Highland Cottage: Find The Top Holiday Cottages in Highland

A suspension bridge over a river with autumn foliage and distant hills.

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Our top choices for Highland cottages

A cottage with a wooden deck, a porch, and a staircase leading to the entrance.

1. Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Kerhonkson

Devon Q.

includes taxes & fees

25 Nov - 26 Nov

A wooden cabin surrounded by lush greenery and trees.

2. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Anonymous traveller

includes taxes & fees

15 Nov - 16 Nov

A two-story house with a balcony, surrounded by lush greenery.

3. Quiet Solitude with Firepit, Electric Stove & Private Deck

Hopewell Junction

stephanie a.

includes taxes & fees

15 Nov - 16 Nov

A small cabin with a porch, surrounded by dense forest and a clear night sky with a visible moon.

4. Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Bloomingburg

Brandi A.

includes taxes & fees

15 Nov - 16 Nov

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Top Highland Hotel Reviews

Kingston Regency Inn

10/10 Excellent

"I recently attended a roundtable meeting on New York folklore and stayed at the Kingston Regency Inn for two nights. Overall, I had a very pleasant experience. The staff were warm, welcoming, and always willing to help. The conference facilities were excellent. The meeting room was spacious, well organized, and quiet, which created a comfortable environment for discussion and learning. The hotel was also very clean and well maintained. Throughout my stay, I felt safe and relaxed. The surrounding area was peaceful and convenient, with several dining options within just a short walk. There was a particularly nice restaurant nearby that made meals easy and enjoyable after a full day of meetings. For visitors interested in arts and culture, the Kingston area is also a great place to explore. The region has a vibrant artistic atmosphere, with local galleries, cultural events, and historic sites that reflect the rich heritage of the Hudson Valley. This added an extra layer of enjoyment to my trip. I would gladly stay here again and would recommend this hotel to both business travelers and conference attendees looking for a comfortable, quiet, and convenient place to stay"