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Private Woodstock Retreat • Walk to Town • Hot Tub

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A cozy living room with a brown leather sofa, a coffee table, and a television. There is a staircase with wooden beams and a blue wall.
A spacious hall with a central statue, rows of red cushions, and traditional decor.
A backyard with a wooden fence, a yellow umbrella, string lights, a hot tub, and a garden area.
A garden with a black fence, a yellow door, and a tree with white flowers.
A black house with a yellow door, a stack of firewood, a welcome mat, and a potted plant.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 41600 sq ft

Popular amenities

  • Hot tub
  • 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

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Twin Gables of Woodstock
Woodstock
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
4.9 out of 5, Exceptional, 228 reviews
$194 nightly
The price is $233
Nov 2 - Nov 3
Total with taxes and fees
Twin Gables of Woodstock

About the neighborhood

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 cottage is 19.2 mi (30.9 km) from Hunter Mountain and 21.7 mi (35 km) from Kaaterskill Falls.
View more Vacation Homes in WoodstockOpens in a new window

What's nearby

  • Catskill State Park - 1 min walk - 0.0 miles
  • Woodstock Music Shop - 5 min walk - 0.3 miles
  • Colony - 6 min walk - 0.4 miles
  • Woodstock Golf Club - 6 min walk - 0.4 miles
  • Woodstock Public Library - 8 min walk - 0.5 miles

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
  • ‪Cumberland Farms - ‬3 min walk
  • ‪Bread Alone Bakery - ‬3 min walk
  • ‪Silvia - ‬2 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 • Walk to Town • Hot Tub

The whole house is yours: no host on site and no other guests. This private, quiet 2-bedroom home sits on a hidden lane one block behind Woodstock's main street. Walk to the Village Green, restaurants, shops, galleries and live music, then come back to your own fenced yard, hot tub, fire pit, grill and patio under bistro lights. A working wood stove makes winter cozy. Great for couples, small families, friends and dogs. Weekly and monthly rates available.

Highlights
• Walk to the Village Green, restaurants, shops, coffee spots and live music
• Hot tub, fire pit & BBQ with Weber grill
• Private fenced-in yard with a gate (great for dogs)
• Bistro-lit patio dining area
• Working wood stove, plus heaters in every room for cozy winters

Inside the Home
2 queen bedrooms with A/C, a cozy living room with large Roku TV, and a bright, spacious loft with games, puzzles, movies, yoga mats and light weights, and a second smart TV. Perfect for artists, musicians or writers, and ideal as a home office.

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 the loft for groups over 4.

Outdoor Living
Relax in the hot tub, gather around the fire pit, or cook on the Weber grill and dine outside under bistro lights on the private patio.

Parking
2 free on-site parking spaces plus additional street parking. For HITS guests, oversized vehicles can fit in the driveway.

Getting Around
The house is a short walk or quick drive to local hiking trails and a two-minute walk to the bus stop. Family-owned restaurants, an organic market, boutiques, thrift and metaphysical shops, and a pharmacy are all within easy reach. Hunter, Windham and Belleayre ski areas are a short drive; NYC and the Adirondacks are about two hours away.

Interaction with Guests
I live just outside of town and usually respond to texts right away. I have full-time maintenance help if I'm not immediately available.

Pet Policy
Dogs welcome, but please check with me first. The yard is fenced, but please be mindful of neighbors: dogs can't be left alone or bark excessively. Many nearby shops and restaurants are dog friendly!

House Notes
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.

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, featuring a kitchen with a refrigerator and an oven. There's a private balcony or patio. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a desk and a microwave, and housekeeping is provided on a limited basis.
Enjoy recreation amenities such as a hot tub or take in the view from a garden.
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 house: 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
  • 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
  • 2 pets 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

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

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
2 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
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

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Private Woodstock Retreat • Walk to Town • Hot Tub Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 127 out of 146 reviews
Rating 8 - Good. 17 out of 146 reviews
Rating 6 - Okay. 2 out of 146 reviews
Rating 4 - Poor. 0 out of 146 reviews
Rating 2 - Terrible. 0 out of 146 reviews

9.4/10

Cleanliness

10/10

Staff & service

6.0/10

Amenities

6.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent
Stayed 6 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing place and great location
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house beautiful home and host was super welcoming!
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was great and the property was amazing. Perfect location and super cozy. Would absolutely return.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great experience - love the dog door
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great weekend here. We’ll be back!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was adorable and host was very attentive. The perfect property for a girls trip!
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic location. Close to everything in townAnd quiet. I loved the second living room in the loft.
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great location and responsive host.
Stayed 2 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

Can’t beat location and great outdoor space
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and great location. Easy checkin
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

If you want Woodstock this is the place to stay.

1/2 block to downtown Woodstock, everything you need for a comfortable stay. Best part is the Host Dave, cool guy!
Stayed 2 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Location

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!
Stayed 2 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Woodstock Getaway

Best spot to stay in town. Hot tub is lots of fun too. Fresh and clean.
Stayed 3 nights in Feb 2024