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Every day we uncover new, creative spaces — from neighborhood galleries to hidden rooftops, and beyond.
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Popular castles
Malkita Homes
Serving the Highland Lake, NY area5.0 (1)
20 guests
Malkita Homes. Located at the base of Schunemunk Mountain State Park. The property features manicured landscapes, panoramic views from the living room, and a charming creek towards the back. A large outdoor area with cozy seating around the fireplace, and a long dining table for big groups. Outdoor
...
$1,300 total
before taxes
4 hr min
Dreamy Upstate A-Frame
5.7 miles from Highland Lake, NY5.0 (1)
20 guests
This dreamy upstate brand new a frame is perfect for photo shoots, small company offsites and retreats and to come work from home. With a gorgeous open living and kitchen space it is the perfect blank canvas for your event / meeting. Plenty of seating options
...
From
$200
/hr
8 hr min
Vibey Stone House With Huge Yard for Filming or Events
6.1 miles from Highland Lake, NY20 guests
This modern stone house has high ceilings with excellent light from it's unique, triangle windows. It totals 4500 square feet with the walkout basement. There is also an old abandoned horse stable on the property, which totals 5 acres. We have a stone
...
From
$100
/hr
6 hr min
The White House in the Mountains.
Serving the Highland Lake, NY area300 guests
Amazing space in the mountains.
Perfect location for filming or any occasion.
Beautiful place to visit.
The nature is incredible.
It is pleasant at any time of the year.
Bicycles, skates, play volleyball, basketball.
Big backyard for family parties and friends.
For kids and pets.
...
$657 total
before taxes
6 hr min
Chateau Castle one hour from New York City!
Serving the Highland Lake, NY area5.0 (9)
30 guests
Welcome to our magical pocket dimension!
Our hilltop Chateau Castle sits atop a ridge at the end of a long winding private drive which blends majestically into the peaceful, private setting complimented by stunning views of the lower Hudson Valley mountains.
Once you pass through the
...
$1,095 total
before taxes
4 hr min
Barn Conversion Estate & Farmhouse on 3 Acres
Serving the Highland Lake, NY area5.0 (1)
35 guests
This barn conversion estate houses two different spaces under one continuous 4,000 square foot roof a cathedral style “barn” with thick beams, a 30 foot ceiling, vintage kitchen and three bedrooms, and as well a “farmhouse” with low, cozy ceilings on the first floor,
...
$1,200 total
before taxes
4 hr min
Beautiful A Fram Cabin in NY
Serving the Highland Lake, NY area5.0 (5)
20 guests
Our A Frame cabin is a fully operating 5 star short term rental located in the heart of the Hudson Valley. The cabin is small in size but makes up for it in its unique charm and beauty. It's here where you can use the space
...
$255 total
before taxes
2 hr min
Rustic cabin in the woods
Serving the Highland Lake, NY area5.0 (1)
50 guests
My space is a nice rustic but amenity filled cabin in the western catskills. There are 3 bedrooms and one bathroom. The main bedroom is an upstairs loft. There is also a basement and detached garage. Plenty of nature on site too with a nice little
...
From
$50
/hr
6 hr min
Country House with a Modern Edge
Serving the Highland Lake, NY area5.0 (4)
25 guests
Two hours north of Manhattan, situated within the most beautiful rolling hills of the Mid Hudson Valley, the entire 1,500 sq ft house and 2.5 acres property is accessible and available for filming and photo shoots. The surrounding area is quiet and private and there are
...
$1,250 total
before taxes
5 hr min
Perfect 1720's Stonehouse
Serving the Highland Lake, NY area25 guests
Exquisite, picturesque 1720s Stonehouse well kept up, but still rustic and true to its roots. The buildings and surrounding areas would be available for photo shoots, video or film sessions. The space includes the stone house itself, with two large stone terraces,
...
From
$750
/hr
3 hr min
Historic Stone Boathouse on Tuxedo Lake
Serving the Highland Lake, NY area5.0 (1)
16 guests
This rare two story stone boathouse sits directly on the water in the private enclave of Tuxedo Park, just 40 miles from NYC. Built in the late 1800's and beautifully restored, it blends Adirondack, Arts & Crafts, and Hudson Valley lakehouse architecture w modern comfort.
The lower
...
$986 total
before taxes
4 hr min
Secluded Country House for Film and Photo
Serving the Highland Lake, NY area14 guests
We have a large open floor plan in the main area which has all been newly remodeled. 4 bedroom, 2 bathrooms. 2 acre property surrounded by trees. Includes a fireplace, finished basement and attic space, high design walls and detailing in just over 5000ft. Plenty of
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$964 total
before taxes
4 hr min
Catskills Mountains Farmhouse
Serving the Highland Lake, NY area12 guests
Located in the beautiful Catskill Mountains, this was the original Marks Farmhouse that now sits on Marks Road above adorable Margaretville, NY. Originally a dairy farm from the turn of the century, this farmhouse has amazing views and vistas, pristine forest land, and expansive grass fields.
...
From
$125
/hr
5 hr min
Similar searches in Highland Lake, NY
Updated July 29, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.