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Popular penthouses
Golden Crown Cabin
5.9 miles from Windham, NY30 guests
Golden Crown Cabin. This is a 6 bedroom, 8 bed, and 2 bathroom multi family cabin that sits on 5 acres in the heart of East Jewett, NY. It is surrounded by tall trees providing a secluded and private experience. Although it feels secluded it is just 8 minutes
...
$1,095 total
before taxes
4 hr min
HollyKissHudsonValley
Serving the Windham, NY area24 guests
HollyKissHudsonValley. Fully Renovated Historic Resort Lodge between Hudson River and the Catskills, two hours north of NYC. Formerly Hotchkiss House Resort and Hotel, built in 1900, and situated on 9.6 acres. This is not your grandmother's farmhouse. Renovated newer foundation and steel beams through the length, many
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$1,200 total
before taxes
8 hr min
Villa Sposa
Serving the Windham, NY area5.0 (1)
50 guests
Villa Sposa. The Space
This extravagant rental home offers luxurious decor and furnishings from across the globe to help you experience an opulent haven like no other. Complete with 2 bedrooms and 2.5 bathrooms, it features luxuries including a master suite fit for royalty with ensuite jacuzzi, gorgeous wooded
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From
$450
/hr
4 hr min
Ashridge Estate
Serving the Windham, NY area250 guests
Ashridge Estate. Ashridge Estate is a private 1,100 acre historic estate in the western Catskills (South Kortright / Stamford, NY) — a complete, single owner campus for productions, photo shoots, retreats, and private events. One party at a time, full privacy, gated access, no modern sightlines.
At its center
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From
$500
/hr
3 hr min
Tranquility Backyard | Gazebo & Garden
Serving the Windham, NY area50 guests
Tranquility Backyard | Gazebo & Garden. This backyard space is perfect for graduation parties, birthday parties, family reunions, retirement parties, small weddings, prom photos baby showers, business meeting, or small conference.
Venue includes a spacious grassy area, concrete patio, picturesque gardens, and stairs leading to a gazebo with additional shaded
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From
$85
/hr
2 hr min
Elite Venue
Serving the Windham, NY area60 guests
Elite Venue. Available 7 days a week: Mon Fri 10am 12 am midnight
Social Gatherings, Birthday Parties, Weddings, Receptions, Milestones, Pop Up Shops, Dinner parties and more.
Open Floor concept to transform into the space of your dreams!
Tables, Chairs, Wi Fi, Bar Area, 2 mounted TVs, 2 private
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From
$150
/hr
4 hr min
Panoramic Mountain Views with Private Pond on 10 Acres
7.8 miles from Windham, NY29 guests
The chalet was custom built on the back corner of a 10 acre lot, overlooking a private pond and 10 acres of grass and trees and the Catskill mountains. All of the windows are perfectly oriented so there are breathtaking mountain views from every bedroom, only
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From
$300
/hr
4 hr min
Mountain Lodge
9.7 miles from Windham, NY98 guests
Situated just outside the charming town of Tannersville, New York, The Lodge is a magnificent mountain retreat. This recently renovated property sprawls 6,500 square feet, boasting 13 bedrooms, 8 full and 1 half bathrooms. Complete with gorgeous wood accents throughout, the warm interiors create a cozy
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$8,498 total
before taxes
3 hr min
Silas House Barn
9.7 miles from Windham, NY85 guests
Welcome to Silas House Barn, a historic dairy barn dating back to 1840. The barn is situated on 2.5 acres and tucked in the valley of the Catskill mountains. There are two levels to the venue, the lower barn and the upper barn, both
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$3,600 total
before taxes
12 hr min
Private Cabin Retreat l Hot Tub + Mountain View’s
Serving the Windham, NY area10 guests
As you drive up to the property, you’ll pull up to rolling hills framed by majestic mountains, greeted by the crisp mountain air and the allure of our charming cabin. Enjoy roaming our 8 private acres, picturesque sunrise/sunset views, and mesmerizing star gazing as day turns
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From
$300
/hr
4 hr min
Hip Arty Upstate Farmhouse
Serving the Windham, 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
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$876 total
before taxes
8 hr min
Mid Century Home with Wood Paneling
Serving the Windham, NY area20 guests
Perfect for shooting. Have hosted fashion campaigns and catalogues, as well as editorials. The home has two rooms with wood paneling, and the furniture is photogenic with a mix of new and vintage mid century. The home is on 3 acres which provides many opportunities for
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$1,129 total
before taxes
4 hr min
Alpine Four Season Lodge
Serving the Windham, NY area50 guests
Alpine Four Season Lodge. Host unforgettable experiences at this year round mountain retreat in Highmount! From the expansive deck with sweeping GreenHill and mountain views to the cozy GrillHaus, this property is perfect for micro weddings (up to 50 guests), intimate dinners, creative workshops, or photoshoots.
