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Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!

Holiday home in Woodstock with kitchen and balcony

Photo gallery for Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!

Weather-resistant outdoor room, with fireplace, ceiling fan and lighting
On the driveway, leading towards the house
You've arrived!
Front of the house
Side shot of the exterior, including the stone living room

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6195.1 sq m

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Kitchen
  • Barbecue grill

Explore the area

View map
Woodstock, NY
  • Place, Woodstock Music Shop
    ‪3 min drive‬
  • Place, Colony
    ‪3 min drive‬
  • Place, SweetHeart Gallery
    ‪3 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪43 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!

Picture yourself in an Arts-and-Crafts-style home, on 3.3 acres, just a short walk from Woodstock’s Village Green. We've owned it since 2002 and listed it on VRBO in 2019 for the first time. Your getaway begins in this Woodstock Festival-era 3-bedroom, 2-bath home offering many truly unique qualities. Relax by the heated pool (during the warm months), surrounded by mature trees. Enjoy the “weather-resistant” outdoor room: a spectacular, covered deck featuring a full fireplace. Watch the meandering stream that flows past the yard. Stretch out on one of the sofas in the one-of-a-kind, stone living room. You’ll be transported: We’re just 100 miles—a two-hour drive—from NYC.

See why our guests write: "You know it was a great trip when you talk about when you can return!"

We'll do our best to accommodate early check-ins and late departures, but it always depends on our being able to properly turnover the house from the previous guests and next guests.

Please note: Parties and events are not permitted. There are many other homes in the area that might be more suitable for you if that's what you're looking for. We strive to be good neighbors.

Inside: Everything is on one floor! (There are three steps to get to the living room.) This architecturally unique home offers many distinctive touches with continuous windows connecting each room. The stone room was formerly the neighborhood icehouse and was converted to a living room when the home was built in the late ‘60s. All of the bedrooms feature floor-to-ceiling Hunter Douglas window shades.

The main bedroom has a queen-size Thos. Moser bed and boasts two sliding doors. One leads you right to the covered outdoor room. The other opens on the deck and overlooks the stream. The room is appointed with other Thos. Moser furniture, a 43" Smart TV, and a one-of-a-kind giant, framed poster of a Vargas girl. The en-suite bathroom has a walk-in shower.

The other two bedrooms each feature super-comfy new (2021) queen-size Pottery Barn beds, and a shared bath, with stall shower.

The open kitchen has Bosch appliances and a grand counter with bar stools, or for serving meals buffet-style. The adjoining dining room offers an 8-seat dining table.

The extra-high-ceilinged living room features ultra-modern furniture, including two sofas, an enormous lounge chair with ottoman, and two plush swivel chairs, all oriented towards the 43” Smart TV. A leather bench is positioned in front of the wood-burning stone fireplace. A ceiling fan is also there for your comfort.

(Note: The house does NOT have central A/C. There is a large wall unit in the hallway, fans in each bedroom, and a ceiling fan in the living room.)

Outside: The covered outdoor room, measuring 18’ x 18’, features ultra-comfortable furniture from Restoration Hardware, an 8-seat farm table for outdoor eating, and a ceiling fan. You’ll want to use the room’s full-size wood-burning fireplace while you’re enjoying a glass of wine in the early evening. The 360° views include the pool, the stream, the woods and, of course, the house.

An attached, uncovered deck includes a picnic table and gas grill for your use.

The 18’ x 36’ heated pool features a custom stone patio and garden. (Hummingbirds love to visit the honeysuckle.) There are six lounge chairs, four additional chairs, and a serving table. (Note: The pool is open from Memorial Day weekend through mid-September.)

There's a basketball hoop on the driveway, suitable for half court play.

Woodstock: The town offers everything you’d want for a getaway—an eventful nightlife with fine dining, unique bars with craft cocktails and local beers, multiple concert venues offering everything from alternative to rock to blues, jazz and classical programs, a movie theater with the latest indie and foreign films, and more. There’s plenty of shopping plus casual eateries for breakfast or lunch.

The annual Woodstock Film Festival is held every October, with well over 100 independent films and plenty of celebrities. Speaking of stars, you won’t believe how bright the sky gets at night! And, of course, the Catskills are known for its great fall foliage season.

Nearby: There are great walks within minutes of town. Within a half hour’s drive are other towns to visit including Rhinebeck, with great shopping and dining, across the scenic Rhinecliff Bridge that spans the Hudson River. Roughly 45-minutes away: Hudson, with dozens of antique stores and fine restaurants; Red Hook for apple, berry and pumpkin picking; and Hunter or Belleayre for skiing.

