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Bedrooms 2
Property type cottage
Minimum Stay 2 - 4 nights

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Minimum Stay
2 - 4 nights


Photos and Description of this 2 bedroom holiday cottage in Woodstock - DIVINE CARRIAGE HOUSE IN TOWN

2 Queen Beds, 2 Full Baths, 2 TV's, WiFi, Private fenced in Garden,BBQ! Sleeps 5

Handcrafted Carriage House with soaring original wood beamed ceilings, Antique PINE floors, new kitchen, 2 Full baths, 2 Large flat screen TV's, Wifi, A/C, dishwasher, W/D, I-Pod Deck, Gas BBQ, Two Romantic Queen Beds, cozy Euro Lounger, and SECRET Private, Flower-filled garden, invisible from the street with deck & BBQ. Parking.

2 Stories -- Upstairs is loft like kitchen, Dining Area, Queen Bed Alcove, Full Bath

Downstairs is Living Room w/Full Sized Futon, Queen Bedroom and Full Bath

ASK US TO arrange or suggest many wonderful activities for you! Bike Tours, Guided Hikes, Golf Packages, Spa Massages, Horseback Riding, Theater and Music Event Tickets, Tubing, Tennis Lessons, Art Lessons and much more ---- tailored just for you!.


One block to Village Green and NYC Trailways Bus. WALK TO EVERYTHING! restaurants, galleries, shops, live music, secret Woodstock swimming holes, yoga classes, movie theater, library. Hiking trails, boating, kayaking, golf, tennis, tubing on the Esopus River., HITS, Rambles, Maverick Concerts,

Don't forget to bring your hiking boots and hike one of the numerous trails around the area or hike up Overlook Mountain, Wittenberg Mountain and Slide Mountain. Lots to see and do in Woodstock and its surrounding areas. Tibetan Monastery, Winemaking vineyard tours, Hudson Valley Cruises, Zagat rated restaurants. Visit the world-renowned largest traditional Tibetan Monastery in the US built into the mountainside - Not be missed the Kaaterskill & Bastion Waterfalls. Woodstock Film Festival - Woodstock Center for Photography - Take a bike ride along the winding creeks and back roads, or explore the colorful local farmers and flea market in the center of town - Enjoy the beautiful nearby waterfalls and walk to swimming holes right in town.

'A Fabulous, Friendly Place, so Beautiful and so Hidden you wouldn't know it was here!'

'Reserving your house has been such a very pleasurable experience, I can't wait to be there!

Family and Friends Reunion - Sleep up to 12 people: BE WITH FAMILY AND FRIENDS - SEPARATE BUT TOGETHER!! 'The Carriage House' can be combined with our two other properties on the same

location: 'The Penthouse ' (#250102) and ' The Deck House' - can sleep a total of 12 persons..

Right in the heart of town in Woodstock, you can walk out your front door and take a short stroll to galleries, shopping, great restaurants, and night life. Leave your car in the private driveway and walk just about anywhere you want to go. Privacy, charm in the best location in Woodstock!!

'The Carriage House' is oozing with charm, from the cathedral ceilings, exposed beams, and great wood floors on the sunlight filled second story, to the tiled floors and cozy feeling downstairs with the great big screen TV, with DVR. The house is comfortable, quiet, and very clean. The upstairs kitchen has all the conveniences you could ask for with a dishwasher, washer/dryer combo, microwave, full stove, etc.

There is nothing the owners forgot in this place. There are two flat screen televisions (one upstairs and one down), two comfortable queen size beds with clean and lovely bedding, a great sectional downstairs to sprawl out and watch tv or listen to tunes on the TV with built in IPOD dock…cool! Not to mention your own private yard! Fenced in and private, there are exquisite gardens, a deck area with table and chairs, and barbeque for grilling on summer nights. There is a clean and comfortable full bath upstairs with jetted tub, along with another full bath downstairs, and everything you need at your disposal. From plenty of extra towels and linens, to kitchen supplies and even an iron and ironing board…all you really need for a weekend are your clothes!

