Photo by Ginie Ying
Holiday Rentals in Town of Highland
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Our top choices for Town of Highland holiday rentals

10.0 out of 10, Exceptional, (2)
The price is €278
includes taxes & fees
17 Jan - 18 Jan 2026

Retro Countryside Cabin | Cozy Upstate NY Private Retreat!
Retro Countryside Cabin | Cozy Upstate NY Private Retreat!Eldred
9.6 out of 10, Exceptional, (4)

Enchanting River - Waterfront A Frame Cabin
Enchanting River - Waterfront A Frame CabinYulan
10.0 out of 10, Exceptional, (2)
The price is €672
includes taxes & fees
25 Dec - 26 Dec

Okama Abon Bell Tent, River View Taino Woods 15 minutes to Bethel Woods Concerts
Okama Abon Bell Tent, River View Taino Woods 15 minutes to Bethel Woods ConcertsHarris
The price is €109
includes taxes & fees
23 Dec - 24 Dec

Domes at Catskills a lakefront glamping adventure for adults
Domes at Catskills a lakefront glamping adventure for adultsSwan Lake
10.0 out of 10, Exceptional, (2)
The price is €388
includes taxes & fees
6 Jan - 7 Jan 2026

The price is €263
includes taxes & fees
30 Dec - 31 Dec
The price is €180
includes taxes & fees
15 Jan - 16 Jan 2026

Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all around
Serene lakeside oasis - fast WiFi 1.5 hrs from NYC, fire-pit & nature all aroundSparrow Bush
9.4 out of 10, Exceptional, (11)
The price is €268
includes taxes & fees
23 Dec - 24 Dec
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 Highland Hotel Reviews

Best Western Monticello
10/10 Excellent
Find out more about Town of Highland
Holiday Homes in Town of Highland
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