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

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

Pool with playground in the background
Back of house from garden
Backyard deck, leads to pool/hot tub/fire pit as well as screened porch.
Pool
Pool

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 61800 sq ft

Popular amenities

  • Private pool
  • Hot tub on site
  • Garage parking available
  • Kitchen
  • Washer
  • Air conditioning

Explore the area

View in a map
Woodstock, NY
  • Place, Catskill State Park
    ‪1 min walk‬
  • Place, Hunter Mountain
    ‪30 min drive‬
  • Place, Kaaterskill Falls
    ‪32 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪45 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Guest/kid bedroom #1

1 Twin Bed

Guest/kid bedroom #2

1 Double Bed

Primary Bedroom

1 King Bed

2 bathrooms

Hall bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Primary Bathroom

Soap · Towels provided · Bathtub or shower · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden
Dining area

About this property

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

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 unwinding by 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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Hot Tub
Kitchen
Washer
Dryer
Free WiFi

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House Rules

Check in after 3:00 PM
Minimum age to rent: 27
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
Most kid 'stuff' available upon request
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
There is no self check-in - my mother or maintenance person will meet you when you arrive and let you in and quickly show you around.
Use of the pool, hot tub and any play equipment is at your own risk. Children must be supervised at all times. No glass permitted past the deck.
Clean up after yourselves - clean messes/spills quickly. Return items (including kitchen items and toys.) NO SHOES INSIDE.

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 and a first aid kit

About the neighborhood

Woodstock

Located in Woodstock, this vacation home is near a water park and in the mountains. Kaaterskill Falls and Hunter Mountain are worth checking out if an activity is on the agenda. Looking to enjoy an event or a game while in town? See what's happening at HITS-on-the-Hudson or Kiwanis Ice Arena. Take in the nearby slopes with cross-country skiing and snowboarding, or check out other outdoor activities such as snowmobiling and sledding.
Map
Woodstock, NY

What's nearby

  • Catskill State Park - 1 min walk - 0.0 km
  • HITS-on-the-Hudson - 16 min drive - 18.8 km
  • Hunter Mountain - 30 min drive - 27.7 km
  • Kaaterskill Falls - 32 min drive - 32.6 km
  • Bard College - 34 min drive - 40.2 km

Getting around

  • Rhinecliff Station - 32 min drive
  • Hudson, NY (HCC-Columbia County) - 47 min drive

Restaurants

  • ‪McDonald's - ‬15 min drive
  • ‪Stewart's Shops - ‬14 min drive
  • ‪Bread Alone Bakery - ‬8 min drive
  • ‪Caffe Woodstock - ‬9 min drive
  • ‪Cumberland Farms - ‬9 min drive

Frequently asked questions

Does Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres?

As of Apr 26, 2026, prices found for a 1-night stay for 2 adults at Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres on Apr 27, 2026 start from $640, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres?

Check-in begins at 3:00 PM.

What time is check-out at Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres?

Check-out is at 11:00 AM.

Where is Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres located?

Situated in the mountains, this vacation home is steps from Catskill State Park, and within 6 mi (10 km) of Platte Clove Preserve - Catskill Center and Bethel Woods Museum. Colony and Woodstock Music Shop are also within 6 mi (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 46 out of 47 reviews
Rating 8 - Good. 1 out of 47 reviews
Rating 6 - Okay. 0 out of 47 reviews
Rating 4 - Poor. 0 out of 47 reviews
Rating 2 - Terrible. 0 out of 47 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Wallace M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Jesse C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Loulou B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfectly clean and perfect host.
Stayed 21 nights in Nov 2025
Verified

10/10 Excellent

Mindy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house in a beautiful location. Spacious, well stocked, very clean. Great host!
Stayed 3 nights in Oct 2025
Verified

8/10 Good

Zach M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Marwan A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Mary K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Maggie was helpful & attentive!
Stayed 9 nights in May 2025
Verified

10/10 Excellent

Melissa K.

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

Amazing location and house!

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!
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Peter G.

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

Fantastic place for a family get away

We really enjoyed our stay at Maggie's Woodstock house, this is easily one of the best rental properties we have visited as a family. It is well located, with a beautiful and functional interior and there was lots for our son to engage with in the playroom, the pool, the yard and the kids bedrooms. Check-in etc... was a breeze and we felt well taken care of.
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Justin F.

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

Woodstock

The place was great , we had nice time by the pool and perfect weather for our stay . We do a Catskills trip every summer will definitely be back to stay here .
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Keith H.

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

Great place

Everything was great. We were here for 16 days and we could have just moved in and stayed forever. Come here…..you won’t regret it. A bit of paradise in the Woodstock woods!
Stayed 16 nights in Sep 2023
Verified

10/10 Excellent

Caroline K.

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

Peaceful Forest Retreat

This is a beautiful, well-appointed home nestled amongst tall pines. Very private and easy to live in, this gorgeous log cabin is simultaneously elegant and cosy, offering the quintessential experience of upstate mountain life.
Stayed 5 nights in Oct 2023
Verified

10/10 Excellent

Anna L.

