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Historic Hideaway Near it All in Beautiful Woodstock, New York

Bedrooms 5
Space 2,500 sq ft
Property type barn
Minimum Stay 2 - 3 nights


About the property

3 BDRM + LOFT, 2 Baths, (Sleeps 10-14). CAMPING PACKAGE ($250): Camper + Cabin

USA Today lists us as one of Homeaway's Top 12 renovated barn rentals (12/17) and Time Out NY (3/18) voted Barn on the Pond #2 best rental in the Catskills for a picturesque weekend getaway to upstate NY. "No property better exemplifies rustic luxury than this massive converted barn...looks like it’s been ripped from the pages of Architectural Digest. The outdoor space is just as beautiful and features a pond, stone fire pit, and even an Airstream trailer for overflow guests." Perfectly located in the scenic Hudson Valley, between the popular Woodstock & Saugerties destinations, sits this rustic yet elegant Barn-style retreat surrounded by gorgeous greenery and mountain views. Set on nearly 4 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.

Property Manager
Tripp Bassett, Owner
Member since: 2011
Speaks english
Response time:
Within a few hours
Response rate:
Calendar last updated:
June 10, 2018

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 3 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.

Tripp Bassett, Owner purchased this barn in 2007

Why Tripp Bassett, Owner chose Saugerties

Weather independent amenities abound. In home private chef, concierge, massage therapist, yoga available. Nature is breathtaking, area cuisine divine. Activities of all varieties, incl hiking, biking & ski runs nearby. For an additional $250 fee, we now offer our Camping Package, which includes use of our Airstream Camper and newly renovated cabin.

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 & Saugerties villages.


Accommodation and Amenities for this vacation barn rental in Saugerties, New York

Property Type:
  • barn
  • Catering available
  • Breakfast - Booking Possible
  • Lunch - Booking Possible
  • Dinner - Booking Possible
  • Housekeeper Optional
Floor Area:
  • 2500 sq ft
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 20
  • Max. adults: 20
  • Min. age of primary renter: 21
  • Children welcome
  • Parties/events allowed ...
  • Pets considered ...
  • Smoking allowed ...
  • Rental Agreement must signed within 24hrs
  • $250 Camping Package (Camper & Cabin Set Up/Clean Up)
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.
  • 5 Bedrooms, Sleeps 20
  • Master - 1 king
    Open Loft - 1 queen , 1 twin/ single
    Downstairs Kitchen Bedroom - 1 queen
    Sun Room - 1 king , ***TWO TWINS REPLACED BY A KING AS OF MARCH 2018***
    CAMPING PACKAGE ($250): Camper + Cabin - 1 double , 4 twin/ single , 1 sleep sofa /futon , CAMPER: 1 Full + 2 Singles. CABIN: 2 Twins + 1 Futon Couch.
  • --Master Bedroom - king bed --Open Loft with 2 Beds - queen bed + twin day bed --First Floor Bedroom - queen bed --First Floor Sun Room Bedroom - king bed --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 ...
  • long term renters welcome
  • 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


Exceptional! 5/5 -
(37 traveler reviews)

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Historic Hideaway Near it All in Beautiful Woodstock, New York
average rating of 5.0 based on 37 reviews

Stunning, Exceptional, my home away from home!

  • 5 of 5

I loved everything about my experience at this home! It truly is the most gorgeous property I’ve stayed in, in quite some time. Can’t wait to return! Tripp was a great host with answers to any questions I had! Book this house NOW and I promise you won’t regret it.

  • Submitted: 23-Feb-2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for the glowing review on the property and kind words about our service, Jesse. Great to hear we contributed to a wonderful vacation and looking forward to your return.
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Brooklyn, NY, United States

would stay again

  • 5 of 5

Really nice stay. Tripp was super responsive to our needs and requests and the house is just gorgeous.

  • Submitted: 6-Oct-2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for the feedback, Bryan. Enjoyed hosting your group and hope to have you back.
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Beautiful property near Woodstock

  • 5 of 5

This is a really great house with plenty of room for several couples (we had 5 couples + 3 babies for the weekend, a stretch). It was so nice to sit out on the deck on the ground floor as well as the first floor. Woodstock is only a few minutes drive away too which made for a very nice time.

Thanks to Tripp for being responsive to my questions and being a great remote-host!

  • Submitted: 24-Aug-2017
  • Stayed: August 2017
  • Source: HomeAway
Owner's Response: Thanks, David. Hanging out on the deck is the best. Nature is the star of the show here. Glad to hear your group enjoyed Woodstock. Hope to have you back.
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Magical place for a family gathering

  • 5 of 5

Wonderful place for a large family gathering. Extremely well equipped and thoughtfully arranged for groups. The setting is idyllic and very tranquil. While the living area and the grounds are large and generous, the sleeping arrangements are a bit tricky as there are only 2 fully private bedrooms, one semi private and one open sleeping area as well as an additional trailer with no bathroom. But once that is sorted it is a fantastic venue. We were a large extended family staying for a nearby wedding and it was the perfect place to relax and recover afterwards. We were blessed with the weather and enjoyed making s'mores and having a sing song around the fire on our last evening- magic!

  • Submitted: 7-Aug-2017
  • Stayed: August 2017
  • Source: HomeAway
Owner's Response: Thank you, Maeve, for making Barn on the Pond your hub of relaxation for your wedding weekend gathering. Love hearing that our setting helped your family connect and recoup during your stay. Memories are what it’s all about! Hope to host you again someday.
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Loved it!

  • 5 of 5

My family had an amazing time at the Barn on the Pond! The house was comfortable, beautiful and had everything you can imagine you might need and more. The area was gorgeous to explore and the owner is also wonderful to work with. The only thing that could have made the experience better would have been a stronger AC system. Thank you for an amazing time! We highly recommend it!

  • Submitted: 10-Jul-2017
  • Stayed: June 2017
  • Source: HomeAway
Owner's Response: Thank you for the amazing review, Michelle! We are so glad you and your family enjoyed your extended stay. We will have an A/C installed next year, so we hope to see you again soon!
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  • 5 of 5

Our stay was wonderful made such based on the uniqueness of the house and the commitment to detail. There are so many wonderful places to relax and everything has been thought of which an abundance of fundamentals such as towels, pans, etc. It was so easy and enjoyable to be at this wonderful picturesque spot and I highly recommend it.

  • Submitted: 14-Jun-2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for your kind words, Kimberly. Commitment to detail is our top priority in giving you everything you could possibly need for a most unique experience during your visit. Looking forward to the possibility of your return!
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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

Rental Rates for this vacation barn rental in Saugerties, New York

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
High Season 2018
May 1 2018 - Oct 31 2018
3 night minimum stay
My Standard Rate
2 night minimum stay

Additional information about rental rates

Cleaning Fee C$395.52
Pet Fee C$65.92
Damage Deposit C$329.6

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.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.
Contact Manager

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