Bearsville holiday homes

We found 417 holiday rentals — enter your dates for availability
Discover a selection of 18 homes and other holiday rentals in Bearsville that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Bearsville

Showing deals for:13 Nov - 20 Nov

A beautiful spot for our comfortable cabin
Rear Deck, Hot Tub and Screened Porch
Our Sunny Living Room with Wood Stove
Property grounds
Exceptional
(119 reviews)

Secluded Cabin with Hot Tub - 5 Miles to Woodstock

Bearsville

8% off
NZ$5,064
for 7 nights, 1 cabin
NZ$723 per night
includes taxes & fees
Secluded Cabin with Hot Tub - 5 Miles to Woodstock
Living area
Interior
Private kitchen
Terrace/patio
Exceptional
(134 reviews)

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Bearsville

11% off
NZ$10,321
for 7 nights, 1 home
NZ$1,474 per night
includes taxes & fees
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Outdoor dining
Exterior
Living area
Pool
Exceptional
(49 reviews)

Secluded family retreat within minutes of Woodstock village

Saugerties

8% off
NZ$5,648
for 7 nights, 1 home
NZ$807 per night
includes taxes & fees
Secluded family retreat within minutes of Woodstock village
Dining
Living area
Exterior
Private kitchen
Exceptional
(39 reviews)

5-Star New Barn Home - Music Studio, Views & Hot Tub

Saugerties

8% off
NZ$10,128
for 7 nights, 1 home
NZ$1,447 per night
includes taxes & fees
5-Star New Barn Home - Music Studio, Views & Hot Tub
Great room featuring a wonderful wall of windows
Private kitchen
Dining leads from kitchen, open view of living room
Exterior
Exceptional
(52 reviews)

Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres

Woodstock

12% off
NZ$6,046
for 7 nights, 1 home
NZ$864 per night
includes taxes & fees
Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres
bluestone, more shaded patio with shade garden
Sit stream side and enjoy the beauty of nature and our (seasonal) fire pit
stay warm & cozy by the fireplace with large screen TV above
The fall foliage is gorgeous right in "your own" backyard!!
Exceptional
(163 reviews)

Sanctuary by the Stream

Phoenicia

13% off
NZ$3,478
for 7 nights, 1 home
NZ$497 per night
includes taxes & fees
Sanctuary by the Stream
The living room has an oversized couch, two chairs, TV and fire place.
Dining room table with bay window.
Private kitchen
Room
Exceptional
(39 reviews)

Spacious, Private, Close to Town, Work From Home

Woodstock

7% off
NZ$5,417
for 7 nights, 1 home
NZ$774 per night
includes taxes & fees
Spacious, Private, Close to Town, Work From Home
Interior
Property grounds
Property grounds
Property grounds
Exceptional
(17 reviews)

Hudson Valley’s Private Waterfront Camping Getaway

Lake Katrine

8% off
NZ$2,760
for 7 nights, 1 unit
NZ$394 per night
includes taxes & fees
Hudson Valley’s Private Waterfront Camping Getaway
In winter, stay toasty warm by the fire
Welcome to Bridge House
Large sliders bring nature indoors
Fern garden in summer
Exceptional
(128 reviews)

Waterfront Mid-century Modern Gem Surround by Forever Wild Land

Willow

8% off
NZ$4,236
for 7 nights, 1 home
NZ$605 per night
includes taxes & fees
Waterfront Mid-century Modern Gem Surround by Forever Wild Land
Living area
Property grounds
Exterior detail
Private kitchen
Exceptional
(13 reviews)

"Frank Lloyd Wright" Catskills Mountain Yoga-Spa Retreat on 15 Acres

Mount Tremper

12% off
NZ$10,724
for 7 nights, 1 home
NZ$1,532 per night
includes taxes & fees
"Frank Lloyd Wright" Catskills Mountain Yoga-Spa Retreat on 15 Acres
Open Plan Kitchen / Dining Area with French Doors and Screen Porch in Distance
Terraced Rock Garden with Rustic Stone Walls and Massive Steps
Entrance to Tannery Brook Cottage in July with Front Porch and Day Lilies
Screen Porch with French Doors, Open Plan Dining Area / Kitchen in the Distance
Exceptional
(18 reviews)

Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.

