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

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

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms2 bathroomsSleeps 91800 sq ft

Popular amenities

  • Dryer
  • Fireplace
  • Washer
  • Kitchen

Explore the area

View in a map
Woodstock, NY
  • Place, Woodstock Music Shop
    ‪4 min drive‬
  • Place, Woodstock Golf Club
    ‪4 min drive‬
  • Place, Overlook Mountain Trailhead
    ‪10 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪48 min drive‬

Room options

About the neighborhood

Bearsville

On river.Within a 10-minute walk of the vacation home, you'll find Catskill State Park and Woodstock Dog Park. Woodstock Public Library and SweetHeart Gallery are also within 3 miles (5 km).
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What's nearby

  • Woodstock Music Shop - 4 min drive - 2.0 miles
  • Woodstock Golf Club - 4 min drive - 2.5 miles
  • Overlook Mountain Trailhead - 10 min drive - 4.0 miles
  • Karma Triyana Dharmachakra Monastery - 10 min drive - 4.0 miles
  • Ashokan Rail Trail- Woodstock Dike Trailhead - 11 min drive - 6.6 miles

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

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

  • 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
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

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. 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

Reviews

10/10 Excellent

Greg S., Delmar, NY

Liked: Cleanliness
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

Linda S.

Liked: Cleanliness
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

Mariana P.

Liked: Cleanliness

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

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

Elizabeth S.

Liked: Cleanliness

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

Eric S., United States

Liked: Cleanliness
Stayed 4 nights in Dec 2024

8/10 Good

Melanie Z.

Liked: Cleanliness

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

10/10 Excellent

Stephen W.

Liked: Cleanliness

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

Victoria R.

Liked: Cleanliness

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

Rachel F.

Liked: Cleanliness

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

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

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

Michelle G., New York

Liked: Cleanliness

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

10/10 Excellent

Elizabeth G.

Liked: Cleanliness

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

Thomas S.

Liked: Cleanliness

Excellent

The place was great. Exactly as listed. We stayed in late July which was perfect for the stream and pool. Children ages 4, 7 and 8 loved it.
Stayed 7 nights in Jul 2021

10/10 Excellent

Avital B.

Liked: Cleanliness

A lovely place

We just returned from a great week. The house is specious and clean. The outdoor is well kept and the pool was wonderful. The beds were comfortable. The owner thought of every detail in making the stay comfortable. Lots of books, games for the kids, pool equipment and more. The town is very laid back and the restaurants are good. We had a great time.
Stayed 7 nights in Jul 2021

10/10 Excellent

ANDREA S.

Liked: Cleanliness

Wonderful home

This house had everything we needed for a perfect week with a multigenerational family. The beds were comfy, the property is gorgeous, the pool was wonderful and the kitchen had everything we needed. It was the perfect getaway.
Stayed 7 nights in Jun 2021

10/10 Excellent

Liliane M.

Liked: Cleanliness

Family get together

Given my family is all vaccinated but we still wanted a safe family get together, I was happy to find this property through VRBO. The house was just as described and was very clean, well stocked and very comfortable. My family really enjoyed the pool, the hot tub and hanging out in the family sunroom. Great location to explore rhe surrounding area with lots to see. The hosts gave us a well written info pamphlet prior to arriving so we knew where to go for groceries, places to eat, etc. We had a lovely time!
Stayed 7 nights in Jun 2021

10/10 Excellent

Lisa W.

Liked: Cleanliness

Perfect Weekend Getaway

This house is so perfectly located close to town and nestled within green scenery. It felt like a private oasis. We booked the house on a weekend that turned out to be 90 degree weather so spent the entire time in the pool while listening to music on the outdoor speakers. And then we crashed hard each night in the comfy beds. It was hard to leave.
Stayed 3 nights in Jun 2021

10/10 Excellent

Claudia S.

Liked: Cleanliness

Weekend getaway

We had a great time at Heather’s property. We loved driving through the nearby windy roads and seeing pretty views of Catskills. This would be a great place to visit in warm weather when the pool is open as well.
Stayed 3 nights in Mar 2021

10/10 Excellent

Melissa S.

Liked: Cleanliness

Perfect place for a relaxing stay.

We had a terrific family vacation.

10/10 Excellent

Ayturk M.

Liked: Cleanliness

Weekend gateway

House is super clean , well stocked and very comfortable. It sits on a beautiful property and has a superb location - minutes from restaurants and supermarket. Hot tub was a bonus on a cold winter break. We cannot wait to go back on warm days to enjoy the pool. Heather is also incredibly thoughtful and organized (you can tell from everything in the house) and she is responsive. It exceeded our expectations and we would love to be a regular on her property.
Stayed 3 nights in Jan 2021

10/10 Excellent

Matt D.

Liked: Cleanliness

A great stay upstate!

I came up to Woodstock for a long weekend with a small group of friends and we had a great time! The house was very clean and comfortable. The hot tub was a great bonus! We also cooked an entire “Friendsgiving” dinner. The house had everything you could think of, fully stocked with pots, pans, knives and appliances. Would definitely come back again!
Stayed 3 nights in Nov 2020

10/10 Excellent

Evelyn B.

Liked: Cleanliness

A dream for a family stay

We had the very best time. It was seamless.
Stayed 3 nights in Oct 2020

10/10 Excellent

Alexandra D.

Liked: Cleanliness

Excellent stay

Our stay was wonderful! House is extremely well stocked with all kitchen items we could want to cook. There was a ton of toys for my 2 year old son to play with. Property is so close to town. Would definitely recommend for families with young kids or couples trip!
Stayed 4 nights in Oct 2020