Chalets in Orange County

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Featured Chalets in Orange County

Situated in a lush environment, this cabin features a wooden deck and a steeply pitched roof.

"Clean property, beautiful views, definitely would stay again! "

Enjoy outdoor dining and relaxation on the spacious deck with a dining table and chairs.

"I stayed at the Sugar Shack for a week with my extended family, including my 2 and 4 year old. Everything about our stay was outstanding. The property is beautiful and well laid out, with the ability to have child, family, and living space set apart. The hosts were attentive and considerate, and even extended our check out to account for bad weather on the roads without being asked. Yhe hardest part of staying was having to leave, and we’d jump at the chance of staying here again."

Experience the inviting entrance of this building, surrounded by snow-covered trees and a flat roof design.

"Nice place to stay , clean and has everything you’ll need to have a great time !"

Situated in a forested area, this cabin features a sloped roof and large windows, a patio with outdoor seating, and a contemporary design that blends with nature.

"Wonderful host and great property."

HK$2,972 total

includes taxes & fees

3 Sept - 4 Sept

Relax on the elevated balcony with outdoor seating, taking in the lush surroundings.

"excellent house- very close to sugarbush "

Set amidst lush greenery, this serene hotel offers a tranquil retreat with a unique blend of traditional and modern architecture.

"Great place with lots of charm & room for all!"

HK$9,400 total

includes taxes & fees

5 Aug - 6 Aug

Situated in a snowy forest, this cabin offers a peaceful retreat with a front entrance and cozy porch.

"A beautiful cabin and very comfortable. Loved it. "

Enjoy a forest view from the upper-level balcony of this cabin, featuring a wooden deck and stone facade.

"We loved this house! It was in a great location and the Woodstock area offers a gateway to many awesome adventures in New Hampshire. This house has air conditioning, which was important since we went during the hottest week. Host super responsive and we had a lot of fun 14 people stayed quite comfortably in the house 4 families, 8 adults 6 kids. Would totally stay again if in that part of the country!"

HK$7,172 total

includes taxes & fees

17 Aug - 18 Aug

Stunning cabin with a traditional design, featuring a prominent front entrance and a balcony on the upper floor.

"Highly recommend"

Enjoy a meal or a moment of relaxation on the deck, surrounded by lush trees.

"The chalet was cozy and comfortable. I didn’t not expect this level of comfort in the middle of a forest. The drive from the country road did scare me a little bit. "

HK$3,067 total

includes taxes & fees

5 Aug - 6 Aug

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."

Stunning two-story home surrounded by mature trees in a peaceful wooded area.

"Our group of 10 friends had a wonderful stay at the Chalet. Great location to the mountain and local restaurants and entertainment. Plenty of room to spread out and great communal area as well. "

HK$7,297 total

includes taxes & fees

2 Sept - 3 Sept

Surrounded by lush greenery, this cabin offers a serene retreat with a spacious balcony and a central chimney.

"Lovely cottage on a pretty lake. The lake is not that small, but farily quiet with very few boats (I did not see any motorboats at all, even electric ones—just kayas and pedal boats). The property comes with access to a nice beach down the road, but we never bothered—we just stepped in off the dock or off our SUP. "

Stunning log cabin-style retreat with a central chimney and pitched roof, set amidst lush greenery.

"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."

HK$5,020 total

includes taxes & fees

1 Sept - 2 Sept

Situated beside a serene pond, this charming house offers a tranquil atmosphere with a symmetrical facade and lush surroundings.

"Great location and house. Perfect for large groups, there is plenty of space with multiple rooms so your group can spread out. Minutes to Killington mountain. "