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Gorgeous Woodstock Chalet + Hot Tub, optional Guest House, Sleeps 12-16

Woodstock, NY, USA
  • Chalet2500 sqft
  • Bedrooms5
  • Sleeps16
  • Bathrooms4
  • Half Baths0
  • Minimum Stay2 - 4 nights

4 bedroom, 3 full bathrooms, sleeps 12 w/optional 1 bedroom guest house sleeps 4

This property offers the choice of a fabulous 4 bedroom house that sleeps up to 12, plus for larger groups an optional private, one bedroom guest house down the hill that sleeps 4. Both properties can accommodate a total of 16 people. There is an additional fee for the guest house so please contact us before putting in a reservation request if your group is more than 12 guests. The guest house is $200/night at weekends & $160/night during the week. The clean fee if $85.

This Woodstock Handmade House was featured on Fine Living TV and on the back cover of the book, Woodstock's Famous Handmade Houses. The spacious three-story, southwestern inspired house has beautiful wood-beamed ceilings, hardwood floors, a Spanish-style wood burning fireplace which all combine to give it a tranquil and comfortable feeling that will have you coming back time and time again! The house is located on a secluded road, in the Byrdcliffe area of Woodstock minutes from the center of town. The property comprises of a master bedroom, three guest bedrooms, three full bathrooms (the master bath a has two-person Jacuzzi and skylight), a living room and dining area, a well stocked kitchen with glass tile and stainless steel appliances, a sun deck with outdoor dining area. A large family room and a second service kitchen, with easy access to the grilling area, are located on the garden level, which leads out onto the blue stone patio, where you can relax with a soak in the spa hot tub, whilst overlooking two private wooded acres.

Layout of main house: Garden level - family room, service kitchen, 1 queen bedroom, 1 full bath, hot tub, blue slate patio Main level - living room, dining area, kitchen, sun deck, 2 queen bedrooms, 1 full bath, laundry

Upper level - master suite with queen bed, en-suite bathroom and Jacuzzi bath

Layout of guest house (located down the hill from the house, very private): Spacious 1,000 sq ft cabin comprises of 1 private queen bedroom, open living and dining area, kitchen, bathroom. Queen size futon in living room.

Activities and Attractions: Located just 2 hours north of New York City and easily accessible from the north this is an ideal year round location for families or individuals looking to reconnect with nature. Woodstock and the environs offer incredible hiking, biking, rock climbing, swimming in natural spring-fed pools, kayaking and in the winter months, skiing at nearby Hunter, Belleayre and Windham Mountains. If you want culture there is plenty of it, including: the Woodstock Film Festival, Arts & Crafts Festivals, art galleries and antique shops. Not to mention, the fall foliage is spectacular! The quaint Village of Saugerties is a few minutes down the road. It’s known for its easy access to the Hudson River for boating and sailing and is home to H.I.T.S., a major equestrian center. Saugerties hosts many festivals and events such as the Garlic Festival and the Pro Musica Concerts.


Christine Barker

Member Since 2003
Response rate:
Response time:
within a few hours
french, spanish
Calendar last updated:
Apr 11, 2018
About Christine Barker

I've enjoyed a diversified life with careers in Environmental science (which I studied), entertainment, real estate and design. I live in New York but grew up in Canada and Bermuda, two wildly different climes! When it comes to property I tend to prefer the extremes....extreme country, or extreme city, and that's one of the things I love about Woodstock. It's less than two hours from New York City, but it's a million miles away with respect to it's ambiance, culture and attitude. Woodstock is a fabulous combination of getting away from it all while still having plenty to do.

Christine Barker purchased this Chalet in 2002

Why Christine Barker chose Woodstock

It is a well built classic Woodstock home with amazing woodwork, great angles, and many interesting details. I fell in love with it the moment I walked through the door! It's very private and set back in the woods, but it's minutes to the center of town. Stained glass windows everywhere. It's the perfect mountain home and I love to escape there whenever I can...and I love to see others create wonderful memories there as well!

What makes this Chalet unique

As one of the oldest arts colonies and one of the most culturally rich small towns in America, Woodstock is also situated in one of the most protected and dramatic wildlife areas in the Northeast. No matter what you seek: culinary excellence, culture, summer concerts, adventure, hiking at its best!!! It all awaits you right here. Our home is just a few minutes away from all the amenities and attractions of downtown Woodstock but secluded enough to truly feel like you are in your own private retreat.


