Holiday Homes in Woodstock

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 June - 21 June

Our top choices for Woodstock holiday homes

Exterior

Charming Lakefront Cottage on Lake Mascoma

Charming Lakefront Cottage on Lake Mascoma
Enfield
10.0 out of 10, Exceptional, (20 reviews)
"Couple day getaway, beautiful views right on the water plenty of windows, well stocked on house essentials"
United States
Stephanie V.
The price is AU$817
includes taxes & fees
3 Mar - 4 Mar
Charming Lakefront Cottage on Lake Mascoma
Exterior

Off Grid Glamping Shed with River Access

Off Grid Glamping Shed with River Access
Randolph
10.0 out of 10, Exceptional, (1 review)
The price is AU$134
includes taxes & fees
3 Mar - 4 Mar
Off Grid Glamping Shed with River Access
Exterior

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$1,546
includes taxes & fees
3 Mar - 4 Mar
Cozy Vermont Cabin · Mountain Views · Near Okemo
Interior

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

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Killington
The price is AU$602
includes taxes & fees
3 Mar - 4 Mar
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Fridge, microwave, oven, stovetop

Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Comfortable stay, great location. "
United States
Marjana
The price is AU$519
includes taxes & fees
24 Mar - 25 Mar
Luxury Condo Tucked in the Heart of Killington
Private kitchen

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$388
includes taxes & fees
3 Mar - 4 Mar
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Interior

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$675
includes taxes & fees
24 Mar - 25 Mar
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Fridge, microwave, oven, stovetop

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, (106 reviews)
"Had a wonderful stay. Clean,well kept and cozy."
United States
Edwin G.
The price is AU$675
includes taxes & fees
24 Mar - 25 Mar
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Interior

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$754
includes taxes & fees
4 Mar - 5 Mar
180-degree panoramic views of Vermont's mountains from the living room and Deck
Dining

New Ludlow Village Home with Stunning Okemo Mountain View

New Ludlow Village Home with Stunning Okemo Mountain View
Ludlow
10.0 out of 10, Exceptional, (13 reviews)
"Vacationing with friends. The home was great; good location, lots of space, very clean and well kept. Would definitely stay there again. "
United States
Linda H.
The price is AU$1,219
includes taxes & fees
3 Mar - 4 Mar
New Ludlow Village Home with Stunning Okemo Mountain View
Property grounds

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$858
includes taxes & fees
24 Mar - 25 Mar
Large Killington Area Home | Sleeps 7 | Game Room
Exterior

Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games

Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
North Sherburne
9.6 out of 10, Exceptional, (23 reviews)
"Great trip, very responsive host. The house was perfect - tons of space, and lots to do. Would absolutely stay again! "
United States
Erik H.
The price is AU$1,414
includes taxes & fees
3 Mar - 4 Mar
Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
TV, fireplace

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
Bridgewater
8.0 out of 10, Very good, (2 reviews)
"Great place for a ski weekend"
United States
Kathryn F.
The price is AU$943
includes taxes & fees
3 Mar - 4 Mar
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
House, 6 Bedrooms | Living area

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
The price is AU$1,151
includes taxes & fees
3 Mar - 4 Mar
Breakaway House by Killington Vacation Rentals
TV, offices

The Tower House | Hot Tub | Firepit | Dog-Friendly

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is AU$1,047
includes taxes & fees
24 Mar - 25 Mar
The Tower House | Hot Tub | Firepit | Dog-Friendly
Smart TV, fireplace, video games, books

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, (38 reviews)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is AU$829
includes taxes & fees
22 Mar - 23 Mar
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
TV, fireplace, Netflix, table football

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Killington
9.8 out of 10, Exceptional, (55 reviews)
"Perfect for a large group or a couple of families."
United States
Mark B.
The price is AU$1,519
includes taxes & fees
3 Mar - 4 Mar
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Property grounds

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.
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$948
includes taxes & fees
11 Mar - 12 Mar
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Smart TV, offices

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
North Sherburne
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
Exterior

Royalbear - Hot Tub, Fireplace, Close to Slopes

Royalbear - Hot Tub, Fireplace, Close to Slopes
Killington
10.0 out of 10, Exceptional, (22 reviews)
"Great house and location, and responsive hosts. Loved it, def will stay again."
United States
Max P.
Royalbear - Hot Tub, Fireplace, Close to Slopes
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

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"Clean room, staff were super friendly and made sure me and my dog were comfortable. Love how dog friendly it was. Will definitely return!"
Paola 3-night trip
Posted 2 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton

Find out more about Woodstock

Woodstock Holiday Homes information

Number of reviews
271
Accommodation
818 Holiday Homes
Lowest Price
AU$134
Highest Price
AU$1,546