Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.

Photo gallery for Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.

A cozy cabin interior with a fireplace, wooden walls, and a sofa.
A rustic cabin interior with a wooden dining table, a kitchen area with a stove, and a bedroom with a bed.
A single-story house surrounded by dense forest, with a visible driveway and a small patio area.
A spacious living area with a wooden ceiling, large windows, and a dining table with chairs.
A modern kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a kettle on the counter.

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Catskill State Park

Popular amenities

  • Hot tub on site
  • Patio
  • Private pool
  • Dog-friendly
  • Arcade/game room
  • Barbecue grill

Explore the area

View in a map
Bearsville, NY
  • Place, Catskill State Park
    ‪1 min walk‬
  • Place, Bearsville Theater
    ‪13 min walk‬
  • Place, Tinker Street Tavern
    ‪13 min walk‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪57 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom Guest House

1 King Bed

Guest bedroom main house

2 Twin Beds

Living room guest house

1 Double Sofa Bed

Main Bedroom main house

1 Queen Bed

2 bathrooms

Bathroom guest house

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom main house

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

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About the neighborhood

Bearsville

Located in Bearsville, this cottage is in a rural area. Hunter Mountain and Kaaterskill Falls are worth checking out if an activity is on the agenda. Traveling with kids? Consider Empire State Railway Museum, or check out an event or a game at Dietz Stadium. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the snowmobiling and sledding.
View more Cottages in BearsvilleOpens in a new window
Map
Bearsville, NY

What's nearby

  • Catskill State Park - 1 min walk - 0.0 km
  • Bearsville Theater - 13 min walk - 1.1 km
  • Tinker Street Tavern - 13 min walk - 1.1 km
  • Woodstock Dog Park - 7 min drive - 2.5 km
  • Hunter Mountain - 42 min drive - 40.5 km

Getting around

  • Rhinecliff Station - 31 min drive
  • Hudson, NY (HCC-Columbia County) - 52 min drive

Restaurants

  • ‪Stewart's Shops - ‬12 min drive
  • ‪Dunkin’ - ‬10 min drive
  • ‪Cumberland Farms - ‬5 min drive
  • ‪Bread Alone Bakery - ‬4 min drive
  • ‪Red Onion - ‬9 min drive

Frequently asked questions

Does Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting. have a pool?

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

How much does it cost to stay at Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.?

As of Oct 28, 2026, prices found for a 1-night stay for 2 adults at Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting. on Nov 1, 2026 start from $786, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting. pet-friendly?

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

How much is parking?

Onsite parking is available at the property.

What time is check-in at Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.?

Check-in begins at 3:00 PM.

What time is check-out at Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.?

Check-out is at 10:00 AM.

Where is Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting. located?

This family-friendly Bearsville cottage is located in a rural location, within a 15-minute walk of Catskill State Park, Bearsville Theater, and Tinker Street Tavern. Woodstock Dog Park and Woodstock Public Library are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 78 out of 80 reviews
Rating 8 - Good. 2 out of 80 reviews
Rating 6 - Okay. 0 out of 80 reviews
Rating 4 - Poor. 0 out of 80 reviews
Rating 2 - Terrible. 0 out of 80 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a good stay - host was very responsive.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Traveled for a ladies weekend, there were a total of eight of us and there was plenty of room to spread out between the two houses. Pool was the main focus for the weekend, and the host was super quick to respond when we decided that we wanted to turn the heater on. Stunning property, I highly recommend! Also a super quick drive to Woodstock.
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The saltwater pool was the cherry on the sundae. Fantastic location for exploring Woodstock/Bearsville and numerous hikes in local parks and Catskills Park. So clean! Easy check in. It was a wonderful stay.
Stayed 10 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a 5 star experience. The property is so comfortable and fully stocked with everything you could need. The pool is incredible, and the layout is so fun with the two cottages. The host is so attentive and provides a wonderful list of recs nearby. We love our stays here and cannot wait to be back!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay in this gorgeous, peaceful retreat! Myself, my husband, our 6 year old and our dog spent a long weekend here. Erica made sure we had all the information we needed prior to arriving and was very responsive to any questions we had during our stay. The house was clean and very comfortable. The property was so peaceful and relaxing. We spent a couple afternoons by the pool overlooking a private, expansive farm field. From the hot tub, you have a gorgeous view of the mountains. My 6 year old loved playing on the playset, swimming in the pool and roasting marshmallows at the firepit at night. The proximity to Woodstock was key for us. We had a wonderful time and would definitely return!
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Erica is a wonderful host and we love this home. Great location, wonderful fireplace, clean and cozy accommodations. We’ve already been twice, and we’ll be back
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is an excellent property for two couples. Each cottage is comfortable and clean.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
If you are looking for a relaxing spot near Woodstock, you simply cannot do any better than this property. The space is beautifully designed and decorated, with thoughtful touches throughout. It easily accommodated my family of 5, plus 2 grandparents (which the guest house was perfect for). The pool and large outdoor dining/grilling area were the stars of the show, but I would not hesitate to come back here in winter - the house was so comfortable and located an easy drive to a ton of great local spots. Based on the listing, we had very high expectations and this place exceeded them. As a post-script, Erica is also #1 on my all-time list of favorite hosts - not only was she exceptionally communicative and friendly - giving thoughtful recommendations before and during our stay - but she took the time to search the property after my wife left her sunglasses there after checking out (eventually finding them on the lawn and mailing them back to us)! 100 out of 10!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

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

Incredible property in a great location!

