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Book Online or call HomeAway Booking Assistance 888-829-7076
Book Online or call HomeAway Booking Assistance 888-829-7076

Historic Barn Style Hideaway Near It All in Woodstock, NY

Bedrooms 3
Space 3,000 sq. ft.
Property type estate
Minimum Stay 2 - 5 nights


About the property

3bdrm 2bath + huge open loft sleeps 11 ppl in 8 beds. Airstream camper sleeps 4

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 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.

Whether your mood is to go barefoot or black tie, Barn on the Pond is the ideal place to unwind. With 3 bedrooms plus loft, sun room & 2 baths, the home easily accommodates up to 9 guests in beds. Soaring ceilings, period architecture and details, cozy fireplaces and wood beamed ceilings add to the historic character and charm. Our renovated Airstream sleeps an add'l 4 guests. READ OUR REVIEWS to help you visualize your experience.

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 solarium with an outdoor room above, outside on the sprawling deck or from the abundant patio space.

Topping the allure is the pond and fire pit. When you decide to venture out, you have many area attractions at your disposal. Restaurants, golfing, hiking, horseback riding and more are also right nearby. This incredible home has been spotlighted in New York Home Magazine, and was featured in the 2011 Saugerties Secret Garden Tour.

Our renovated and heated Airstream trailer sleeps an additional four.


PLEASE NOTE: At this time, we have stopped taking event booking weekends for 2017 and 2018.

More Details

Property Manager
Tripp Bassett
Member since: 2011
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
August 9, 2017

About Tripp Bassett

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 purchased this estate in 2007

Why Tripp Bassett chose Catskills

Behind its striking cherry red facade, lies a jewel of an Valley sits Barn on the Pond, a rustic yet uniquely interior, exuding personality and charm and meticulously elegant barn-style retreat surrounded by lush, verdant designed for comfort, convenience, recreation and pleasure. Soaring wood beamed ceilings and cozy fireplaces instantly dazzle guests as they step into what feels like their very own home. They are greeted with a symphony of wood textures and inviting decorative touches as their eyes dance across the spacious living area, perfect for a gathering with friends. They can revel in the beauty of nature in the lovely solarium with an outdoor room above, outside on the spacious deck or from the abundant patio space. With 2 bedrooms, a loft and 2 baths, Barn on the Pond comfortably accommodates up to 11 guests as a vacation rental. The historic character of the barn is balanced by a state-of-the-art kitchen and other contemporary touches that provide the best in modern- day living.

What makes this estate unique

When guests decide to venture outside Barn on the Pond, an abundance of local attractions and entertainment in Saugerties and Woodstock awaits them. With so many art, dining, recreation, sport and shopping options at their fingertips, there is something enjoyable and exciting for every taste and every interest, including antiquing, golfing, horseback riding, skiing, fly fishing, and inner tubing.


