.
The price is AU$1,665
includes taxes & fees
25 Jan - 26 Jan
Cozy Vermont Cabin · Mountain Views · Near Okemo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woodstock Hotel Reviews

Find out more about Woodstock

Woodstock Holiday Homes information

Number of reviews
249
Accommodation
818 Holiday Homes
Lowest Price
AU$143
Highest Price
AU$2,169