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Vacation Homes in Woodstock

A charming 1820's farmhouse

Woodstock
10.0 out of 10, Exceptional, (29)
"Excellent accommodations! One of the best VRBO’s I’ve ever stayed in. There were 5 women traveling together for a long weekend and Carmen’s place was just the ticket with our own bedrooms and en suite bathrooms. We had the entire place to ourselves and felt very spoiled."
United States
kelly f.
$1,326 nightly
The price is $1,463
Nov 17 - Nov 18
Total with taxes and fees
A charming 1820's farmhouse

Off Grid Glamping Shed with River Access

2.0 star property
Randolph
10.0 out of 10, Exceptional, (1)
$84 nightly
The price is $94
Nov 15 - Nov 16
Total with taxes and fees
Off Grid Glamping Shed with River Access

Charming Lakefront Cottage on Lake Mascoma

Enfield
10.0 out of 10, Exceptional, (19)
"We really enjoyed our stay at the lake! The house is updated and well appointed, and seems like it was recently renovated. Excellent views and access to the lake. We really loved this home and will be back to stay again! "
United States
Blair P.
$536 nightly
The price is $582
Nov 16 - Nov 17
Total with taxes and fees
Charming Lakefront Cottage on Lake Mascoma

180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub

Hartford
10.0 out of 10, Exceptional, (1)
"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.
$370 nightly
The price is $418
Nov 17 - Nov 18
Total with taxes and fees
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub

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

Killington
10.0 out of 10, Exceptional, (1)
"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.
$247 nightly
The price is $280
Nov 17 - Nov 18
Total with taxes and fees
CozyDen-Location, Fireplace, Ski Off/Shuttle On!

Luxury Condo Tucked in the Heart of Killington

Killington
8.0 out of 10, Very Good, (1)
"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
$304 nightly
The price is $323
Nov 16 - Nov 17
Total with taxes and fees
Luxury Condo Tucked in the Heart of Killington

Mountain Stay | Skiing | Hiking | Sleeps 8

Bridgewater
9.6 out of 10, Exceptional, (7)
"Very large place for 6 to 8 people. Great location between Woodstock and Killington. Lots of living spaces and great king-size beds and mattresses"
United States
frank
$483 nightly
The price is $541
Nov 15 - Nov 16
Total with taxes and fees
Mountain Stay | Skiing | Hiking | Sleeps 8

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Bridgewater
9.4 out of 10, Exceptional, (16)
"It was a great location for what we were looking to do. Great size and we loved the hot tub. Very comfortable. We enjoyed our stay and would come again"
United States
Ashley G.
$438 nightly
The price is $491
Nov 16 - Nov 17
Total with taxes and fees
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Beautiful home offering privacy on 7 acres with private pond

West Windsor
10.0 out of 10, Exceptional, (30)
"Lots of space inside and out for my family to enjoy here! The sunny living room with its many windows brings the outside indoors."
United States
Eileen W.
$434 nightly
The price is $487
Nov 16 - Nov 17
Total with taxes and fees
Beautiful home offering privacy on 7 acres with private pond

TheGrizz! Shuttle on/off!

Killington
10.0 out of 10, Exceptional, (4)
"We went to Killington to ski and we were pleasantly surprised at how close everything was. The drive distance to the ski lifts and the access road for apres was minutes. Dan & Holly were super informative about everything and easy to communicate with the whole time we were there. Fabulous accommodations, very comfortable and very clean with all the comforts of home."
United States
Beth R.
$379 nightly
The price is $428
Nov 18 - Nov 19
Total with taxes and fees
TheGrizz! Shuttle on/off!

Spacious country home, beautiful sunsets, 40 acres

Tunbridge
9.8 out of 10, Exceptional, (42)
"The accommodations were great with plenty of room. We all wanted to lay on the living room couches because they were so comfortable! The property was nice and peaceful with lots of flowers, bushes and trees to observe."
United States
Karen P.
$426 nightly
The price is $477
Nov 17 - Nov 18
Total with taxes and fees
Spacious country home, beautiful sunsets, 40 acres

Bearmont- Pool, HotTub, Fireplace

The Woods
10.0 out of 10, Exceptional, (6)
"Great location and a great place. Felt right at home"
United States
Tyler B.
$419 nightly
The price is $474
Nov 17 - Nov 18
Total with taxes and fees
Bearmont- Pool, HotTub, Fireplace

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Pomfret
10.0 out of 10, Exceptional, (3)
"Enjoyed the cleanliness and the convenience of being close to Woodstock, and not too far from Stowe."
United States
Dee Dee H.
$340 nightly
The price is $381
Dec 11 - Dec 12
Total with taxes and fees
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

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)
"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.
$505 nightly
The price is $570
Nov 17 - Nov 18
Total with taxes and fees
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

Bridgewater Corners
10.0 out of 10, Exceptional, (3)
"Very clean, cozy, & had exactly what we needed for the last leg of our vacation. Bed was comfy, & nice to have the hot tub, we appreciated that after all the driving. We had just stayed at a vrbo that was not clean, so it was a great contrast! Thanks Russ & family for sharing your cute little cottage with us! Mark & Sherry"
United States
Sherry M.
$297 nightly
The price is $333
Nov 19 - Nov 20
Total with taxes and fees
Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

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

Ludlow
9.8 out of 10, Exceptional, (103)
"A lovely time enjoying the off-season in a ski town. "
United States
Ed C.
$396 nightly
The price is $429
Nov 16 - Nov 17
Total with taxes and fees
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

4BR Killington Home Perfect for Families, Pet-Friendly

2.0 star property
North Sherburne
10.0 out of 10, Exceptional, (22)
"A beautiful house, plenty of room for family of 4 and 2 dogs. Great communication with owner. Very cozy, enjoyed relaxing by the fire after a day of skiing. Close proximity to ski resorts. Would definitely stay here again!"
United States
Gittan G.
$600 nightly
The price is $678
Nov 17 - Nov 18
Total with taxes and fees
4BR Killington Home Perfect for Families, Pet-Friendly

Ski home Mountain Views near Killington/Woodstock

Stockbridge
10.0 out of 10, Exceptional, (2)
"We met some family here to have a weekend together. The house was amazing! It was very clean and had everything we needed. The host was amazing with all our needs and very helpful. You would not regret this home! "
United States
james s.
$567 nightly
The price is $635
Nov 16 - Nov 17
Total with taxes and fees
Ski home Mountain Views near Killington/Woodstock

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

granville
9.4 out of 10, Exceptional, (83)
"Great place! Comfortable and conveniently located. "
United States
Violet R.
$275 nightly
The price is $308
Nov 16 - Nov 17
Total with taxes and fees
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

Breakaway House: Renovated Killington Duplex, Unit A. Close to Resort.

Killington
7.6 out of 10, Good, (4)
"We stayed for 3 nights in early Feb '24. Great location, nice neighborhood & property w/ comfortable furniture. The kitchen was well stock w/ plates/glassware. The place was clean - the kitchen floor could use a mopping. The firewood needs better protection, it's damp & doesn't maintain a burn. The back sliding door doesn't lock - a 2x4 is used instead. The major issue is the radiant floor heating isn't sufficient it takes too long to adjust. We were very uncomfortable & didn't get much sleep...
United States
Charlie V.
$517 nightly
The price is $584
Nov 15 - Nov 16
Total with taxes and fees
Breakaway House: Renovated Killington Duplex, Unit A. Close to Resort.
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 Vacation Homes information

Number of reviews
319
Accommodation
817 Vacation Homes
Lowest Price
$94
Highest Price
$1,463

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