Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly

Woodstock, New York
$361 avg/night Minimum Stay 1 Nights
Bed 2

Bed

Bath 1

Bath

Home Cottage

Property Type

Sleep 4

Max Sleeps

Night 1 nights

Min Stay


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

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • SKI

    Cross-country Skiing And Snowboarding Nearby
  • PETS

    1 Total Pets Pet Friendly Welcoming Dogs Only
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1600 Sq Ft (149 Sq M)
  • KITCHEN

    Dishwasher Electric Kettle Ice Maker Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Limited Onsite Parking (max 2 Spaces) Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Fenced Yard Firepit Garden Outdoor Furniture Patio
  • POOL/SPA

    Hot Tub
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair Office
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Ecotours Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Golfing On Site Horse Riding Nearby Ice Skating Nearby Kayaking Nearby Rafting Nearby Sledding Nearby Snow Sports Gear Wildlife And Game Walks Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Games Stereo Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room Wood Stove
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Playground
  • LOCATION HIGHLIGHTS

    In A Village Near A Health Or Beauty Spa
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Limited Housekeeping
  • SUITABILITY/ACCESSIBILITY

    Area Rugs In Public Areas Designated Smoking Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Note From Host: Smoking On Outdoor Patio Only Stair-free Path To Entrance Well-lit Path To Entrance

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Submitted Jun 17, 2019

    Stayed Jun 14, 2019

    It was OKay. Needs upgrade and a little more cleaning

  • Lindsay G.

    Submitted Feb 16, 2026

    Stayed Feb 14, 2026

    Great house beautiful home and host was super welcoming!

  • Mary D.

    Submitted Feb 13, 2026

    Stayed Feb 9, 2026

    We always enjoy staying at Dave's in Woodstock. This house is the perfect location.And we love that are dogs are so comfortable there.

  • Anissa M.

    Submitted Feb 10, 2026

    Stayed Feb 6, 2026

    Beautiful place, the hot tub was clean and fun! Close to stores and restaurants! The owner is very kind and helpful! I’d stay here again!

  • Tom A.

    Submitted Feb 2, 2026

    Stayed Jan 30, 2026

    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.

  • Glenn B.

    Submitted Jan 27, 2026

    Stayed Jan 24, 2026

    We had a great time with the dogs. No place better to get snowed in. 20 inches of snow while we were there, we’ll certainly come back… maybe in a warmer time of year.

  • andrew m.

    Submitted Jan 11, 2026

    Stayed Dec 31, 2025

    Fantastic location. Close to everything in townAnd quiet. I loved the second living room in the loft.

  • David B.

    Submitted Dec 29, 2025

    Stayed Dec 20, 2025

    Perfect balance of feeling secluded but only a 1 minute walk to the main strip (cafe, CVS, etc.). Fully fenced yard for the dog and close to good hiking. Host was very responsive to any questions in the lead-up. Place was clean with all required amenities. Lovely stay.

  • Julia G.

    Submitted Dec 1, 2025

    Stayed Nov 23, 2025

    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!

  • Ronica R.

    Submitted Nov 23, 2025

    Stayed Nov 21, 2025

    Amazing place and great location

  • Angelina B.

    Submitted Nov 11, 2025

    Stayed Oct 21, 2025

    The property was adorable and host was very attentive. The perfect property for a girls trip!

  • Kirstan B.

    Submitted Oct 20, 2025

    Stayed Oct 13, 2025

    Stayed here for my honeymoon and it was perfect! Private and relaxing, cozy spots to hang out, well stocked kitchen, lovely hot tub, and awesome location right in the middle of town. It was great to get to walk to all the restaurants & shops. The host was responsive and went out of his way to make sure the hot tub was in good working order for our stay which we really appreciated. Check in / check out was incredibly easy. We would definitely stay here again!

  • Chris K.

    Submitted Oct 5, 2025

    Stayed Sep 11, 2025

    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.

  • bob t.

    Submitted Sep 29, 2025

    Stayed Sep 25, 2025

    We did not have a pet, and we did not use the hot tub.

  • Laura M.

    Submitted Sep 27, 2025

    Stayed Sep 19, 2025

    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!!!

  • Michael D.

    Submitted Jul 15, 2025

    Stayed Jul 10, 2025

    Very clean and great location. Easy checkin

  • Kristin I.

    Submitted Jun 21, 2025

    Stayed Jun 15, 2025

    The home was very comfortable, we loved hanging out in the fenced in yard at night that was safe for our dog to play and explore. House is just steps away from shops and restaurants, great neighborhood with friendly people. Would definitely return!

  • Cara S.

    Submitted Apr 13, 2025

    Stayed Apr 11, 2025

    You had a wonderful time. The kitchen, the dining space and entertainment areas perfect and very close to the center of town. Always fun.

  • Megan S.

    Submitted Mar 24, 2025

    Stayed Mar 21, 2025

    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.

  • Monika G.

    Submitted Mar 17, 2025

    Stayed Mar 14, 2025

    The location was exceptional, close to restaurants and shops, quiet neighborhood, comfortable bed and the house was well stocked with everything you’d need.

  • Colleen G.

    Submitted Mar 6, 2025

    Stayed Feb 21, 2025

    Great location and responsive host.

  • Craig K.

    Submitted Nov 6, 2024

    Stayed Nov 1, 2024

    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!

  • Kathe P.

    Submitted Oct 30, 2024

    Stayed Oct 24, 2024

    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.

  • Kevin K.

    Submitted Oct 13, 2024

    Stayed Oct 11, 2024

    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!

  • J V.

    Submitted Sep 29, 2024

    Stayed Sep 26, 2024

    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

  • Rhonda B.

    Submitted Sep 16, 2024

    Stayed Sep 13, 2024

    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.

Your dates are Available!

Total

Includes taxes and fees
$361+
View details