Bearsville Vacation Rentals

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Vacation Rentals in Bearsville

The Farm at Hyde Park
9.8 out of 10, Exceptional, 49 reviews
"We needed a central location for my daughter’s bridal shower. We could not have imagined a better place. It is beautiful and so natural. Glen was helpful and welcoming. He even came over to sweep off the expansive patio before our guests arrived and this was after he made sure everyone was awake. The house was well supplied with kitchen and dining items. The grounds were perfect - lawn chairs, picnic table, fire pit and free range chickens whose eggs we were able to enjoy. We would all stay here...
The Farm at Hyde Park
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, 231 reviews
"Good for the price. "
The price is CA $171
CA $192 total
includes taxes & fees
Jun 20 - Jun 21
Starlite Motel
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, 201 reviews
"Very nice stay from start to finish. We stayed two nights after a busy conference and the space was clean and tranquil, with a gorgeous stream to relax us. "
The price is CA $259
CA $490 total
includes taxes & fees
Jun 24 - Jun 25
Streamside Cottage Walking Distance to Town of Woodstock
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, 32 reviews
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is CA $274
CA $414 total
includes taxes & fees
Jun 24 - Jun 25
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, 163 reviews
"The house was fantastic. Close to Hunter Mountain Ski Resort and a cute one street town. Peter and Lara had both wood burning stoves going for us when we arrived. The house is wonderful with a fun separate hang out place for the kids. Well equipped kitchen. Comfortable beds. Hot tub with wonderful views. All the firewood you could ever need. We will be back for sure!"
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very good, 37 reviews
"Our trip was amazing. We do it again again and again"
The price is CA $171
CA $171 total
includes taxes & fees
Jun 23 - Jun 24
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
10.0 out of 10, Exceptional, 86 reviews
"The communication prior to and during our stay was informative and timely. There were three of us and we loved the house--had everything we needed to sit outside comfortably with glasses of wine and take in the peace and tranquility of the area, and was also very comfortable with three nice beds and two rain showers with nice water pressure. The location was nice, equidistant to Rhinebeck and Kingston. High recommend. A++++"
The price is CA $136
CA $396 total
includes taxes & fees
Jun 20 - Jun 21
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
Charming Artist's Retreat
10.0 out of 10, Exceptional, 115 reviews
"It's our second time staying at the "retreat". Aptly named. Beautiful location and perfect for us celebrating my wife's retirement. Maureen has been a gem both times. Hope to visit again! And OH, the sunsets and the birds and the deer and the house with a history on the hill with a view!"
Charming Artist's Retreat
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
8.6 out of 10, Excellent, 14 reviews
"There were 26 of us for a nice family gathering. Plenty of bedrooms and beds. Only 2 showers for 26 people a little challenging. Kitchen facilities lacking materials as noted in the listing. Bring your own pots and pans. Hot tub and fire pit were a nice addition. All in all, worked out great."
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
10.0 out of 10, Exceptional, 187 reviews
"Another wonderful stay at the Claryville cottage. Quiet, comfortable, relaxing, both inside and outside. Just the perfect weekend."
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub
10.0 out of 10, Exceptional, 12 reviews
"We loved all the thoughtful touches and design details of this cozy cabin! P"
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub
Hamptons on the Hudson in South Saugerties
9.8 out of 10, Exceptional, 7 reviews
"Really cute interior. Perfect for our stay while at the horse show "
Hamptons on the Hudson in South Saugerties
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
9.4 out of 10, Exceptional, 41 reviews
"The house is decorated beautifully, and the view of the river is great. The beds and linens were soo comfortable. Would love to return in warmer weather to enjoy the outdoors 😀"
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
9.8 out of 10, Exceptional, 87 reviews
"Beautiful place, view is prime. The outdoor fire is awesome, the perfect spot to gather around. The myriad games are such great things to have. We left once over 3 days/nights. Owner and manager are super friendly and made the process seamless. Would definitely stay here again."
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, 131 reviews
"We had a great time at Greg’s property. The house is huge and easily accommodated the 25 guests we had. It is very conveniently located for those that like to take advantage of skiing between Hunter and Windham mountains. Greg was extremely responsive and very easy to work with anytime we had questions arise. I would definitely recommend to others and will most certainly keep this place in mind for future trips! Thanks again!"
The price is CA $1,502
CA $2,451 total
includes taxes & fees
Jun 20 - Jun 21
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, 16 reviews
"An unassuming setting belies the well-appointed interior and thoughtful extras you’ll find within. Parking is tight but it is off-street and the location offers come-and-go convenience for exploring the area."
The price is CA $188
CA $375 total
includes taxes & fees
Jun 23 - Jun 24
Campfire Cottage: Fireplace, fire pit & no chores!
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, 33 reviews
"Pictures can fool anyone but as my son and I entered this property on our first day, he raised his hand with a genuine smile of joy, uttering that in renting this house, I made a very good choice. He was visiting me from Germany for his birthday, and I wanted to spend some days away from NYC, in quiet, conversation, and cooking. Being there for five days provided for us a wonderful framework to spend time together, and the house is as inviting as the pictures suggest. Our only criticism is a...
Cozy Relaxing Retreat in Saugerties, NY
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, 153 reviews
"We had a great time, and the space was great. The house is so spacious, and that was perfect for us. We would have liked a few more towels, a bit more soap and shampoo, and the grill didn't get hot enough to cook the steak we had brought. Overall a wonderful time. Thank you very much."
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Updated Cabin on the Esopus
10.0 out of 10, Exceptional, 19 reviews
"I had a really good experience with this cabin and the location. The owner lives on site, met me within two minutes of my arrival, and then gave me a brief and complete rundown of the property and the surrounding area highlights. Property sits on a beautiful stream and the large property is very well maintained. Inside of the cabin matches the photographs in the listing. A lot of outdoor activities near by. If you like hiking, there are really nice lakes and trailheads all along Route 214, which...
Updated Cabin on the Esopus
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
9.6 out of 10, Exceptional, 42 reviews
"We decided on a trip to Hunter Mountain with our family and some of my sons friends. I came across this house and let me tell you the pictures do not do it justice it’s even better in person!! We were beyond happy with the house and the location…. The house was fully stocked with everything you could imagine. So much room for our group of 13 including our golden retriever! The kids and adults loved the game room some adults even had a Pac-Man competition. We will definitely stay at this house...
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
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See all available properties in Bearsville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Bearsville you may be interested in

