
Villa vacation rentals in Woodstock
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Top-rated villa rentals in Woodstock
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Popular amenities for Woodstock villa rentals
Private villa rentals

Trail Creek 11 is on a ski home trail
Great location right by the mountain. You’re able to ski home and utilize shuttles around town.

Pico C103 located at the base of Pico Mountain
Killington group was very nice and also super helpful even after midnight when our key cards were deactivated.... Make sure to keep the cards away from your phone lol. Overall great place

Pico F305 located slope side at Pico
Excellent location, good communication. We had a great trip.

Base of Killington with Sports center access
I loved the location of the stay so much! It’s ski out condo with shuttle bus to snowshed lodge. The unit was clean and well kept. Sauna, hot tub and swimming pool were also a huge plus! Communication with the company was easy and nice!

Sunrise Timberline I4
This listing was a great stay with easy ski in ski out access. Hosts were very responsive and check in was smooth and painless. Would definitely book again.

Pico E202 with ski on/off at Pico Mountain
Luxury villa rentals

Cozy, Comfy & Sunny renovated Sugarbush condo
We had a wonderful time and felt right at home!! Her place is SPOTLESS and cozy. Simone’s instructions to get there were perfect. Everything is well labeled (like which switches do what), USB ports on bedroom lamps., binder with check in/check out info. Couch is 10/10 for post-ski nap, beds and linens are super comfortable. Kitchen items look brand new. Shower pressure is also 10/10 There is a shuttle that takes you to the resort with a stop in this neighborhood (5-10 min walk), but uphill so with kids and ski gear we drove to resort each day (2-3 min drive). The houses in the neighborhood are spaced out so you don’t feel like you are right on top of someone but also aren’t completely secluded in the wilderness. We stayed Presidents’ Day weekend and skied Lincoln Peak. The lift lines moved quickly and didn’t feel overly crowded. This rental was priced higher than other rentals we considered, but based on pristine condition and ease of our stay it was worth it!!!

Sunrise East Glade C8
Great ski in/out location. Cozy place with everything you need.

Gorgeous Victorian-Style House w/ Hilltop Pool!
Beautiful old home full of an eclectic art collection. It served my group's needs well. Never did find the lockbox for the keys. Had to get them from the on-site groundskeeper, which was a difficult task given we had a significant language barrier. The outside of the house could use some maintenance, so if that is important to you, this may not be the place for you. My one complaint is that they expect you replace the paper towels and toilet paper you use. I would expect those to be included at any price, but especially for the price you pay for this location. Overall, it was a great stay for two nights and we had fun exploring the house.

Sunrise Timberline I7
Excellent location right on the mountain. Short drive to great food, hikes, and action sports.

Stonehouse at Stratton
Overall we had great experience at the house. The inner decorations were cozy and comfortable, and the design was awesome! The host was responsive when the new door lock had some issues. 100% recommend staying at this house!

Modern 4 Bedroom 4 Bath Villa w HotTub/ back trail
Great stay- so nice to be so close to okemo which made skiing really seamless. The house matched the pics perfectly. Kids had a good bunk room and the 3 adult couples all had their own rooms with en suite bathrooms. The hot tub on the upper deck was a nice bonus. Easy in and out, and Nicholas was very easy to communicate with. We had one minor hiccup with the fridge but Nicholas was responsive and accommodating. Thanks for the great weekend away.

Base of Killington with Sports center access
Just as advertised, we had a great weekend! Awesome location

Base of Killington with Sports center access
Great stay, able to walk to the mountain and ski off the mountain. Activity center hot tub was great to utilize after a long day on the slopes.
Villa rentals with a pool

Cozy, Comfy & Sunny renovated Sugarbush condo
We had a wonderful time and felt right at home!! Her place is SPOTLESS and cozy. Simone’s instructions to get there were perfect. Everything is well labeled (like which switches do what), USB ports on bedroom lamps., binder with check in/check out info. Couch is 10/10 for post-ski nap, beds and linens are super comfortable. Kitchen items look brand new. Shower pressure is also 10/10 There is a shuttle that takes you to the resort with a stop in this neighborhood (5-10 min walk), but uphill so with kids and ski gear we drove to resort each day (2-3 min drive). The houses in the neighborhood are spaced out so you don’t feel like you are right on top of someone but also aren’t completely secluded in the wilderness. We stayed Presidents’ Day weekend and skied Lincoln Peak. The lift lines moved quickly and didn’t feel overly crowded. This rental was priced higher than other rentals we considered, but based on pristine condition and ease of our stay it was worth it!!!

Sunrise East Glade C8
Great ski in/out location. Cozy place with everything you need.

Villa with Pool + Fitness Center Access
This was a perfect spot for us as we attended a graduation. It was clean, had plenty of room and then goodness had coffee and a filter for the pot! Would highly recommend.

Whiffletree B8 Great location with shuttle bus to
Very close to ski trails, the cleaning crew team did an excellent job, and really easy to work with the Killington team.

Cool Mountain House with Lake Access
Our winter stay in the cabin was perfect. We got caught in what looked like a blizzard but the home was so warm and open so we could really take in the winter wonderland outside…from inside. Ice castles and restaurants weren’t far either. Highly recommend

Whiffletree base of Killington outdoor pool
What a great condo in the best location! Unbeatable for the price. The condo was spotless, and had every amenity as described. Plenty of towels, soaps, kitchen necessities. Beds were comfortable! We really felt right at home. And the fire place was so nice! We’d definitely recommend this for a great weekend get away!

Base of Killington with Sports center access
The place is as listed on the photos, We enjoyed our trip in vermont, this is exactly located to the nearby places to visit in killington during fall season. Thanks for the stay.

Vermont Villa Near the Trails
Great stay, lots of room. Front desk was super friendly.
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- Squam Lake
- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Owl's Nest Resort
- Pico Mountain Ski Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Fort Ticonderoga
- Dorset Field Club
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Hooper Golf Course
- Bretwood Golf Course