Make it a complete event
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$997 total
before taxes
4 hr min
Most Stylish Country Retreat- curated for shoots, chic, double height ceiling, 3 br 3 bath
Serving the Windham, NY area20 guests
Approximately 2 hrs. from the city awaits the most beautiful retreat designed by a well known architect. This is a brand new home, no attention to detail has been spared. The house is situated on 5 Acres of private land and encompasses 3200 sf of interior
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$1,393 total
before taxes
7 hr min
Rural retreat with stunning Mountain View
Serving the Windham, 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
Charming Storefront
Serving the Windham, NY area100 guests
This is a charming Hudson storefront on Warren Street with plenty of natural light and cozy ambiance. It has oak hardwood floors and gallery track lighting with halogen bulbs. It has two large front windows and several windows in the front and back space, so it
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$263 total
before taxes
1 hr min
Catskill Mountain Manor
Serving the Windham, NY area125 guests
The Manor is a historic building with so much character and old charm, perfect for filming, photoshoots, and any opportunities to use the beauty of our beloved building in the Catskills. We have multiple large spaces that can be used as blank canvases to transform into
...
From
$550
/hr
8 hr min
Equestrian Estate Indoor Pool, Theater, Stables
Serving the Windham, NY area30 guests
Peerspace Listing: Host Your Unforgettable Event at Red Fox Stables
Welcome to Red Fox Stables, a breathtaking 106 acre property designed to host extraordinary events and unforgettable getaways. Nestled in a serene countryside setting, our venue combines rustic charm with luxurious amenities, creating a versatile and picturesque
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From
$350
/hr
4 hr min
Barn 46 Hudson Valley
Serving the Windham, NY area5.0 (1)
20 guests
Barn 46 Hudson Valley. A one of a kind 1800s barn in the Hudson Valley—an authentic time capsule that hasn't been Instagram ified.
This is the real deal. We've preserved the soul of this place, not polished it away. Original mortise & tenon construction, soaring hayloft ceilings, and that perfect play
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From
$120
/hr
1 hr min
Senate Garage
Serving the Windham, 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
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$3,400 total
before taxes
4 hr min
Uptown Event & Meeting Space with Gorgeous Ceilings & Windows
Serving the Windham, 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
Uptown Kingston Fair Street Mansion
Serving the Windham, 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
Architectual Cabin in the Woods w/ Floating Bedroom
Serving the Windham, NY area4.9 (7)
14 guests
Featured on Cabin Porn Aug. 2022
Quintessential cabin in the woods on a private lake (35 acres) in the middle of 12 acres of forest. Architectural light filled cabin featuring privacy, land, and a floating cabin on lake. Cabin is two hours from NYC in Dutchess
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$2,350 total
before taxes
6 hr min
Contemporary and Modern Minimalist style Home
Serving the Windham, NY area50 guests
Beautiful and elegant design styled space with a kitchen, room, laundry and full bathroom all on the first floor for easy access.