Best Western Plus Kingston Hotel And Conference Center
2.5 star property
8.0 out of 10, Very good, 1,001 reviews
"token machine was broken, arcade games were iffy and vending machine was out of soda. But we still had a great time in the pool and the breakfast was great and the rooms comfy and clean. Didn't know how to turn on fan in bathroom.Love the courtyard!"
The price is CA $192
CA $215 total
includes taxes & fees
Jul 7 - Jul 8
Best Western Plus Kingston Hotel And Conference Center
AutoCamp Catskills
3.5 star property
9.0 out of 10, Wonderful, 284 reviews
"Beautiful"
The price is CA $295
CA $379 total
includes taxes & fees
Jul 7 - Jul 8
AutoCamp Catskills
Hunter Lodge, a Bluebird by Lark
2.5 star property
9.4 out of 10, Exceptional, 398 reviews
"Highly recommended! Everything was outstanding. Thank you "
The price is CA $214
CA $231 total
includes taxes & fees
Jun 23 - Jun 24
Hunter Lodge, a Bluebird by Lark
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Bearsville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bearsville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bearsville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bearsville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bearsville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bearsville vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bearsville vacation rentals we have selected for you start as low as CA $136 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bearsville rentals

At Expedia, we put the best Bearsville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bearsville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bearsville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bearsville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find vacation rentals in Bearsville?

Yes, we give you a choice of vacation rentals close to well known points of interest in Bearsville, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals in Bearsville?

The Farm at Hyde Park: This vacation home near Bearsville is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Bearsville?

Choose from 17 Expedia vacation rentals in Bearsville for a memorable vacation.

What can I see and do in Bearsville?

Explore the area and family-friendly sights such as Woodstock Music Shop, or get out into nature at a spot like Catskill Mountains. In the larger area, you’ll find Hunter Mountain and Overlook Mountain Trailhead.

What are vacation rentals like in Bearsville?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Bearsville. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

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