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Bedrooms 2
Property type house
Minimum Stay 2 - 3 nights


About the property

SLEEPS 4-5, TV, WiFi, Private fenced in Garden

A BEAUTIFUL restored two story Carriage House in the heart of downtown Woodstock, with 2 queen beds, 2 Full Baths, A/C, newly renovated and super chic, unique and made with love. Lofty upstairs with kitchen/full bath and alcove queen bed. Downstairs has living room, full bath, queen bedroom and breakfast bar w/frig, microwave, toaster, coffee pot. Two flat screen TV’s, Electric fireplace, cozy Euro Futon, and fenced flower-filled garden, invisible from the street with deck & BBQ. Parking. Dog friendly! Quick stroll to The Colony Cafe and Nightclub where our guests always have free admission to all shows!

Perfect for two couples or a family as each level has privacy.

40 Minutes to Belleayre, Hunter, Windham SKIING,

One block to Village Green and NYC Trailways Bus. WALK TO EVERYTHING!

restaurants, galleries, shops, live music, yoga classes, movie theater, library. Hiking trails, Buddhist Monastery.

More Details

Property Manager
Member since: 2005
Speaks English, Spanish
Response time:
Within a few hours
Response rate:
Calendar last updated:
22 November, 2017

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 house in 2009

Why Judy chose Woodstock

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 house 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


Accommodation and facilities for this holiday house in Woodstock in Ulster County

Property Type:
  • house
Building Type:
  • house
  • Self-catering
  • Housekeeper Optional
House Rules:
  • Check-in: 16:00 / Check-out: 11:00
  • Max. occupancy: 5
  • Minimum Age Limit for Renters ...
  • pets considered
  • children welcome ...
  • non smoking only
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 ...
  • Parking Off Street
  • Sofa Bed
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven ...
  • Pantry Items
  • Refrigerator ...
  • Hob
  • Toaster
  • Dining
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Bathroom - Toilet , Bath with Shower
    Bathroom 2 - Toilet , Shower Enclosure
  • 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 Mattress
  • Books
  • Games
  • Games for Kids
  • Satellite / Cable ...
  • Television ...
  • Toys
  • Terrace ...
  • Fully Fenced Property
  • Golf ...
  • Garden
  • Barbecue
  • Ski & Snowboard ...
  • Wood Decking
  • 4 garden chairs
  • Long-term Renters Welcome
  • Low Allergen Environment
  • limited accessibility
Onsite Services:
  • 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, Carriage House with flower-filled garden in the heart of Woodstock village and be a part of the most famous small town in the world!!


Wonderful! 4.8/5 -
(20 traveller reviews)

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average rating of 4.75 based on 68 reviews

Nice and close to town but NOISY

  • 3 of 5

It was just too noisy. The parking lot across the street and the concert that went on all night and a few other very late night establishments I got no sleep.

  • Review Submitted: 06-Oct-2017
  • Date of Stay: September 2017
  • Source: VRBO, from HomeAway
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Montreal/ philadelphia

Loved the little garden, very happy with the accomodation

  • 5 of 5

Great location, cool air conditioning, clean pretty accommodations!

  • Review Submitted: 24-Jul-2017
  • Date of Stay: July 2017
  • Source: VRBO, from HomeAway
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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: 11-Aug-2016
  • Date of Stay: August 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: 23-Apr-2015
  • Date of Stay: April 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: 20-Apr-2015
  • Date of Stay: March 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: 17-Oct-2014
  • Date of Stay: October 2014
  • 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 house in Woodstock, New York

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
21 Nov 2017 - 28 Nov 2017
3 night minimum stay
for 3 nights
20 Dec 2017 - 4 Jan 2018
3 night minimum stay
for 3 nights
11 Jan 2018 - 16 Jan 2018
3 night minimum stay
for 3 nights
15 Feb 2018 - 20 Feb 2018
3 night minimum stay
for 3 nights
My Standard Rate
2 night minimum stay
for 2 nights

Additional pricing information

Pet Fee £41.34
Property Damage Protection £44.34
Cleaning £75.16
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.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.
Ask Manager a Question