I would definitely stay here again and have already recommended it to friends. The owners are extremely nice and will be sure to take great care of you. This is way nicer than any hotel room around, and has much more to offer!

Our first trip to NY from Iowa was awesome. There can be not better location to stay in Woodstock than the Carriage House!

Everything was close to us. The house has everything and the garden area was perfect. We are already planning our return trip.

This was a great place for a weekend getaway. We felt right at home and were impressed with how clean and well maintained everything was. It is not easy to find pet friendly vacation spots and it was great that we didn't have to leave our dog, 'Trouble' at home. I think she had as much fun as we did!

We cooked an awesome BBQ dinner, swam in the frigid yet refreshing 'Big Deep' swimming hole, milled about the Flea Market and generally enjoyed all that this charming locale has to offer. Thanks for making this weekend quite memorable. 'The Carriage House' is a gem!

What a beautiful, little house. Perfect for the Film Festival. Everything was perfect. We surely recommend it!

More Details
  • Long-term Renters Welcome
  • Low Allergen Environment
  • Minimum Age Limit for Renters
  • children welcome
  • limited accessibility
  • non smoking only
  • pets considered

Property Manager
Member since: 2005
Speaks English, Spanish
Response time:
Within an hour
Response rate:
Calendar last updated:
7 December, 2016

About Judy

I live in Woodstock and NYC and love both!

In addition to owning and managing 5 vacation rentals in Woodstock and 3 in Chile, South America, I help many of my guests find their dream homes in and around Woodstock. I am a Licesned Real Estate Agent with Halter Real Estate.

Judy purchased this cottage in 2009

Why Judy chose Catskills

This is a restored, historic house with character, charm, and brand new renovations and designed with luxury and comfort in mind. No detail is left untouched; unique and captivating.

Boutique rentals made with love for every season in the heart of Woodstock, NY. offering an unparalleled level of design and comfort, complimenting nature and the artistic character of our well-known town.

What makes this cottage unique

Surrounded by mountains and streams and made internationally famous by the 1969 music festival, Woodstock is where nature meets the arts. It has been a creative haven for artists, musicians and writers for over 200 years. Just 2 hours from NYC, our welcoming and small town feel, fascinating history, film and art festivals, distinctive shops, restaurants. Yet we are in the center of Catskill Park and surrounded by lakes, rivers, mountains, streams and numerous swimming holes, hiking trails, monasteries, yoga and meditation retreats offering you the most extraordinary Escape2Woodstock!

Guestbook comments from the manager

The Post n Beam Carriage House was awesome. It was RIGHT in downtown Woodstock, walking distance from the town square, great restaurants, cool shops, and an awesome Flea Market.

Judy was wonderful, meeting us at the house with the keys, and being warm and gracious from the get go. She gave us the inside scoop on the best things to do in town, gave us a hug, and left us to explore the amazing hamlet of Woodstock.

After trips to the stream, Big Deep, with our puppy who swam in circles, and drives around the hills and walks around town, my wife and I are looking for our own little slice of Woodstock for the future.

I can't say enough about how wonderful the experience truly was.
Jun 2014
  • 1 of 48


Wonderful! 4.8/5 -
(18 traveller reviews)

average rating of 4.8333335 based on 66 reviews

Perfect location and space! Beautiful Home

  • 5 of 5

We visited the house for a college get together and the size of the home and location were perfect! We loved all the little knick knacks and the home has everything you need, very comfortable and had AC! (A must, as a heat wave was happening) Well done Judy and thank you for being so accommodating~ We will def. be back...next time I will bring my daughters for a chance to experience the wonderful community of Woodstock. Truly a gem in the Catskills, so much to do...our only wish was 1 more day to explore!! Thank you again for sharing your lovely home, all pics and description of home was 100% spot on!

  • Review Submitted: Aug 11, 2016
  • Date of Stay: Aug 2016
  • Source: Vacation Rentals, from HomeAway
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A Perfect Weekend Retreat

  • 5 of 5

We stayed with our friends at the Carriage House over the weekend and totally loved it! It is a charming two level apartment that is right in the center of Woodstock just steps away from all the great restaurants and shops of Town. Once you get there you literally never have to use your car again!

