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Charming Cottage ~ dog friendly ~ Walk to everything!

Bedrooms 2
Space 1,600 sq ft
Property type cottage
Minimum Stay 2 nights


About the property

Charming cottage in town a quiet, hidden road off the beaten path.

The Sled Hill House offers the serenity of Woodstock; quiet and peaceful yet right in town. The outdoors is beautifully landscaped with gardens, fire pit, BBQ and a secluded outdoor dining area with a completely fenced in yard. The two downstairs bedrooms each have one Queen bed and there is a Queen size comfy air mattress in the upstairs loft with a fold down couch for extra sleeping space.

Perfect for a couple (or two) with a dog or child but also spacious enough for a larger group (e.g. girlfriend's getaway, a group of friends attending a wedding or family reunion nearby).

Easy access...just a two-minute walk to town center and the bus stop. The house is approximately 1600 square feet with Cathedral ceiling, nice light, large upstairs loft area, 2 bedrooms, kitchen with all new appliances, 1 full bathroom, fenced in yard, back and side patio. Air conditioning in all bedrooms during the summer and a Vermont Castings wood stove in the living room in addition to an electric heater in the main room and both bedrooms to keep you warm on those chilly evenings.

Accessible by bus, no car needed but two parking spaces available. You’ll love the privacy and the accessibility to town. It's perfect for couples, families (with kids), and the fenced in yard is great for furry friends (pets).

No car needed. We are a two-minute walk from the bus stop and wonderful restaurants and all that town has to offer. Located on a quiet, hidden road off the beaten path, it is a close, short walk to everything; restaurants, theater, farmers market, nightlife, health food store, hiking and the Mill Stream (our local swimming hole).

The house is roomy, open and bright. There is a large screen smart TV in the main living room. The upstairs is a large loft complete with games and puzzles and the open space is perfect for yoga, exercise, or just a great place to hang out and read or watch a movie. The upstairs loft can also act as a playroom, third bedroom or just a great place to hang out while reading or watching a movie. The Levon Helm Barn is nearby as are many local restaurants, nightlife and galleries. The Mill Stream swimming hole is just around the corner as is the local bus stop.

I hope you enjoy my home and our town as much as I do, and respect it. There is a deck and porch areas but please no smoking inside. I do allow dogs and the yard is fenced in but please do not let them dig up the garden.

You have full access to the house, fenced in yard and private parking spots for two vehicles. (for HITS guests, oversized vehicles can fit in driveway and there is additional available parking on the street.

More Details

Dave Leonard
Member since: 2017
Speaks english
Response time:
Within an hour
Response rate:
Calendar last updated:
June 14, 2018

About Dave Leonard

I have lived in the area since 1989 and the house was built in the early 90's. I lived there with my children during their formative years and have since moved to the outskirts of town with my two daughters Eva (15) and Luci (12). I am a hands-on Dad during the week and I DJ weddings locally on most weekends. I also have my own weekly radio show recorded locally and syndicated nationally. I like to bike, play softball and enjoy landscaping and working on the yard in the warmer seasons.

Dave Leonard purchased this cottage in 1999

Why Dave Leonard chose Woodstock

I love the location, how well built it was, I knew the architect and builder personally and the high ceilings and how private it felt yet it was so close to town.

What makes this cottage unique

Location, location, location. No vehicle needed as it's one block to town or the Mill Stream. Unique design, bright and open, beautifully landscaped private. Built in the mid 90s by one of the best builders in town, it is solid and spacious, clean and cozy.


Accommodation and Amenities for this vacation cottage rental in Woodstock, New York

Property Type:
  • cottage
  • Guests provide their own meals
  • Housekeeper Included
Floor Area:
  • 1600 sq ft
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 6
  • Children welcome
  • Parties/events not allowed
  • Pets considered
  • Smoking allowed ...
Location Type:
  • Village
  • Water View ...
  • Adventure
  • Away From It All
  • Family
  • Romantic
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Fitness Room / Equipment ...
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Towels Provided
  • Washing Machine
  • Wood Stove
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 4 people
  • 1 Bathroom
  • Bathroom 1 - toilet , combination tub/shower
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 queen
    Loft - 1 queen , There is a deluxe Queen air mattress available if needed
  • Books
  • DVD Player
  • Game Room ...
  • Games
  • Satellite / Cable ...
  • Television
  • Video Library
  • Deck / Patio
  • Golf ...
  • Lawn / Garden
  • Outdoor Grill
  • Ski & Snowboard ...
  • long term renters welcome
Onsite Services:
  • Private Chef
  • cinemas
  • festivals
  • health/beauty spa
  • live theater
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • photography
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • massage therapist
Sports & Adventure Activities:
  • basketball court
  • cycling
  • equestrian events
  • fishing
  • freshwater fishing
  • golf
  • hiking
  • kayaking
  • mountain biking
  • mountain climbing
  • mountaineering
  • rafting
  • rock climbing
  • skiing
  • snowboarding
  • swimming
  • tennis
  • water tubing
You can walk to town for shopping and fine dining. There are a few nice running routes out the front door. You can easily walk within two minutes to the swimming hole and millstream nearby. Hiking is just up the mountain. Here is the Trailways bus schedule to and from NYC and Woodstock.