Saugerties Estate Accommodation and Amenities

Property Type:
  • estate
  • Catering available
  • Housekeeper Optional
Floor Area:
  • 3000 sq. ft.
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 14
  • Max. adults: 14
  • Min. age of primary renter: 21
  • Pets considered ...
  • Outside noise needs to be kept to a minimum, esp after 10PM as we are close proximity to our neighbors and sleep with our windows open.
Location Type:
  • Downtown ...
  • Mountain ...
  • Mountain View ...
  • Rural
  • Town ...
  • Village
  • Water View ...
  • Waterfront
  • Away From It All
  • Activities Guide
  • Alarm Clock
  • Basic Soaps
  • Ceiling Fans
  • Clothes Dryer
  • Computer Available
  • Fireplace
  • Firewood
  • Free Local Calls
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Local Activities Guide
  • Macintosh Computer
  • Mobile Phone
  • Mosquito Magnet
  • PC
  • Paper Towels
  • Parking
  • Parking Off Street
  • Safe
  • Security System
  • Shampoo
  • Sofa Bed
  • Telephone
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Water Cooler
  • Wireless Internet
  • 4 Ring Stove
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Freezer
  • Garbage Disposal
  • Gourmet Kitchen
  • Grill
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items
  • Refrigerator ...
  • Stove ...
  • Stove
  • Toaster
  • Wet Bar
  • Dining
  • Dining Area
  • seating for 10 people
  • 2 Bathrooms
  • upstairs bathroom - toilet , shower , double sink
    downstairs bathroom - toilet , combination tub/shower , Luxurious red clawfoot bathtub perfect for soaking.
  • 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.
  • 3 Bedrooms, Sleeps 14
  • master bedroom - 1 king
    downstairs bedroom - 1 queen , 2 baby crib
    Bedroom 4 - 1 queen , Queen Bed in Open Loft
    Sun Room - 2 twin/ single
  • Our newly renovated Airstream trailer sleeps an additional four in beds.
  • Books
  • Books for Adults
  • CD Player
  • DVD Player
  • Games
  • Games for Kids
  • MP3 Dock
  • Radio
  • Satellite / Cable
  • Stereo
  • Television
  • Balcony
  • Barbecue
  • Deck Furniture
  • Lawn / Garden
  • Outdoor Furniture
  • Outdoor Grill
  • Porch / Veranda
  • Porch Furniture
  • Terrace
  • Unscreened Porch / Veranda
  • Walkway to Water
  • 9 garden chairs
  • 2 beach chairs
  • Groups
  • Long-term Renters Welcome
  • Singles
  • wheelchair inaccessible
Onsite Services:
  • Housekeeper
  • Private Chef
  • autumn foliage
  • churches
  • cinemas
  • festivals
  • forests
  • library
  • live theater
  • marina
  • museums
  • pond
  • restaurants
  • waterfalls
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • horseback riding
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • sledding
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundromat
  • massage therapist
Sports & Adventure Activities:
  • cycling
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • hiking
  • hunting
  • mountain biking
  • mountain climbing
  • mountaineering
  • pier fishing
  • sailing
  • ski lift privileges
  • ski privileges optional
  • skiing
  • swimming
  • tennis
  • water tubing
  • whitewater rafting
Next door adjacent cottage can accommodate 6 additional guests in 3 queen bedrooms. For even larger groups, we collaborate with fellow neighborhood vacation renters. 2 cribs provided.


Exceptional! 5/5 -
(14 traveler reviews)

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Historic Barn Style Hideaway Near It All in Woodstock, NY
average rating of 5.0 based on 14 reviews

Nothing short of spectacular!! The home away from home you don't want to leave!!

  • 5 of 5

Tripp was beyond helpful in the planning stages of our weekend away. The "barn" is something out of a magazine! It's a hybrid between luxury and comfort. The homeowners have forgotten nothing! A tooth brush and some clothing and you are set!

The home is located only minutes away from picturesque Woodstock, but we loved the home so much we only ventured out for a few hours - excited to get back to the coziness and beauty the barn offers!

By the end of our girls weekend- we were talking about renting it again in the summer time!

  • Submitted: Feb 2, 2017
  • Stayed: Jan 2017
  • Source: HomeAway
Owner's Response: Elated to hear your girls weekend went so well and your planning paid off, Tracey. As much as we try to promote our groovy little neighborhoods, many of our guests say they never want to leave the barn once they have nested. Fingers crossed for your lovely group's return and thank you!!
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magical, thoughtfully designed, perfect

  • 5 of 5

This is a gorgeous, romantic, comfortable, space where everything you need in order to relax and/or be adventurous and playful is at your fingertips.

It is perfectly designed with so much care.

The staff of BOTP is enthusiastic, kind, responsive, and will bend over backwards to make sure you feel taken care of.

I am enchanted.

  • Submitted: Nov 22, 2015
  • Stayed: Oct 2015
  • Source: HomeAway
Owner's Response: Thank you for the kudos. It is always rewarding to host guests who have an eye for good design and who appreciate thoughtful service. We hope you visit again soon!
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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: HomeAway
Owner's Response: Thanks very much for the kudos. It appears you enjoyed every bit of the property and the amenities it has to offer. Elated you were there during such an amazing leaf peeping season this year! Please come again and bring your friends. We enjoyed hosting you.
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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.

Tripp the owner is great; he's extremely accommodating and goes beyond the call of duty. The place was clean, beautifully designed, luxurious, grand, bohemian and posh.

The Barn on the Pond is a short drive into Woodstock where you can find some good stores, restaurants, friendly people and a river with beautiful water holes to swim in.

