See all properties
Save
Entire home

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

Photo gallery for Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly

Smart TV, fireplace, books, stereo
Exterior detail
Banquet hall
Smart TV, fireplace, books, stereo
Exterior detail

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4149 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View map
Woodstock, NY
  • Place, Catskill State Park
    ‪1 min walk‬
  • Place, Woodstock Music Shop
    ‪5 min walk‬
  • Place, Woodstock Public Library
    ‪7 min walk‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪42 min drive‬

Room options

Similar properties

Front of property
Twin Gables of Woodstock
  • Breakfast included
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
4.9 out of 5, Exceptional, 200 reviews
The price is NZ$267
includes taxes & fees
26 Mar - 27 Mar
Twin Gables of Woodstock

About the area

Woodstock

With a stay at this cottage in Woodstock, you'll be within a 5-minute walk of Catskill State Park and Woodstock Music Shop. .This family-friendly cottage is 15 mi (24.1 km) from Catskill Mountains and 26.2 mi (42.2 km) from Hunter Mountain.
View more Cottages in WoodstockOpens in a new window

What's nearby

  • Catskill State Park - 1 min walk - 0.0 km
  • Woodstock Music Shop - 5 min walk - 0.4 km
  • Woodstock Artists Association and Museum - 5 min walk - 0.5 km
  • Colony - 6 min walk - 0.6 km
  • Woodstock Public Library - 7 min walk - 0.6 km

Getting around

  • Rhinecliff Station - 27 min drive
  • Hudson, NY (HCC-Columbia County) - 47 min drive

Restaurants

  • ‪Stewart's Shops - ‬7 min drive
  • ‪Dunkin - ‬6 min drive
  • ‪Good Night - ‬6 min walk
  • ‪Tinker Street Tavern - ‬4 min drive
  • ‪Bread Alone Bakery - ‬3 min walk

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.

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
Make yourself comfortable in this air-conditioned cottage, which features a fireplace and a Smart TV. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Take advantage of recreation opportunities including a hot tub and a fitness center. Additional amenities at this cottage include an arcade/game room and barbecue grills.
Guests will find features like wireless internet access and onsite parking.

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
  • Fireplace
  • 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,600 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

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 allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total pets

Children and extra beds

Children are welcome

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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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 elevators
A car is required for transportation to and from this property

Property is also known as

Cozy Cottage Wood Stove one Block Town dog Friendly Woodstock
Cozy Cottage Wood Stove one Block Town dog Friendly
Cozy Wood Stove one Block Town dog Friendly Woodstock
Cozy Wood Stove one Block Town dog Friendly
Cozy Cottage Wood Stove one Block Town dog Friendly Woodstock
Cozy Cottage Wood Stove one Block Town dog Friendly
Cozy Wood Stove one Block Town dog Friendly Woodstock
Cozy Cottage Wood Stove one Block Town dog Friendly
Cozy Wood Stove one Block Town dog Friendly Woodstock
Cozy Wood Stove one Block Town dog Friendly
Cozy Cottage Private Road Town dog Friendly Woodstock
Cozy Cottage Private Road Town dog Friendly
Cozy Private Road Town dog Friendly Woodstock
Cozy Private Road Town dog Friendly
Cottage Cozy Cottage Private Road ~ in Town ~ dog Friendly
Cozy Cottage Private Road ~ in Town ~ dog Friendly Woodstock

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 117 out of 135 reviews
Rating 8 - Good. 16 out of 135 reviews
Rating 6 - Okay. 2 out of 135 reviews
Rating 4 - Poor. 0 out of 135 reviews
Rating 2 - Terrible. 0 out of 135 reviews

9.4/10

Cleanliness

10/10

Staff & service

6.0/10

Amenities

6.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Judy H.

Stayed 4 nights in Feb 2026

10/10 Excellent

Janet C.

Liked: Cleanliness
Great weekend here. We’ll be back!
Stayed 3 nights in Mar 2026

10/10 Excellent

Brian H.

Liked: Cleanliness
Host was great and the property was amazing. Perfect location and super cozy. Would absolutely return.
Stayed 3 nights in Feb 2026

10/10 Excellent

Lindsay G.

Liked: Cleanliness
Great house beautiful home and host was super welcoming!
Stayed 2 nights in Feb 2026

10/10 Excellent

Mary D.

Liked: Cleanliness
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.
Stayed 4 nights in Feb 2026

10/10 Excellent

Anissa M.

Liked: Cleanliness
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!
Stayed 2 nights in Feb 2026

10/10 Excellent

Tom A.

Liked: Cleanliness
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.
Stayed 2 nights in Jan 2026

10/10 Excellent

Glenn B.

Liked: Cleanliness
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.
Stayed 3 nights in Jan 2026

10/10 Excellent

andrew m.

Liked: Cleanliness
Fantastic location. Close to everything in townAnd quiet. I loved the second living room in the loft.
Stayed 3 nights in Dec 2025

10/10 Excellent

David B.

Liked: Cleanliness
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.
Stayed 7 nights in Dec 2025

10/10 Excellent

Julia G.

Liked: Cleanliness
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!
Stayed 7 nights in Nov 2025

10/10 Excellent

Ronica R.

Liked: Cleanliness
Amazing place and great location
Stayed 2 nights in Nov 2025

10/10 Excellent

Angelina B.

Liked: Cleanliness
The property was adorable and host was very attentive. The perfect property for a girls trip!
Stayed 4 nights in Oct 2025

10/10 Excellent

Kirstan B.

Liked: Cleanliness
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!
Stayed 4 nights in Oct 2025

8/10 Good

Chris K.

Disliked: Cleanliness
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.
Stayed 8 nights in Sep 2025

10/10 Excellent

bob t., California, USA

Liked: Cleanliness
We did not have a pet, and we did not use the hot tub.
Stayed 4 nights in Sep 2025

10/10 Excellent

Laura M.

Liked: Cleanliness
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 3 nights in Sep 2025

10/10 Excellent

Robert C.

Liked: Cleanliness
Stayed 3 nights in Aug 2025

10/10 Excellent

Michael D.

Liked: Cleanliness
Very clean and great location. Easy checkin
Stayed 2 nights in Jul 2025

10/10 Excellent

Kristin I.

Liked: Cleanliness

Comfy home, perfect location

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!
Stayed 6 nights in Jun 2025

10/10 Excellent

John S.

Stayed 4 nights in Apr 2025

10/10 Excellent

Sharon G.

Liked: Cleanliness

Loved The Sled House

Stayed 3 nights in Apr 2025

10/10 Excellent

Cara S.

Liked: Cleanliness

Great as always

You had a wonderful time. The kitchen, the dining space and entertainment areas perfect and very close to the center of town. Always fun.
Stayed 2 nights in Apr 2025

10/10 Excellent

Megan S.

Liked: Cleanliness

Comfortable home in convenient location

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.
Stayed 2 nights in Mar 2025

8/10 Good

Monika G.

Liked: Cleanliness

Great weekend getaway!

The location was exceptional, close to restaurants and shops, quiet neighborhood, comfortable bed and the house was well stocked with everything you’d need.
Stayed 2 nights in Mar 2025