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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 property was very easy to access and easy to navigate the area with the location. Also right across from the local yoga studio was a bonus!"
Anne H.
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)
"Overall it was comfortable. Could have used a small table in kitchen to eat at. Wasn’t stocked with enough kitchen essentials.. two small pans needed replacing and owner was very responsive and thankful for the ideas. Beds and pillows were comfortable. Back deck had nice lighting and clean grill but lacked ambiance because of placement of garbage pails. Owner said they would move them next time. We would return but felt it was too pricey for a place with no A/C!"
Anthony G.
Enchanting River - Waterfront A Frame Cabin
Enchanting River - Waterfront A Frame CabinYulan
10.0 out of 10, Exceptional, (2)
"I can’t put into words the feel of Enchanting River front. The location is BEAUTIFUL. Being able to fall asleep to the sound of the flowing water was just heaven. John is an incredible host, and I can’t wait for my next visit! "
Britney P.
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)
"My husband, dog, and I had a wonderful stay at the domes! It is the perfect nature getaway with all the amenities you get from a hotel! The host was very personable when we arrived and had great communication before and during our stay! The property of the domes is beautiful. We highly recommend!"
Nancy B.
The price is €388
includes taxes & fees
6 Jan - 7 Jan 2026
The price is €263
includes taxes & fees
30 Dec - 31 Dec
9.6 out of 10, Exceptional, (29)
"Place was very cozy, clean and relaxing"
Racquel
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)
"A little off the beaten path, but a lovely Vrbo with excellent amenities with a nice natural surrounding."
Nicholas G.
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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