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


Bedrooms 2
Space 800 sq. ft.
Property type apartment
Minimum Stay 2 - 3 nights


About the property

SERENE, GREEN AND CLEAN! Private Garden and Breakfast Terrace!


UPSTAIRS SUITE #2: 2 BEDROOMS, TERRACE & GARDEN One King, One Queen, 2 Full bathrooms , Beautiful Stainless Steel Chef's kitchen. 2 Flat screen TV's. A/C, Fireplace. WiFi, Sleeps 4. Upstairs with tree top views, garden, balcony, BBQ.

RATE: $299 per night + $100 cleaning

DOWNSTAIRS SUITE #1: NOT AVAILABLE UNTIL June 1 3 BEDROOM, 2 BATH WITH AMAZING GARDEN & DECK Downstairs, King Master Bedroom with cathedral ceilings, ensuite bathroom, Flat screen TV, PRIVATE DECK. A/C One Queen, One Full.. 2nd bathroom w/ claw foot tub. Relax in the Meditation Room/ Office. Living room with fireplace & Flat Screen TV. New Fully Equipped Kitchen with breakfast room and pantry. Beautiful garden with BBQ, FIRE PIT and front porch for relaxing. Sleeps 6.

RATE: $399 per night + $100 cleaning

......Brand newly renovated and so comfortable - Great for families, groups, writers, readers and romantics!

......Lounge, read or have a glass of wine in the, gardens, decks or terrace. Tell stories around the FIRE PIT.

.......STROLL to great restaurants, BARS, MUSIC, GALLERIES, Swimming Hole, GOLF, Hiking and NYC Bus

.......Dream in the most comfortable Pillow Top mattresses, Hi-count 100% cotton linens,

.......Cook in the Brand New Stainless Steel chefs kitchen

.......TWOr Beautiful bathrooms IN EACH SUITE

.......Gorgeous reclaimed pine floors, whitewashed pine beams

...... Enjoy FOUR Flat screen TV's

.......WiFi and hi speed internet

.......A/C and Heat

.......Views of the Village

.......NO CAR NEEDED. Steps to Trailways Bus Stop, Shops, Hiking, Bike Rental,

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 SHORT WALK to swimming hole right in town.

More Details

Property Manager
Member since: 2005
Speaks: english, spanish
Response time:
Within 12 hours
Response rate:
Calendar last updated:
March 20, 2017

Guestbook comments from the manager

We were lucky enough to be the first people to experience this true gem. In fact, the only reason it must have been available was because it was only recently completed. The design and renovations are exquisite. The palette, the decor, feel like a refreshing exhale, complete with birds chirping lightly out the sun soaked windows. We wanted for nothing, spa-like accommodations on the inside and gorgeous landscape and flower beds on the outside. This truly is a must visit, and I'm hesitant to praise it further out of fear it will never be available again.

What we loved about Sled Hill Suite #1:


We wish there was another month in the year so it can be enjoyed longer
May 2014
  • 1 of 24


Woodstock Apartment Accommodation and Amenities

Property Type:
  • apartment
  • floor 2
Building Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 800 sq. ft.
House Rules:
  • Max. occupancy: 4
  • non smoking only
  • pets not allowed
  • Minimum Age Limit for Renters ...
  • Events Allowed
  • children welcome
Location Type:
  • Downtown ...
  • Village
  • Adventure
  • Historic
  • Romantic
  • Tourist Attractions
  • Air Conditioning
  • Basic Soaps
  • Broadband Access
  • Fireplace ...
  • Hair Dryer
  • Heating
  • Internet
  • Linens Provided ...
  • Living Room
  • Local Activities Guide
  • Local Restaurant Guide
  • Parking Off Street
  • Towels Provided
  • Wireless Internet
  • Coffee Maker ...
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Freezer
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove ...
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , shower
  • Two bathrooms upstairs
  • 2 Bedrooms, Sleeps 4
  • Bedroom 1 - 1 king , Large King Bedroom with Sitting Area with pull-out sofa
    Bedroom 2 - 1 queen , Queen Bedroom with Ensuite Bathroom
  • Suite #2:Two Bedroom Upstairs, Suite #1: Three Bedrooms Downstairs. (not available until June 1, 2017) Ultra luxurious pillow top mattress. Luxury 100% cotton linens.
  • Satellite / Cable
  • Television ...
  • Balcony
  • Barbecue
  • Golf ...
  • Lawn / Garden
  • Outdoor Grill ...
  • Patio
  • Ski & Snowboard ...
  • Unscreened Porch / Veranda
  • 8 garden chairs
  • Long-term Renters Welcome
  • wheelchair inaccessible
Onsite Services:
  • Massage
  • autumn foliage
  • cinemas
  • coin laundry
  • festivals
  • forests
  • library
  • live theater
  • restaurants
  • water parks
  • waterfalls
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • horseback riding
  • scenic drives
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • freshwater fishing
  • golf
  • hiking
  • hunting small game
  • mountain biking
  • mountain climbing
  • mountaineering
  • rafting
  • skiing
  • swimming
  • tennis
  • water tubing
In town, brand newly restored two family home. Can be rented separately or together. Suite #1 sleeps 6, (not available until June 1, 2017) Suite #2 sleeps 4. Beautiful gardens, decks and terrace. Each one has private entrance.