Woodstock

11% off
NZ$4,317
for 7 nights, 1 cottage
NZ$617 per night
includes taxes & fees
Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
Living area
Exterior
Private kitchen
Property grounds
Exceptional
(10 reviews)

Most Charming, Most quiet place in the Catskills--Willow-brook Cottage

Lake Hill

8% off
NZ$3,621
for 7 nights, 1 cabin
NZ$517 per night
includes taxes & fees
Most Charming, Most quiet place in the Catskills--Willow-brook Cottage
11 ft dining table seats 10-14 people
Covered 15' picnic table for enjoying meals al fresco.
Pool is open Memorial Day through Labor Day.
Distinctive and Charming Chalet in the midst of the Catskills
Exceptional
(7 reviews)

Experience the Catskills - Explore, Entertain and Relax at our Chalet.

Lanesville

16% off
NZ$5,020
for 7 nights, 1 home
NZ$717 per night
includes taxes & fees
Experience the Catskills - Explore, Entertain and Relax at our Chalet.
Private kitchen
Dining
Interior
Interior
Exceptional
(26 reviews)

Gorgeous Villa w/ Mountain Views, pool, hot tub!

Glenford

5% off
NZ$5,954
for 7 nights, 1 home
NZ$851 per night
includes taxes & fees
Gorgeous Villa w/ Mountain Views, pool, hot tub!
Living area
Interior
Dining
Private kitchen
Exceptional
(26 reviews)

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

Lake Katrine

15% off
NZ$2,876
for 7 nights, 1 home
NZ$411 per night
includes taxes & fees
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Interior
Living area
Room
Interior
Exceptional
(9 reviews)

Indoor-Outdoor Retreat in the Heart of Uptown Kingston

Kingston

11% off
NZ$4,609
for 7 nights, 1 home
NZ$658 per night
includes taxes & fees
Indoor-Outdoor Retreat in the Heart of Uptown Kingston
Dining Room Looking out to Private Lake
Living area
Interior
Interior
Exceptional
(26 reviews)

Incredible Lake House with Stunning Mountain Views (swimming lake)

Chichester

7% off
NZ$5,865
for 7 nights, 1 home
NZ$838 per night
includes taxes & fees
Incredible Lake House with Stunning Mountain Views (swimming lake)
Dining
Terrace/patio
Exterior
Private kitchen
Exceptional
(28 reviews)

Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!

Hurley

12% off
NZ$3,155
for 7 nights, 1 cabin
NZ$451 per night
includes taxes & fees
Cabin 85: 2 Bedrooms + 2 Lofts Perfect Retreat!
One side of romantic master bedroom with pink chaise and king size bed.
View #1 of deck with mountain in background
Third view of LR with woodstove
Eat-in country kitchen with all appliances, including dishwasher and microwave.
Exceptional
(46 reviews)

Beautiful large Woodland Valley/Phoenicia post & beam cabin with seasonal stream

Phoenicia

8% off
NZ$4,115
for 7 nights, 1 home
NZ$588 per night
includes taxes & fees
Beautiful large Woodland Valley/Phoenicia post & beam cabin with seasonal stream
Private kitchen
Property grounds
Interior
Dining
Exceptional
(89 reviews)

Private Woodstock / Saugerties 2BR w/ Hot Tub, Fireplace and Pet Friendly

Saugerties

8% off
NZ$3,795
for 7 nights, 1 home
NZ$542 per night
includes taxes & fees
Private Woodstock / Saugerties 2BR w/ Hot Tub, Fireplace and Pet Friendly
Interior
Exterior
Dining
Exterior
Exceptional
(6 reviews)

Charming 3-bedroom bungalow with AC in Phoenicia, Catskills

Phoenicia

8% off
NZ$4,716
for 7 nights, 1 home
NZ$674 per night
includes taxes & fees
Charming 3-bedroom bungalow with AC in Phoenicia, Catskills
Living room
Large living room
Living Room
Dining area
Exceptional
(84 reviews)

A-Frame of Mind

Saugerties

7% off
NZ$3,540
for 7 nights, 1 cabin
NZ$506 per night
includes taxes & fees
A-Frame of Mind
Bathroom
Living area
Interior
Exceptional
(41 reviews)

Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby

Phoenicia

17% off
NZ$2,220
for 7 nights, 1 apartment
NZ$317 per night
includes taxes & fees
Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Bearsville getaway

Learn about the unique charm of Bearsville with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Bearsville

Do you want to find attractions to see while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Bearsville has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Indian Head Mountain (7 mi / 11.3 km)
  • Hunter Mountain (11.6 mi / 18.6 km)
  • Kaaterskill Falls (11.6 mi / 18.6 km)
  • Straus Center - Frost Valley YMCA (17.1 mi / 27.6 km)
  • Windham Mountain Resort (17.9 mi / 28.9 km)
  • Windham Country Club (18.5 mi / 29.8 km)

Exploring the natural features in Bearsville

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Bearsville is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Overlook Mountain Trailhead (2.8 mi / 4.4 km)
  • Ashokan Rail Trail- Woodstock Dike Trailhead (4.7 mi / 7.6 km)
  • Opus 40 (6.5 mi / 10.5 km)
  • Esopus Creek (10.1 mi / 16.3 km)
  • Saugerties Village Beach (10.8 mi / 17.4 km)
  • Kaaterskill Falls (11.6 mi / 18.6 km)

Transport options to and around Bearsville

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 28.8 mi (46.3 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Bearsville?
According to our research, houses are the most in-demand type of property in Bearsville. But as you know, everyone's idea of an epic trip differs. Bookabach has holiday homes with every shape, size and budget in mind, so you're bound to find the best fit for your needs.
How much does it cost to rent a holiday home in Bearsville?
Several things determine the price of a holiday home in Bearsville, such as the time of year, length of stay and property type. But, all of our holiday homes have one thing in common — excellent value. Just add your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Bearsville?
Prices for beach houses in Bearsville can vary depending on the style and size of the property and when you plan to travel. All you need to do is enter your travel dates into Bookabach and how many guests to see your options and prices. From there you can use the filters to tailor your search by amenities, ratings, nearby activities and more.
Are there pet-friendly holiday homes in Bearsville?
With three holiday homes that host pets, your furry little friend can join in on your Bearsville holiday. Use the filter tool to search our pet-friendly holiday homes and find your pawfect pad on Bookabach.
Can I rent a house with a pool in Bearsville?
Add a whole other level of fun to your holiday by booking your group into one of the two houses with a private pool in Bearsville. Use our search filter to find the kind of property you want on Bookabach, and then spend your days splashing around in a swimming pool that's just for you.
What are popular home amenities in Bearsville?
A chef, tennis and a barbecue grill are rated the most popular home amenities in Bearsville. Whether you're travelling on your own, with your significant other or a group of friends, Bookabach can help you find a holiday home that matches your tastes with all the features you need.
Are there large group holiday homes in Bearsville?
Yes, there are three properties in Bearsville that can accommodate a group of five or more people. From family reunions to special occasions like birthday parties, these stays have ample space to spend time with your favourite people.
Are there holiday homes in Bearsville that welcome kids?
Gather the whole crew for an epic adventure in Bearsville at one of our three family-friendly properties. A lot of these stays offer conveniences that are ideal for trips with the little ones, including kitchens, bunk beds and private pools. Simply click on the "Properties good for families" filter and pick your favourite option.
What are the top attractions for families in Bearsville?
Keep your kids busy at these top family-friendly attractions in Bearsville:
  • Empire State Railway Museum
  • Overlook Mountain Trailhead
  • Indian Head Mountain
How can I find holiday homes with air conditioning in Bearsville?
Pick your travel dates and then use our filter tool to search for holiday homes with air conditioning in Bearsville on Bookabach. With three air-conditioned properties available, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday home in Bearsville?
We recommend checking with the Bearsville holiday home you'd like on Bookabach as age restrictions vary. However, it's normally 16, 18 or 21.
How long can I rent a holiday home in Bearsville for?
It's really down to the Bearsville property. To browse a list of options offering extended stays, simply type your dates and number of people into Bookabach's search page. Enjoy having the entire property to yourself, along with home comforts such as a kitchen, air conditioning and a yard where the kids can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.