My group and I had such a fantastic stay! The two cottages were comfortable and cozy and the pool was beautiful. We were close to town and other amenities. I would highly recommend a stay here, my group hopes to come back soon!
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

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

Great Location Great Property

Absolutely loved staying here for our family weekend- 5 minutes from Woodstock, neighbors next door were selling fresh maple syrup, the stars were impeccable. Property was even better than listing!
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

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

Wonderfully peaceful

So, so wonderful. Lounging by the pool during hot afternoons— delightful. Magnificent location. Will be back.
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

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

Wonderful Place

The Bearsville retreat was amazing. Its location was perfect, the accommodations were spotless and the owner was super helpful and responded quickly. We left today and already rebooked for next year.
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

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

Enchanted cottage

Lovely property
Stayed 6 nights in Jul 2024
Verified review

10/10 Excellent

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

Perfect Stay

House was amazing and it was so easy and organized. We will be back!
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

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

Girls trip

Clean, comfortable, & well appointed space for our Woodstock weekend! Loved it!
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family enjoyed a wonderful Labor Day weekend in this beautiful setting. The grounds are gorgeous and both houses are beautifully decorated and maintained. I highly recommend this location for families with small children because it is safe, fenced in and has a cute playground. We hiked, dined and shopped in Woodstock and got in a couple of swims in the nice pool and hot tub. All in all, a relaxing and restorative long weekend. We hope to return someday!
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

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

Wonderful

The property is beautiful, clean, and charming. Right next to a picturesque farm with bulls, goats, and chickens, and just 5 mins from town. We will definitely come back to this lovely place
Stayed 2 nights in Nov 2024
Verified review

10/10 Excellent

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

Upstate

Erica went above and beyond to make sure we were comfortable during our stay. The house is beautiful nd we can’t wait to come back.
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

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

Cozy

It rained most for most of our stay, so it was quite cozy staying indoors. The fireplace and turntable were a plus!
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

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

A wonderful space to catch up

I had a lovely time celebrating my upcoming wedding with my closest friends, and this property made it all the more special and fun. Great location, well maintained, and just a great time. Erica was very communicative and helpful.
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

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

tranquil paradise

I stayed for a month using both houses. The property is well equipped in a lovely setting with a fantastic pool. The manager responded quickly during normal hours. Great all around.
Stayed 29 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What an incredible week. The owner is very responsive and helpful should you need anything. The property is enchanting, like waking up in a fairytale. The pool is excellent, and the cottages have everything you need to relax and restore. Gorgeous new bathroom, beautiful views, adorable chipmunks and deer frolicking in the yard. The house book has great recommendations, and you are so close to town, great restaurants, and shopping. Our daughter cried when it was time to leave! We cannot wait to be back.
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

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

Perfect Weekend Break

We wanted the chance to relax in different surroundings (surprising how working from home for most of the year can make you stir crazy!) and get our Christmas season off to a good start, and boy did the house fit the bill. We stayed in the main house at Bearsville and it is wonderful; cozy, clean and fully stocked. We loved the curtained in main bedroom - a modern twist on a four poster. And the Christmas lights round the fireplace were a delightful touch. The location is also great - just a few minutes drive into town for shopping and eating. All in all a wonderful retreat and perfect place to recharge. Oh, and the dog loved it too! Thank you!!
Stayed 2 nights in Dec 2020
Response from VrboOwner on Dec 28, 2020
It was a pleasure to host you thanks for noticing the details and leaving the property in great shape1
Verified review

10/10 Excellent

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

Absolutely wonderful!

We absolutely loved our stay here, not only was it beautiful but it was so cozy. Town was extremely close by, as well as hiking and other acgivities. There was wildlife all around, beautiful deer to view on the lawn every morning and afternoon, and the view of the pool in the afternoon is a bird watchers dream. It felt like complete country living. We wished we had stayed longer! Our pup also enjoyed himself to the absolute fullest, having a fenced in yard was so amazing for him, he was able to run his heart out and we never had to worry! I was so pleased to be able to reach out whenever we needed something and got an answer right away from the property manager. We hope to stay here again!
Stayed 5 nights in Aug 2023
Verified review

10/10 Excellent

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

Relaxing Stay

We really enjoyed our stay at the cottages. The setup was great for two families as we each had our own cottage, so privacy when we needed it but also great communal areas to come together for meals and fun. We have two young kids, age 2 and 4 and they loved the playground area and seeing the deer and chipmunks around the property. The pool was a really good size and temperature. Wish we could have used it more but some wasps decided to build their nest on the back of one of the loungers! Erica was really responsive about it and did her best to rectify the issue quickly. The place is very convenient for exploring Woodstock and Bearsville and we had everything we needed for a relaxing stay, would definitely go back. Thanks Erica!
Stayed 3 nights in Jun 2024
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