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Popular penthouses
Company House
9.3 miles from Cuddebackville, NY100 guests
Company House. A historic 1912 Victorian estate set on 5.5 bucolic acres. The home has 7 bedrooms and 4.5 bathrooms spread out over 4 floors of living space.
The entire home is surround on 3 sides by a sprawling covered porch and a modern deck and 6 burner
...
$6,750 total
before taxes
12 hr min
Bethel Woods Retreat
Serving the Cuddebackville, NY area100 guests
Bethel Woods Retreat. Cozy, Pet Friendly Cabin w/KING BED, Barn, Arcade, & Hot Tub
3 bed, 2 bath house with 2 Queen sized pull out couches
3 level barn with arcade, pool and ping pong table, full bath, and loft area with 2 full sized
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From
$750
/hr
4 hr min
Malkita Homes
Serving the Cuddebackville, NY area5.0 (1)
100 guests
Malkita Homes. Situated at the base of Schunemunk Mountain State Park, this property offers a distinctive and versatile setting ideal for creative projects, events, and gatherings. The space features beautifully manicured landscapes, panoramic views from the living room, and a charming creek at the back. The expansive outdoor
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$2,300 total
before taxes
4 hr min
The Darkroom Private Lounge
Serving the Cuddebackville, NY area5.0 (5)
48 guests
The Darkroom Private Lounge. Cornwall’s original firehouse built in 1905, is now operating as a private lounge. Original exposed brick, hardwood floors, and high ceilings make the well appointed studio appear very spacious with a classy vibe. The space is perfect for micro weddings, Sweet 16, anniversary, birthday, bachelorette, engagement,
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$1,500 total
before taxes
6 hr min
Beekman Arts Club
Serving the Cuddebackville, NY area5.0 (1)
50 guests
Beekman Arts Club. The barn was built around 1835, the same time as the adjoining mansion. The structures is very rustic with hand cut beams as long as 30' sitting across the space. The ceiling is 3 stories high in the main room and there are other wings, nooks
...
$1,800 total
before taxes
4 hr min
Historic mansion with 12 acres
Serving the Cuddebackville, NY area25 guests
Historic mansion with 12 acres. Beautiful Federal/Greek revival mansion built in 1835 and recently finished major renovation. The house is rebuilt with new central heating /air conditioning, bathrooms, electricity, plumbing, etc. The property is surrounded by 12 acres of land with mature trees and well maintained lawn with several flower gardens.
...
$1,095 total
before taxes
4 hr min
Sparrow Cottage
8.7 miles from Cuddebackville, NY30 guests
Sparrow Cottage. Peaceful house in the Southern Catskills, 2 hours from NYC/NJ and surrounding area. Backyard is perfect for baby showers, birthdays and other small celebrations. The deck can be used as a BBQ area and table set up as well. Cottage is surrounded by trees making it
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$339 total
before taxes
3 hr min
Highland Lake Estate
Serving the Cuddebackville, NY area250 guests
Lake + Garden Cottage (2 homes) on 22 Acres with Hot Tub Save now when you book months in advance, additional savings on stays 3 days and longer Ask about any current special promotions we may be running, and additional accommodation options
...
From
$399
/hr
2 hr min
Dreamy Upstate A-Frame
Serving the Cuddebackville, NY area5.0 (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
$100
/hr
8 hr min
Vibey Stone House With Huge Yard for Filming or Events
Serving the Cuddebackville, NY area32 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
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From
$100
/hr
5 hr min
Modern venue rental with one of the best views in the Hudson Valley
Serving the Cuddebackville, NY area75 guests
Looking for a great venue for your celebration? Or perhaps book your class, workshop or retreats, etc.
•Private use of Venue
• 2 rooms
• Chic Bathroom
• 1,700sq/ft.
• Parking designated space
• Utilities included
• Use of outside yard
• Wifi included
• Modern Space
• Catering options
...
$740 total
before taxes
4 hr min
Enchanting River - Water Front A-Frame Cabin
Serving the Cuddebackville, NY area5.0 (1)
30 guests
Enchanting River is a magical 2BR 1Bath A Frame home secluded on 4 acres of serine forest nestled beside beaver brook running right below the house. This dreamy get away is just 2 hours from NYC & 2.5 hours from Philly.
This property brings the combination
...
From
$125
/hr
4 hr min
Hudson Valley Wine Cellar
Serving the Cuddebackville, NY area30 guests
The entire area is designed for a great time either with a group of up to 30 or just a couple. There is a 1500 bottle wine cellar with tasting table that seats 10, bar and lounge area with pool, darts, TV 3 different, smaller
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$1,200 total
before taxes
3 hr min
Midcentury home in Hudson Valley
Serving the Cuddebackville, NY area50 guests
Hi I've curated an inspirational space for artists, creatives and those who want to enjoy the beauty of Hudson Valley. This space is good for photo shoots, production, gallery, offsites, dinners, events.
