Search Chalets in Plainfield from CA $204

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Browse Select Plainfield Chalets

Stunning hallway with carpeted floor, wooden staircase, and panelled walls.

"A terrific place. Highly recommended. We had a great family ski vacation."

CA $2,754 total

includes taxes & fees

Aug 10 - Aug 11

"House was great, we loved our stay. Definitely walk down the road and get pizza! It was our favorite dinner of our trip and absolutely delicious! "

"Excellent week at a cozy property, convenient to Killington and Okemo. Easy check in and check out; highly responsive and helpful host. Would recommend to those looking for a great VT escape."

CA $570 total

includes taxes & fees

Aug 25 - Aug 26

Enjoy cooking in this kitchen with a central island, bar stools, stainless steel appliances, and a large window offering a view of the outdoors.

"Roshanak was an excellent host and the place is beautiful. We love the location and its proximity to Okemo and the town. The property is gorgeous, we would book again."

Escape to a cozy retreat with a large glass door entrance and a deck area.

CA $709 total

includes taxes & fees

Aug 4 - Aug 5

Relax in a hot tub on a deck surrounded by serene winter scenery.

"We very much enjoyed our stay and the property is in excellent proximity to Killington/Pico."

Escape to a secluded cabin nestled in a lush forest, offering a tranquil retreat with easy access.

"We had a wonderful relaxing time at Falcon house. The house was clean, just as listed, and had everything we needed to make for an enjoyable relaxing time. Really enjoyed the scenery and walking around Woodstock."

Relax in this stylish living room with a fireplace, leather sofa, and a window offering a view of the outdoors.

Relax in this serene bedroom with a large bed, ceiling fan, and flat-screen TV.

"Great house, made our ski weekend easy and fun. House is better than the pictures."

Enjoy the view from the upper-level balcony with a large arched window and a railing.

"This is our second year staying at this beautiful home. We love the space and amenities, not to mention the location to the mountain. The owners have been very accommodating and communicative. Overall, a wonderful stay for our group of families and hope to return again when we come back to Ludlow."

Stunning two-story building with a balcony and American flag, set amidst lush surroundings.

"Victoria and Erica were wonderful hosts, everything was as expected and they were very responsive. Graciously arranged for extra snow plowing due to some pretty significant snowfall. Had room for three couples and kids, 10 in all, very comfortably. Would stay again!"

Relax in this open-plan living area with a central island, gas stove, and comfortable seating.

"The house was wonderful. House was clean. Our family had a wonderful time playing in the backyard. Close to numerous ski towns. The bunkbed downstairs was a nice surprise."

Set amidst lush greenery, this house features a charming porch with wicker chairs and a covered outdoor seating area.

"We had a blast and had fund using the hot tub and firepit."

Winter wonderland setting with a bench and picnic table amidst snow-covered trees.

"We had a really sweet stay here. It was cozy and comfortable, and had everything as advertised. Plenty of towels and kitchen supplies when we needed them, and the beds were comfortable. We had a great trip to Okemo!"

Enjoy cooking in this kitchen with a sleek countertop, stainless steel appliances, and white cabinetry.

"Our biggest issue is that the listing says 3 bedrooms, 1 with a queen, 1 with twin bunks, and 1 with a queen and 2 twins. But it’s actually a full with 2 twins—a bouncy, mushy full. The twins in that room are paper thin mattresses on boards and they felt a bit like 2x4’s, so I’d only recommend them for kids, even though they were roomy twins. This presented a major issue in our vacation. We surprised my older parents by inviting them for part of it and were happy to give them the queen. This...