Experience the charm of Sled Hill House, a secluded bungalow in the heart of Woodstock village. Enjoy private outdoor seating surrounded by beautiful foliage, a sunny loft area perfect for work or play, and comfortable living spaces with large screen Roku TVs. With high-speed Wi-Fi and modern appliances in the kitchen, this family cottage offers relaxation and convenience.
Reviews
9.89.8 out of 10
Exceptional
Entire home
2 bedrooms1 bathroomSleeps 4149 sq m
Popular amenities
Kitchen
Washing machine
Dryer
Free Wi-Fi
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly
Welcome to The Sled Hill House! A private retreat in the heart of Woodstock, NY—just a short walk to town and the Village Green.
Enjoy the entire home and fenced-in yard surrounded by gardens and Catskills foliage. Relax in the new hot tub, gather around the fire pit, or dine outside on the patio.
Perfect for couples, small families, friends, and longer stays looking for a relaxing getaway—with restaurants, shops, galleries, live music, and hiking just steps away.
Dogs are welcome, but please check with me first.
Monthly and seasonal stays available at a discounted rate.
Update: The hot tub has been replaced and is working great. The wood-stove has been decommissioned. All rooms have heaters to ensure the house is comfortably heated throughout the winter months.
The Space: Located on a private, hidden road one block from the center of town. Enjoy complete privacy—the entire house and yard are yours alone.
Highlights • Hot tub, fire pit & BBQ with new Weber Grill • Private fenced-in yard • Bistro lighting and secluded patio dining area • Short walk to the Village Green where you’ll find a mix of restaurants, shops, coffee spots, and live music
Inside the Home Features 2 queen bedrooms with A/C, a cozy living room with large Roku TV, and a bright, spacious loft with games, puzzles, movies, and an additional smart TV—perfect for artists, musicians, or writers, and also ideal as a home office or workout space. The fully equipped kitchen includes new appliances, dishwasher, microwave, coffee maker, and laundry. You'll also find cookware, utensils, coffee, tea, and a full selection of spices and oils for easy meals at home. Queen air mattress and futon in loft for groups over 4.
Outdoor Living Relax in the new hot tub, gather around the fire pit, or cook on the Weber Grill and dine outside under bistro lights on the secluded patio.
Parking 2 on-site parking spaces plus additional street parking available.
Guest access: You’ll have full access to the entire home during your stay—it’s all yours. The property features a fully fenced in yard and private parking for two vehicles. For HITS guests, oversized vehicles can fit in the driveway, and additional street parking is available if needed.
Interaction with Guests: I live just outside of town and I usually respond to texts immediately. I have full time maintenance help if I am not readily available.
Other Details to Note: The house is just a short walk or quick drive to local hiking trails, sits one block behind Woodstock’s main street, and is a two minute walk to the bus stop. You’ll find a variety of family-owned restaurants, an organic market, boutiques, thrift and metaphysical shops, and a pharmacy all within easy reach. Walking distance to music venues.
I hope you enjoy my home and our town as much as I do, and treat both with care. The house includes a deck and porch areas for relaxing outdoors, but please no smoking inside. As part of the Woodstock Artists community, guests are asked to be respectful of neighbors and the peaceful nature of the area.
Pet Policy: Dogs welcome, but please check with me first. While the yard is fenced, we ask that guests be mindful of neighbors: dogs cannot be left alone or bark excessively. Many of the nearby shops and restaurants are dog friendly!
Day Trips: The home is a short drive to Hunter, Windham, and Belleayre ski areas. Vermont is about 1.5 hours away, and both NYC and the Adirondacks are roughly two hours away—perfect for a day trip while still making it back in time for dinner at one of the great local restaurants nearby.
Please message with any questions—we’re here to help make your Woodstock stay great.
