Entire home
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
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Reviews
9.8 out of 10
Exceptional
2 bedrooms 1 bathroom Sleeps 4 148.6 sq m
Popular amenities
Explore the area

Woodstock, NY
- Woodstock Music Shop5 min walk
- Woodstock Golf Club6 min walk
- Overlook Mountain Trailhead7 min drive
- Hudson, NY (HCC-Columbia County)55 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
1 bathroom
Bathroom 1
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Outdoor play area
Garden
Dining area
About this property
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
Monthly rentals available for summer 2025. Please message me with questions. While weekends are popular I offer larger discounts for weekly, monthly and seasonal rentals. Please message me if you have questions about pricing.
The Sled Hill House is in the center of town yet secluded, private and off the beaten path. The bungalow is surrounded by a privacy-fenced yard with outdoor seating and beautiful foliage. The house and property are completely yours. There is a sunny and bright loft area which works well as a home office, workout area, game room for the kids with a large screen Roku tv and comfortable seating.. Two bedrooms with comfortable queen beds share a full bath on the first floor. A well appointed eat-in kitchen and a comfortable living room with large screen Roku tv finish the first floor layout. Outside you'll find a hot tub, new Weber Grill for cookouts and patio dining. A short walk to Woodstock village filled with restaurants, coffee shops, shopping and people watching.
The Sled Hill House is a charming family cottage in town
*Entire house and yard is yours. Private and secluded. You are not sharing the property with anyone else.
*High Speed Wi-Fi
*Located on a quiet, hidden road one block from the center of town
*No parties. Sound ordinance 11pm.
*One block walk to everything in town. you son't find anything closer
- restaurants
- movie theater
- farmers market
- nightlife
- pharmacy
- health food store
- golf course
- hiking
- the Mill Stream
The House:
• Completely private - entire house and yard is yours alone
• BBQ and Outdoor Weber Grill, Fire pit and outdoor bistro lighting in back yard
• private, secluded, shady outdoor dining area and patio
• Large upstairs loft area, equipped with games, puzzles, and movies
• Air conditioning in bedrooms and loft for the warmer seasons
• Fenced in yard
• beautiful gardens and walking paths
• 2 master bedrooms with queen sized beds, closets and AC
• 1 full bathroom
• Large screen smart TVs in the living room and upstairs loft
• Kitchen with all new appliances, coffee maker, laundry, dishwasher, microwave
• Pots, Pans, utensils, coffee, tea, complete pantry of spices and oils, for cooking
• Wood stove in living room for the colder seasons
* Close to all ski areas
• Two parking spaces on site and additional parking on the street
- House is secure. Many of the nearby shops and restaurants are within a three minute walk
Guest access:
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 parking on the street.
Interaction with guests:
I live just outside of town and I respond to texts immediately. I have full time maintenance help if I am not readily available. I am usually around but give you your space.
Other things to note:
No car needed. We are a two minute walk to the bus stop and to all the wonderful restaurants and shopping and all that town has to offer.
House is also just down the street from the mill stream and a short walk or drive to local hiking trails. Our hidden road is right behind Tinker Street which includes all sorts of family owned restaurants, an organic supermarket, boutiques, thrift and metaphysical stores, and a pharmacy.
Day Trips. We are a short drive to Hunter, Windham, and Belleayre Ski areas. We're just 1.5 hours from Vermont, 2 hours from NYC, 2 hours from the Adirondacks so you can take a day trip to explore and still make it back in time to have dinner at the organic restaurant up the street.
I hope you enjoy my home and our town as much as I do, and respect it. There is a deck and porch areas for hanging out and dining but please no smoking inside. You are a part of the Woodstock Artists Community and must be respectful of our neighbors.
Town of Woodstock Listing #20N-063
The Sled Hill House is in the center of town yet secluded, private and off the beaten path. The bungalow is surrounded by a privacy-fenced yard with outdoor seating and beautiful foliage. The house and property are completely yours. There is a sunny and bright loft area which works well as a home office, workout area, game room for the kids with a large screen Roku tv and comfortable seating.. Two bedrooms with comfortable queen beds share a full bath on the first floor. A well appointed eat-in kitchen and a comfortable living room with large screen Roku tv finish the first floor layout. Outside you'll find a hot tub, new Weber Grill for cookouts and patio dining. A short walk to Woodstock village filled with restaurants, coffee shops, shopping and people watching.