Living in the woods: Our home, as is all of "Wood"-stock, is in a woodsy area. Occasional wildlife and insects may be on the property.

(Note: Rentals cannot exceed two weeks without owners' consent. Please inquire.)

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

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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

Adults only
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 1 total)
Dog is allowed on case-by-case basis. Pls inquire.
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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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Woodstock

Located in Woodstock, this holiday home is in the mountains. Overlook Mountain Trailhead and Saugerties Lighthouse are local landmarks, and travellers looking to shop may want to visit Woodstock Music Shop and Vinnie's Farm Market. Kiwanis Ice Arena and Hudson River Maritime Museum are also worth visiting. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with hiking.
Map
Woodstock, NY

What's nearby

  • Woodstock Artists Cemetery - 2 min drive - 2.5 km
  • Woodstock Music Shop - 3 min drive - 2.9 km
  • Colony - 3 min drive - 2.9 km
  • Woodstock Artists Association and Museum - 3 min drive - 2.9 km
  • SweetHeart Gallery - 3 min drive - 3.2 km

Getting around

  • Rhinecliff Station - 29 min drive
  • Hudson, NY (HCC-Columbia County) - 46 min drive

Restaurants

  • ‪Good Night - ‬2 min drive
  • ‪Bread Alone Bakery - ‬2 min drive
  • ‪Colony - ‬2 min drive
  • ‪Caffe Woodstock - ‬3 min drive
  • ‪Silvia - ‬3 min drive

Frequently asked questions

Does Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool! have a pool?

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

Is Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool! pet-friendly?

Yes, this property allows dogs (limit 1 total).

How much is parking at Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!?

On-site parking is available at the property.

What time is check-in at Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!?

Check-in begins at 4:00 PM.

What time is check-out at Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!?

Checkout is at 11:00 AM.

Where is Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool! located?

Situated in the mountains, this holiday home is within 2 miles (3 km) of Catskill State Park, Colony and Woodstock Music Shop. Woodstock Artists Cemetery and Woodstock Artists Association and Museum are also within 2 miles (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 67 out of 68 reviews
Rating 8 - Good. 0 out of 68 reviews
Rating 6 - Okay. 1 out of 68 reviews
Rating 4 - Poor. 0 out of 68 reviews
Rating 2 - Terrible. 0 out of 68 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jonathon W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was great! Architectural and extremely comfortable. Communication with host could not have been better. If you are going to Woodstock, this is a great place to stay.
Stayed 4 nights in Oct 2025

10/10 Excellent

Susan M.

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

Beautiful place

Both indoors and outdoors are gorgeous, well-planned and furnished with great taste.
Stayed 3 nights in May 2025

10/10 Excellent

Amy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wooded property with covered deck, pool, gas grill and fireplace. Cozy and relaxing. Indoor decor, amenities and well-stocked kitchen were a pleasure. Only negative was some traffic noise at night. Greg was a reliable and generous host.
Stayed 3 nights in Aug 2025

10/10 Excellent

Daniel F.

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

Great home!

This was an excellent place to stay in such a beautiful area.
Stayed 3 nights in Dec 2019

10/10 Excellent

Andrea V.

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

Leaf peeping

Lovely home with the best amenities. Perfect for a sibling reunion! We felt welcomed by the host who communicated well with us. Would not hesitate to rebook this property in the future.
Stayed 3 nights in Oct 2024

10/10 Excellent

Lalou D., New York City

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

Lovely spot, great location

Really enjoyed this stay -- especially the great flow between the house, pool and outside deck. It's an easy drive to town, and the owner was very communicative and helpful. Highly recommended.
Stayed 7 nights in Jun 2021

10/10 Excellent

Jane B.

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

A Gem in Woodstock

We had a lovely stay at this beautiful house. It’s just outside of Woodstock so a great location for seeing the area. Both the house and the outdoor areas are great. The heated swimming pool was a real bonus and was very clean and great to relax in after being out. The outdoor seating and cooking area is a place you will spend a lot of time in if the weather is good. The house is comfortable, plenty of space to relax and the kitchen has everything you need. Greg was a delight to work with, all instructions were easy and he made sure we had everything we needed.
Stayed 4 nights in Aug 2024

10/10 Excellent

Evelyn M.

