Entire home

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

Choose dates to view prices

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

Smart TV, books, stereo, offices
Exterior detail
Interior
Property grounds
Banquet hall

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 41600 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Woodstock, NY
  • Place, Catskill State Park
    ‪1 min walk‬
  • Place, Woodstock Music Shop
    ‪5 min walk‬
  • Place, Colony
    ‪6 min walk‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪53 min drive‬

Room options

About the neighborhood

Woodstock

This cottage places you next to Catskill State Park and within a 5-minute walk of Woodstock Music Shop. The cottage includes a kitchen, a balcony, and a fenced private yard.

What's nearby

  • Catskill State Park - 1 min walk - 0.0 miles
  • Woodstock Music Shop - 5 min walk - 0.3 miles
  • Woodstock Artists Association and Museum - 5 min walk - 0.3 miles
  • Colony - 6 min walk - 0.4 miles
  • Woodstock Golf Club - 6 min walk - 0.4 miles

Getting around

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

Restaurants

  • ‪Stewart's Shops - ‬7 min drive
  • ‪Tinker Street Tavern - ‬4 min drive
  • ‪Bread Alone Bakery - ‬3 min walk
  • ‪Dunkin’ - ‬6 min drive
  • ‪Caffe Woodstock - ‬5 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. 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
The cottage is air-conditioned and features a kitchen and a balcony or patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fenced private yard, and a coffee maker. Limited housekeeping is available.

Similar properties

Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Pool/Spa

  • Hot tub

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car required
  • Limited onsite parking (max 2 spaces)

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • 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 elevator
  • 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

  • This property welcomes pets
  • Dogs only
  • 1 total pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • Long-term renters welcome.
  • There are no elevators.

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

Frequently asked questions

What's there to do around this cottage?

Guests positively rate the cottage's walkable location in Woodstock, just steps from Catskill State Park, and within a 10-minute walk of Colony and Woodstock Music Shop. You'll also find Woodstock Artists Association and Museum and Woodstock Golf Club less than a mile away.

Is parking available on site at Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly?

Yes, though there is a max of 2 spaces. You'll find a max of limited parking spaces.

Is this cottage next to a casino?

No, this cottage is not connected to a casino.

Is there an indoor pool at this cottage?

No, this cottage doesn't have an indoor pool; however, there is a hot tub.

What will couples enjoy most about a stay at Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly?

Amenities that appeal to couples at this historic cottage include a smart TV and a kitchen along with a hot tub.

Does Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly have a hot tub?

No, there isn't a spa tub at this cottage.

Does this cottage include breakfast service?

No, this cottage doesn't offer breakfast.

Does this cottage allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this cottage.

Does Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly have connecting rooms available?

No, this cottage doesn't feature connecting guestrooms.

What is the closest airport to this cottage?

The closest major airport to this cottage is Hudson, NY (HCC-Columbia County), which is about 27.2 mi away.

Are there rooms with balconies that I can book at Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly?

Yes, every cottage at Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly comes with a patio.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 122 out of 140 reviews
Rating 8 - Good. 16 out of 140 reviews
Rating 6 - Okay. 2 out of 140 reviews
Rating 4 - Poor. 0 out of 140 reviews
Rating 2 - Terrible. 0 out of 140 reviews

9.4/10

Cleanliness

10/10

Staff & service

6.0/10

Amenities

6.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Joseph W.

Liked: Cleanliness
We had a great time at Dave's house. It was a very comfortable and clean home. The location could not have been better. Right in the heart of town on a quiet street. Walkable to all the restaurants and shopping. Can't wait to come back!
Stayed 5 nights in May 2026

10/10 Excellent

Jared F.

Liked: Cleanliness
We had a nice stay in this cozy home. We particularly enjoyed lounging on the spacious sectional when we weren’t sleeping on the comfortable bed or exploring all that the Hudson Valley has to offer. Dave’s messages were friendly and timely. We didn’t need to ask for anything because the house was well equipped with everything we needed. We accidentally left something behind and even before we noticed it was gone, the cleaner messaged with a plan to mail it to us. We will definitely consider staying here again for another visit.
Stayed 3 nights in Apr 2026

10/10 Excellent

Holly B.

Liked: Cleanliness
We had a great stay! The location was perfect—an easy walk into town, which made everything super convenient. The house was clean, comfortable, and well cared for. The beds were especially comfortable, and the kitchen had everything we needed. We would definitely stay here again!
Stayed 2 nights in Apr 2026

10/10 Excellent

Brian E.

Liked: Cleanliness
Great experience - love the dog door
Stayed 2 nights in Mar 2026

10/10 Excellent

Christopher L.

Liked: Cleanliness
I stayed three nights with my partner and enjoyed the location, the hot tub, the upstairs TV room, and the woodburning stove. It's close to everything!
Stayed 3 nights in Mar 2026

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