    • Internet
    • Pets Welcome
    • Air Conditioning
    • Heater
    • Fireplace
    • Satellite or Cable
    • Kids Welcome
    • Washer & Dryer
    • Hot Tub
    • Parking
    • TV
    • No Smoking


      • 5 Bedrooms, Sleeps 16
        • In the main house
          4 bedrooms each with a Queen bed, plus 1 pull out queen sofa bed, 1 single day bed, 2 single futon beds. In the guest house: 1 queen bed in the bedroom plus a designer futon in the living room that converts to a queen size bed.


        • 4 Bathrooms
          • Each bathroom in the main house has a full tub as well as a shower. All bathrooms are made of natural materials. The master bathroom has a jacuzzi tub with a skylight to observe the stars! The bathroom at the guest house has a shower and there is a claw foot bath tub over looking the forest.

          Location Type

            • Mountain
            • Mountain View
              On 2 acres of beautiful forest with plenty of lawn for outdoor relaxation and games.
            • Town
            • Village


                • Away From It All
                • Family
                • Romantic
                • Spa


                    • Guests provide their own meals


                        • Living Room
                        • Activities Guide
                        • Basic Soaps
                        • Ceiling Fans
                        • Clothes Dryer
                        • Fireplace
                          Wood Burning
                        • Fitness Room / Equipment
                          Family Room
                        • Gas Fireplace
                          In the Guest House only
                        • Hair Dryer
                        • Heating
                        • Internet
                        • Iron & Board
                        • Laundry Soap
                        • Linens Provided
                          Egyptian Cotton Linens provided
                        • Air Conditioning
                          Brand new (2014) split system, super efficient at the main house and the chalet.
                        • Local Activities Guide
                        • Local Maps
                        • Local Restaurant Guide
                        • Paper Towels
                        • Parking
                        • Parking Off Street
                          Double parking for 6 cars at the Chalet & an additional 6 cars at the guest house.
                        • Parking for RV/Boat/Trailer
                        • Sofa Bed
                        • Tiled Stove
                        • Toilet Paper
                        • Towels Provided
                        • Washing Machine
                        • Wireless Internet
                          reliable Wifi
                        • Wood Fireplace
                          In the Chalet only


                            • Kitchen
                              Stainless Steel fully equipped Cook's kitchen
                            • 4 Ring Stove
                            • Catering Available
                              List of caterers can be provided on request
                            • Coffee Maker
                            • Cooking Utensils
                              Fully equipped as well as a pantry with basic condiments and spices.
                            • Dishes & Utensils
                              Fully equipped for large groups
                            • Dishwasher
                            • Freezer
                            • Grill
                            • Ice Maker
                            • Blender
                            • Kitchenette
                            • Lobster Pot
                            • Microwave
                            • Mini Refrigerator
                            • Oven
                            • Pantry Items
                              Basic Condiments
                            • Refrigerator
                            • Stove
                              Gas Stainless
                            • Toaster


                                • Dining
                                  Extra seating at bar for 2. There is also an expandable dining table that seats 12 which located on the blue stone patio during the warmer months and on the garden level when it gets cooler.
                                • Dining Area
                                • comfy seating for 10 people


                                    • Audio Tape Player
                                    • CD Player
                                    • DVD Player
                                    • Games
                                    • Radio
                                    • Satellite / Cable
                                      Basic cable and WiFi
                                    • Stereo
                                      iPod docking station
                                    • Television
                                    • VCR


                                        • Outdoor Grill Gas
                                        • Balcony
                                          Off main floor (2nd story) brand new construction. Large deck with picnic table.
                                        • Beach Towels
                                        • Deck / Patio
                                          Blue stone with new hot tub
                                        • Deck Furniture
                                        • Lawn / Garden
                                          Front and back
                                        • Outdoor Grill
                                        • Barbecue
                                        • Patio
                                        • Porch Furniture
                                        • Terrace
                                        • Unscreened Porch / Veranda
                                        • Wood Deck
                                        • Yard


