Bearsville Vacation Rentals

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Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
This weekend
Oct 24 - Oct 26
Next weekend
Oct 31 - Nov 2

Vacation Rentals in Bearsville

Fridge, microwave, oven, stovetop
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
10.0 out of 10, Exceptional, (122)
"As roomy as promised, and one of the quietest places I've ever been. May return for our annual gathering next year."
United States
Tony G.
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Exterior
Starlite Motel
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (271)
"Awesome place to stay!"
United States
Earl
$125 nightly
The price is $140
Oct 27 - Oct 28
Total with taxes and fees
Starlite Motel
Terrace/patio
Hamptons on the Hudson in South Saugerties
Hamptons on the Hudson in South Saugerties
10.0 out of 10, Exceptional, (32)
"Lovely property, well-maintained, clean and comfortable, and the host was especially responsive to all communications. Highly recommend."
United States
David S.
Hamptons on the Hudson in South Saugerties
Exterior
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
10.0 out of 10, Exceptional, (18)
"Stayed for a wedding nearby and it was the perfect place to spend family time together and have enough beds for everyone to sleep in. "
United States
Leah I.
$747 nightly
The price is $837
Oct 26 - Oct 27
Total with taxes and fees
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Exterior
Sioux Tipi on Chloe's Lake
Sioux Tipi on Chloe's Lake
9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
United States
Brandon
$130 nightly
The price is $146
Oct 26 - Oct 27
Total with taxes and fees
Sioux Tipi on Chloe's Lake
Outdoor dining
Rose Cottage
Rose Cottage
9.2 out of 10, Wonderful, (10)
"It's so peaceful there. It was lovely."
United States
Victoria I.
Rose Cottage
Outdoor dining
Esopus Creek modern Tiny house Retreat!
Esopus Creek modern Tiny house Retreat!
9.8 out of 10, Exceptional, (58)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
United States
Rebecca
$225 nightly
The price is $252
Oct 29 - Oct 30
Total with taxes and fees
Esopus Creek modern Tiny house Retreat!
1 bedroom, free WiFi, bed sheets
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
10.0 out of 10, Exceptional, (94)
"We loved this stay! The yurt was absolutely charming! Such an amazing location within easy distance of hiking and the Empire State Trail bicycle path, plus great dining in New Paltz and Kingston."
United States
David W.
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
Property grounds
Moonlight Reflections
Moonlight Reflections
10.0 out of 10, Exceptional, (94)
"Great stay! Very convenient to ski bellaeyre. "
United States
Abbie L.
Moonlight Reflections
Exterior
A Spectacular 50 Mile View of the Hudson Valley in all seasons
A Spectacular 50 Mile View of the Hudson Valley in all seasons
9.8 out of 10, Exceptional, (92)
"Secluded yet conveniently located."
United States
Richard G.
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Terrace/patio
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
9.6 out of 10, Exceptional, (25)
"A lovely place and Seth is always so helpful."
United States
Lynn L.
$234 nightly
The price is $262
Nov 3 - Nov 4
Total with taxes and fees
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Children's area
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (44)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
United States
Paul H.
$277 nightly
The price is $310
Oct 26 - Oct 27
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.2 out of 10, Very Good, (46)
"A quirky tiny cabin off the beaten path but in need of some upkeep, e.g. toilet not fully attached to the floor in the Tipi room, water has sulphur smell. We were only there for an overnight stay, and I sent a note once we were home, so hopefully the owners get a chance to fix things up! Pricey for its current condition."
United States
Eileen F.
$145 nightly
The price is $162
Oct 29 - Oct 30
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Smart TV, fireplace, table tennis, video library
Stunning Catskills Cabin Getaway, facing BelleAyre
Stunning Catskills Cabin Getaway, facing BelleAyre
9.8 out of 10, Exceptional, (129)
"Great property for a ski trip to Belleayre. Close to the mountain. "
United States
Samir R.
Stunning Catskills Cabin Getaway, facing BelleAyre
Microwave, oven, stovetop, dishwasher
Charming Catskill getaway walking distance to Main St. Pet-friendly!
Charming Catskill getaway walking distance to Main St. Pet-friendly!
10.0 out of 10, Exceptional, (11)
"We had a great stay here! The check in process was super easy and Jiyon was very communicative. The house was super comfortable and conveniently located for a weekend of hiking. Would definitely stay here again!"
United States
Taylor M.
Charming Catskill getaway walking distance to Main St. Pet-friendly!
Dining
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
8.2 out of 10, Very Good, (63)
"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "
United States
Gina S.
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Fridge, microwave, oven, stovetop
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
9.4 out of 10, Exceptional, (13)
"Beautiful location in a well kept property! Highly recommend it."
United States
Robert
$217 nightly
The price is $234
Oct 26 - Oct 27
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Private kitchen
Charming 2-bedroom house in fabulous Kingston close to everything
Charming 2-bedroom house in fabulous Kingston close to everything
10.0 out of 10, Exceptional, (1)
"House was spotless. Hosts were very responsive and helpful. "
United States
Lawrence R.
Charming 2-bedroom house in fabulous Kingston close to everything
Interior
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
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."
United States
Jan
$317 nightly
The price is $355
Nov 2 - Nov 3
Total with taxes and fees
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Exterior
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
10.0 out of 10, Exceptional, (270)
"House was great. Plenty of beds, great kitchen and large table for all. Kitchen was well stocked. "
United States
Sarah A.
$912 nightly
The price is $985
Nov 3 - Nov 4
Total with taxes and fees
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
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

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"Super kind staff, comfy beds, beautifully constructed rooms! We love this hotel. "
Lauren 1-night trip
Posted 22 hours ago
Woodstock Way Hotel

Find out more about Bearsville

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Bearsville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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?

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat: Visitors like this Bearsville vacation home rental. It is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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 Straus Center - Frost Valley YMCA, 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.