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

Perfect for family getaway

This house was exactly what we needed; away from the city, close to nature and great pool. We had 2 toddlers and a 6 year old in our group and they had a great time. There is only one AC in the house and fans in every room and it was quite comfortable even when the outside temperature went up in the 90’s. Greg was a great host, very responsive…we weren’t able to get the pool heater to work, contacted Greg and by the next day we had a warm pool :) loved the creek next to the house, really makes the scenery even better, specially we all the rain we had, water was really flowing. definitely recommend this house for your Woodstock visit.
Stayed 7 nights in Jul 2021

10/10 Excellent

Sagar S.

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

Excellent host, excellent home!

Greg was a phenomenal host & home was immaculate. Clean, all required amenities were present. We , a cooking family, especially enjoyed the fully stocked, beautiful kitchen, which felt like the centerpiece of the house - well-thought out & nicely crafted . The kitchen amenities were great. Greg was super helpful with any questions we had, checked in on me a few times throughout to make sure we were comfortable. The price range , while a bit above our budget, was very fair for the area. Well situated from the town of Woodstock (about a 2-3 minute drive away), it gave us a bit of space away from the main town as well. Overall, highly recommend Greg's home for anybody on the fence about whether or not to stay here. We will surely be back again! sagar
Stayed 3 nights in Jan 2021

10/10 Excellent

Belinda S.

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

Wonderful Property

My adult daughters and I stayed at this beautiful home for a long weekend. Everything was excellent. Greg provided lots of detailed information for check-in, about the property, and for things to do in the area. He was quick to respond to our questions. The home was very clean, updated, well cared for, comfortable and beautifully furnished. Beds and bedding were very comfortable and there were several options for comfortable seating in 3 different rooms. Love, love, love the outdoor room and stone fireplace. The owner provided firewood and starter materials so we were able to easily start and enjoy a fire every evening in the pretty and comfy outdoor space. We grilled out on the gas grill one of the nights. Propane was provided. We enjoyed being outside whenever we were not out exploring the area. Mornings were good for bird watching. While at the house we saw a bald eagle, a blue heron, deer and three shooting stars. The night sky is amazing here. Lots of hiking in the area and the 30 minute drive to Kasterskill Falls was well worth it. Great little town and lots of good restaurants. We hope to return again!
Stayed 3 nights in Oct 2024

6/10 Okay

Rona s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful
Stayed 4 nights in Aug 2025

10/10 Excellent

Tim T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the house, the pool, and the outdoor kitchen. Greg was a superlative host, communicated clearly and responded quickly to our needs. We would not hesitate to revisit this rental. It was higher level!
Stayed 4 nights in Aug 2025

10/10 Excellent

Martha C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The photos don't really do it justice. The inside and outside spaces are very nicely appointed and also very welcoming to hang out in. Great kitchen to cook in, which we did most nights. We were there with our adult kids and had lots of space for us. The owner, Greg, was very helpful and a nice guy. It was hot, and the pool felt great. Overall, just lovely. Thanks!
Stayed 5 nights in Aug 2025

10/10 Excellent

Ericka F.

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

A wonderful stay

Loved the location, the pool, and the house. Very helpful and welcoming host and super comfy bed! Such a wonderful vacation.
Stayed 6 nights in Aug 2025

10/10 Excellent

Jill C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My group of 6 absolutely loved our stay here. The house itself is beautiful, the location terrific and the host is very responsive. We took advantage of the heated pool and spent a lot of time on the covered porch. I would definitely recommend it to anyone…we didn’t want to leave!
Stayed 3 nights in Jul 2025

10/10 Excellent

Kathy H.

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

Every Aspect Was Perfect!

My stay at Greg's place was perfect. Every part of my stay was seamless. My stay started with me needing to find a place last minute and Greg was responsive and helpful and got me in - even though he was out of the country on vacation! Once I got to the house, it was beautiful, inside it was nicely decorated and clean; also well stocked. Greg was responsive to all my questions but honestly, everything ran so smoothly, there were barely any! Outside, the place is a dream. The "outdoor room" is definitely an amazing place to hang out and the nature all around the property is gorgeous. I didn't use the pool but it was just a personal preference; it was clean and well maintained. I highly recommend Greg's place if you are looking for a special place in Woodstock!
Stayed 13 nights in Jun 2025

10/10 Excellent

Alyson A.

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

A perfect retreat!

