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Historic Hideaway Near it All in Beautiful Woodstock, New York

Bedrooms 4
Property type barn
Minimum Stay 2 - 3 nights


Minimum Stay
2 - 3 nights

About the property

3 BDRM + LOFT, 2 Baths, (Sleeps 10-14). MORE THAN 20 PPL IS AN EVENT.

Perfectly located in the scenic Hudson Valley, between the popular Woodstock and Saugerties destinations, sits this rustic yet elegant Barn-style retreat surrounded by gorgeous greenery and mountain views. Set on nearly four acres of lush private property in the Upstate New York Catskill region, here is a truly one-of-a-kind residence that provides unmatched enjoyment year-round for even the most discerning vacationer. This wonderful turn-of-the-century barn was relocated and lovingly replicated on its original site, and today is a special gem that’s been meticulously designed for the comfort and luxury you desire. READ THE REVIEWS ON OUR SITE to help you visualize your experience.

Whether your mood is to go barefoot or black tie, Barn on the Pond is the ideal place to unwind or entertain. With 3 bedrooms, loft with queen bed, Airstream camper and 2 baths, the home easily accommodates up to 14 guests. Soaring ceilings, period architecture and details, cozy fireplaces and wood beamed ceilings add to the historic character and charm; while a top-of-the-line kitchen and other contemporary amenities afford ultimate convenience for modern-day living. Enjoy a getaway experience that is most unique, highlighted by a spacious living area as your backdrop for relaxing or gathering with friends. Revel in the beauty of nature in the lovely sun room bedroom with an outdoor room above (both with fireplaces), outside on the sprawling deck above or from the abundant patio space below.

Topping the allure is the pond, wildflower meadow, fire pit and forest with a hanging bed and meditation trails on the grounds. When you decide to venture out, you have many area attractions at your disposal including five ski areas 45 mins. Swimming holes, restaurants, golfing, hiking, horseback riding and more are also right nearby. This incredible home has been spotlighted in New York Home Magazine and featured in the Saugerties Secret Gardens Tour.

Our newly renovated, heated Airstream trailer sleeps an additional four guests in beds comfortably.

Inside the barn, sleeping arrangements are as follows:

--Master Bedroom - king bed

--Open Loft with 2 Beds - queen bed + twin day bed

--First Floor Bedroom - queen bed

--First Floor Sun Room Bedroom - two twin beds

--Great Room - single fold out chair

Tour the home, walk the bridges and check out the Airstream on our virtual tour at



More Details

Property Manager
Tripp Bassett, Owner
Member since: 2011
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
January 20, 2017

About Tripp Bassett, Owner

Motivated by his love of the Catskill region’s natural beauty and his commitment to promoting sustainability as a way of life, Tripp Bassett passionately devoted three years to restoring the historic barn into an idyllic country sanctuary. An avid devotee of architecture and interior design, he used his professional eye for detail and aesthetics as well as the skills and talents of his renowned team of collaborators to bring to life his vision of Barn on the Pond. A native of Roswell, New Mexico, he spent his childhood exploring his mother’s garden, a place where his appreciation for the wonders of the outdoors was born and nurtured. Over the years, this matured and developed into an environmental awareness that led him to follow the ecological concept of Seven Generation Sustainability, which urges the current generation to live in a way that benefits the seventh generation into the future – something he was conscious of in all aspects of designing the Barn and its property. It is also through this movement and way of living that he developed his strong sense of community and collaboration.

Tripp is a highly creative and innovative graphic designer based in New York City whose eponymous firm, Tripp Bassett Design, is known in the industry for excellence in broadcast, print and package design; and strategic campaigns for branding, advertising, logo, and Web interface development. Bank of America, Bantam Books, Breyer’s Ice Cream, Continental Airlines, Pitney Bowes, Scholastic and Showtime have been among his major clients.

Tripp Bassett, Owner purchased this barn in 2007

Why Tripp Bassett, Owner chose Catskills

Weather independent amenities abound. In home private chef, concierge, massage therapist, yoga available. Nature is breathtaking, area cuisine divine. Activities of all varieties, incl 5 ski runs nearby.

What makes this barn unique

Gourmet kitchen all top of the line appliances, pond is full of wildlife, stunning nature views from every room. Minutes from Woodstock and Saugerties villages.


Exceptional! 5/5 -
(26 traveler reviews)

Historic Hideaway Near it All in Beautiful Woodstock, New York
average rating of 5.0 based on 26 reviews

Fantastic house, great for groups

  • 5 of 5

I spent a weekend at Barn on the Pond with 15 friends for my bachelorette weekend. The common space is beautiful and is perfect for large groups, and the kitchen/bathrooms/bedrooms have absolutely everything you need from cookware to extra sheets and towels. The wraparound porch on the 2nd floor is incredible, and the outdoor fire pit was perfect for our group. We had a few sleeping in the trailer which was extremely comfortable as well. We had an amazing weekend and I'd recommend the house to anyone!