Minimalist aesthetic, emphasizing clean lines, open concept layouts, and an abundance of natural light. It features a neutral color palette, functional, and a blend of
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From
$100
/hr
1 hr min
Large Wide Open Schenectady Space
Serving the Windham, NY area4.3 (4)
85 guests
Chairs and tables are included in the space rental.
The space features white walls a black brick wall.
The ceiling is 20 feet high.
Natural sunlight comes through during the day.
There is a lobby area with 2 bathrooms.
Space is located on the third floor. There is no elevator
...
From
$100
/hr
2 hr min
Round House Farms
Serving the Windham, NY area60 guests
Round House Farms. A one of a kind private compound in the Hudson Valley featuring two distinctive homes, an architectural dome home originally designed by French architects, and a spacious four story house, set on 31 acres of private woodland 90 minutes from NYC.
The Dome Home is the centerpiece.
...
$1,425 total
before taxes
4 hr min
A-Frame Mid-Century Home
Serving the Windham, 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
One of a kind Victorian Mansion hidden in the woods.
Serving the Windham, NY area5.0 (3)
40 guests
An awe inspiring Italianate Victorian Mansion. Antiques galore, 14 foot ceilings, Country kitchen, formal dining room, gorgeous living room. four guest bedrooms on the second floor. Great for photoshoots, writing retreats, small performances, lectures, fundraising, a quiet weekend upstate, and small weddings. You tell me...
...
From
$175
/hr
4 hr min
Beautifully Designed Chalet Getaway: 5 Min from Main St.
Serving the Windham, NY area5.0 (4)
15 guests
Nestled for privacy, this beautifully designed getaway offers the perfect blend of comfort and privacy. With convenient access to main attractions, our chalet is an ideal escape. We're 3 min away from the Brooklyn Cider House and a quick drive to local farms, hiking trails, vineyards
...
$964 total
before taxes
4 hr min
Kickback Studios (KBK)
Serving the Windham, NY area5.0 (4)
50 guests
Kickback Studios (KBK). Kickback Studios is a flexible, DIY, community rooted creative space located in downtown Troy, NY. Designed to support artists, entrepreneurs, and mission driven professionals, the studio offers an inviting environment for photo and video shoots, events, workshops, and content creation.
Space Highlights:
300–700 sq ft studio layouts
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From
$100
/hr
3 hr min
Modern Scandinavian Mountain House Surrounded by Trees
Serving the Windham, 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
Safe Suburban Home w/ Large Outdoor Area for Events
Serving the Windham, NY area20 guests
Book our home conveniently located in Hamden. We’d love to host you for your next creative project. Please inquire via Peerspace messaging if you have any questions or are interested.
Features:
• 2300 sq. ft
• WiFi
• Existing Furniture
• Lounge Space
• Kitchen
• Natural Light
• Restrooms
• Parking
•Large Outdoor Area
Available
...
From
$125
/hr
3 hr min
Rosebud Luxury Mountain House
Serving the Windham, NY area15 guests
Zen on the Ridge: A Japandi Mountain Retreat
Perched overlooking the iconic Gunks, this 4 bedroom, 4.5 bathroom architectural masterpiece seamlessly fuses Japanese minimalism with Scandinavian warmth. Designed to honor its rugged surroundings, the home offers an unparalleled blend of organic luxury and meditative tranquility.
Key Features
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$597 total
before taxes
1 hr min
Midcentury home in Hudson Valley
Serving the Windham, 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
Quaintrelle Barn at Stem and Stone Farm
Serving the Windham, NY area5.0 (1)
30 guests
Quaintrelle Barn at Stem and Stone Farm. Ideal for small weddings, bridal showers, family reunions, or other outdoor parties, as well as photography and video production. Private setting that is 30 minutes from Albany & Saratoga Springs. Quaintrelle Barn is a recently renovated circa 1877 Barn in Burnt Hills on 72 acres.
...
From
$150
/hr
3 hr min
Roomy, Multi-purpose Space
Serving the Windham, 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
Similar searches in Windham, NY
Updated August 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.