The house is even more beautiful in person, and our family (my husband and adult age son) had the peaceful getaway week we were hoping for. Easy to access, convenient to town and other fun destinations suggested by the owner, yet secluded, the property was just the ideal place for our little vacation. The pool is absolutely wonderful, and we spent many hours just swimming and reading poolside. We especially enjoyed the outside "living room" with fireplace on cooler nights. Everything felt so luxurious. The owner, Greg, was fantastic with prompt communications about any questions we had, and provided us with a wealth of dining, shopping, and attractions to explore (including Opus 40, which was as spectacular and indescribable as he promised). The house was immaculate, had all the conveniences a home could hope for, and we loved the beautiful architecture, the sun shining through skylit rooms, and even a wonderful library of books we enjoyed. We cannot recommend this property and its lovely owners more highly! We are grateful for the opportunity to rent the house, the perfect idyll for our family, and we hope to return in the future! Thank you, Greg and Leigh Ann!
Stayed 8 nights in Aug 2024

10/10 Excellent

Albert E.

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

Nicely appointed home on a large lot with beautiful outdoor space.

The outdoor living room is a real winner. I think I counted maybe 20 species of birds in the back yard. No close neighbors to speak of. Very short drive into town and other attractions. My wife and I had a very restful week there. Owner was available and attentive.
Stayed 5 nights in Jun 2024

10/10 Excellent

John K.

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

Great Off-Season Family Gathering

Our girls are on the coast and we're from Chicago. We get together as a family once each Spring so we decided to try something in the Catskills rather than staying in NYC. Amazing area - only 2 hours from NYC and you feel like you are in another world of beautiful nature. House is beautiful and clean with a wonderful outdoor area. It was pretty cold for our stay so did not take advantage of the outdoor space very much (we did make one fire out on the patio) but I'd imagine during warmer months it would be fantastic. Large built-in outdoor pool. Property overlooks a small stream. Inside rooms were nice and beds very comfortable. Sunken living area is pretty cool with nice fireplace. Only negative would be a few bugs (since it's a country house) and water pressure in master bath is minimal but nothing to really complain about. Local area is very interesting but again this was off-season so some places were closed or had different hours. We stayed mid-week and ate at Red Onion and at Nirvana for Indian food and both were absolutely superb. As to local travel we hiked to a waterfall and took a road trip to the original Woodstock festival location (surprisingly more than an hour away). Had one celebrity sighting in town (my girls recognized someone from the movie Oppenheimer) not sure what his name is but he was in the local bakery. Last day took a cold stroll around the downtown shops and had lunch, then back to NYC. Overall great time, very nice house would definitely recommend.
Stayed 4 nights in Mar 2024

10/10 Excellent

ROGER C.

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

Awesome Trip to Woodstock.

We had an awesome time staying at this great home in Woodstock. The owners were great to work with and very responsive to any request. We skied at Hunter Mountain and this was the perfect location for commuting to the mountain. The town has a wonderful vibe and is full of excellent restaurants. I would highly recommend this home.
Stayed 3 nights in Mar 2024

10/10 Excellent

Holly M.

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

Great Woodstock Vacation

Wonderful place for a family stay. Indoor and outdoor rooms, paradise! Inside, lovely stone steps lead down into a great stone room with fireplace, plenty of seating and entertainment options—we spent hours there. High quality outdoor grill and all appliances. Well stocked and furnished. We loved it!
Stayed 4 nights in Oct 2023

10/10 Excellent

Paul M., New York

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

Charming

A warm and inviting home. My wife and I and two adult children enjoyed this comfortable home over a long holiday weekend. The kitchen is large and well stocked. The living room was a great place to relax and play games. The heated pool during the day, and outdoor fire place at night, were a hit with the family. Greg was a great and responsive host.
Stayed 4 nights in May 2023

10/10 Excellent

Lillian R.

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

The perfect getaway

We loved this house! Greg was the perfect host, very easy to reach and helpful. The house itself was in a great location, clean and spacious. There were also many unique details of the house that gave it extra character. The outdoor space was wonderful, cozy and well laid out. We would love to come back next time we are in Woodstock!
Stayed 4 nights in Apr 2023

10/10 Excellent

Lauren K., NYC

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

Great place!!

Had an amazing time. It was nice that it was so close to town. House was great and outdoor area was perfect for entertaining!!
Stayed 3 nights in Jul 2022

10/10 Excellent

Carol W.

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

Woodstock,NY review

We enjoyed our stay in Woodstock,NY. The home is beautifully and well appointed. The surrounding property is equally lovely and we were about a mile from town. The kitchen is cook’s dream. We also enjoyed the stone fireplace in the family room. The home was spotless and an early check in was most appreciated. We look forward to returning!
Stayed 3 nights in Dec 2022

About the host

Hosted by Greg and Leigh Anne Brodsky

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests