Bearsville Holiday Rentals

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Holiday Rentals in Bearsville

Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (270)
"The property was beautiful! Definitely coming back!"
The price is AU$215
includes taxes & fees
22 Oct - 23 Oct
Starlite Motel
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
9.2 out of 10, Wonderful, (38)
"Great place for an incredible price. We would definitely stay here again."
The price is AU$205
includes taxes & fees
26 Oct - 27 Oct
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (28)
"Perfect cozy little spot for 2. Centrally located to explore surrounding areas"
The price is AU$389
includes taxes & fees
29 Oct - 30 Oct
Campfire Cottage: Fireplace, fire pit & no chores!
The Meyer: spacious family home with hot tub minutes to downtown New Paltz
10.0 out of 10, Exceptional, (9)
"Lovely, comfortable house. Everything on one level which was perfect for our group. Good location. Easy trip into town and to see the many historical sites in close proximity."
The price is AU$551
includes taxes & fees
19 Oct - 20 Oct
The Meyer: spacious family home with hot tub minutes to downtown New Paltz
Retro Retreat: renovated 2BR, desk, no chore list!
9.4 out of 10, Exceptional, (13)
"Very clean and nice inside. Host was very communicative. "
The price is AU$482
includes taxes & fees
17 Nov - 18 Nov
Retro Retreat: renovated 2BR, desk, no chore list!
West Wing - a unique private space w/patio
9.8 out of 10, Exceptional, (17)
"Property owner, Elaine, was great. Property was exactly as listed, clean and cozy!"
The price is AU$299
includes taxes & fees
11 Nov - 12 Nov
West Wing - a unique private space w/patio
Private Studio Close to Downtown Rhinebeck
10.0 out of 10, Exceptional, (24)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
The price is AU$386
includes taxes & fees
3 Nov - 4 Nov
Private Studio Close to Downtown Rhinebeck
Four Seasons Luxury Mountain Retreat next to hiking trails
2.0 star property
9.8 out of 10, Exceptional, (38)
"Excellent stay, and highly recommend! "
The price is AU$387
includes taxes & fees
21 Oct - 22 Oct
Four Seasons Luxury Mountain Retreat next to hiking trails
Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (12)
"Great spot!"
The price is AU$278
includes taxes & fees
21 Oct - 22 Oct
Country Cottage with beautiful views and easy access to Catskills activities.
Charming 2-bedroom Waterfront home with boat access in Saugerties
9.4 out of 10, Exceptional, (6)
"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "
The price is AU$760
includes taxes & fees
20 Oct - 21 Oct
Charming 2-bedroom Waterfront home with boat access in Saugerties
Beautiful Yacht on Catskill Creek
10.0 out of 10, Exceptional, (20)
"A really cool experience. The owners were great! Very helpful. The boat is very clean and equipped with everything you might need. This stay was one of the highlights of our 13 day trip. Would stay again! Thank you AJ and Melissa! "
Beautiful Yacht on Catskill Creek
Cozy Apartment with Sauna in Historic Stone Ridge
9.2 out of 10, Wonderful, (12)
"Clean cozy will be staying again"
The price is AU$331
includes taxes & fees
23 Oct - 24 Oct
Cozy Apartment with Sauna in Historic Stone Ridge
Dream House in the Gunks
10.0 out of 10, Exceptional, (31)
"This little house is so much better in person. Clean, well outfitted and just a great restful get away. It's very quiet and so close to so many great options. Will definitely return!"
The price is AU$364
includes taxes & fees
17 Nov - 18 Nov
Dream House in the Gunks
Modern Luxurious Cabin, Catskills - The Tiny Nook
10.0 out of 10, Exceptional, (5)
"Great place. Exactly like the pictures. "
The price is AU$530
includes taxes & fees
22 Oct - 23 Oct
Modern Luxurious Cabin, Catskills - The Tiny Nook
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
2.0 star property
9.0 out of 10, Wonderful, (26)
"The furnishings were cute and quaint. The beds were very comfy."
The price is AU$549
includes taxes & fees
19 Oct - 20 Oct
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Cold Spring Lodge - Cabin 2
9.6 out of 10, Exceptional, (4)
"We had a nice relaxing stay"
The price is AU$385
includes taxes & fees
2 Nov - 3 Nov
Cold Spring Lodge - Cabin 2
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
9.8 out of 10, Exceptional, (20)
"Comfortable accommodations. Everything you need for a relaxing holiday "
The price is AU$475
includes taxes & fees
30 Oct - 31 Oct
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
9.0 out of 10, Wonderful, (51)
"Great communication with host Nice spacious clean apartment. Good location "
The price is AU$307
includes taxes & fees
2 Nov - 3 Nov
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
The Studio at the Inn at High Falls
8.2 out of 10, Very good, (31)
"Place is exactly how it looks! Great location between New Paltz, Kingston, Woodstock. We unfortunately had inconsiderate neighbors that forced us leave early, but Frank was incredibly gracious and made it up to us. Would stay again. "
The price is AU$418
includes taxes & fees
19 Oct - 20 Oct
The Studio at the Inn at High Falls
Mossy Moody Cabin in High Falls, NY
9.8 out of 10, Exceptional, (17)
"Thoroughly enjoyed the mossy moody cabin - stylishly decorated and comfy - secluded in the woods- but close to wonderful restaurants and shopping, hikes. Our host was responsive and provided excellent recommendations to explore the region. "
The price is AU$775
includes taxes & fees
3 Nov - 4 Nov
Mossy Moody Cabin in High Falls, NY
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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Top Bearsville Hotel Reviews

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$215 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?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Bearsville is located on a river, and has a fireplace, a BBQ and air conditioning to put you at ease 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 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.