
Villa vacation rentals in Wilton
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Top-rated villa rentals in Wilton
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wilton 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.

Pine Place Cottage in the Heart of the ADK Park
We had a great stay in Pine Place cabin by Long Lake. The space was perfect for our 2 small families and we were pleasantly surprised to have access to a playground and beach toys for the kids. Unfortunately the Wifi was out during our whole stay. I think this was a fluke and owners didn't seem to understand what the issue was. Otherwise we loved everything about the place. The outdoor porch was really great and the bed were comfortable. Very clean and Danuta was easy to reach and communicate with. We'd definitely stay again!

Clean Albany Airport by Shops
good place

Birch Point Cottage in the Heart of the ADK Park
Our Valentine’s get away was great. We were upgraded to a lakefront cabin and it was amazing! Communication with our host(s) was very quick. The cabin had everything we needed and then some. All instructions were clear and vey user friendly. We will definitely be returning in the near future!

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.

Whiffletree base of Killington outdoor pool
Great communication, clean condo and very cozy. Will use again.

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!
Luxury villa rentals

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

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.

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.

Private oasis in the Catskills, The Stewart Manor
We loved this house! It was extremely clean, with sheets and towels that looked brand new. The kitchen was fully equipped with everything we needed. Entering the house was super easy. It was so peaceful, with a beautiful view to enjoy. We’d definitely stay here again!

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.

Hands Down

Whiffletree base of Killington outdoor pool
Villa rentals with a pool

Cozy Villa overlooking the Lake and Mountains
4.5 stars This is a lakefront, standalone villa with a deck and chairs right over the water and incredible views from the living area. It was very clean and we loved starting and ending our days on the deck. This villa is at the edge of the property and feels nice and private. Unfortunately, the property next door has what sounds like a large pump right outside the bedroom window. The pump turned on/off every few minutes throughout the night, so if you are a light sleeper this may be tough for you.

Dancing Bear Lodge The Charm of Chimney Hill
We had a great stay at Marlene’s guest house. 15 min drive to Mount Snow and 5 min drive to the grocery store. We had plenty of space for two families with bunk beds for the 4 kids on the lower level. The air hockey table and access to the clubhouse swimming pool was a big hit. There were two tvs and board games to keep the group occupied after a long day of skiing. Host was also very responsive to any questions we had. Place was very clean and well stocked. Would highly recommend this place.

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!

Whiffletree base of Killington outdoor pool
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- Stratton Mountain
- Saratoga Race Course
- Howe Caverns
- Six Flags Great Escape Lodge & Indoor Water park
- Gore Mountain
- John Boyd Thacher State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- West Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Fort Ticonderoga
- Lake George Expedition Park
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- National Museum of Racing and Hall of Fame
- Pineridge Cross Country Ski Area
- Clarksburg State Park
- Ekwanok Country Club
- Huck Finn’s Playland, Albany