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Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres

Family-friendly stay with outdoor pool in Bearsville

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Property grounds
Exterior
Outdoor pool, a heated pool
Interior
Outdoor dining

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms2 bathroomsSleeps 9167 sq m

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Woodstock, NY
  • Place, Catskill State Park
    ‪1 min walk‬
  • Place, Woodstock Dog Park
    ‪8 min walk‬
  • Place, Bearsville Theater
    ‪14 min walk‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪57 min drive‬

Room options

About the area

Bearsville

On river.Within a 10-minute walk of the vacation home, you'll find Catskill State Park and Woodstock Dog Park. Tinker Street Tavern and Bearsville Theater are also within 2 miles (3 km).
View more Vacation homes in BearsvilleOpens in a new window

What's nearby

  • Catskill State Park - 1 min walk - 0.0 km
  • Woodstock Dog Park - 8 min walk - 0.7 km
  • Bearsville Theater - 14 min walk - 1.2 km
  • Tinker Street Tavern - 14 min walk - 1.2 km
  • The Comeau Property - 2 min drive - 1.8 km

Getting around

  • Rhinecliff Station - 31 min drive
  • Hudson, NY (HCC-Columbia County) - 51 min drive

Restaurants

  • ‪Stewart's Shops - ‬12 min drive
  • ‪Dunkin’ - ‬10 min drive
  • ‪Red Onion - ‬9 min drive
  • ‪Tinker Street Tavern - ‬16 min walk
  • ‪Caffe Woodstock - ‬5 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres

Experience Woodstock, NY and the Catskill Mountains while staying at our lovely four-bedroom home. Located on nearly three-acres, Our Woodstock House offers both privacy and convenience. The Woodstock Green is just 2.5 miles away, yet from our home you'll hear the sound of the Sawkill River and the stream that bisects our land. Our Woodstock House can be a great spot for exploring the area -- nearby options include river tubing, hiking, skiing, shopping and wonderful dining, but you can also have a great time just relaxing at our home. You can swim in the pool (in season), soak in the hot tub, cook meals with friends, watch movies, listen to music, explore the outdoors or just enjoy the fresh air, all without leaving the property. Our home is designed to accommodate families -- we've got a stash of toys and games for kids, and you won't have to worry about lugging all the accessories that they require: we have a high chair, gate, pack 'n play and more available.

We bought our home in Woodstock, NY after attending Levon Helm's Midnight Ramble several years in a row and falling in love with the area. Our Woodstock House is not just a vacation rental -- it's our family's retreat and we have set it up to be comfortable for our family and yours. The well-stocked kitchen is a joy to cook in, and the space is perfect for sharing with others. The kitchen table seats 8 adults easily, and we have a folding table and chairs for 6 more if you're hosting a crowd. There are two separate sitting areas, with comfortable couches for relaxing with friends. All beds are comfortable and in good condition and we provide all required linens and towels.

Hot tub is available for guests year-round. Pool is open seasonally from Memorial Day to Labor Day it is heated to 78.

Bedroom Setup:
- Master Bedroom has a king bed
- Second upstairs bedroom has a twin bed and a full-sized bed
- Downstairs bedroom has a queen sized bed
- Second downstairs bedroom has a queen sized bed

Woodstock STR Permit: SUP #23-0678

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Property amenities

Beach

  • Beach towels

Ski

  • Close to skiing

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Jetted bathtub
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate sitting area
  • Wood stove

Entertainment

  • Books
  • DVD player
  • Games
  • Music library
  • Smart TV with cable/satellite channels
  • Stereo
  • Video games
  • Video library

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • On a river
  • On the waterfront

Things to do

  • Heated pool
  • Optional golf privileges
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Ice skating nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Sledding nearby
  • Swimming nearby
  • Water tubing nearby
  • Windsurfing 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

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

Rules

We allow a 30 minute check-out grace period, but there is a $50/15 minute charge for renters that have not left the property on time.
Cleaning fee covers ordinary cleaning, but if excessive cleaning is required, the monies to cover the cost will be deducted from security deposit.
No smoking or candles inside the home. (Except birthday candles!) If you smoke outside, dispose of butts properly. $100 fee for cigarette clean-up.

