Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres

Woodstock, New York
$700 avg/night
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Escape to your own private Catskills retreat—set on five peaceful wooded acres at the base of Overlook Mountain. This fully renovated 3-bedroom, 2-bath home blends modern comfort with relaxed country living, featuring a heated saltwater pool in summer, a year-round hot tub, a spacious deck and screened porch, and a warm wood-burning fireplace for cooler months.

Whether you're swimming under the sun, enjoying morning coffee in the screened porch, hiking nearby trails, or unwindingby the fire after a day in town, this home is designed for easy, comfortable getaways in every season.

Outdoor Living Designed for Relaxation:

Surrounded by mature trees and landscaped gardens, the property offers exceptional privacy while still being just minutes from town. You will enjoy:

- Private heated saltwater pool (open May–September)
- Year-round hot tub under the stars
- Large deck with outdoor dining and lounge seating
- Beautiful screened-in porch for bug-free summer evenings
- Landscaped garden and open lawn area
- Quiet wooded setting on 5 acres
- Fire pit area

This is a true indoor-outdoor retreat—designed for relaxing, reconnecting, and enjoying nature.


Ideal for Every Season — This Home Is Designed to Be Enjoyed Year-Round:
- Summer: swim in the heated pool, dine outdoors, and relax in the garden.
- Fall: experience foliage season and cozy evenings by the fireplace.
- Winter: enjoy snowy walks, hot tub soaks, and fireside relaxation.
- Spring: watch the landscape come alive and enjoy peaceful outdoor time.


Bright, Open Living Spaces:

Inside, the home feels airy, welcoming, and thoughtfully updated. Large windows fill the living area with natural light and bring the outdoors in, while the open floor plan makes it easy for everyone to gather comfortably. Highlights include:

- Spacious open-concept living room, kitchen, and dining area
- Cozy wood-burning fireplace
- Fully renovated interior
- Comfortable seating and gathering spaces
- Smart TV and fast Wi-Fi
- Central air conditioning and heating
- Clean, modern design throughout

The space works equally well for quiet weekends, family vacations, or small group getaways.


Fully Equipped Kitchen & Dining:

The kitchen is designed for both everyday meals and relaxed entertaining. Features include:

- Modern appliances
- Fully stocked cookware and essentials
- Open layout connected to dining and living areas
- Dining table for shared meals
- Easy access to the deck for outdoor dining

Whether you're cooking a full dinner or enjoying takeout from town, everything you need is ready.


Comfortable Bedrooms & Flexible Sleeping:

The home comfortably accommodates families, couples, or small groups.

Primary Bedroom:
- Comfortable king bed
- Peaceful setting
- Easy access to bathroom

Bedroom Two:
- Double bed
- Bright and comfortable

Bedroom Three:
- Twin beds

Bathrooms:
- Two full bathrooms
- Clean, modern finishes
- Heated floors


Perfect Location — 5 Minutes to Center of Woodstock, Yet Completely Private:

You'll enjoy the peace of a secluded wooded setting while being just minutes from everything that makes Woodstock special.

Nearby:
- Restaurants, shops, and galleries
- Hiking and nature trails near Overlook Mountain
- Skiing and winter activities
- Farmers markets and local events

You get privacy, nature, and convenience—all in one stay.


Location & Nearby Activities:

Our home is conveniently located near many of the region’s most popular destinations, including the equestrian events at HITS, and the ski mountains of Hunter, Belleayre, and Windham. The surrounding Catskills and Hudson Valley offer year-round activities—from hiking and skiing to dining, shopping, and exploring charming local towns.

Whether you're planning an active getaway or simply looking to relax and unwind, the house serves as an ideal and comfortable home base.

The attached garage and side entrance are especially convenient during winter months, providing a warm, dry place for skis, boots, and outdoor gear.


Guest Support & Local Recommendations:

We provide guests with a curated list of our favorite restaurants, bars, hikes, and local attractions—including family-friendly activities and hidden gems. We want you to enjoy the area like a local.

We also have trusted local support available if needed, including professional cleaning and maintenance services, to ensure your stay is smooth and comfortable.

For longer stays (over two weeks), a mid-stay cleaning is required to maintain the home’s cleanliness and comfort.


House Rules & Important Information: to ensure a peaceful and enjoyable stay for all guests:

- Maximum occupancy: 4 adults (plus children; flexibility may be considered depending on ages)
- Minimum renter age: 27
- No parties or events
- Quiet residential setting
- Two exterior security cameras are installed: Front door / doorbell & Driveway facing the garage

These cameras are used solely for safety and property monitoring.

A 4% Ulster County occupancy tax will be added to the reservation as required by local regulations.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • SKI

    Snowboarding And Cross-country Skiing Nearby
  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

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

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Double-glazed Windows Humane Treatment Of Captive Wild Animals Recycling Reusable Coffee/tea Filters Unit Size: 1800 Sq Ft (167 Sq M) Uses Some LED Lighting
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking Onsite Parking Options Include A Garage Wheelchair-accessible Parking And Van Parking Available
  • INTERNET

    Free WiFi, With Speed Of 100+ Mbps (good For 1–2 People Or Up To 6 Devices)
  • OUTDOORS

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

    Fence Around The Pool Heated Pool Hot Tub Outdoor Pool Private Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English Spanish
  • THINGS TO DO

    Fitness Center Fitness Facilities Nearby Golf Nearby Hiking/biking Trails Nearby Horse Riding Nearby Ice Skating Nearby Mountain Climbing Nearby Sailing Nearby Swimming Nearby Water Park Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Books DVD Player Games Music Library Stereo Video Games Video Library Smart TV
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Children's Toys Playground Travel Crib
  • LOCATION HIGHLIGHTS

    In The Mountains Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    4 On-site Accessible Parking Spaces Area Rugs In Public Areas Front Entrance Ramp If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Smooth Flooring In Public Areas Stair-free Path To Entrance Wheelchair-accessible Parking Wheelchair-accessible Path Of Travel Wheelchair-accessible Van Parking

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Wallace M.

    Submitted Mar 3, 2026

    Stayed Feb 26, 2026

    Our stay was fantastic and the host was extremely organized and proactive with sharing information and details for our stay. The home was very well appointed and everything we could have needed was provided.

  • Jesse C.

    Submitted Jan 27, 2026

    Stayed Jan 17, 2026

    The host and her mother (who manages the guests on site) were extremely responsive and helpful. I cannot emphasize enough how clean and organized this cabin is! Everything is labeled and exactly where you'd think it should be. It was a wonderful stay!

  • Loulou B.

    Submitted Dec 20, 2025

    Stayed Nov 9, 2025

    Perfectly clean and perfect host.

  • Marwan A.

    Submitted Dec 8, 2025

    Stayed Dec 5, 2025

    Great spot for a weekend in Woodstock. The location is excellent and the place has a really relaxed atmosphere. The host was fantastic and clearly put a lot of thought into the guest experience. She provided a super detailed binder that was incredibly helpful, covering everything from great local recommendations to exactly how to set up the fireplace and hot tub. It made settling in effortless. Highly recommend booking here.

  • Mindy K.

    Submitted Oct 20, 2025

    Stayed Oct 16, 2025

    Great house in a beautiful location. Spacious, well stocked, very clean. Great host!

  • Submitted Sep 1, 2025

    Stayed Aug 24, 2025

    Spacious, well appointed and well laid out house nestled in a bucolic setting. Beautifully landscaped outdoor space with an attractive and clean pool and hot tub. Supremely tranquil and peaceful. Property manager was very responsive and helpful. Highly recommended!

  • Zach M.

    Submitted Jul 29, 2025

    Stayed Jun 21, 2025

    The place had everything you could need, really nicely decorated and appointed and the pool and yard were so peaceful. Very close to Woodstock to get in for coffee or dinner or drinks, and the hosts were great!

  • Mary K.

    Submitted Jun 6, 2025

    Stayed May 19, 2025

    Maggie was helpful & attentive!

  • Thomas C.

    Submitted Jun 2, 2025

    Stayed May 30, 2025

    Maggie was great and had fantastic suggestions including kid friendly options for us. Her house had so many thoughtful touches and our kids loved it

  • Dan B.

    Submitted Jan 27, 2025

    Stayed Jan 24, 2025

    We had the most amazing weekend. The house and property are perfect. The home is beautiful and nestled at the end of a long private driveway. My kids loved the play room, the living room and kitchen are gorgeous and the giant windows facing the front will relax you instantly. I’m not a wilderness person but absolutely loved our walks in the woods and fireplace was so easy to use. You feel completely secluded but the center of town is less than ten minutes away. Maggie and her mom are the perfect hosts. The house is stocked with everything you need and the caretaker is a mile away and so nice..We are definitely coming back:-)

  • Bill G.

    Submitted Dec 5, 2024

    Stayed Nov 23, 2024

    Seclusion divine. Thank you

  • Mindy K.

    Submitted Oct 23, 2024

    Stayed Oct 18, 2024

    House was beautiful, very clean in a beautiful location. We had a great time. We went to the festival and then hung around the house and knit and enjoyed the surroundings. The host was very responsive. The house was well stocked and clean.

  • Melissa K.

    Submitted Oct 15, 2024

    Stayed Oct 11, 2024

    We booked this stay last minute and we couldn’t have been happier with how beautiful the property was, and how easy and kind the owners were. They sent a long list of recommendations for the area that was so appreciated, the house is well stocked with everything you need, and we really enjoyed our stay!

  • Seth K.

    Submitted Sep 19, 2024

    Stayed Sep 12, 2024

    Secluded location. Beautiful pool, garden and hot tub. Very clean and well organized kitchen. Everything worked from appliances to lighting dimmers to heated bathroom floor. Maggie and Jan went out of their way to make sure our stay was relaxing and stress free.

  • Anna L.

    Submitted Sep 13, 2024

    Stayed Aug 31, 2024

    Host Maggie and her mom Jan couldn't have been more welcoming and kind. The house was immaculate and everything exactly as described. Our stay exceeded our expectations in every way! Highly recommend.

  • NANCY V.

    Submitted Sep 8, 2024

    Stayed Sep 4, 2024

    From the moment we booked there was excellent communication. The check in process was super friendly and easy. The home itself is so awesome - totally private, clean, tons of amenities, and a heated pool that makes it hard to leave. Located outside of town but convenient to everywhere we wanted to be. We will definitely be back and highly recommend this home.

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Total

Includes taxes and fees
$639+
View details