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Town of Highlands Accommodation: Most Popular Cities to Stay

A large green field with historic buildings and a castle on a hill.
Holiday RentalsHoliday Rentals

West Point

West Point

Our top choices for Town of Highlands holiday rentals

A spacious loft with a high ceiling, exposed beams, a kitchen with modern appliances, a dining area, and a living room with a large sofa.

1. Hay Loft Apartment in Barn - Goshen

Hay Loft Apartment in Barn - Goshen
2.0 star property
Goshen
10.0 out of 10, Exceptional, (3 reviews)
"This location was perfect for our yearly fall gathering. It is 15 minutes from Pure Terror Scream Park and nestled in a historic town. The unit was clean, spacious, and perfect for a group of 7-8 people. The hosts were very helpful and prompt with instructions. I would recommend this stay if you are looking to stay in Goshen, NY."
United States
Tammy
Hay Loft Apartment in Barn - Goshen
A modern kitchen with dark cabinets, a stainless steel stove, and a wooden countertop.

2. Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
10.0 out of 10, Exceptional, (1 review)
Carriage House Apartment Goshen NY
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Town of Highlands Hotel Reviews

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"This is a quaint room in like a summer camp cabin. You can’t control your own heating and air conditioning - take note. The rooms were very clean and basic. I would stay again as the grounds are incredible and we had an awesome time outdoors."
Khai 2-night trip
Posted 1 hour ago
Overlook Lodge at Bear Mountain