A person standing by a river in a wooded area.

Photo by Erica Teller

Town of Rockland holiday homes

We found 356 holiday rentals — enter your dates for availability

Discover a selection of 39 homes, 15 cabins and other holiday rentals in Town of Rockland that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and a pool. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Popular Town of Rockland destinations on Bookabach

Debruce

Holiday rentals with weekly discounts – Town of Rockland

Showing deals for:11 Dec - 18 Dec

View from rear of house, standing at sin-room entryway.

Exceptional

(39 reviews)

Waterfront property, perfect winter getaway, directly on the Willowemoc!

Livingston Manor

11% off

NZ$2,754

for 7 nights, 1 cabin

NZ$393 per night

includes taxes & fees

Exceptional

(87 reviews)

The Stone Wall Property on 25 acres with private lake

Hurleyville

8% off

NZ$4,299

for 7 nights, 1 cottage

NZ$614 per night

includes taxes & fees

Exceptional

(26 reviews)

Entire Catskills Retreat - Hot Tub • Sauna • Fireplace • Vinyl

Jeffersonville

12% off

NZ$4,287

for 7 nights, 1 cottage

NZ$612 per night

includes taxes & fees

Exceptional

(46 reviews)

Wood Cabin in Catskill NYS

Woodbourne

12% off

NZ$8,069

for 7 nights, 1 cabin

NZ$1,153 per night

includes taxes & fees

Exceptional

(8 reviews)

Immerse in your private woods in our modern cabin

Livingston Manor

7% off

NZ$4,788

for 7 nights, 1 cabin

NZ$684 per night

includes taxes & fees

Exceptional

(86 reviews)

Secluded Romantic Cottage

Andes

8% off

NZ$2,465

for 7 nights, 1 cottage

NZ$352 per night

includes taxes & fees

Exceptional

(13 reviews)

The Blue House on the Hill Catskills—VIEWS

Claryville

16% off

NZ$4,096

for 7 nights, 1 home

NZ$585 per night

includes taxes & fees

Exceptional

(5 reviews)

Charming 2-bedroom Country Cottage with Hot Tub

Obernburg

11% off

NZ$3,744

for 7 nights, 1 cottage

NZ$535 per night

includes taxes & fees

Enjoy the river directly from the back yard.

Board games in the coffee table and glass doors out to the large back deck!

Full Kitchen with new appliances including toaster, coffee pot, air fryer, +

Comfortable Cabin feel with the luxury of a full kitchen!

Exceptional

(41 reviews)

Kayak/Canoe/Fish & Relax right from the backyard of this Riverfront 3 B/R home!

Downsville

8% off

NZ$4,094

for 7 nights, 1 home

NZ$585 per night

includes taxes & fees

Large window in loft for evening star gazing or morning views into the pasture.

Exceptional

(6 reviews)

Milk House @ Indigo Bunting Farm

Callicoon Center

8% off

NZ$3,640

for 7 nights, 1 cottage

NZ$520 per night

includes taxes & fees

Exceptional

(12 reviews)

Manor house renovated with rustic charm

Livingston Manor

7% off

NZ$3,671

for 7 nights, 1 home

NZ$524 per night

includes taxes & fees

Exceptional

(6 reviews)

Dancing Doe Estate with Wood Stove, Hot Tub & Firepit

Jeffersonville

11% off

NZ$5,107

for 7 nights, 1 home

NZ$730 per night

includes taxes & fees

Spacious dining for 6-8 with optional leaf and extra chairs

Exceptional

(11 reviews)

Private 5-Acre Farmhouse Retreat - Bethel Woods 25 mins - Sleeps 8

Livingston Manor

8% off

NZ$3,527

for 7 nights, 1 home

NZ$504 per night

includes taxes & fees

The patio at night! Make pizza in the pizza oven & relax by the gas firepit

Exceptional

(11 reviews)

Relaxing Mtn Getaway-KingSuite+LogBed++View+Firepit+PizzaOven+Kayaks+LgDeck+Yard

Margaretville

8% off

NZ$4,107

for 7 nights, 1 home

NZ$587 per night

includes taxes & fees

Exceptional

(13 reviews)

Modern A-Frame Oasis in the Catskills Forest

Roscoe

8% off

NZ$3,550

for 7 nights, 1 chalet

NZ$507 per night

includes taxes & fees

Very good

(5 reviews)

Cozy Catskills Chalet with firepit! Peaceful setting with gorgeous views.

Margaretville

15% off

NZ$2,600

for 7 nights, 1 home

NZ$371 per night

includes taxes & fees

Front of Lake Jeff Cottage showing two of the three floors in the cottage.

Lake view from the bluestone terrace, steps outside your door.

Stone Terrace and lounge area overlooking Lake Jeff.

Front view of Lake Jeff Cottage with the lake in the background

Exceptional

(104 reviews)

Private Lakefront Cottage, Panoramic Lake Views. Fish, Row, Kayak, Pet-Friendly

Jeffersonville

8% off

NZ$5,398

for 7 nights, 1 home

NZ$771 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Chalet

Find the best place to stay - Town of Rockland

Premier Host

Catskills Modern Lakefront Cottage

Sleeps 4 · 2 bedrooms · 1 bathroom

Premier Host

Waterfront property, perfect winter getaway, directly on the Willowemoc!

