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Entire home

Sitting area off of kitchen with wood stove (firewood provided!)

Overview
Amenities
Policies
Location
Host

9.8

Exceptional

4 bedrooms2 bathroomsSleeps 9167 sq m

Popular amenities

Pet-friendly

Pool

Hot tub

Fireplace

Kitchen

Barbecue grill

Check-in time

4:00 PM

Check-out time

11:00 AM

Explore the area

Woodstock, NY

Woodstock Public Library4 min drive
Woodstock Music Shop4 min drive
Overlook Mountain Trailhead11 min drive
Hudson, NY (HCC-Columbia County)50 min drive

Most relevant reviews

10/10 Excellent

The house was very beautiful and well laid out, everything was as-advertised.

Peter H.

Oct 16, 2023

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

Property manager

Heather Cross

Languages

English

Amenities

Pool

Hot tub

Kitchen

Washer

Dryer

Pet-friendly

Pool

Hot tub

Kitchen

Washer

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed

Keep pets off furniture and out of pool

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

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. Hunter Mountain and Kaaterskill Falls are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Catskill Mountains. Consider Byrdcliffe Barn for a night out or Woodstock Music Shop if you're travelling with kids. Take in the nearby slopes with skiing, or try out other outdoor activities such as sledging and ice skating.

Woodstock, NY

What's nearby

Woodstock Public Library - 4 min drive
Woodstock Music Shop - 4 min drive
Woodstock Golf Club - 5 min drive
Bethel Woods Museum - 11 min drive
Overlook Mountain Trailhead - 11 min drive

Getting around

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

Restaurants

‪Colony - ‬4 min drive
‪Bread Alone - ‬4 min drive
‪Olive's Country Store & Cafe - ‬14 min drive
‪Silvia - ‬4 min drive
‪Veggie Oasis - ‬15 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, pets are allowed at this 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 3 mi (5 km) of Woodstock Public Library, Woodstock Music Shop and SweetHeart Gallery. Byrdcliffe Barn and Woodstock Artists Cemetery are also within 3 miles (5 km).

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Mia M.

15 Apr 2024

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.

16 Oct 2023

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

Michelle G., New York

17 Sept 2021

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

10/10 Excellent

Elizabeth G.

18 Aug 2021

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

Thomas S.

1 Aug 2021

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

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.

24 July 2021

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

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.

1 July 2021

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

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.

27 June 2021

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

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.

10 June 2021

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

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.

1 Apr 2021

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

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.

18 Feb 2021

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

Perfect place for a relaxing stay.

We had a terrific family vacation.

10/10 Excellent

Ayturk M.

27 Jan 2021

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

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.

19 Nov 2020

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

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.

29 Oct 2020

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

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.

26 Oct 2020

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

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

10/10 Excellent

Mackenzie B., New York

18 Oct 2020

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

Great weekend away

We absolutely loved this house - the access to the town and hiking was amazing. The TV had access to most networks and apps, and the hot tub was great in the chilly October weather. Would definitely stay again!

10/10 Excellent

Christina K.

14 Oct 2020

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

Our stay

Absolutely beautiful property! Beautiful get away in the midst of fall brilliance. Can’t wait to come again!

Stayed 3 nights in Oct 2020

10/10 Excellent

Laurie K., Eugene, OR

20 Sept 2020

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

10/10 Excellent

Ann K.

16 Aug 2020

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

Beautiful Way to Spend a Week with Family!

Your home exceeded our expectations, and had plenty of space for our family of seven! We all enjoyed the pool and its surroundings, including the creek nearby, in which my grandchildren (9, 6, and 4) frolicked almost every day. The house was stocked with basic items, although we brought much of our own. Markets and eateries were nearby. We spotted wild turkeys and deer, amusing the children, as well. Thank you for a relaxing week!

Stayed 7 nights in Aug 2020

10/10 Excellent

Madelyn G., Richmond Hill N.Y.

10 Aug 2020

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

Beautiful Property

We spent a week at this beautiful house and it was everything we hoped for. The house is very clean. The sunroom is fantastic. The pol, the stream, nearby Woodstock - everything we needed. Thank you so much. We very much hope to stay there again.

Stayed 7 nights in Aug 2020

10/10 Excellent

Jennifer E.

20 July 2020

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

Perfect stay

Just ended a two week stay and wish we were staying longer. The house was comfortable and had everything you could want. The property is clean and really pretty. We all loved the pool and my teenaged sons enjoyed exploring the creek.

Stayed 14 nights in Jul 2020

10/10 Excellent

Susana H., Hoboken

15 July 2020

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

Perfect Home for a NY Getaway

We just returned from a week at this charming home in Woodstock and it exceeded our expectations. The home was exceptionally clean and organized, and offered many amenities that are often missing in rental homes (nice bedding, plush bath and pool towels, great pool toys). The home was also fully stocked (seasonings, coffee, hot chocolate, etc.) and while we did not use any of these (we brought our own), it was nice to see them offered. It's evident that the homeowners are not pinching pennies in their rental and want you to feel at home. The grounds are simply amazing - from the pool, to the hot tub, to the creek, and playground - the kids and adults had an absolute blast. If I had to point to any "cons," I would say that the air conditioner in the kids room is a bit noisy (we couldn't have it on during the evening), and the check-in time (4pm) is too late, especially given the check-out time (11am). Essentially, we lost two days of our week vacation and given it rained 80% of the time, we could've used them (especially the last day since it was the second of two sunny days we had the whole week). I did not ask for a late check-out because our request to check-in early was denied on the basis of the cleaning crew needing the time to clean thoroughly, but given the size of the home, I don't think 5 hours are necessary for cleaning, especially if there are 2-3 people cleaning. However, Heather was absolutely wonderful to deal with overall, and always responded promptly and in a friendly manner, which I really appreciated. (And the home and grounds were spotless.) Overall, I would definitely rent this home again.

Stayed 7 nights in Jun 2020

10/10 Excellent

Betsy B.

28 June 2020

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

Excellent family get away

Great property for 2 families to enjoy together. Kids loved the pool, hot tub, and creek. Plenty of toys, games and books to enjoy. House was well stocked making for any easy vacation.

Stayed 7 nights in Jun 2020

10/10 Excellent

Margaret H.

4 June 2020

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

10/10 Excellent

Angie L.

21 Oct 2019

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

Lovely spot for sheep and wool festival

Four of us stayed here for the Sheep and Wool Festival in Rhinebeck. It was great. House was very clean and bright. Bedrooms were as pictured, clean and cozy. Kitchen was well stocked. Our evenings in the hot tub were so relaxing after walking at the festival all day, and the babbling brook running through the backyard completed the storybook setting. Also, the host was very kind and responsive. Highly recommend!

Stayed 2 nights in Oct 2019

About the host

Hosted by Heather Cross

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.