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

Family-friendly holiday home with outdoor pool and Hot tub

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

Looking at rear of house from pool area
Looking at pool from hot tub on deck
Breakfast bar in fully stocked kitchen
Sitting area off of kitchen with wood stove (firewood provided!)
Dining area with table for 8

Reviews

9.8 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 9167.2 sq m

Popular amenities

  • Fireplace
  • Dryer
  • Washer
  • Kitchen

Explore the area

View map
Woodstock, NY
  • Place, Woodstock Dog Park
    ‪8 min walk‬
  • Place, The Comeau Property
    ‪2 min drive‬
  • Place, Hunter Mountain
    ‪41 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪49 min drive‬

Rooms & beds

4 bedrooms (sleeps 9)

Downstairs Bedroom #1

1 Queen Bed

Downstairs Bedroom #2

1 Queen Bed

Master Bedroom

1 King Bed

Upstairs Bedroom

1 Double Bed and 1 Single Bed

2 bathrooms

Downstairs Bath

Toilet · Shower only

Master Bath

Toilet · Shower only · Jetted bathtub

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

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

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs and cats less than 23 kg per pet (limit 2 pets total)
Keep pets off furniture and out of pool
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Smoking

Smoking is not permitted
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.

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
On-site parties or group events are strictly prohibited
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 and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number 10474

We should mention

A car is recommended for transport to and from this property

About the area

Bearsville

Located in Bearsville, this holiday home is on the waterfront. SweetHeart Gallery and Woodstock Artists Association and Museum are cultural highlights, and some of the area's activities can be experienced at Woodstock Golf Club and Birch Body Care. Travelling with kids? Consider Kiwanis Ice Arena and Empire State Railway Museum. Enjoy the area's slopes with skiing, and don't miss out on the sledging and ice skating.
View more Holiday homes in BearsvilleOpens in a new window
Map
Woodstock, NY

What's nearby

  • Woodstock Dog Park - 8 min walk - 0.7 km
  • The Comeau Property - 2 min drive - 1.5 km
  • Catskill Mountains - 19 min drive - 24.9 km
  • Hunter Mountain - 41 min drive - 56.4 km
  • Windham Mountain Resort - 57 min drive - 76.3 km

Getting around

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

Restaurants

  • ‪Good Night - ‬4 min drive
  • ‪Bread Alone Bakery - ‬4 min drive
  • ‪Colony - ‬4 min drive
  • ‪Caffe Woodstock - ‬5 min drive
  • ‪Silvia - ‬4 min drive

Frequently asked questions

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

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

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

Yes, this property allows cats and dogs (limit 2 total) with a maximum weight of up to 23 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking at Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres?

On-site parking is available at the property.

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.

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

Checkout is at 11:00 AM.

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

This family-friendly Bearsville holiday home is located on the waterfront, within a 10-minute walk of Catskill State Park and Woodstock Dog Park. Woodstock Music Shop and Woodstock Public Library are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 90 out of 101 reviews
Rating 8 - Good. 9 out of 101 reviews
Rating 6 - Okay. 1 out of 101 reviews
Rating 4 - Poor. 1 out of 101 reviews
Rating 2 - Terrible. 0 out of 101 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Julia B.

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

We had the most relaxing weekend celebrating my Grandfathers 90th birthday.

House was perfect and my kids had a wonderful time in the pool. Heather responded to all concerns quickly and house was well stocked.
Stayed 2 nights in Sep 2019
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Aaron P., New York

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

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
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Pali D., New York City

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.
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Roman K.

Family friendly home in Woodstock

We stayed at Our Woodstock Home last weekend. It is a beautiful home, and it is kid friendly. It is in a peaceful wooded setting, and comes with all the amenities. The kids had a great time there and had plenty to do: walk by the creek, play on the swings, walk through the woods. Thanks Heather for letting us spend Mother's day weekend as a family in your lovely home..

8/10 Good

Nick N., Chicago, Illinois

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

Nice time in the country.

Property was nice, we didn't get to try out the pool. Maintenance of the premises could be better.
Stayed 2 nights in Oct 2019

10/10 Excellent

Laurie K., Eugene, OR

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
This review was submitted before 2018 and has not been verified.

10/10 Excellent

kerry s., Connecticut

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
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Gregory B., Exeter, NH

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!

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

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
This review was submitted before 2018 and has not been verified.

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.
This review was submitted before 2018 and has not been verified.

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!!!!!!
This review was submitted before 2018 and has not been verified.

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!

About the host

Hosted by Heather Cross

Host profile image
I'm a mom, writer, yogini and travel agent. Woodstock has been a peaceful escape from the concrete jungle we live in and a place that we love to spend time with family and friends. It's truly a joy to be able to share our special place with others who hopefully enjoy it as much as we do.

Why they chose this property

Our Brooklyn family wanted a place to escape the hustle and bustle of city life and we just love Woodstock -- the people, the town, the vibe and the music. And the clean mountain air. When we were visiting potential properties my daughter called this one 'Paradise' and I'm inclined to agree.

Now that we've left the city, we still love spending time at our upstate escape. It always feels like vacation time when we are in Woodstock.

What makes this property unique

We love this house because there is plenty of space for entertaining and enjoying one another, but also privacy with four separate bedrooms. It's close to town, but feels very private. We spend a lot of time ourselves at the house and try to make it the perfect place to stay for ourselves, as well as our guests.

Languages:

English

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