The Sled Hill House is a charming family cottage in town
*Entire house and yard is yours. Private and secluded. You are not sharing the property with anyone else.
*High Speed Wi-Fi
*Located on a quiet, hidden road one block from the center of town
*No parties. Sound ordinance 11pm.
*One block walk to everything in town. you son't find anything closer
- restaurants
- movie theater
- farmers market
- nightlife
- pharmacy
- health food store
- golf course
- hiking
- the Mill Stream
The House:
• Completely private - entire house and yard is yours alone
• BBQ and Outdoor Weber Grill, Fire pit and outdoor bistro lighting in back yard
• private, secluded, shady outdoor dining area and patio
• Large upstairs loft area, equipped with games, puzzles, and movies
• Air conditioning in bedrooms and loft for the warmer seasons
• Fenced in yard
• beautiful gardens and walking paths
• 2 master bedrooms with queen sized beds, closets and AC
• 1 full bathroom
• Large screen smart TVs in the living room and upstairs loft
• Kitchen with all new appliances, coffee maker, laundry, dishwasher, microwave
• Pots, Pans, utensils, coffee, tea, complete pantry of spices and oils, for cooking
• Wood stove in living room for the colder seasons
* Close to all ski areas
• Two parking spaces on site and additional parking on the street
- House is secure. Many of the nearby shops and restaurants are within a three minute walk
Guest access:
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 parking on the street.
Interaction with guests:
I live just outside of town and I respond to texts immediately. I have full time maintenance help if I am not readily available. I am usually around but give you your space.
Other things to note:
No car needed. We are a two minute walk to the bus stop and to all the wonderful restaurants and shopping and all that town has to offer.
House is also just down the street from the mill stream and a short walk or drive to local hiking trails. Our hidden road is right behind Tinker Street which includes all sorts of family owned restaurants, an organic supermarket, boutiques, thrift and metaphysical stores, and a pharmacy.
Day Trips. We are a short drive to Hunter, Windham, and Belleayre Ski areas. We're just 1.5 hours from Vermont, 2 hours from NYC, 2 hours from the Adirondacks so you can take a day trip to explore and still make it back in time to have dinner at the organic restaurant up the street.
I hope you enjoy my home and our town as much as I do, and respect it. There is a deck and porch areas for hanging out and dining but please no smoking inside. You are a part of the Woodstock Artists Community and must be respectful of our neighbors.
Town of Woodstock Listing #20N-063
Add dates for prices
Amenities
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs (limit 1 total)
Smoking
Smoking allowed: in designated areas
Smoking on outdoor patio only
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
We should mention
This property does not have any lifts
A car is required for transport to and from this property
About the area
Woodstock
Woodstock is home to this cottage. Catskill Mountains and Catskill State Park reflect the area's natural beauty and area attractions include Kiwanis Ice Arena and Hudson River Maritime Museum. Travelling with kids? Consider Trolley Museum of New York and Empire State Railway Museum. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Woodstock, NY
What's nearby
- Woodstock Music Shop - 5 min walk - 0.4 km
- Colony - 6 min walk - 0.6 km
- Woodstock Golf Club - 6 min walk - 0.6 km
- Overlook Mountain Trailhead - 7 min drive - 4.2 km
- Karma Triyana Dharmachakra Monastery - 7 min drive - 4.2 km
Getting around
Restaurants
- Good Night - 6 min walk
- Colony - 6 min walk
- Caffe Woodstock - 5 min walk
- Bread Alone Bakery - 3 min walk
- Cumberland Farms - 3 min walk
Frequently asked questions
About the host
Hosted by 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 teenage daughters Eva and Luci and my two dogs Jasper and Juno. 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.
Why they chose this property
The house is airy and bright, in a private, shady setting all yours and yet so close to town. The house was built in the mid 90s and is in great shape. Stays cool in the summer and warm in the winter. The upstairs loft is a gem and one of my favorite parts of the house and is what sets it apart from others. I know the architect and builder personally and I love how well built it is. I raised my kids here until just a few years ago.
What makes this property unique
Location, location, location. No vehicle needed as it's one block to town. Unique design, bright and open, large cathedral ceilings yet cozy and extremely private. I've spent a lot of time gardening and landscaping. New construction in the mid 90s by one of the best builders in town, it is solid and spacious, clean and cozy, shady and private yet close to everything.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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