Sled Hill House | Town of Woodstock Permit #20N-063
Property amenities
Ski
Cross-country skiing nearby
Snowboarding nearby
Pool/Spa
Hot tub
Internet
Available in the cottage: Free WiFi
Parking and transport
Car required
Limited on-site parking (max 2 spaces)
Kitchen
Blender
Coffee grinder
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Ice maker
Microwave
Oven
Paper towels
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
1 bathroom
Bathtub or shower
Hair dryer
Shampoo
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Living room
Wood stove
Entertainment
Books
Games
Smart TV with cable/satellite channels
Stereo
Outdoor areas
Barbecue grill
Fenced yard
Firepit
Garden
Outdoor furniture
Patio
Laundry
Laundry facilities
Washing machine
Work spaces
Computer monitor
Desk
Desk chair
Office
Comfort
Air conditioning
Heating
Pets
Pet friendly
Welcoming dogs only
One pet total
Suitability/Accessibility
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Area rugs in public areas
Hardwood flooring in public areas
No lift
Stair-free path to entrance
Well-lit path to entrance
Designated smoking areas
Note from host: Smoking on outdoor patio only
Services and conveniences
Iron/ironing board
Limited housekeeping
Location highlights
In a village
Near a health/beauty spa
Things to do
Arcade/game room
Golf
Gym
Snow sports gear
Basketball nearby
Birdwatching nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Ice skating nearby
Kayaking nearby
Mountain biking nearby
Mountain climbing nearby
Rafting nearby
Rock climbing nearby
Sledding nearby
Swimming nearby
Water tubing nearby
Wildlife walks nearby
Winery tours nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total pets
Children and extra beds
Children are welcome
Events
No events allowed
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
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 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 Ulster Performing Arts Center. Travelling with kids? Consider Hudson River Maritime Museum and Trolley Museum of New York. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as sledging and ice skating. Visit our Woodstock travel guide
Is Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly pet-friendly?
Yes, this property allows dogs (limit 1 total).
How much is parking at Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly?
On-site parking is available at the property.
What time is check-in at Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly?
Check-in begins at 3:00 PM.
What time is check-out at Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly?
Checkout is at 11:00 AM.
Where is Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly located?
This family-friendly Woodstock cottage is within a 5-minute walk of Woodstock Music Shop and Woodstock Artists Association and Museum. The Comeau Property and Woodstock Golf Club are also within 10 minutes.
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Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
From the very start, communication with Dave was excellent. He was incredibly helpful and responsive. The place was even nicer in person than the photos. It was spotless, thoughtfully prepared, and had everything we needed for a comfortable weekend stay.
Although it was quite cold outside, the home was cozy and warm, clearly well insulated, and the wood-burning stove was such a treat. We also braved the cold to enjoy the hot tub, which was absolutely delightful.
The location truly can’t be beat. We were able to walk to everything we needed in Woodstock, and for the one outing that took us just outside of town to Bearsville Theater, Dave recommended a car service that was outstanding.
We can’t say enough good things about our experience and are already looking forward to coming back. Highly recommend!
The location was exceptional, close to restaurants and shops, quiet neighborhood, comfortable bed and the house was well stocked with everything you’d need.
Wonderful Thanksgiving break! The house is right in town but tucked on a side street so it is quiet. The house was clean and cozy and just right for our family and our dog. The yard was safely fenced and had enough room for the pup for stretch his legs in the morning. The house is within walking distance of whimsical shoppes, amazing eateries and waterfall laden hiking trails. The host was responsive yet unobtrusive. All in all a magical getaway!
This property was in a perfect location and walking distance to the main road with all restaurants and shops. Listing owner was extremely communicative and made sure we were comfortable and happy with our stay. Would definitely stay again!
Just steps from everything, yet the property feels tucked away and private. We loved being able to walk everywhere and then have the cozy house to come back to - the wood burning stove made it extra cozy during our late March trip to Woodstock. Very communicative and friendly host.
The location enhanced our overall experience - it was nice to be able to walk around. The grounds are very pretty and well thought out. The stove was great.
Dave’s place was exactly as advertised if not better! Everything in town was a quick walk away yet his property still felt intimate and private. We loved the chess board and other games/fun little things provided in the house!
This adorable house is in the heart of Woodstock, walking distance to all the restaurants and shops. And about 30 minutes to local ski areas. We love the hot tub and the loft and all the games-perfect for our family with teens!
The home was cozy, well stocked and so close to stores, restaurants, etc. The booking process and communication with the property manager all went smoothly. Silivia’s to celebrate; wonderful evening.
This house couldn’t be closer to town - literally steps from our favorite restaurant. Perfect for our family of three (plus our dog) but would also work well for two couples (with a loft area that could sleep a kid or two on the couch or an air mattress). Great communication with our host who was super responsive and accommodating. All the amenities we needed and the hot tub was a great bonus. We’d stay again in a heartbeat!