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 2 (weight limit: 50 lbs per pet)
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
  • Service animals are exempt from fees
  • Note from host: keep pets off furniture and out of pool

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

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
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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property Registration Number 10474

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

Property is also known as

Family-friendly Retreat
Family-friendly Retreat Town w/ & Hot Tub 3 Acres House
Family-friendly Retreat Town w/ & Hot Tub 3 Acres
Family-friendly Retreat House
Family-friendly Retreat

Frequently asked questions

How close is Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres to the airport?

This vacation home is 37.4 mi (51-min drive) away from the Hudson, NY (HCC-Columbia County) airport, the closest popular airport to the property.

Does Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres to the beach?

This vacation home is 12.4 mi (22-min drive) from South Landing and 12.4 mi (22-min drive) from West Landing. Don't forget your sunscreen!

Does Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres?

No, there is no casino at this vacation home.

What time is check-in at Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres?

Check-in begins at 4:00 PM.

Is there free parking at Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres?

Free parking is not available at this vacation home.

Does Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres have a pool?

This vacation home features an outdoor pool.

Does Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres have a spa?

There are no spa services available at this vacation home.

How close is Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres to downtown Bearsville?

This vacation home is 0.7 mi away from Bearsville.

Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 93 out of 104 reviews
Rating 8 - Good. 9 out of 104 reviews
Rating 6 - Okay. 1 out of 104 reviews
Rating 4 - Poor. 1 out of 104 reviews
Rating 2 - Terrible. 0 out of 104 reviews

9.8/10

Cleanliness

Reviews

Verified

10/10 Excellent

Adrian D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely sun room and large space.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Linda S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was amazing, it has everything you could possibly need . We loved the deck it was so spacious and the whole pool area was great with plenty of loungers to relax and the kids loved the slide . It is so close to everything and we all had a wonderful time . Thank you
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Victoria R.

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

Great stay for families

A great home for our group, including 2 small children (1 & 3 years old). Loved having the pool!
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Rachel F.

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

Relaxing Getaway

We truly enjoyed our relaxing respite. Peace, quiet, and nature from the pool to the hot tub. Thank you for our wonderful vacation!
Stayed 6 nights in Jun 2024
Verified

10/10 Excellent

Peter H.

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

Beautiful property, great house!

The house was very beautiful and well laid out, everything was as-advertised.
Stayed 4 nights in Oct 2023
Verified

10/10 Excellent

Mia M.

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

Great place to stay

This house is lovely and conveniently located. It has all you need to cook in the kitchen and basics like spices are provided. We were very happy with our weekend.
Stayed 3 nights in Feb 2024
Verified

10/10 Excellent

Mariana P.

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

It’s just what we needed

We had a very relaxing time! My 3 and 4 yr old were so happy with the toys and their bedroom. It’s a very beautiful and cozy home with everything we needed. Thank you!!
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

Greg S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Heather was fantastic to communicate with. She immediately responded to any & all questions or concerns that we had. The pool was a huge hit with everybody (we had a nice, hot week for our stay). Favorites: Pool, Sunroom, & availability of A/C. Needs a wee bit o' work: The 1st floor shower (could use an upgrade). Overall: A great stay for our group.
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Amanda Eyrich D.

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

Amazing Catskill Getaway

We've been staying in rental homes in the Catskills for nearly 20 years. This home was one of our all-time favorites! Close to the center of town in Woodstock and also tucked away in the woods with amazing views of the river. Heather was a gracious, responsive host. Can't wait to return again soon!
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Elizabeth G.

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

Wonderful stay!

Wonderful stay at this Woodstock house with extended family! Kids enjoyed using the pool and swing set everyday. Parents enjoyed the fire pit and hot tub. Great location, close to downtown Woodstock with many nice restaurants and local hiking spots in the Hudson valley. Would definitely go back!
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Stephen W.

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

Great Location

We had a wonderful vacation. The house served it's purpose, mostly just for cooking and sleeping. The location was great for local and short distance activities. We saw deer, a bear and a snake eating a frog. Everyone had a good time.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Elizabeth S.

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

Just perfect!

