Entire home·Private host

Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!

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your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!

Banquet hall
Fridge, microwave, oven, stovetop
Smart TV, fireplace, books, stereo
Miscellaneous
Property grounds

Reviews

9.8 out of 10

Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4149 sq m

Popular amenities

  • Hot tub
  • Gym
  • Parking available
  • Washer
  • Barbecue grill
  • Pet-friendly

Explore the area

Map
Woodstock, NY
  • SweetHeart Gallery
    5 min walk
  • Catskill Mountain Pizza
    2 min walk
  • Rhinecliff Station
    27 min drive
  • Hudson, NY (HCC-Columbia County)
    47 min drive

Room options

Similar properties

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 Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!

House is cleaned with bleach solution as per CDC recommendations.
While weekends are popular we offer larger discounts for weekly, monthly and seasonal rentals. Please message me if you have questions about pricing. I will work with you when I can.
The Sled Hill House is in the center of town yet secluded, private and off the beaten path. The bungalow is surrounded by a privacy-fenced yard with outdoor seating and beautiful foliage. The house and property are completely yours. There is a sunny and bright loft area which works well as a home office, workout area, game room for the kids with a large screen Roku tv and comfortable seating.. Two bedrooms with comfortable queen beds share a full bath on the first floor. A well appointed eat-in kitchen and a comfortable living room with large screen Roku tv finish the first floor layout. Outside you'll find a hot tub, new Weber Grill for cookouts and patio dining. A short walk to Woodstock village filled with restaurants, coffee shops, shopping and people watching.
The Sled Hill House is a charming family cottage in town
*Entire house and yard is yours. Private and secluded. You are not sharing the property with anyone else.
*High Speed Wi-Fi
*Located on a quiet, hidden road one block from the center of town
*No parties. Sound ordinance 11pm.
*One block walk to everything in town. you son't find anything closer
- restaurants
- movie theater
- farmers market
- nightlife
- pharmacy
- health food store
- golf course
- hiking
- the Mill Stream

The House:
• Completely private - entire house and yard is yours alone
• BBQ and Outdoor Weber Grill, Fire pit and outdoor bistro lighting in back yard
• private, secluded, shady outdoor dining area and patio
• Large upstairs loft area, equipped with games, puzzles, and movies
• Air conditioning in bedrooms and loft for the warmer seasons
• Fenced in yard
• beautiful gardens and walking paths
• 2 master bedrooms with queen sized beds, closets and AC
• 1 full bathroom
• Large screen smart TVs in the living room and upstairs loft
• Kitchen with all new appliances, coffee maker, laundry, dishwasher, microwave
• Pots, Pans, utensils, coffee, tea, complete pantry of spices and oils, for cooking
• Wood stove in living room for the colder seasons
* Close to all ski areas
• Two parking spaces on site and additional parking on the street

- House is secure. Many of the nearby shops and restaurants are within a three minute walk

Guest access:
You have full access to the house, fenced in yard and private parking spots for two vehicles. (for HITS guests, oversized vehicles can fit in driveway and there is additional parking on the street.

Interaction with guests:
I live just outside of town and I respond to texts immediately. I have full time maintenance help if I am not readily available. I am usually around but give you your space.

Other things to note:
No car needed. We are a two minute walk to the bus stop and to all the wonderful restaurants and shopping and all that town has to offer.

House is also just down the street from the mill stream and a short walk or drive to local hiking trails. Our hidden road is right behind Tinker Street which includes all sorts of family owned restaurants, an organic supermarket, boutiques, thrift and metaphysical stores, and a pharmacy.

Day Trips. We are a short drive to Hunter, Windham, and Belleayre Ski areas. We're just 1.5 hours from Vermont, 2 hours from NYC, 2 hours from the Adirondacks so you can take a day trip to explore and still make it back in time to have dinner at the organic restaurant up the street.

I hope you enjoy my home and our town as much as I do, and respect it. There is a deck and porch areas for hanging out and dining but please no smoking inside. You are a part of the Woodstock Artists Community and must be respectful of our neighbors.

Town of Woodstock Listing #20N-063
This cottage's walkable location gets good marks from our customers. During your stay, you're just a quick walk from Catskill State Park. You'll find features such as a gym, 1 hot tub and an arcade/games room. The cottage offers free WiFi and a kitchen.
  • Air-conditioned cottage with kitchen, washing machine and fireplace
  • Free WiFi
  • On-site recreation includes a gym and a playground
  • Steps from Catskill State Park and 5 minutes on foot from SweetHeart Gallery
Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub offers its guests Access to hot tub and a fitness centre. Barbecue grills, an arcade/games room, and a garden are also featured at the family-friendly Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Hot Tub.

Smoking is allowed in designated areas at this Woodstock cottage.

Property manager

Dave Leonard

Languages

English

Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Pool/Spa

  • Spa 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

  • 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

  • Housekeeping (limited availability)
  • Iron/ironing board

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
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Ice skating nearby
  • Kayaking 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

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 pets
  • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

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Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 93 out of 108 reviews" "
Rating 8 - Good. 13 out of 108 reviews" "
Rating 6 - Okay. 2 out of 108 reviews" "
Rating 4 - Poor. 0 out of 108 reviews" "
Rating 2 - Terrible. 0 out of 108 reviews" "

9.2/10

Cleanliness

10/10

Staff & service

6.0/10

Amenities

6.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Craig K., Rockaway Beach, New York

Liked: Cleanliness
Perfect location, awesome host!
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!
Stayed 3 nights in Nov 2024

10/10 Excellent

Kathe P.