  • Submitted: Nov 12, 2016
  • Stayed: Nov 2016
  • Source: VRBO, from HomeAway
Owner's Response: Elated to hear Barn on the Pond was a great fit for your bachelorette weekend, Catherine, and that you had everything that you needed! Many thanks for the review and please consider coming back after the nuptials.
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Fabulous house, fabulous property!

  • 5 of 5

We were all thrilled that the house was exactly as advertised. I feel like that rarely happens! We had such a great stay and the hosts were so helpful and responsive to any questions/concerns we had! My ONLY complaint would be that we had a lot of flies!

  • Submitted: Aug 10, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much for the kind words, Joanna. It took us a while to figure out previous guests had ripped the screen door in a hard to see place, so the flies were OBNOXIOUS. Apologies but we promise the problem has been remedied for your next stay!
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Hudson Valley, NY

Rustic, Smart, Stylish, Comfy and Amazing all in ONE Dwelling

  • 5 of 5

Barn on the Pond is one of the most unique and special dwellings I've ever experienced. No detail is spared. The house comes LOADED with everything you need like high tech gadget stuff, way to hook my phone into Apple TV, easy access internet, and that KITCHEN is to die for. The tub downstairs is amazing, and the view out to the trees, mountain and pond is priceless. I spent hours swinging in that outdoor floating air bed watching the clouds go by. Don't forget the marshmallows, the firepit is outrageously awesome and if you pre-order wood you'll be set to burn it up all weekend long. Tripp is a fabulous host, so hospitable and his staff were all so friendly and quick to answer questions. If you're heading upstate, and you can find an available weekend, stay at Barn on the Pond. Can't wait til our next visit.

  • Submitted: May 9, 2016
  • Stayed: Apr 2016
  • Source: VRBO, from HomeAway
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Production company

  • 5 of 5

Had an amazing stay! Wanted to get away with my cast and crew of our production company.

The house was GORGEOUS and the property nice and private despite close neighbors. Favorite part was the air stream trailer. So cool! Will definitely be booking here again for future after events.

Thanks for a great stay!

  • Submitted: May 2, 2016
  • Stayed: Apr 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for making us part of your production celebration. We hosted the Woodstock Film Festival closing party here a couple of years ago. Maybe we'll see your film there someday?! Look forward to your return.
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1 0
Brooklyn, New York

Amazing Hidden Gem in The Catskills

  • 5 of 5

Barn on The Pond is the perfect weekend escape, vacation destination for relaxation, and beautiful venue for a variety of events.

We were lucky enough to stay for a beautiful week in October at the peak of the leaves changing in beautiful weather. The minute we stepped into the home, we were immediately in vacation mode-- it's hard not to be with its serene property, beautiful high open ceilings and a welcoming decor. The kitchen was made for entertaining, whether that's hosting a holiday for family, pepping for an event, or simply cooking dinner for 2 or 12. The bedrooms are all warm and inviting and to sit by the fire-- either inside in the living room listening to records or outside upstairs, cozied up looking out into the mountains with a drink-- is heaven.

There's a beautiful fire pit that we sat with friends around with a beer to catch up and roast some s'mores and the airbed (basically an XL hammock) is the ideal way to lose track of time staring at the sky.

To look out of our windows or sit on the upper back porch with coffee looking out at the pond and the background of trees and mountains was perfect.

Every amenity was thoughtfully in place. Tripp and his team have thought of everything and go out of their way to make sure your trip is comfortable, enjoyable and memorable.

We were a group of 11 + a our dog and had the best time, even hosting our annual pumpkin beer tasting. There's no lesser accommodations though, even the airstream (about 100 feet from the house) was roomy, funky and fun to stay in.

This is a wonderful hidden gem and we look forward to coming back in the future.

  • Submitted: Oct 24, 2015
  • Stayed: Oct 2015
  • Source: VRBO, from HomeAway
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Idyllic paradise

  • 5 of 5

I stayed for a week at the fabulous Barn on the Pond with a bunch of friends, and loved every minute.

The Barn on the Pond is conveniently located - a short and scenic drive into Woodstock, where you can find some good stores, restaurants, weekend flea market and a river with beautiful water holes to swim in.

Tripp the owner is great: polite, funny, extremely accommodating and goes beyond the call of duty.

The place was clean, comfortable, beautifully designed, luxurious, grand, bohemian and posh.

The kitchen made me love cooking (which I usually detest)! For a couple of nights, and a morning (when it was my turn to cook) I was Gordon Ramsey (with only a fraction of the swearing).