The bright, airy upstairs has soaring ceilings, large open kitchen and eating nook, a queen size bed alcove and full bath. The downstairs has the main living area with a large sectional sofa and big screen TV and another full bath. There is wi-fi and dish TV access. In addition there is a cute second bedroom so that two couples  can easily share the space and have enough privacy.

Tucked away in the back of the property the Carriage House has a beautiful fenced private garden and outdoor space with grill, seating area and lounges.

We had so much fun sipping morning coffee and croissants  outside each morning on these first days of spring!  BTW, you can walk to Bread Alone for breakfast!

We hung out in Town on Sunday to see the drumming circle where locals get together and drum and dance. It is pretty wild. A must see. We rated our stay a five star and can’t wait to return.

  • Review Submitted: Apr 23, 2015
  • Date of Stay: Apr 2015
  • Source: HomeAway
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In the middle of Woodstock

  • 5 of 5

I stayed together with my wife , daughter and two dogs in the carriage house in Woodstock.

We stayed for three weeks!

The house was super clean and well maintained, it looks just like the pictures that are posted on the website!

Although we where in Woodstock in the down season the carriage house gave us all the comfort and needs to have a great time for the days that it was cold outside.

When I posted a picture of the upstairs on Instagram , some of my relatives wrote as a comment that they had actually already stayed there as well.

Judy and her assistant Liz are easy to talk to and very friendly, you can call them whenever is needed while staying and they will make sure you have everything you need.

It is steps from "the Garden Cafe" , "the Shindig" and "Oriole 9" so we where eating great food whenever we wanted.

Also the organic supermarket "Sunflower" is very close so we cooked a lot in the fully equipped kitchen.

The only down side to the house is that it is near the Woodstock cemetery which was a little scary during the full moon (if you are sensitive to that sort of thing) but if you choose not to walk into that direction and you walk the other way then you are on the main street within 30 seconds.

All by all the carriage house was exactly right for us.

We had a great experience and I rank it 5 stars with ease!

  • Review Submitted: Apr 20, 2015
  • Date of Stay: Mar 2015
  • Source: HomeAway
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Brooklyn, New York

Great return visit

  • 5 of 5

We returned to the Carriage House for the second time and had another great stay. The house is very clean and comfortable and the in-town location can't be beat. We hope to come back again next year. Thanks, Judy!

  • Review Submitted: Oct 17, 2014
  • Date of Stay: Oct 2014
  • Source: HomeAway
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Good location, Cozy, but a bit deceptive

  • 3 of 5

We booked this property for one night only and Judy was nice enough to accommodate us last minute despite the 2 nights policy.

The house is well located, within walking distance of all the restaurants, shops, galleries, and life Woodstock has to offer. There are plenty of books to describe what to do and where to go while staying there, which was very helpful.

The place was clean, cozy and well appointed. The ceiling is a bit low downstairs but upstairs the space is bright and well lit. The garden is very private and perfect to relax with a glass of wine or enjoy a book after walking around in town. The flowers were really nice.

Now this is not a true 2 bedroom place, there is a living room, a bedroom and a bathroom downstairs, and what is called an alcove studio upstairs, with the kitchen and dining table in the same room as the bed (although the bed is in an alcove on the side). The bathroom is separate. It was not much of an issue for us as we were only 2 and we grilled some meat and ate outside, but people should be aware that privacy can be an issue.

Another thing, this place is described as luxurious, and while it’s well furnished and comfortable, I wouldn’t use the adjective luxurious to describe the place, as it is still rustic (we had a limited ants invasion in the kitchen). Cozy would be more appropriate.

  • Review Submitted: Jun 13, 2014
  • Date of Stay: Jun 2014
  • Source: HomeAway
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Brooklyn, New York

Loved this house!

  • 5 of 5

We had a wonderful long weekend at the Carriage House. It was cozy, clean and had everything we needed. Best of all, the house is steps away from town yet it's still very quiet at night. I've stayed at other properties in Woodstock and this was my favorite one yet. Can't wait to come back. Thanks, Judy!

