Bearsville Holiday Rentals

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Holiday Rentals in Bearsville

The Farm at Hyde Park
9.8 out of 10, Exceptional, (48)
"We thoroughly enjoyed our stay. It was a unique setting. Glen was very accommodating for our check in & out needs. Great location & central to everything we wanted to do & see. Definitely would come back."
The Farm at Hyde Park
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, (199)
"Very clean, just as advertised. The stream behind the cottage is beautiful! Will stay there again if we get a chance to revisit the area. The host was extremely accommodating and available🙂"
The price is NZ$580
per night
17 Jun - 18 Jun
Streamside Cottage Walking Distance to Town of Woodstock
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (229)
"Good for the price. "
The price is NZ$226
per night
5 Jun - 6 Jun
Starlite Motel
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Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
10.0 out of 10, Exceptional, (85)
"Everything was as described, instructions to the house were precise and the facility was exactly what we 2 couples) needed for a weekend of strolls in Woodstock and trails around. We cooked 2 dinners, kitchen and BBQ were great."
The price is NZ$494
per night
20 Jun - 21 Jun
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very good, (37)
"Our trip was amazing. We do it again again and again"
The price is NZ$234
per night
5 Jun - 6 Jun
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Updated Cabin on the Esopus
10.0 out of 10, Exceptional, (19)
"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
Charming Artist's Retreat
10.0 out of 10, Exceptional, (113)
"From beginning to end a pleasant stay. Owner was on contact to make sure everything was in order. Fresh cut flowers, plenty of clean white fluffy towels, comfortable bedding and the view through sparkling clear windows. What a wonderful way to spend the mother's day weekend with my daughter and spend some time outdoors exploring little Hudson river towns. 10 thumbs up!!!!"
Charming Artist's Retreat
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (32)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is NZ$452
per night
16 Jun - 17 Jun
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Pet-Friendly Cozy Cabin in the Catskills with Cedar Hot Tub
10.0 out of 10, Exceptional, (12)
"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
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, (163)
"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!
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, (153)
"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!
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
Hamptons on the Hudson in South Saugerties
9.8 out of 10, Exceptional, (6)
"Rainy but had a great time at the Wool and Sheep Festival.The fall colors were beautiful."
Hamptons on the Hudson in South Saugerties
Large 13 Bedroom 5 bathrooms minutes to Hunter & walk to Tannerville
8.6 out of 10, Excellent, (14)
"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
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
9.4 out of 10, Exceptional, (41)
"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.
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (131)
"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 NZ$2,593
per night
5 Jun - 6 Jun
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Claryville Cabin with 1,500 ft Trout River in the Catskill Mountains
10.0 out of 10, Exceptional, (186)
"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
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
9.8 out of 10, Exceptional, (86)
"Stayed here with a group of friends, and loved it! We had terrible weather, but the house was the best place to be stuck inside. We made pizzas in the outdoor oven, and enjoyed the hot tub. Can't recommend enough! The property manager Alan was awesome."
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, (31)
"The house is secluded and peaceful with a huge deck for a cool breeze with morning coffee or an evening glass of wine. The house was spotless and well equipped with anything you could possibly need. Restaurants, grocery, and Katterskill Falls for hiking all within a 15-20 minute drive. Our host, Nick, was very attentive making sure everything was as we expected ( and it was). Would stay here again if the opportunity arises. I highly recommend this property for your vacation getaway."
Cozy Relaxing Retreat in Saugerties, NY
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
9.6 out of 10, Exceptional, (42)
"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

Hunter Lodge, a Bluebird by Lark
2.5 star property
9.4 out of 10, Exceptional, (386)
"Cozy atmosphere and very convenient location "
The price is NZ$208
per night
10 Jun - 11 Jun
Hunter Lodge, a Bluebird by Lark
AutoCamp Catskills
3.5 star property
9.0 out of 10, Wonderful, (277)
"Good"
The price is NZ$432
per night
6 Jun - 7 Jun
AutoCamp Catskills
Best Western Plus Kingston Hotel And Conference Center
2.5 star property
8.0 out of 10, Very good, (1006)
"Perfectly pleasant…staff was fun, thoughtful and courteous…room is plenty comfortable and CLEAN. "
The price is NZ$253
per night
16 Jun - 17 Jun
Best Western Plus Kingston Hotel And Conference Center
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Bearsville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Bearsville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Bearsville. Seeing all the best attractions is bound to make you fall in love with Bearsville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Bearsville short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Bearsville?

Yes, there are holiday rentals close to the most popular sights in Bearsville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Bearsville has to offer?

The Farm at Hyde Park: This holiday home rental outside of Bearsville is located in a rural location, and has a fireplace, a patio and a BBQ 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 holiday rentals will I find in Bearsville?

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

What can I see and do in Bearsville?

Explore the area and family-friendly sights such as Straus Center - Frost Valley YMCA, or get out into nature at a spot like Catskill Mountains. In the wider area, you’ll find Hunter Mountain and Overlook Mountain Trailhead.

What are holiday rentals like in Bearsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bearsville. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.

Recent reviews of Bearsville properties
Expedia verified reviews