Bearsville Holiday Rentals from AU$201: Search Short-Term Rentals

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

Modern Luxurious Cabin, Catskills - The Tiny Nook : This holiday home rental outside of Bearsville is located in a rural location, and offers a patio, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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In two weeks

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Our top choices for Bearsville holiday rentals

A natural setting with a stream, red chairs, and a forested area.

1. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Kristen S.

includes taxes & fees

20 Oct - 21 Oct

A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

2. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Kingston

Chris L.

A wooden deck with a bench, surrounded by a forested area.

3. West Wing - a unique private space w/patio

Shokan

MIKE W.

includes taxes & fees

5 Oct - 6 Oct

4. Woods Cabin-Kingston/Woodstock, NY.

Kingston

"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...

Michael H.

includes taxes & fees

5 Oct - 6 Oct

A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

5. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Catskill

Yeudin

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

6. Starlite Motel

Big Indian

Sarah

includes taxes & fees

5 Oct - 6 Oct

An outdoor deck with a table and chairs, surrounded by trees and a wood-burning stove.

7. Cozy Mid-Century Retreat with Spa Hot Tub

Woodstock

Alec M.

A modern kitchen with a central island, black cabinetry, and pendant lighting.

8. Woodstock Historic Artist Estate - The Museum House

Woodstock

Strati P.

includes taxes & fees

5 Oct - 6 Oct

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Top Bearsville Hotel Reviews

Hotel Vienna

8/10 Good

"Very clean and well kept place. The pool area is lovely as well. The breakfast was mostly sugar stuff though… with lots of pastries and sweetened yogurts, and only caffeinated coffee available. Be sure to prepare accordingly if you have dietary restrictions. We enjoyed our stay and the location."

Urban Cowboy Lodge

8/10 Good

"The room was clean but a little smaller than we anticipated. Was hard to tell online. We did a tour of other available rooms would definitely choose differently next time. The property was amazing. We stayed during the week so it was so nice and quiet. We had the Japanese soaking tub which was great! We brought our dog and we were able to take her with us everywhere on the property. You’d never know that it was a pet friendly place as it is kept very clean. My ONLY negative comment would be that there is no where to get a meal that isn’t ridiculous expensive. I understand the limited menus in the area but everything was ridiculous expensive and very bougie food. Next time we would definitely pack some more snacks and food. Otherwise the place I awesome and worth the stay. We loved the robes! Wore them to our sauna appointment and then went and did a cold plunge in the river. So tranquil! We did not hook up the the WiFi so we stayed off grid for the three days we were there and that was just incredible. The staff were all super friendly and accommodating. What a fantastic place! Can’t wait to go back!"

New Paltz Way Hotel

8/10 Good

"The views and room design were beautiful, and we enjoyed the sauna and steam rooms. However, we expected the small indoor pool to feel more like a hot tub. The water was too cool for us to relax comfortably, although a staff member said the temperature was normal. Service also varied: the woman on the first day wasn’t very welcoming when we asked for coffee, while the man the next morning was warm and friendly. The New Paltz area is lovely for walks and a short getaway, but we would only consider staying again at a lower rate."

Find out more about Bearsville

Everything you need to know about Bearsville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bearsville holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Bearsville holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bearsville holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bearsville holiday rentals we have selected for you start as low as AU$201 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Bearsville rentals

At Expedia, we put the best Bearsville holiday 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 holiday.

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 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?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This holiday home rental outside of Bearsville is located in a rural location, and offers a patio, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Hudson River Maritime Museum, or get out into nature at a spot like Overlook Mountain Trailhead. In the wider area, you’ll find Bearsville Theater and Ashokan Rail Trail- Woodstock Dike 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.

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Our top choices for Bearsville holiday rentals

1. Streamside Cottage Half Mile to Town of Woodstock

2. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

3. West Wing - a unique private space w/patio

4. Woods Cabin-Kingston/Woodstock, NY.

5. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

6. Starlite Motel

7. Cozy Mid-Century Retreat with Spa Hot Tub

8. Woodstock Historic Artist Estate - The Museum House

9. Campfire Cottage: Fireplace, fire pit & no chores!

10. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

11. Retro Retreat: renovated 2BR, desk, no chore list!

12. Hudson Valley Apartment in a Historic Farmhouse w/ Sauna Near Stone Ridge Hamlet

13. Jessie's Harvest House

14. Country House offers 2 bedrooms and a den, lots of parking.

15. 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

16. Jessie's Harvest House Suite

17. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

18. Tannersville 1BR on Main Street, sleeps 3

19. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

20. Elegant Studio on Tannersville Main Street

Find holiday rentals that suit your style

Top Bearsville Hotel Reviews

Hotel Vienna

Kingston Regency Inn

Super 8 by Wyndham Kingston

Howard Johnson by Wyndham Saugerties

Residence Inn by Marriott Kingston

Beekman Arms and Delamater Inn

Urban Cowboy Lodge

AutoCamp Catskills

New Paltz Way Hotel

Find out more about Bearsville

Frequently asked questions

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