Wonderful! 4.9/5 -
(16 traveler reviews)

93% Complete
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Charming Cottage ~ dog friendly ~ Walk to everything!
average rating of 4.9375 based on 16 reviews

Cozy cottage

  • 5 of 5

My mom and I spent 5 days in cottage with my dog. Everything was clean, beds with comfy linen and matresses, plenty of sitting space. We all enjoyed sitting in yard, barbeque, and relaxing in home. Quiet road, but 1 block to town with shops, resturants, and bars.

The owner Dave super responsive and helpful. We would def stay in this home again.

  • Submitted: 17-Jun-2018
  • Stayed: June 2018
  • Source: HomeAway
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Bordentown nj

Impressive house and location!

  • 5 of 5

My family and I were very impressed with this house. We enjoyed the fireplace, the backyard fire pit, and the spacious loft. The house is located one block from the Main Street making it easy to enjoy the town.

  • Submitted: 30-May-2018
  • Stayed: May 2018
  • Source: HomeAway
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Lovely house warm and cozy with a perfectly timed White Christmas as well - we loved it.

  • 5 of 5

We had a great time over Christmas- the snow arrived on cue on Christmas Day and we were warm as toast thanks to the wood burning stove.

Location was perfect and we were only yards from shops and restaurants and cafes

The house was well equipped with a great recreation area upstairs.

It was a very good experience and we would love to go back sometime Woodstock is a lovely town.

  • Submitted: 28-Dec-2017
  • Stayed: December 2017
  • Source: HomeAway
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New York

Quaint, quiet cottage close to town.

  • 5 of 5

We stayed at the cottage over the Thanksgiving weekend. The property was clean and tidy, and as presented in the photos. The fireplace is perfect for keeping the house warm and cosy over winter nights, with both an upstairs and downstairs lounging area to hang out. When you do venture out, the cottage is extremely close to town with a 5 minute walk to most restaurants, cafes, shops etc. Also walking distance from the bus stop if traveling into town that way. Owners were helpful and responsive, we'd recommend to stay and we'd stay again next time in town.

  • Submitted: 29-Nov-2017
  • Stayed: November 2017
  • Source: HomeAway
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Great location and cute backyard!

  • 5 of 5

Enjoyed my stay at the cottage. The backyard is quiet and private but you are within walking distance to town. Love that the cottage is dog friendly too! Dave was prompt with his responses and easy to rent from!

  • Submitted: 24-Nov-2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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Can’t wait to come again!!

  • 5 of 5

Had a great time in Woodstock! Such a quaint town. The Sled House was perfect for our girls weekend!! Clean and had all the amenities we needed!! The close proximity to town was the best! Dave was very responsive and accommodating! Can’t wait to stay again!!

  • Submitted: 21-Nov-2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Nearest Barpub
0.1 Miles
Siliva, Colony, Landau and 10 others
Nearest Golf
0.3 Miles
Woodstock Golf Club
Nearest Train
20 Miles
Amtrak in Rhinecliff, NY
Nearest Motorway
3 Miles
NYS Thruway
Nearest Restaurant
0.1 Miles
Silvia, Oriole 9, Shindig, Landau, Catskill Pizza
Nearest Ski
30 Miles
Hunter, Windham, Belleayre


Rates & Availability

Rental Rates for this vacation cottage rental in Woodstock, New York

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly * Event
May 25 2018 - Oct 28 2018
2 night minimum stay
Notes: Rates are based on 4 guests; add C$53 per night, per additional guest
My Standard Rate
2 night minimum stay
Notes: Rates are based on 4 guests; add C$53 per night, per additional guest

Additional information about rental rates

Cleaning fee C$99.03

Owner's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.
Contact Owner