This is a passion project that I hope you find aesthetically pleasing.
...
$1,500 total
before taxes
3 hr min
Modern Scandinavian Mountain House Surrounded by Trees
Serving the Cuddebackville, NY area5.0 (3)
100 guests
Newly built, beautifully designed house with modern Scandinavian aesthetic, high cathedral ceilings, and large windows with seasonal mountain views and year round horse stable views.
Located in the heart of the Hudson Valley just 5 minutes from Mohonk Mountain and close to town of New Paltz,
...
$931 total
before taxes
3 hr min
Hudson Valley Mansion with Hudson River Views in Historic City of Newburgh.
Serving the Cuddebackville, NY area30 guests
A quick and beautiful 60 minute drive up the Hudson River from NYC. Step back into history in this well preserved architecturally stunning Fredrick Clarke Wither's Victorian Mansion. (Google him if you don't know) Built in 1866 in Newburgh, NY, it features East facing Hudson
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$1,041 total
before taxes
4 hr min
Hudson Valley Escape With Stunning View and Hot Tub
Serving the Cuddebackville, NY area5.0 (1)
15 guests
Welcome to our Hudson Valley Escape With a Stunning View and Hot Tub! 1.7 acre hilltop getaway in the Balmville hamlet, sweeping Hudson River views, 1.5 miles to Liberty Street and Newburgh Waterfront dining, bars, shopping, 12 min to Beacon for Metro North and all the
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$1,400 total
before taxes
4 hr min
Modern Design Loft in Beacon + Hudson River Valley
Serving the Cuddebackville, NY area5.0 (2)
8 guests
Located in the heart of town of Beacon this 1860s brick factory space converted to a modern loft is within the walking distance to everything Beacon has to offer: restaurants and shops of Main Street, walking and hiking trails, farms, breweries, famous Fishkill Creek waterfall and
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$6,300 total
before taxes
12 hr min
Expansive and flexible renovated space with gorgeous floors, 14 ft. ceilings, natural light
Serving the Cuddebackville, NY area5.0 (1)
60 guests
The 1,000 sq ft, ground floor, front studio is perfect for any type of celebration birthdays, engagements, baby showers, bar and bar mitzvahs, dance parties, karaoke, rehearsals, and corporate meetings. The ceilings are 14 ft with natural wood beams, floor to ceiling glass windows
...
$243 total
before taxes
2 hr min
A Beautifully Renovated, Flexible Space for Celebrations, Photo Shoots, Rehearsals
Serving the Cuddebackville, NY area5.0 (2)
50 guests
The 1,000 sg foot, ground floor front studio, with 14 ft ceiling, features beautiful natural light, vinyl hardwood floors and wooden beams. It includes, a kitchenette, tables and chairs as needed, as well as SONOS surround speaker system. The cubby room includes storage, a bathroom,
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$348 total
before taxes
3 hr min
Large Photo/Video Studio with Wood Floors Tall Ceilings and Large Windows
Serving the Cuddebackville, NY area25 guests
Welcome to our studio! This location is perfect for small production teams looking to meet in an intimate creative space. The studio has high ceilings, natural wood floors, and large windows.
The rental includes access to our open shooting space and restroom, however we have a variety
...
$575 total
before taxes
3 hr min
Event Venue in Peekskill
Serving the Cuddebackville, NY area5.0 (1)
60 guests
One large room space with men and women’s bathroom. We have 13 tables, 60 chairs, and a small stage. The space is available to rent for the following (but isn’t limited to): Birthday Parties, Bridal Showers, Social Networking Events, Personal & Band rehearsal sessions, Recording Sessions
...
$931 total
before taxes
4 hr min
Beautiful Mid-Century Oasis in Hudson Valley
Serving the Cuddebackville, NY area5.0 (1)
25 guests
This stunning mid century modern retreat is located on 7 acres of private land, close to NYC and other upstate hamlets. With a hot tub, fireplace, and floor to ceiling windows in each room, it offers 360 views of the surrounding forest. Perfect for nature and
...
$2,125 total
before taxes
4 hr min
Amazing Country home in the Hudson Valley on top of a mountain.
Serving the Cuddebackville, NY area12 guests
Large ground areas. Ultra large swimming pool with table and umbrella and six chairs plus four chaise loungers. Great hiking areas. Five bedrooms. Three Full size bathrooms. Massive kitchen area with large marble island. Sub Zero Refrigerator. Large Induction stove. Large outdoor patio with table and
...
$1,095 total
before taxes
4 hr min
Roomy, Multi-purpose Space
Serving the Cuddebackville, NY area40 guests
It is a wide open space of over 450 square feet. It has great lighting and a hand painted accent wall with mountains if you need a cool background. There are plenty of outlets in the space. It also has its own entrance/exit separate from the
...