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

Labor Day weekend in Woodstock

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.
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Bill G.

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

Absolute Relaxation

Seclusion divine. Thank you
Stayed 7 nights in Nov 2024
Verified

10/10 Excellent

Mindy K.

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

New York Sheep and Wool Festival

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.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

NANCY V.

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

A little piece of paradise

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.
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Seth K.

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

Privacy in the Woods

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.
Stayed 6 nights in Sep 2024
Verified

10/10 Excellent

Nel R.

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

Perfect Family Getaway

Our family had a wonderful stay and we hope to come back again next year. Maggie, her mom and Gabe were lovely and attentive, and ensured we had everything we needed while we were there so that we could enjoy our vacation. The house is truly beautiful, well-appointed and organized, and set back on a quiet private road that is surrounded by trees. Our two small children (5 and 3) spent hours enjoying the playroom as well as the pool, and as city kids thrilled at making smores by the firepit and studying the little frogs they found in the garden. As a family, we enjoyed every second and it was hard to leave!
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Melissa W.

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

Peaceful Oasis

Maggie and her family were wonderful! The house was so beautiful and clean. From the warming decor, to the relaxing backyard, this house was perfect for a staycation. We spent everyday in the gorgeous pool with our toddler who loves to swim (getting him out was the toughest choice all week). The house is secluded for privacy, but close enough to the strip in Woodstock that we were able to see the local shops and try new cuisine. Thank you so much Maggie for a wonderful stay! We can’t wait to stay in the future.
Stayed 4 nights in Sep 2023
Verified

10/10 Excellent

NANCY V.

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

Perfect Birthday getaway

From the checkin to the moment we left, we loved this place. Maggie was the perfect host. The home was clean, comfortable and had every amenity available. Loved all the labels indicating where things were, especially on all the light switches. The outdoor pool area was where we spent all our time, reading, swimming, watching the butterflies in the garden, hearing the owl in the woods. We will definitely come back here, and recommend it highly for the anyone looking for the perfect private getaway - hidden away, but close to everything. Thanks Maggie for everything!
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Katherine G.

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

Idyllic Upstate Getaway

I can’t say enough about how wonderful this experience was. The house & property are immaculate & beautiful. Everything inside & out is clean, very well maintained, and overall lovely details throughout. The location couldn’t be better- it feels secluded while you’re on the property, but within a few minutes you can drive to local hiking trails, restaurants (we had a fantastic experience at Red Onion), shops, and Woodstock. We also were happy to find it was within DoorDash delivery range on days/nights it was too nice to leave the pool or hot tub! Maggie was an exceptional host and her thorough guide to the nearby area was incredibly helpful & appreciated.
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Melanie C.

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

The perfect VRBO

Let me begin by saying, we didn’t want to leave and we already started to figure out when we’ll book it next! It was such a treat to be there. The home is beautiful and comfortable. The location is picturesque and conveniently located in proximity to Woodstock and the hosts were welcoming and great communicators. We had such a relaxing time sitting by the fire, listening to records, making meals together, enjoying the hot tub, and soaking in the view out of the expansive windows. The home was thoughtfully decorated and the beds and bedding were on point. Don’t hesitate, book this one!
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Dan B.

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

Absolutely beautiful

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:-)
Stayed 2 nights in Jan 2025
Verified

10/10 Excellent

Peter O.

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

Great Get Away

Firstly, Maggie and her Mom, Jan, were absolutely wonderful hosts. The property has many quality amenities; the Hot Tub and Pool are highlights but, added to to that the home is very comfortable. So many items were provided from Charcoal, Lighter Fluid, Firewood and a plethora of spices and cooking items that make "Home on the road" feel like Home. The living room TV is equipped with multiple streaming services as well as live TV; there are also many DVDs to choose from. Location is ideal; it's in the woods enough to be surrounded by nature yet, only a few minutes drive to Woodstock and Saugerties for restaurant / shopping options. All in all a very lovely place to stay and get away from it all.
Stayed 7 nights in Jun 2024

About the host

Hosted by Maggie

Host profile image
We are a family from Brooklyn who were thrilled with our upstate home pre-pandemic, and now unduly grateful post-pandemic. After three years of living here full time, we're making some changes, so the home will be available for longer periods of time. We have family a mile away and a property manager and house cleaner on call, so if needed, assistance is always near by. We will make room for you and your family, but we ask that you treat our home as you would your own. This is our sanctuary, where our children are growing up - it is a very special house on a very special property and we are very grateful to be able to share it with others.

Why they chose this property

Our neighborhood is very quiet and peaceful, yet situated very close to Town and all activities. Our acreage affords us privacy, yet we are not secluded. Our proximity to family was also a huge bonus when moving to this home.

What makes this property unique

It's perfectly situated between Woodstock, Saugerties and Kingston. Close enough that it it's a pleasure to drive into town for cocktails or dinner, but far enough that you feel very remote and secluded. Near all skiing, hiking and all activities that the wonderful Catskills and Hudson Valley offer. We are happy to give personal recommendations, based on your needs, in addition to our list of our favorites that we provide to all guests.

Languages:

English, Spanish

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