The house was very cozy and warm—easy and fast to heat woodstove, and comfy skylight lit upstairs loft! We loved the outdoor are with firepit—perfect to sit with our dog. The location can’t be beat, right in downtown and even walking distance to grocery store. Loved spending Christmas there with my husband and son!
This property was perfect for my husband & I to enjoy for an extended weekend! The house is clean, comfortable & very well appointed. The beds are comfortable with quality linens. The kitchen has great cookware & knives (which is rare, in many past experiences). The yard is a lovely space to hang out & so is the hot tub!! Easy walk to town and the market. We hardly drove at all, in fact. Most importantly, Dave, the owner, was very accommodating, responsive to us, and sincerely interested in knowing how he could enhance the place for the best experience possible. Overall, 10/10! We will be back!!!
Stayed to attend the Old Rhinebeck Airshow. Good location. Right near all in Woodstock, although we didn't have time to enjoy the local businesses. Cute house, love the upstairs to relax and watch TV.
Lovely house in town but very private and quiet. Pretty fenced yard/garden space. Well appointed kitchen. Comfy bed, big tv. My husband, our corgi and I had everything we needed for the perfect Woodstock getaway. We hope to stay again next year.
This rental could not have been more perfect. Everything was so comfortable and relaxing, it was hard to leave. The location was amazing, steps to Bread Alone for coffee and breakfast treats, next to the Flea Market but still super private and felt like we were in a secluded cabin in the woods. We will definitely be booking again, thank you!
Loved the location. Walked to tinker st every day, it was so easy getting around. House was great and perfect for our dog (a lab). Yard is fenced so loved that.
Shower was a little weak on the pressure and heat but thats the only complaint I could make
The house was in an excellent location and very comfortable. The neighborhood was quiet and perfect for walking our dog. Both the front and back yards were fully fenced, and the owner was very responsive.The home had everything we needed for traveling with a dog, and the small outdoor sitting area was a favorite spot. We enjoyed morning coffee there before walking to nearby restaurants and bars. The surrounding area was also great for short drives and exploring.That said, the house could use a bit more attention to cleanliness. The air conditioners were somewhat musty, and the bedding had an odor that required extra washing. The washer and dryer also had a lingering smell, and the hot tub’s chemical scent was a bit strong, so we chose not to use it.Overall, a very comfortable and well-located home that’s ideal for travelers with dogs, with just a few areas where housekeeping and maintenance could be improved.
The home and yard were charming, relaxing, comfortable and well stocked with anything needed, including games, firewood. Great walkable location for the village and many excursions are within 45 minutes drive. Great choice. We came home so refreshed and rested. Thank you for all your thoughtful planning and effort Dave!
Dave's home is a wonderful property located in the center of Woodstock. Comfortable, clean with a wonderful fenced in yard that our dog loves. We have stayed here numerous times and continue to enjoy the wonderful feel of this home away from home!
Love the wood burning fireplace on chilly and cold evenings. Beautiful yard! Quiet and relaxing! Very comfortable spaces in the home.
Dave always responds within a very short period of time and is always helpful.
Love the upgrades! We will definetly be back!
The house was in a great location; within walking distance of the village, a CVS, and food store. We had a great time walking into town to shop, have meals, dessert, and loads of adventure with our toddler and family black lab. The fenced in yard was perfect for the dog and our on-the-go toddler. We had a great family stay.
Upon arrival at the scheduled check in tim,e the house wasn’t readily cleaned after the previous guests. It was frustrating after traveling with a car sick toddler. Dave was quick to respond to our inquiry and the cleaning employee showed promptly. We left the house for town for about 2 hours. When we arrived back the floors still seemed untouched as when we first arrived which made us uneasy to let our toddler play freely. We brushed it off and decided to enjoy the evening with a cocktail and relax in the hot tub. Unfortunately the hot tub was not working properly, no jets. Dave again responded promptly to the issue, but it wasn’t able to be fixed for us to fully enjoy the amenities.
Dave did offer us an additional night's stay, free of charge, to help accommodate the couple of issues, which was was very generous of him! Besides the few unexpected mishaps, we definitely enjoyed our stay, and hope to return in the future with expectations that the season opening quirks will be worked out.
The house was very cozy. Location was so close to everything. Dave was a great host, and was very attentive and responsive. Perfect getaway for me and my wife. Highly recommend.