                                            • Long-term Renters Welcome
                                            • Low Allergen Environment
                                            • Singles

                                              Pool / Spa

                                                • Hot Tub
                                                  Accessed from 3 separate exits on ground floor.
                                                • Jacuzzi
                                                • Outdoor Hot Tub
                                                • Whirlpool
                                                • jetted tub
                                                  2 person jacuzzi in Master Bath


                                                    • museums
                                                    • autumn foliage
                                                    • caves
                                                    • churches
                                                    • cinemas
                                                    • festivals
                                                    • forests
                                                    • health/beauty spa
                                                    • library
                                                    • live theater
                                                    • marina
                                                    • botanical garden
                                                    • playground
                                                    • pond
                                                    • recreation center
                                                    • restaurants
                                                    • ruins
                                                    • synagogues
                                                    • water parks
                                                    • waterfalls
                                                    • winery tours
                                                    • zoo

                                                      Leisure Activities

                                                        • paddle boating
                                                        • antiquing
                                                        • boating
                                                        • eco tourism
                                                        • horseback riding
                                                        • horseshoes
                                                        • miniature golf
                                                        • outlet shopping
                                                        • bird watching
                                                        • photography
                                                        • scenic drives
                                                        • shopping
                                                        • sight seeing
                                                        • sledding
                                                        • walking
                                                        • wildlife viewing

                                                          Local Services & Businesses

                                                            • ATM/bank
                                                            • fitness center
                                                            • groceries
                                                            • hospital
                                                            • laundromat
                                                            • massage therapist
                                                            • medical services

                                                              Sports & Adventure Activities

                                                                • parasailing
                                                                • cross country skiing
                                                                • equestrian events
                                                                • fishing
                                                                • fly fishing
                                                                • freshwater fishing
                                                                • golf
                                                                • hiking
                                                                • hot air ballooning
                                                                • hunting
                                                                • ice skating
                                                                • jet skiing
                                                                • kayaking
                                                                • mountain biking
                                                                • mountain climbing
                                                                • mountaineering
                                                                • paragliding
                                                                • cycling
                                                                • racquetball
                                                                • rafting
                                                                • rock climbing
                                                                • roller blading
                                                                • sailing
                                                                • ski privileges optional
                                                                • skiing
                                                                • snowboarding
                                                                • snowmobiling
                                                                • spelunking
                                                                • swimming
                                                                • tennis
                                                                • water skiing
                                                                • water tubing
                                                                • whitewater rafting
                                                                • wind-surfing


                                                                    • Super efficient split system (cool & heat). Fans also provided in every room. No Smoking. For groups over 12 the guest house will need to be booked. The rate for the guests house is $210/night on weekends & $170/night during the week. There is a one time clean & prep fee of $85

                                                                      House Rules

                                                                      Check-in: 4:00 PM

                                                                      Check-out: 11:00 AM

                                                                      Cancellation Policy

                                                                      100% refund if canceled at least 60 days before arrival date. You must contact the owner directly to request cancellation.

                                                                      20 Reviews


                                                                      Latest reviews

                                                                      Great place. Beautiful space.

                                                                      John B.

                                                                      Had a really good time here with a group of friends. The property is a great size and the layout is good for coming together but with space for privacy as well.

                                                                      Spacious and welcoming!!

                                                                      Susan W.

                                                                      A reunion of college roommates and this was the perfect space and location... We loved it!

                                                                      Beautiful home as expected but bring fly swatter

                                                                      Justin P.

                                                                      This is a beautiful home only a short drive to town. We were there for the weekend in October and only had one large complaint - there were an gross amount of flys in the bedrooms. They had a fly swatter and we killed the 20 or so in the bedrooms but the next morning twice as many appeared. For me this was not something I could handle and if it had been a longer stay we would have left.

                                                                      The outside area was quite - hot tub perfect - and plenty of room for the the older kids to run around. Overall a beautiful home worth 5 stars but the infestation was more than I could handle. The stairs were harder to manage as we were all wearing socks so bring something with tread for inside. One bathroom on each level (three) and a very large table.

