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Top Cities in Town of Highland

A solitary tree in a misty field with a backdrop of a cloudy sky and dense forest.
HotelsHotels

Eldred

Eldred
A calm lake surrounded by dense green forest under a partly cloudy sky.
HotelsHotels

Barryville

Barryville

Check prices for these dates

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

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Our top choices for Town of Highland hotels

Hotel
A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.

1. The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
3.5 star property
Eldred
9.8 out of 10, Exceptional, (159 reviews)
"Another incredible stay at the Bradstan!!"
United States
Solomon
$466 nightly
The price is $527
Aug 24 - Aug 25
Total with taxes and fees
The Bradstan Boutique Hotel
A snow-covered outdoor area with picnic tables and brick structures, likely a campground or park.

2. The Drift House

The Drift House
2.0 star property
Barryville
7.0 out of 10, Good, (53 reviews)
"Basic clean motel in a riverside setting."
United States
David
$149 nightly
The price is $168
Aug 24 - Aug 25
Total with taxes and fees
The Drift House
An indoor water park with a large water slide, inflatable tubes, and lush greenery.

3. 2 Lake Cabins Pool+hottub Game Room 23acs

2 Lake Cabins Pool+hottub Game Room 23acs
2.0 star property
Highland Lake
2 Lake Cabins Pool+hottub Game Room 23acs
A covered outdoor deck with two Adirondack chairs, a small table, and a grill.

4. Tiny House on Spectacular Riverfront Property - Private Access to Delaware River

Tiny House on Spectacular Riverfront Property - Private Access to Delaware River
Barryville
9.6 out of 10, Exceptional, (39 reviews)
"Incredibly small house. Beautiful river view. "
United States
Steven F.
Tiny House on Spectacular Riverfront Property - Private Access to Delaware River
A modern wooden cabin with a glass door, a covered porch, and a stone-tiled floor.

5. Secluded modern cabin with hot tub

Secluded modern cabin with hot tub
Eldred
10.0 out of 10, Exceptional, (13 reviews)
"Our experience was great and would book again. "
United States
Niecey M.
Secluded modern cabin with hot tub
A living room with a fireplace, sofa, TV, and a wooden table with baskets.

6. Bright, Spotless Cottage Near Bethel Woods

Bright, Spotless Cottage Near Bethel Woods
Highland
10.0 out of 10, Exceptional, (6 reviews)
"This was the perfect place for a long weekend where we wanted to be disconnected yet still have modern amenities. Everything was great from the check in process to the place itself and the location. Looking forward to staying here again in the future!"
United States
Chloe
$401 nightly
The price is $405
Aug 28 - Aug 29
Total with taxes and fees
Bright, Spotless Cottage Near Bethel Woods

7. Waterfront 1900s · Hot Tub · Eldred Homestead

Waterfront 1900s · Hot Tub · Eldred Homestead
Eldred
10.0 out of 10, Exceptional, (5 reviews)
"Amazing house with lots of amenities. Maxwell was a great host. My wife and I really enjoyed our stay along with our two dogs. "
United States
Jacob N.
Waterfront 1900s · Hot Tub · Eldred Homestead
A covered porch with wicker furniture and a view of a blue house in the background.

8. Sweet Old Farmhouse in a Tranquil Setting

Sweet Old Farmhouse in a Tranquil Setting
Highland Lake
10.0 out of 10, Exceptional, (3 reviews)
"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!"
United States
Anne H.
$416 nightly
The price is $467
Sep 1 - Sep 2
Total with taxes and fees
Sweet Old Farmhouse in a Tranquil Setting
An outdoor dining area with a table set for two, surrounded by green metal chairs, under a green umbrella.

9. Catskill Gem! Four bedroom on 20 quiet acres

Catskill Gem! Four bedroom on 20 quiet acres
Barryville
10.0 out of 10, Exceptional, (8 reviews)
"Loved it all - thank you."
United States
Andy S.
Catskill Gem! Four bedroom on 20 quiet acres
An indoor water park with a large water slide, inflatable tubes, and lush greenery.

10. 2 Lake Cabins Pool Hottub Game Room 23acs

2 Lake Cabins Pool Hottub Game Room 23acs
2.0 star property
Highland Lake
2 Lake Cabins Pool Hottub Game Room 23acs

11. Woods Edge Private 5 Acres Hot Tub Fire Pit

Woods Edge Private 5 Acres Hot Tub Fire Pit
Barryville
8.0 out of 10, Very Good, (1 review)
"Woods Edge is a in a gorgeous setting with some wonderful amenities. We enjoyed a short family vacation here and especially appreciated the indoor fireplace and the hot tub. It was magical to be soaking in the tub with snow falling around us! Pinecone Stays provided some great recommendations in nearby towns, and we really enjoyed exploring the area. The beds are comfy and it was nice to have different spaces for people to hang out. The kitchen is also very well-equipped, and communication...
United States
Eliza A.
Woods Edge Private 5 Acres Hot Tub Fire Pit
A view from a window overlooking a deck with two lounge chairs, a grill, and a pond.