We had a wonderful time at this home. The privacy is perfect yet so close to everything. Great open floor plan! Loved the sunroom & jacuzzi! We hope to book this summer so we can enjoy the pool & outdoor space.Thank you! Elizabeth
Stayed 3 nights in Jan 2025
Archival

10/10 Excellent

Aaron P.

Fabulous rental, everything young kids could want!

We had a great getaway. Our kids loved the big yard, playing by the river and all of the great toys in the house. The house is comfortable and has everything you could want. We hope to visit again in the summer and use the pool.
Stayed 2 nights in Oct 2016
Archival

10/10 Excellent

Pali D.

A little Woodstock treasure

Beautiful spot close to town. Loved playing in the stream and hanging out by the fire pit. This wonderful, quiet retreat with everything you could ask for was a perfect weekend getaway from the city. Thank you.
Verified

10/10 Excellent

Laurie K.

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

Lovely stay in woodstock

Thank you, Heather, For a lovely stay. We had three generations and there was something for everyone. The whole house was very well stocked. We were sorry that the hot tub was not working while we were there and it was too chilly to use the pool because that looked lovely! We loved playing in the creek next to the property. You can tell it is a special place.
Stayed 3 nights in Sep 2020
Verified

8/10 Good

Melanie Z.

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

Our 2024 trip

Had a great time, the pool was awesome and the hot tub was even better. Loved the fully stocked kitchen it really helped us with our meals for the week. Host was quick to answer and understanding during one issue, which was corrected fast and efficient. Wont lie the septic smell was unpleasant outside but we managed. Other than updating some pictures i would say id recommend anyone to stay and enjoy a week! Thank you for allowing us to stay!
Stayed 7 nights in Aug 2024
Archival

10/10 Excellent

kerry s.

Restful family vacation

Just getting settled back in after a wonderful week up in Woodstock at this home. My 2yr old loved the swingset, pool and the toys! My husband and I were very comfortable cooking, bbq'ing and relaxing as our little guy looked for worms and toads. We will be back shortly. -K
Archival

10/10 Excellent

Gregory B.

Great weekend destination

Though minutes from Woodstock center, the property has a secluded feel. The home is very clean/comfortable and has all necessary amenities for a comfortable vacation. The large backyard is a paradise of sorts with its soothing sounds from the nearby stream and river, a large swimming pool, hot tub, grill, and fire pit. My friends and I mostly relaxed at the house during our stay, but did take an enjoyable excursion to Saugerties to kayak on the Hudson. The owners are quite responsive and made the rental process seamless. You can't go wrong with this rental!
Verified

10/10 Excellent

Shawn G.

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

Perfect getaway

My family and I stayed at the Woodstock house for a week. It was truly a little piece of heaven tucked away in the woods. My two year old spent every morning throwing rocks in the beautiful backyard stream, my mother drank coffee in the sun room every day, and we loved having the pool and hot tub to relax in. The proximity to town was perfect and the house came equipped with everything. Heather was so responsive to any question I had. My family and I are still talking about how much fun we had. We will definitely be back!
Stayed 7 nights in Jun 2019
Verified

10/10 Excellent

Margaret H.

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

Even Better than the Pictures

My tag line says it all. The house is lovely, every detail taken care of without being fussy- from a super well applianced kitchen to small touches like hooks next to hot tub for towels. Bathrobes, plenty of towels, clear instructions, amazing pool and lovely walks all near by. The layout of the bedrooms is also perfect, two up and two down so allows for some privacy. Even though it was a glorious weekend we were torn between being outdoors and enjoying the light and views from the very large sunroom/living room. Heather was incredibly responsive and the house was immaculate (as were the grounds).
Stayed 4 nights in May 2020
Archival

8/10 Good

Lynne C.

Lovely family home, clean, wonderful for kids

Heather was a great hostess and really went out of her way to make our stay comfortable. Positives were the toys for the kids, the hot tub, the location, the quick response to complaints that the pool needed to be cleaned, great seating by the pool. Things to improve: it is very very dark in the sunroom at night, the refrigerator needs to be updated, it hums constantly and has no ice maker. The septic tank backed up if we ran multiple loads of laundry and that created a smell.
Archival

10/10 Excellent

Bryan W.