The Barn and the grounds are huge with different nooks and crannies to hang out in - one night we roasted marshmallows on the bonfire in the garden, the next night we laid around on sofas on the upstairs balcony eating posh pizza and wine with an open fire burning in the hearth, other nights we celebrated with home cooked meals at the long dining table. We had lazy afternoons chatting peacefully, swinging slowly on the giant dream catcher swing looking up at the Dr. Seuss trees, then cooled off by dangling our feet into the cool water of the pond watching frogs, listening to the sound of birds singing and crickets buzzing. So beautiful. It was like Christopher Robin had grown up to be Gatsby and was hanging out by the pond with good friends.

It's the kind of place that nurtures life long memories. I will always recommend this wonderful place to friends and family, and I look forward to staying here next summer. Staying here is everything summer should be; It's an idyllic paradise.

  • Submitted: Sep 8, 2015
  • Stayed: Aug 2015
  • Source: VRBO, from HomeAway
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Nearest Airport
113 Miles
La Guardia
Nearest Barpub
6 Miles
Dutch Ale House
Nearest Golf
10 Miles
Lazy Swan
Nearest Train
17 Miles
Amtrak to Rhinecliff
Nearest Motorway
5 Miles
Nearest Restaurant
3 Miles
Red Onion Bar & Restaurant
Nearest Ski
40 Miles
Windham, Belleayre, Hunter Mtn
Car: necessary

BE SURE TO READ THE REVIEWS ON OUR SITE! In home private chef, massage therapist, yoga instruction, concierge available. 24 hr Pricechopper Supermarket 10 mins away. 15 mins from Saugerties HITS Horse Shows. For larger groups we can refer you to neighborhood rentals nearby.


Rates & Availability

Enter dates for accurate pricing
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Additional information about rental rates

Cleaning $300
Pet Fee $50
Refundable damage deposit $250
Tax Rate 10.0%

Credit card payments invoiced through Paypal. MORE THAN 20 PEOPLE CONSTITUTES AN EVENT.

Manager's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
Available arrival
Available stay (no arrival)


Saugerties Barn Accommodation and Amenities

Property Type:
  • barn
  • Catering available
  • Breakfast - Booking Possible
  • Lunch - Booking Possible
  • Dinner - Booking Possible
  • Housekeeper Optional
Floor Area:
  • 2500 sq. ft.
Location Type:
  • Lake View ...
  • Mountain View ...
  • Rural ...
  • Village ...
  • Water View ...
  • Waterfront ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Spa
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Fireplace ...
  • Gas Fireplace ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Parking ...
  • Parking Off Street ...
  • Parking for RV/Boat/Trailer ...
  • Telephone ...
  • Towels Provided
  • Washing Machine
  • Wireless Internet ...
  • Wood Fireplace ...
  • Catering Available ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 12 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • Both bathrooms are a work of art with inlaid tile wall murals in each. Beautiful claw foot bathtub in downstairs bath for soaking in luxury. Rain shower heads in both.
  • 4 Bedrooms, Sleeps 20
  • Master - 1 king
    Open Loft - 1 queen , 1 twin/ single
    Downstairs Kitchen Bedroom - 1 queen
    Sun Room - 2 twin/ single
  • --Master Bedroom - king bed --Open Loft with 2 Beds - queen bed + twin day bed --First Floor Bedroom - queen bed --First Floor Sun Room Bedroom - two twin beds --Great Room - single fold out chair Sleeping sized couches in loft and great room.
  • Books ...
  • CD Player
  • DVD Player ...
  • Games ...
  • Music Library ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Video Library ...
  • Balcony ...
  • Boat ...
  • Deck / Patio ...
  • Golf ...
  • Kayak / Canoe ...
  • Lanai / Gazebo ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Ski & Snowboard ...
  • Tennis ...
  • Events Allowed
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • pets considered ...
  • smoking allowed ...
  • wheelchair inaccessible
Onsite Services:
  • Concierge
  • Massage
  • Private Chef
  • Staff
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • live theater
  • marina
  • museums
  • restaurants
  • synagogues
  • winery tours
  • zoo
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • horseback riding
  • horseshoes
  • outlet shopping
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • sledding
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • hospital
  • laundromat
  • massage therapist
Sports & Adventure Activities:
  • cross country skiing
  • cycling
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • hiking
  • hot air ballooning
  • hunting
  • ice skating
  • kayaking
  • mountain biking
  • mountain climbing
  • mountaineering
  • rock climbing
  • sailing
  • ski lift privileges
  • ski privileges optional
  • skiing
  • snowboarding
  • snowmobiling
  • swimming
  • tennis
  • water tubing
Pricechopper supermarket 10 mins • Saugerties HITS horse shows 10 mins • private chef • licensed masseuse • yoga instruction • concierge services for √ Fire Pit Wood + Build √ Groceries √ Light Cleaning √ Laundry

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