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Our top choices for Highland vacation homes

1. Our home is perfect for relaxing and having lots of fun, with near by activity’s

Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland
9.6 out of 10, Exceptional, (14 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating. Everything was perfect in the home. Thank you"
United States
Pinal
The price is ¥37,372
¥108,398 total
includes taxes & fees
Nov 21 - Nov 22
Our home is perfect for relaxing and having lots of fun, with near by activity’s

2. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is ¥26,200
¥66,415 total
includes taxes & fees
Nov 16 - Nov 17
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

3. A Cozy Private Suite in a Country Home near New Paltz

A Cozy Private Suite in a Country Home near New Paltz
Wallkill
9.2 out of 10, Wonderful, (20 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is ¥11,499
¥21,286 total
includes taxes & fees
Nov 15 - Nov 16
A Cozy Private Suite in a Country Home near New Paltz

4. Beautiful Modern Villa with Pool

Beautiful Modern Villa with Pool
Clintondale
The price is ¥33,648
¥99,219 total
includes taxes & fees
Nov 16 - Nov 17
Beautiful Modern Villa with Pool

5. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
10.0 out of 10, Exceptional, (6 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is ¥13,983
¥31,302 total
includes taxes & fees
Dec 1 - Dec 2
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

6. Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz

Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
New Paltz
10.0 out of 10, Exceptional, (8 reviews)
"Superb property - comfortable, spotless, all the amenities you could need, and lots of space. "
United States
Thomas B.
The price is ¥33,504
¥100,114 total
includes taxes & fees
Nov 22 - Nov 23
Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz

7. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is ¥11,978
¥37,027 total
includes taxes & fees
Nov 16 - Nov 17
Campfire Cottage: Fireplace, fire pit & no chores!

8. Welcome to The Boathouse! Waterfront/Boats/Hot tub

Welcome to The Boathouse! Waterfront/Boats/Hot tub
New Paltz
9.6 out of 10, Exceptional, (14 reviews)
"Seth was great and the property was really nice. Never did see any fitness center, not sure where that was, but it was a really nice place and I would definetly stay there again."
United States
Thomas S.
The price is ¥42,962
¥67,794 total
includes taxes & fees
Nov 17 - Nov 18
Welcome to The Boathouse! Waterfront/Boats/Hot tub

9. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (48 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is ¥18,589
¥31,474 total
includes taxes & fees
Dec 1 - Dec 2
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

10. Historic Cottage, Steam Shower, Chef’s Kitchen

Historic Cottage, Steam Shower, Chef’s Kitchen
Kingston
10.0 out of 10, Exceptional, (1 review)
"We had a great time staying here! The house is a gorgeous historic house with modern amenities. It was a short drive to Kingston which was super convenient. We loved that we could bring our dog with us as well. It is on a main road, but we didn't find that to be a disturbance at all. I would definitely come back here again!!"
United States
Laura D.
The price is ¥19,165
¥76,432 total
includes taxes & fees
Nov 17 - Nov 18
Historic Cottage, Steam Shower, Chef’s Kitchen

11. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (46 reviews)
"The house was in a perfect location! Host was very easy to communicate with!"
United States
Matthew
The price is ¥27,949
¥72,623 total
includes taxes & fees
Nov 16 - Nov 17
The DeVita House Est. 1900

12. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is ¥20,283
¥49,012 total
includes taxes & fees
Nov 28 - Nov 29
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

13. Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
10.0 out of 10, Exceptional, (13 reviews)
"The house was perfect and really well decorated. The area it was in, proximity to everything. Couldn't have asked for a better spot."
United States
Theresa
The price is ¥19,395
¥34,235 total
includes taxes & fees
Nov 19 - Nov 20
Zen House at the Mountain Ridge

14. Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful place tucked back in the woods. Very relaxing and incredibly clean. The free coffee was a nice touch too. Will 100% be returning to The Gunks because of this house. "
United States
Kyle T.
The price is ¥18,095
¥30,980 total
includes taxes & fees
Dec 2 - Dec 3
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

15. Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
New Paltz
9.6 out of 10, Exceptional, (42 reviews)
"Beautifully situated along the river. Bedroom/bathroom setup was perfect for 3 couples. Hot tub was clean and well kept on a screened in porch. Light filled property."
United States
alex v.
The price is ¥66,623
¥94,994 total
includes taxes & fees
Nov 20 - Nov 21
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

16. The New Paltz Moondance Ridge

The New Paltz Moondance Ridge
New Paltz
The price is ¥342,350
¥462,631 total
includes taxes & fees
Nov 17 - Nov 18
The New Paltz Moondance Ridge

17. 3BR Hudson Valley home perfect for families!

3BR Hudson Valley home perfect for families!
Wallkill
10.0 out of 10, Exceptional, (6 reviews)
"This property was lovely and peaceful! We enjoyed the stay in the area! Very clean and neat. Easy to use technology and check-in/out."
United States
Cheryl N.
The price is ¥32,669
¥83,861 total
includes taxes & fees
Nov 22 - Nov 23
3BR Hudson Valley home perfect for families!

18. The Loft At The Inn At High Falls

The Loft At The Inn At High Falls
High Falls
8.6 out of 10, Excellent, (25 reviews)
"this was just a lovely stay all around!! Will absolutely stay there again!"
United States
Inez
The price is ¥28,748
¥54,378 total
includes taxes & fees
Nov 16 - Nov 17
The Loft At The Inn At High Falls

19. NEW: Family Retreat, Fireplace, Spa Bathroom

NEW: Family Retreat, Fireplace, Spa Bathroom
Cottekill
10.0 out of 10, Exceptional, (2 reviews)
"Property was great for our girls weekend! Eight of us fit very comfortably. Host was very responsive to all of our needs! We had a great time!"
United States
Shannon M.
The price is ¥30,345
¥142,814 total
includes taxes & fees
Nov 15 - Nov 16
NEW: Family Retreat, Fireplace, Spa Bathroom

20. Maple Ridge Modern Rustic Retreat where Modern comfort meets Rustic Charm

Maple Ridge Modern Rustic Retreat where Modern comfort meets Rustic Charm
Ulster Park
9.8 out of 10, Exceptional, (20 reviews)
"Our hosts were incredibly responsive, the house was clean and well stocked, and our family felt very comfortable staying here. The kitchen was WELL equipped which made cooking for a large family a breeze. We highly recommend!!"
United States
Amelia B.
The price is ¥48,526
¥126,792 total
includes taxes & fees
Nov 17 - Nov 18
Maple Ridge Modern Rustic Retreat where Modern comfort meets Rustic Charm
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 Highland Hotel Reviews

Find out more about Highland

Highland Vacation Homes information

Number of reviews
280
Accommodation
498 Vacation Homes
Lowest Price
¥21,286
Highest Price
¥462,631