  • Review Submitted: Oct 18, 2013
  • Date of Stay: Oct 2013
  • Source: HomeAway
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Nearest Airport
40 Miles
Stewart Airport
Nearest Barpub
0.2 Miles
Many bars in town
Nearest Golf
1 Miles
Woodstock Golf Club
Nearest Train
0.2 Miles
Trailways Bus stops in Woodstock just 1 block away
Nearest Restaurant
0.2 Miles
Yum Yum Noodles
Nearest Ski
20 Miles
Belleayre, Hunter, Windham
Nearest Beach
1 Miles
Swimming Holes
Car: not necessary

Other Activities: Tubing in the Esopus River, snow shoeing, cross country skiing, down hill and snowboarding at Belleayre, Hunter and Windham mountains - 40 min

Golf: Walking distance to the Woodstock Golf Club.

Ski: Minutes from NY State's best downhill Ski Centers -- Hunter, Belleayre, Windham, Snow tubing in Phoenicia

Snowshoeing and Cross Country skiing nearby too.

Prices & Availability

Prices for this holiday cottage in Woodstock, Catskills

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly * Event Price
19 Dec 2016 - 5 Jan 2017
4 night minimum stay
for 4 nights
My Standard Rate
2 night minimum stay
for 2 nights

Additional pricing information

Cleaning £79
Property Damage Protection £47
Pet Fee £44
Tax Rate 10.0%

Three night min on holiday weekends.

Manager's Cancellation Policy

  • 100% refund for cancellations more than 60 days before check-in date.
Enter dates for accurate pricing
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Available arrival


Accommodation and facilities for this holiday cottage in Woodstock in New York

Property Type:
  • cottage
  • Self-catering
  • Housekeeper Optional
Floor Area:
  • 1000 sq. ft.
Location Type:
  • mountain ...
  • village ...
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Fireplace ...
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Mobile Phone
  • Parking Off Street
  • Sofa Bed
  • Towels Provided
  • Wireless Internet
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven ...
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Bathroom 2 - Toilet , Bath with Shower
    Bathroom 1 - Toilet , Bath with Shower
  • 2 full Baths
  • 2 Bedrooms, Sleeps 5
  • Bedroom 1 - 1 Large Double Bed , 1 Sofa bed/Futon
    Bedroom 2 - 1 Large Double Bed
  • High Count Cotton Linens Pillow Top Mattresses
  • Books
  • DVD Player
  • DVR
  • Games
  • Games for Kids
  • Music Library
  • Radio
  • Satellite / Cable ...
  • Stereo
  • Television
  • Video Library
  • Terrace ...
  • Fully Fenced Property
  • Golf ...
  • Garden
  • Barbecue
  • Wood Decking
  • 4 garden chairs
  • Long-term Renters Welcome
  • Low Allergen Environment
  • Minimum Age Limit for Renters ...
  • children welcome
  • limited accessibility
  • non smoking only
  • pets considered
Onsite Services:
  • Concierge
  • Massage
  • autumn foliage
  • cinemas
  • festivals
  • forests
  • Health/Beauty Spa
  • library
  • live theatre
  • museums
  • playground
  • restaurants
  • waterfalls
  • winery tours
Leisure Activities:
  • antique hunting
  • bird watching
  • Boating
  • horse riding
  • scenic drives
  • Shopping
  • sight seeing
  • sledding
  • walking
  • Wildlife Viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • Cross Country Skiing
  • cycling
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf pass optional
  • hiking
  • hunting
  • jet skiing
  • Kayaking
  • mountain biking
  • mountain climbing
  • mountaineering
  • rafting
  • Rock Climbing
  • sailing
  • ski pass optional
  • ski
  • Snowboarding
  • Snowmobiling
  • swimming
  • tennis
  • water skiing
  • water tubing
A beautiful, romantic, post & beam Carriage House with private flowers-filled garden in the heart of Woodstock village and be a part of the most famous small town in the world!!

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