Holiday Homes in Town of Highlands
Compare and save
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Town of Highlands holiday homes

Holiday Home in Monsey
Fall Family Oasis Fireplace Theater and Games10.0 out of 10, Exceptional, (1)

Holiday Home in Cornwall
Cozy Easy Access to the Best of the Hudson Valley10.0 out of 10, Exceptional, (1)

Holiday Home in Poughkeepsie
HV Spacious Retreat Sleeps 13 w Hot Tub
Holiday Home in Suffern
Cozy Family Home Fireplace and Backyard Playset
Holiday Home in Suffern
Fall Getaway With Hot Tub Fire Pit and Games
Holiday Home in Ossining
Foliage at Westchester Manor - Near Sleepy HollowThe price is 10.857.262 ₫
24.508.547 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026

Holiday Home in Cornwall
West Point Villa - Jacuzzi Pool BBQ Games PetsThe price is 10.383.387 ₫
12.662.773 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
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.
Find holiday rentals that suit your style
Apartments
Private holiday homes
Save an average of 15% on thousands of hotels when you're signed in
Top Town of Highlands Hotel Reviews

Hotel Nyack, a JdV by Hyatt Hotel
10/10 Excellent
Find out more about Town of Highlands
Town of Highlands Holiday Homes information
Number of reviews | 2 |
|---|---|
Accommodation | 24 Holiday Homes |
Lowest Price | 12.662.773 ₫ |
Highest Price | 24.508.547 ₫ |

















































