Our family retreat to Woodstock

If you're looking for a place that allows you to spend the entire week at the house and the grounds around it, a place that is literally a minute and a half drive to the center of Woodstock, or a place that is centrally located then this is the house you've been looking for. We could have spent the entire week at the house with all of the amenities it has (pool with slide, hot tub, tiki bar, cable tv, Netflix, Wii, Apple tv, swing set, hammock, Jacuzzi, a river that runs along the property ((we were greeted by a doe and fawn when we first arrived)), fire pit, board games, books, DVD's and so much more) but we opted to take advantage of the surrounding area as well as the house. There are so many things to do in the area that it was nice to head out on a scenic drive in to the mountains then hike for a few miles to find a breathtaking view and have the short drive back to the house to take a swim and relax with a drink by the bonfire or simply take in the amazing stars at night. The property and house were more than we expected as was the attentiveness and recommendations that we were afforded by Heather. We loved the stay and obviously can't say enough about it. Highly Recommend staying here!!!!!!
Archival

10/10 Excellent

Melissa C.

We had a fantastic time!

We stayed at this home over MLK weekend and a wonderful time was had by all! We were a large group-8 adults and three children ages six and under- and there was plenty of space for all. The home and property were beautiful and well maintained. The house has everything you need including many baby items and toys and books for the kids which made packing easier. We enjoyed many family meals around the table which fit everyone comfortably. We especially enjoyed spending time in the back room which had beautiful panoramic views of the property. There was a light falling snow every day that added to the beauty and serenity of our experience. The hot tub was even more fun in the snow! The property is in a great location, a short drive to town and about a half hour to the mountains for skiing or snowboarding. It was our first time in Woodstock and we loved checking out the local shops and galleries. The property owners were incredibly easy to work with. It is evident that they have put a lot of thought and effort into ensuring your experience is one of relaxation and thorough enjoyment. We really loved the house and the whole experience and would highly recommend this home for your stay in Woodstock!
Archival

10/10 Excellent

lora c.

Upstate Fun!

Three families and their children stayed at this gem of a home over President's Day Weekend and had a wonderful time. The house is fantastic--close enough to walk to the market/restaurant in the nearby area, a short drive to town, but far enough away to still feel very remote. The set up of the house is great--there is a large living room and an equally large dining/sitting area near the kitchen. We had 6 adults and 3 active children under 3 and the house never felt crowded. The view from the living room is gorgeous--all trees and a stream is just a short distance from the house. Deer were outside on the lawn in the evening, which was a treat for us city folk. The rooms are all tastefully decorated and the house is very clean and organized. You can tell that a lot of work has gone into the place to get it up and running for renters. I've stayed in places where the home felt sterile and this place manages to feel new/clean, but still very homey, which was great. The kitchen is well appointed with all necessary cooking supplies. The DVD collection is also amazing! Very kid friendly, which is great if you have children, but also not annoying if you don't have children. There were toys for the kids to play with, books for them to read and a highchair/pack and play, which was great to not have to lug with us. They have thought through everything--outlets are covered and kitchen sink cabinet is locked. Highly recommend this home. Lots of little extras that made us feel like we were staying at a friend's place rather than a typical rental. It's a wonderful get away. We hope to be back in the summer, as the pool/BBQ/tiki bar are tempting, as is the stream out front for my husband to fly fish! Thank you for the wonderful long weekend getaway.
Verified

10/10 Excellent

Michelle G.

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

Woodstock Family Fun

We had a great week! Our family felt so welcomed and comfortable in this lovely Woodstock home which had just about every single thing we could think of to make our stay perfect. The kitchen is well stocked with kitchen appliances and utensils which was helpful as we stayed in and cooked most meals. We had some rainy days and found the house well stocked with games, books, puzzles, dvds and TV apps so plenty to keep everyone busy. My 3 year old nephew also appreciates all the toys that kept him busy on rainy days. On sunny days we spent all day outdoors by the pool enjoying the pool, hot tub, Tiki bar, BBQ, fire pit, playground and nearby stream. The house is close to town so we also got to enjoy strolling by the shops. There is a nearby field and dog park. We also enjoyed hiking the Ashokan rail trail. Would highly recommend this property for any family gathering.
Stayed 7 nights in Aug 2021