Bearsville Holiday Rentals

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Holiday Rentals in Bearsville

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

10.0 out of 10, Exceptional, (118)
"We met 4 other families at the property and had a wonderful time. The house was clean, well kept, and close to town. Thank you for a great weekend!"
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Postcard Cabins Eastern Catskills

2.0 star property
9.0 out of 10, Wonderful, (25)
"Perfect place to stay during a house hunt in the area. Great for pups too!"
The price is NZ$382
includes taxes & fees
6 July - 7 July
Postcard Cabins Eastern Catskills

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (256)
"Quaint little place in the mountains, quiet. Beds were comfortable."
The price is NZ$221
includes taxes & fees
7 July - 8 July
Starlite Motel

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (34)
"Had a fantastic stay for a quick overnight trip to ski."
The price is NZ$375
includes taxes & fees
6 July - 7 July
Esopus Creek modern Tiny house Retreat!

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

8.2 out of 10, Very good, (42)
"Perfect place to reconnect with natural world and yourself"
The price is NZ$268
includes taxes & fees
2 July - 3 July
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is NZ$507
includes taxes & fees
13 July - 14 July
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

The Farm at Hyde Park

9.8 out of 10, Exceptional, (71)
"Great location to the historic sites and the areas that I wanted to for me personally. Host was great, kind and informative."
The Farm at Hyde Park

The Studio at the Inn at High Falls

8.0 out of 10, Very good, (25)
"This was a very nice place, great value and comfortable. I would definitely return."
The price is NZ$450
includes taxes & fees
30 June - 1 July
The Studio at the Inn at High Falls

Moonlight Reflections

10.0 out of 10, Exceptional, (92)
"Great stay! Very convenient to ski bellaeyre. "
Moonlight Reflections

Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly

9.2 out of 10, Wonderful, (25)
"The property is beautiful. The soft snow blanketing the area only made it more so. Everything was exactly where it was said to be and our hosts were ready and willing to help at a moments notice. Couldn't ask for a better place"
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

10.0 out of 10, Exceptional, (175)
" Beautiful house! Great location! The house overall exceeded our expectations! A bit bright in the mornings, good to know in case you are looking to try and sleep in. King bed in the master is super comfortable and the shower is awesome! Would definitely stay again."
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

A-Frame of Mind

10.0 out of 10, Exceptional, (55)
"Fantastic location, excellent communication with Nick, cozy and well stocked with necessary supplies, very clean and quiet. Much needed vacation."
A-Frame of Mind

A Spectacular 50 Mile View of the Hudson Valley in all seasons

9.8 out of 10, Exceptional, (87)
"This was exactly what we needed for a quick getaway after Christmas. Myra & Jerry were fantastic hosts, and the accommodations were cozy. We'd definitely come back. Thanks Myra & Jerry!"
A Spectacular 50 Mile View of the Hudson Valley in all seasons

Sioux Tipi on Chloe's Lake

9.6 out of 10, Exceptional, (5)
"This was such a cool experience Id love to go back! "
The price is NZ$240
includes taxes & fees
30 June - 1 July
Sioux Tipi on Chloe's Lake

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (64)
"We were in Woodstock for a wedding. Junebug Cottage was perfect for our stay! "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (23)
"Beautiful property- not too far from Hunter Mt or Woodstock. House has a lot to offer for adults and/or families with kids. Would highly recommend!"
Hamptons on the Hudson in South Saugerties

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (240)
"The house was just as advertised. It is cozy and clean, on a gorgeous stream, and close to town. We'll definitely be back!"
Streamside Cottage Half Mile to Town of Woodstock

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

9.8 out of 10, Exceptional, (15)
"The house is so historic and very beautiful/interesting. We had a great time. "
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (42)
"The perfect family getaway"
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
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.
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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?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Bearsville is located on a river, and offers a BBQ, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals will I find in Bearsville?

Choose from 18 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 Woodstock Music Shop.

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.