12. ESCAPE-REFRESH-Large Riverfront Estate-Pristine, Private, Fresh Air-90miles GWB

ESCAPE-REFRESH-Large Riverfront Estate-Pristine, Private, Fresh Air-90miles GWB
Barryville
9.8 out of 10, Exceptional, (59 reviews)
"Great location "
United States
Shannon B.
ESCAPE-REFRESH-Large Riverfront Estate-Pristine, Private, Fresh Air-90miles GWB
A modern outdoor hot tub area with stone walls, a wooden deck, and a stone fire pit.

13. 2 Lake Cabins | Pool+HotTub | Game Room & Courts

2 Lake Cabins | Pool+HotTub | Game Room & Courts
Highland Lake
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful property. Great location. Cottages were both very clean and organized. "
United States
G V.
2 Lake Cabins | Pool+HotTub | Game Room & Courts

14. Roebling House • 1850s Cabin • Hot Tub • Fire Pit

Roebling House • 1850s Cabin • Hot Tub • Fire Pit
Barryville
10.0 out of 10, Exceptional, (1 review)
"I spent a weekend here with some girlfriends. The house is so beautiful and had enough beds/bedrooms that we were all comfortable. The pellet stove was easy to use and kept us cozy. The hot tub was so clean and very enjoyable. The kitchen was well stocked. The host was responsive and every detail of the house was so well thought out. There’s not a single thing to complain about. I would 100% go back!"
United States
Kate T.
Roebling House • 1850s Cabin • Hot Tub • Fire Pit
A room with a wooden ceiling, a sofa, a chair, and a lamp.

15. Two Cabins for 16 Near Big Bear Ski | Fire Pits

Two Cabins for 16 Near Big Bear Ski | Fire Pits
Eldred
Two Cabins for 16 Near Big Bear Ski | Fire Pits
A lakeside scene with a sandy beach, calm water, and a dock.

16. Catskills Lakefront Hideaway w/ Hot Tub, Sunset Deck & Bar

Catskills Lakefront Hideaway w/ Hot Tub, Sunset Deck & Bar
Highland Lake
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful area with amazing views. Loved it!"
United States
Gul R.
Catskills Lakefront Hideaway w/ Hot Tub, Sunset Deck & Bar
A lakeside view with a dock, a boat, and a sandy area with flags.

17. SwimSpa | Sport Courts | Lake | Fishing | Firepit

SwimSpa | Sport Courts | Lake | Fishing | Firepit
Highland Lake
9.6 out of 10, Exceptional, (8 reviews)
"Enjoyed our stay very much! Would highly recommend for someone seeking a nice quite get-away. Very nice Swim-spa for relaxation, many board games. We look forward to returning!"
United States
Dave M.
SwimSpa | Sport Courts | Lake | Fishing | Firepit

18. Lake House Heated Pool Hot Tub Kayaks FirePit Screened Patio Foosball Fireplace

Lake House Heated Pool Hot Tub Kayaks FirePit Screened Patio Foosball Fireplace
Eldred
10.0 out of 10, Exceptional, (1 review)
"Such a beautiful spot on the lake! Our family enjoyed the pool, hot tub, and kayaks. House was clean and comfortable. We would love to go back!"
United States
Carrie K.
Lake House Heated Pool Hot Tub Kayaks FirePit Screened Patio Foosball Fireplace
An indoor water park with a large water slide, inflatable tubes, and tropical plants.

19. Lakefront | Sport Courts | HotTub | GameRoom

Lakefront | Sport Courts | HotTub | GameRoom
Highland Lake
10.0 out of 10, Exceptional, (33 reviews)
"This property is absolutely beautiful. The check in process was easy and the host was super helpful and sweet! Highly recommend this place."
United States
Christina V.
Lakefront | Sport Courts | HotTub | GameRoom
A living room with a round wooden coffee table, two books, a grey sofa, a black cabinet, and a dining area in the background.

20. Spacious Cabin | Fire Pit | Big Bear Ski & Hiking

Spacious Cabin | Fire Pit | Big Bear Ski & Hiking
Eldred
Spacious Cabin | Fire Pit | Big Bear Ski & Hiking
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

Best Western Monticello

10/10 Excellent
"Enjoyed the balcony room in front. The rooms have been remodeled. The outside and roof needs work. Overall was a pleasant stay."
Phil 4-night trip
Posted 2 hours ago
Best Western Monticello

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