Liked: Cleanliness
Quiet but in town
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.
Stayed 5 nights in Oct 2024

10/10 Excellent

Kevin K., Woburn, Massachusetts

Liked: Cleanliness
Perfection!
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!
Stayed 2 nights in Oct 2024

8/10 Good

J V.

Liked: Cleanliness
Perfect house to be in the center of everything
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
Stayed 3 nights in Sep 2024

10/10 Excellent

Rhonda B.

Liked: Cleanliness
Airshow weekend
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.
Stayed 3 nights in Sep 2024

10/10 Excellent

Johanna S.

Liked: Cleanliness
Amazing location, amazing home and property
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!
Stayed 3 nights in Apr 2024

8/10 Good

Rich D.

Relaxing Family Retreat in Woodstock Village
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.
Stayed 3 nights in Apr 2024

10/10 Excellent

Cara S.

Liked: Cleanliness
Great time
Wished we could have stayed longer. Beautiful property…perfect for just being in town and not having to drive anywhere. Thanks, Dave!
Stayed 2 nights in Apr 2024

10/10 Excellent

Olivia R.

Liked: Cleanliness
An awesome stay in Woodstock
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!
Stayed 2 nights in Apr 2024

10/10 Excellent

Mary D.

Liked: Cleanliness
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

10/10 Excellent

Jill R.

Liked: Cleanliness
Perfect Ski House Getaway
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!
Stayed 3 nights in Dec 2023

8/10 Good

Verified traveller

Cozy spot right in town!
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!
Stayed 3 nights in Dec 2023

10/10 Excellent

Robin H.

Liked: Cleanliness
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

10/10 Excellent

Evelyn Z.

Liked: Cleanliness
Our stay
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.
Stayed 2 nights in Oct 2023

10/10 Excellent

Michael M.

Great location
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.
Stayed 3 nights in Oct 2023

10/10 Excellent

Jillian B.

Liked: Cleanliness
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

10/10 Excellent

Stephanie C.

Liked: Cleanliness
Complete Oasis
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!
Stayed 7 nights in Aug 2023

10/10 Excellent

Tanya L.

Liked: Cleanliness
Awesome!!!!
We stayed here in July, and could not have asked for a more wonderful stay! We brought our dogs, who LOVED running through the wrap-around yard. The space is beautifully landscaped and the neighborhood is super quiet. The jacuzzi was awesome too! Can’t say enough wonderful things about this place—and about Dave’s kindness and hospitality!!!
Stayed 3 nights in Jul 2023

8/10 Good

Jenna B.

Liked: Cleanliness
Great location!
Can’t beat location and great outdoor space
Stayed 3 nights in Jun 2023

10/10 Excellent

kerri f.

Liked: Cleanliness
Home Sweet Home
I came back home with my family to visit family and friends during the memorial day holiday. This rental was perfectly situated right in town so all we did was leave and walk around all day.
Stayed 5 nights in May 2023

10/10 Excellent

e a.

Liked: Cleanliness
Great stay!
Perfect location and walkable to everything. I'd been concerned about noise since the place is right off the main drag, but this was not a problem at all. Once you're off that road, you're in paradise. Enjoyed the fenced-in yard for our dog and loved hanging out in the loft. Hope to stay again sometime!
Stayed 4 nights in Apr 2023

10/10 Excellent

Mary D.

Liked: Cleanliness
Best location
Great home to rent in the middle of Woodstock. Walk to everything! Great yard with hot tub, campfire pit,and many places to hang out. Love that we could bring our dogs!!!!
Stayed 4 nights in Feb 2023

8/10 Good

Mike R.

10 sled hill
Dave is always easy to contact and work with. The house is in a great location and easy to walk around town. The wood burning stove is great for chilly winter nights. The house is a rental, so it does get a little beat up. But we do enjoy it every time we stay.
Stayed 3 nights in Feb 2023

10/10 Excellent

Nicholas F.

Liked: Cleanliness
Great stay
We stayed for New Years and it was a great time. The house was perfect for our family of 4. We especially enjoyed throwing logs in the wood burning stove and watching movies and playing board games. Neighborhood was great and convenient to town. Would definitely stay again. Dave was easy to work with and made sure we had everything we needed.
Stayed 3 nights in Dec 2022

10/10 Excellent

Jill R.

Liked: Cleanliness
Cozy Cabin in the Heart of Town
Quintessential cozy cabin in the heart of Woodstock. It was warm and inviting with a wood burning stove. 2 living room spaces-when you walk in and the loft is large and comfy. It was perfect to have the teens have a separate hang out space. And the hot tub after a long day of skiing was heavenly. We went to nearby Belleayre, Hunter & Windham, all between 35-50 minutes away. And were able to mostly walk to restaurants each night, such a treat.
Stayed 3 nights in Dec 2022