The Barn and the grounds are huge with different nooks and crannies to hang out in - one night roasting marshmallows on the bonfire in the garden, the next night posh pizza and wine on the upstairs balcony with an open fire burning in the hearth, home cooked meals with friends round the long dining table, an afternoon chatting peacefully on the giant dream catcher swing looking up at the Dr. Seuss trees, then dangling feet into the cool water of the pond watching frogs, listening to the sound of birds singing and crickets buzzing. So beautiful.

Staying here is everything summer should be; It's an idyllic paradise.

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.

  • Submitted: Sep 8, 2015
  • Stayed: Aug 2015
  • Source: HomeAway
Owner's Response: Thanks for the elegant review and great to hear you found the swimming holes, shops, restaurants and all that Woodstock has to offer. Hope you make it an annual pilgimage!
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Fabulous Country Weekend

  • 5 of 5

We had the barn for a long weekend with friends - it has a stunning view of Overlook mountain and easy drive to hikes and waterfalls nearby. The barn had all modern amenities, a great open kitchen plus wireless music speakers that can ported to every room. The upper decks and fire pit are great places to hangout at night for stargazing and there is a fun airstream too. It was a great place to be near nature and yet have the luxuries of comfort within reach...

  • Submitted: Sep 8, 2015
  • Stayed: Aug 2015
  • Source: HomeAway
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Ideal Destination for Intimate Gatherings

  • 5 of 5

I wanted to organize a trip for 16 adults and 10 children, and was hard-pressed to find a house that accommodate such a large group, in an intimate setting. While the barn does not in fact hold that many, it was wonderful to find out that there are neighboring properties which can be rented in combination with The Barn. So we were able to rent The Barn, in addition to the house next door (beautiful in its own right), and create the intimate weekend I had imagined, with a larger group. It worked like a charm!

On top of this, I was also looking to have catered meals prepared onsite, and The Barn came through with flying colors in this category as well. Jodi Cummings is the house's resident private chef who, you can hire as an option to cook fabulous meals. Being tied to a local, high-quality livestock farm, Jodi was able to source very high-quality meats for our meals, at a very reasonable price. Her cooking was perfect for the setting: wholesome, fresh ingredients, restaurant quality, and then some. Jodi impressed me as the kind of chef who could cater to almost any taste. And with her assistant present for our dinners, cleanup was taken care of.

The barn itself was as beautiful, and more so, than the photos suggest. The owners clearly have excellent taste, and put a lot of energy into a decor that is perfect for the upstate setting. If design is important to you, The Barn will not disappoint.

Our group also took advantage of the airstream on the property, and it was surprisingly comfortable, even in the cold weather. Friends of ours stayed in the camper with their 3 year-old son, and were really happy with their experience.

Our group took full advantage of the sweeping front lawn, the fire pit, the *huge* circular hammock, and we really just had a perfect weekend.

I've rented *many* places upstate, and The Barn is now at the top of my list.


  • Submitted: Dec 15, 2014
  • Stayed: Nov 2014
  • Source: HomeAway
Owner's Response: Thanks so much for your feedback, Jonathan. Our recent partnerships with vendors and vacation renters in the area have been a recent focus in an attempt to bring groups such as yours the fullest experience possible for your gatherings at Barn not the Pond. Glad to know our efforts paid off for your weekend and we look forward to your return!
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Nearest Airport
109 Miles
Nearest Barpub
1.6 Miles
Red Onion Restaurant
Nearest Golf
10 Miles
Lazy Swan
Nearest Train
20 Miles
Rhinecliff – Kingston (Amtrak station)
Nearest Motorway
11.5 Miles
Exit 19 off I-87
Nearest Restaurant
2.8 Miles
Ric Orlando's New World Home Cooking
Nearest Ski
30 Miles
Hunter, Windham, Belleayre
Car: necessary

To help you visualize your experience, BE SURE TO READ THE REVIEWS ON OUR SITE! 24 hr Price Chopper supermarket 10 mins away. 15 mins from Saugerties HITS Horse Shows. For larger groups we can refer you to neighborhood rentals nearby.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $300
Pet Fee $50

Credit card payments invoiced through Paypal:
$800/nt, 3 nt night minimum MAY-OCT & holidays
2 nt minimum NOV-APR
10% Lodging Tax
$300 cleaning
$500refundable security deposit

Manager's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.