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Popular penthouses
Bethel Woods Retreat
4 miles from Monticello, NY100 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
...
From
$750
/hr
4 hr min
Sparrow Cottage
Serving the Monticello, NY area30 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
...
$339 total
before taxes
3 hr min
Company House
Serving the Monticello, NY area100 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
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$6,750 total
before taxes
12 hr min
Malkita Homes
Serving the Monticello, 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 Monticello, 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
Villa Sposa
Serving the Monticello, 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
Highland Lake Estate
7.8 miles from Monticello, NY250 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
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From
$399
/hr
2 hr min
Enchanting River - Water Front A-Frame Cabin
Serving the Monticello, 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
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From
$125
/hr
4 hr min
Dreamy Upstate A-Frame
Serving the Monticello, 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
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From
$100
/hr
8 hr min
Vibey Stone House With Huge Yard for Filming or Events
Serving the Monticello, 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
Midcentury home in Hudson Valley
Serving the Monticello, 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.
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$1,500 total
before taxes
3 hr min
Hudson Valley Wine Cellar
Serving the Monticello, 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
Cozy Cabin (Pet Friendly) with Cedar Hot Tub
Serving the Monticello, NY area25 guests
Welcome to Woodfield Cabin, your idyllic retreat from the hustle and bustle of daily life. Nestled in the heart of a stunning 3 acre wooded estate, our charming 3 bedroom cabin boasts unparalleled views of the Catskill Mountains, rising to almost 3,000ft in elevation. Whether you're
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$1,095 total
before taxes
4 hr min
Modern venue rental with one of the best views in the Hudson Valley
Serving the Monticello, 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
Modern Scandinavian Mountain House Surrounded by Trees
Serving the Monticello, 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
Forge 28 Studios
Serving the Monticello, NY area150 guests
Forge 28 Studios. Forge 28 Studios is a 3,800 sq. ft. modern production space with an artist loft vibe, perfect for photo, video, podcast, and commercial projects. Located in Orange County and the Hudson Valley, our space features a 20x20 white cyc wall, wooden barn doors, and a spacious,
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$931 total
before taxes
3 hr min
Mosaic Getaways
Serving the Monticello, NY area5.0 (1)
15 guests
Mosaic Getaways. ✨ Easy Time Cottage | Cozy Retreat for Creative Offsites, Small Events & Team Sessions
Step into a space where timeless character meets modern ease. Easy Time Cottage is a soulful, design forward retreat just minutes from downtown New Paltz perfect for small team offsites,
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$528 total
before taxes
3 hr min
Beautifully Designed Chalet Getaway: 5 Min from Main St.
Serving the Monticello, 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
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$964 total
before taxes
4 hr min
Hip Arty Upstate Farmhouse
Serving the Monticello, 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
Hudson Valley Mansion with Hudson River Views in Historic City of Newburgh.
Serving the Monticello, 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 Monticello, 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
Rural retreat with stunning Mountain View
Serving the Monticello, 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
The Mod Cabin
Serving the Monticello, 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.
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$723 total
before taxes
5 hr min
Modern Design Loft in Beacon + Hudson River Valley
Serving the Monticello, 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
...
$6,300 total
before taxes
12 hr min
Summa Eruditus Studio
Serving the Monticello, NY area60 guests
Summa Eruditus Studio. Welcome to Summa Eruditus — a bright, inspiring, and flexible studio designed for wellness, creativity, and community.
Whether you're hosting a healing workshop, recording your next podcast episode, leading a movement class, or curating a lifestyle photoshoot, our space offers the peaceful atmosphere and professional features to
...
$1,068 total
before taxes
6 hr min
Uptown Event & Meeting Space with Gorgeous Ceilings & Windows
Serving the Monticello, 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 Monticello, 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 Kingston Fair Street Mansion
Serving the Monticello, 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
Expansive and flexible renovated space with gorgeous floors, 14 ft. ceilings, natural light
Serving the Monticello, 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 Monticello, 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
Safe Suburban Home w/ Large Outdoor Area for Events
Serving the Monticello, 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
Beautiful Mid-Century Oasis in Hudson Valley
Serving the Monticello, 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
Silas House Barn
Serving the Monticello, NY area85 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
...
$3,600 total
before taxes
12 hr min
A-Frame Mid-Century Home
Serving the Monticello, 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
Roomy, Multi-purpose Space
Serving the Monticello, 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
Large Photo/Video Studio with Wood Floors Tall Ceilings and Large Windows
Serving the Monticello, 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
Similar searches in Monticello, NY
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.