$173 total
before taxes
2 hr min
Uptown Kingston Fair Street Mansion
Serving the Cuddebackville, NY area30 guests
Located on doctors row in historic Uptown Kingston, this nearly 5000 square foot Italianate mansion is available for a wide variety of uses. Available for photo and video shoots as well as special events. An elegant and grand home with five bedrooms, and four baths. The
...
$876 total
before taxes
4 hr min
Uptown Event & Meeting Space with Gorgeous Ceilings & Windows
Serving the Cuddebackville, NY area5.0 (1)
50 guests
Event & meeting space in a private clubhouse setting with gorgeous vaulted ceilings, many windows with abundant natural light. 3 Private meeting rooms and open communal area for events, two phone booths for private calls and large bar/kitchen area designed in chic mid century modern motif.
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$1,175 total
before taxes
4 hr min
Senate Garage
Serving the Cuddebackville, NY area5.0 (2)
400 guests
Senate Garage. Senate Garage is a dramatic industrial space located in the historic district of Kingston, New York, 90 minutes from NYC. Bordering the Senate House State Historic Site, this converted space, originally built in 1921 as a parking garage, is ideal for photo shoots, filming and
...
$3,400 total
before taxes
4 hr min
A-Frame Mid-Century Home
Serving the Cuddebackville, NY area20 guests
Set at the end of a private cul de sac, this mid century (built 1967) A frame is a spacious open concept 3 bedroom, 2 bathroom home. A large great room (living room) with 23 foot high ceilings, dual fireplace, and floor to ceiling windows, flows
...
$2,550 total
before taxes
6 hr min
The Mod Cabin
Serving the Cuddebackville, NY area50 guests
Is the perfect place if you are looking for a beautifully designed Mid Century home for your next photoshoot, film shoot or event. The house is fully furnished with a great mix of vintage and modern pieces. The kitchen is a beautifully restored Mid Century gem.
...
$723 total
before taxes
5 hr min
Hip Arty Upstate Farmhouse
Serving the Cuddebackville, NY area20 guests
This unique artist owned farmhouse faces a picturesque creek. It's a beautifully updated and meticulously maintained arts and crafts farmhous near Woodstock, NY.
The property sits on 1.5 acres, boasting extensive blue stone terraced gardens and lush landscaping that create the perfect setting for outdoor shoots. It's
...
$876 total
before taxes
8 hr min
Contemporary 21st Century Residential Event Space
Serving the Cuddebackville, NY area5.0 (1)
65 guests
Colonial, Contemporary, 21st Century home located in a beautiful tree lines golf course neighborhood.
located in the sought out Hopewell Junction neighborhood, The Legends,
and set in and around the Beekman Golf Course, with its very beautiful
tree lined neighborhood. No HOA.
On the first level; Two story foyer, Office
...
$1,250 total
before taxes
4 hr min
Spacious, Sophisticated Lounge Designed for Entertaining
Serving the Cuddebackville, NY area4.7 (10)
35 guests
Our club room offers the ideal space for meetings, team events, parties and presentations. Versatile enough to host groups up to 35 people.
INCLUDED IN YOUR BOOKING:
Seating for up to 28
Tables and chairs
Kitchenette equipped with sink, microwave, and mini refrigerator
...
$348 total
before taxes
3 hr min
Forest Shangrila Estate. 6 Acres of Maintained + Wild Land. Private Lake + Streams + Bridges + Infinity Decks + Wildlife. Located in Westchester, NY - 45min from NYC
Serving the Cuddebackville, NY area5.0 (2)
115 guests
Shangrila in Chappaqua, NY. 45 min train from NYC. Property is less than a mile from train station. Beautiful Dodge Farms Colonial set on over 6 acres of lush, green property with rare specimen plantings, extensive stonework, outdoor built in grill with bar seating, covered outdoor
...
$4,346 total
before taxes
4 hr min
Rural retreat with stunning Mountain View
Serving the Cuddebackville, NY area25 guests
Nestled in the Catskills, our mountain home blends modern design with handcrafted warmth. Designed by an architect and built with custom wood details by a skilled woodworker, the space features soaring windows, natural light, and serene mountain views. Minimal yet inviting, it offers a unique backdrop
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$334 total
before taxes
4 hr min
Luxara Experiences
Serving the Cuddebackville, NY area60 guests
Luxara Experiences. Step into the elegant outdoor space of Luxara, an exclusive venue ideal for unforgettable gatherings, stylish celebrations, and summer events. Nestled in a serene private estate, this lush garden oasis features a stunning swimming pool surrounded by manicured lawns, mature trees, and beautifully designed lounging areas.
Perfect
...
$3,450 total
before taxes
5 hr min
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Updated June 4, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.