                                                                      Owner's Response:

                                                                      Hi Justin, I am so sorry to hear you were dissatisfied with your stay, and am extremely surprised as I was contacted by you twice over the course of your stay, and you made no mention of flies either time. In the emails below, you even asked to extend your check out time. We are entirely available during our guests' stay, and have a team on hand to address any issues. Our reviews consistently cite our responsiveness as a plus (again noted in your email below).

                                                                      While flies are unpleasant, this does not equate to the home being sub par, or to our services lacking. As you say, this is a 5 star house, but you experienced a one off situation. This is our first ever 3 star review, we have 5 star reviews from guests that stayed before & after you. I emphasize this only because I believe guests don’t realize how devastating a three star review can be to bookings, and we emphasize customer satisfaction to earn our five star reviews.

                                                                      I think it’s worth noting that fall was exceptionally warm this year, prompting some unusual consequences including temporary upswings in some insect populations (population bursts can also be part of a species' life cycle). I checked the house thoroughly prior to your arrival, which means flies must have entered the house over the weekend, possibly from a door or window left ajar and/or food being left out. Again, I am very sorry your stay was less than ideal. I hope that if you stay with us in the future you communicate any dissatisfaction and allow us an opportunity to remedy it.

                                                                      Emails from guest to property manager:

                                                                      On Oct 28, 2017, at 4:37 PM, Justin wrote:

                                                                      Thank you for the quick reply. Is there a fire pit that we can use to have a fire outside?

                                                                      Thank you,


                                                                      On Oct 27, 2017, at 5:43 PM, Justin wrote:

                                                                      Thank you very much! Would it be possible to stay a little longer than 11am on Sunday? Thank you very much

                                                                      Perfect spot for our large group!

                                                                      Ellen C.

                                                                      Overall, this was a perfect spot for a large group looking for a place to land together after a long day at the horse show! Every thing was just as described :)

                                                                      Perfect house for a girlfriend getaway

                                                                      Meghan P.

                                                                      This house is so unique, rustic, open and inviting. The common spaces from the kitchen to the living room with the fireplace and the deck and outdoor space are designed for spending time with people. My girlfriends and I enjoyed everything about this home so much so that it's been requested me make it back for an annual trip every year. Hoping to enjoy this space again and so appreciative for the accommodating hosts and the space overall.

                                                                      Great Bachelorette/Group Getaway

                                                                      Julie R.

                                                                      I rented the chalet for the weekend for a group of 12 for my best friend's bachelorette. We loved how cute and cozy the house was - the artistic touches and details really make it home. The kitchens are well equipped and there is ample storage for everything you might need to bring to the home. Towels/linens were clean and the beds were comfy. It was a bit difficult to heat the downstairs area that led out to the patio with the hot tub, but otherwise our stay was seamless. The owners are attentive to detail and make it easy for you to be comfortable. I would work with them/stay at this property again.


                                                                      Woodstock, NY, USA

                                                                      This is a year round paradise! In summer enjoy water tubing or fly fishing on the Esopus, canoeing and Kayaking on the Hudson River, horseback riding, rock climbing, tennis, golf and bike around a beautiful reservoir. Visit the largest traditional Tibetan Monastery in the US, climb the beautiful Overlook Mountain or take a dip in one of the numerous water holes in the area. The fall is absolutely gorgeous, and the Woodstock Film Festival always attracts a crowd. This is also a great time to enjoy apple picking, pumpkin carving and the wonderful foliage of the Catskills Mountains. The winter offers plenty...Hunter Mountain is a skiers' paradise. Bellayre, Windham Mountain or Plattekill are also nearby. There's great sledding right in town on the aptly named Sled Hill. The iconic Town of Woodstock comes alive with lights over the holidays and is very picturesque. The areas beautiful lakes, mountains, rivers, restaurants, shopping and cultural scene provide plenty to do whatever time of the year you visit, but you may just want to stay at your beautiful rental home and relax by the fire or take a soak in the hot tub!

                                                                      Rates & Availability

                                                                      Additional information about rental rates

                                                                      Cleaning Fee
                                                                      Pet Fee
                                                                      Additional Guest Fee
                                                                      Tax Rate
                                                                      20 Reviews
                                                                      Wonderful 4.9/5
                                                                      Enter dates for accurate pricing
                                                                      For booking assistance, call 888-640-7927

                                                                      Property # 20066