Learn more about this vacation rental at the manager's website:


Exceptional! 5/5 -
(6 traveler reviews)

average rating of 5.0 based on 30 reviews

Couldn't Have Been Better

  • 5 of 5

We have rented from Judy several times, and we love this unit and her. It's a calm and very comfortable space - very well decorated and supplied (everything you could possible need is included). The lower unit is a large three bedroom with plenty of room for cooking, entertaining, and relaxing, and is has a wonderful yard with grill. Very convenient to town - main drag is literally just around the corner, and plenty of opportunities to explore the surrounding areas. We will rent this unit again.

  • Submitted: Jan 9, 2017
  • Stayed: Dec 2016
  • Source: VRBO, from HomeAway
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Perfect for our family gathering

  • 5 of 5

Three families and three generations gathered for four nights and this spot was perfect. The apartments are tastefully decorated with some great Woodstock-inspired pieces. It felt clean and newly furnished. The two apartments offered plenty of space for the 9 of us. We loved the picnic table and fire pit! The proximity to town was a big plus for us. We did sometimes hear the sounds of the town, but it was helpful to walk into town to eat and shop at the farmers market and the shops in town. The beds and sheets were quite comfortable and we all felt very much at home.

Judy was a very gracious host. When there were no wash cloths in the bathrooms, she swung by with a big pile. When I left my son's passport, my checkbook, and other important items, she was quick to mail them all back to me in Colorado.

We would stay here again and will happily recommend it to others.

  • Submitted: Sep 2, 2014
  • Stayed: Aug 2014
  • Source: VRBO, from HomeAway
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Stylish spot in funky Woodstock.

  • 5 of 5

The Villa in Woodstock is handsomely decorated and well appointed. Very comfortable in every way....beds, chairs, dining options. Wonderful indoor and outdoor spaces for conversation. Easy parking in a town where parking is an issue. Close to stores. We used both apartments for 9 people and the flow was easy. The town is loud and that is not a problem in this charming oasis.

  • Submitted: Aug 19, 2014
  • Stayed: Aug 2014
  • Source: HomeAway
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New York City

Also Superb!

  • 5 of 5

You have to see my review for the same house -- but the downstairs part of the house called the Hideaway with Hot Tub -- we rented the whole house. It was great. The comfort was in the details -- the towels and bedding, the warmth, showers, the cleanliness. Couldn't be in a BETTER location. Right in town but amazingly quiet. It fit the needs and tastes of a family -- teenagers and even the 82-year-old mother-in-law.

Highly recommend. It is obvious that the owner, Judy, cares about what she does. Thanks Judy!

  • Submitted: Oct 16, 2012
  • Stayed: Oct 2012
  • Source: HomeAway
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Perfectly Situated

  • 5 of 5

We had a great time staying at The Penthouse! We were lucky enough to get a last minute reservation with Judy, who was great. The space was perfectly scaled for us and such a perfectlocation... we will definitely be back. Thank you Judy!

  • Submitted: May 7, 2012
  • Stayed: May 2012
  • Source: HomeAway
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Such a relaxing weekend!

  • 5 of 5

We stayed in the penthouse on a beautiful weekend in April. The space is incredibly cozy, clean and inviting. It's located in the most accessible part of town with markets, shops and restaurants all within walking distance, making it the ideal place to be in the area. Highly recommended as a relaxing retreat on a sunny summer weekend or a snowy cold one. We felt right at home! Will definitely be heading back soon!

  • Submitted: Apr 16, 2012
  • Stayed: Apr 2012
  • Source: HomeAway
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Nearest Airport
40 Miles
Albany or Stewart
Nearest Barpub
0.2 Miles
Nearest Golf
0.5 Miles
Woodstock Gof Club
Nearest Train
0.1 Miles
Trailways Bus from Port Authority Terminal in NYC
Nearest Restaurant
0.1 Miles
Nearest Ski
20 Miles
Belleayre Mountain
Nearest Beach
0.2 Miles
Swimming Hole
Car: not necessary

Best location in Woodstock. In the village, yet off the beaten track. You can walk to everything, the best restaurants, shops, galleries, music venues. Walk to beautiful hiking trails and swimming holes. One block to Trailways Bus but we also have off street parking. Bus to skiing as well.

Golf: Walk to Woodstock Golf Course, Nine holes + Restaurant

Ski: 40 Minutes to Belleayre, Hunter and Windham Mountains for

skiing, snowboarding and cross country.


Rates & Availability

Woodstock Apartment Rental Rates

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Memorial Day
May 25 2017 - May 31 2017
3 night minimum stay
July 4
Jun 29 2017 - Jul 6 2017
3 night minimum stay
Labor Day
Aug 30 2017 - Sep 5 2017
3 night minimum stay
My Standard Rate
2 night minimum stay
Notes: Rates are based on 6 guests; add $75 per night, per additional guest

Additional information about rental rates

Cleaning $100
Property Damage Protection $59
Pet Fee $55
Tax Rate 10.0%

Suite #1 $399 per night + $100 cleaning (Sleeps 6)
Suite #2 $299 per night + $100 cleaning (Sleeps 4)

Three night minimum on holiday weekends.

Manager's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
Enter dates for accurate pricing
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