Sleeps 5 · 2 bedrooms · 1 bathroom

Laurel Lodge: Old World Catskill Charm near Livingston Manor

Sleeps 8 · 4 bedrooms · 3 bathrooms

The Cabin at Livingston Manor - Cozy Catskill Log Cabin

Sleeps 5 · 3 bedrooms · 1 bathroom

Cozy cottage near Livingston Manor with creek and fenced-in yard. Pet-friendly!

Sleeps 10 · 3 bedrooms · 2 bathrooms

Gorgeous Waterfront w/ Hot Tub and Game Level

Sleeps 8 · 4 bedrooms · 3 bathrooms

Find the perfect holiday rental for your Town of Rockland getaway

Learn about the unique charm of Town of Rockland with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Town of Rockland

Are you hoping to find things to do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Town of Rockland a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Sullivan County Golf and Country Club (10.2 mi / 16.5 km)
Straus Center - Frost Valley YMCA (17 mi / 27.4 km)
Belleayre Mountain Ski Center (20.6 mi / 33.1 km)
Concord Monster Golf Course (20.9 mi / 33.7 km)
Tarry Brae Golf Course (17.1 mi / 27.5 km)
Pine Hill Community Center (21.1 mi / 33.9 km)

Exploring the natural features in Town of Rockland

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Town of Rockland. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

Canada Falls (15.1 mi / 24.3 km)
Woodstock Monument (17.3 mi / 27.8 km)
Lake Superior State Park (19.5 mi / 31.4 km)
Belleayre Beach (21.1 mi / 33.9 km)
Slide Mountain (21.8 mi / 35.1 km)
Upper Delaware River (26.7 mi / 43 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Town of Rockland?

Based on our data, houses are the most desirable type of holiday home in Town of Rockland. But as you'd expect, everyone's idea of an awesome trip will differ. Bookabach has holiday homes in a variety of sizes and shapes, and we'll help you find your ideal match.

How much does it cost to rent a holiday home in Town of Rockland?

Season, property type and length of stay are among the factors that can influence the price of a holiday home. Simply add your travel dates to find your ideal fit. From comfy cottages to sprawling luxury villas, all Bookabach holiday homes offer unbeatable value.

How much does it cost to rent a beach house in Town of Rockland?

When you travel and the style and size of the property will influence how much you'll pay for your beachside holiday home. Enter your Town of Rockland travel dates to view your available options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use the filters to choose the features and amenities you want in your beach house.

Are there pet-friendly holiday homes in Town of Rockland?

Good news. There are. You can choose from 39 stays that allow pets in Town of Rockland on Bookabach. Our furry kids deserve a getaway too, so simply use our search function for pet-friendly holiday homes to book a perfect pad where Spot can get in on the fun.

What are popular home amenities in Town of Rockland?

A nearby waterfront, a nearby river and nearby museums are rated the most popular home amenities in Town of Rockland. Whether you plan to travel as a party of one, with your other half or a group of best friends, Bookabach will help you find a holiday home that matches your style with all the conveniences you're looking for.

Are there large group holiday homes in Town of Rockland?

With three holiday homes that can host 10 or more guests in Town of Rockland, you don't have to hold back on your invites. From family get-togethers to events like birthday parties and weddings, Bookabach can help you find a large group home to suit the occasion.

Are there holiday homes in Town of Rockland that welcome kids?

Town of Rockland has 39 family-friendly holiday homes to pick from. And booking a stay that welcomes kids is easy with Bookabach's "Properties good for families" filter. On top of having the whole place to yourselves, you'll also get access to amenities and perks like living rooms, kitchens and pools.

What are the top attractions for families in Town of Rockland?

Keeping the kids occupied during your holiday in Town of Rockland is simple with these leading family-friendly attractions:

Catskill Art Society Art Centre
Mongaup Pond Campground
Roscoe Presbyterian Church

Are there one-bedroom holiday homes in Town of Rockland?

Yes, you'll find 15 one-bedroom properties in Town of Rockland to select from. A one-bedroom holiday home is a great choice if it's just two of you or if you're flying solo. Add in more space, privacy and convenience compared to a hotel, and you're bound to have a getaway to remember.

Can I find two-bedroom holiday homes in Town of Rockland?

Gather your loved ones and enjoy peace, privacy and comfort in one of the six two-bedroom holiday homes Town of Rockland has to offer.

Are there holiday homes with WiFi in Town of Rockland?

Whether you'd like to stay in touch with the news, make a video call or surf social media, there are 18 holiday homes with WiFi in Town of Rockland. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.

How can I find holiday homes with air conditioning in Town of Rockland?

Pick from 28 Bookabach holiday homes with air conditioning in Town of Rockland giving you that cooling breeze and extra element of comfort. Enter your travel dates and then make use of our filter tool to help you book stays with air conditioning.

How old do you have to be to rent a holiday home in Town of Rockland?

The minimum required age is typically 16, 18 or 21. It can differ across properties on Bookabach, so look at the rules of your preferred Town of Rockland holiday home before booking your escape.

How long can I rent a holiday home in Town of Rockland for?

The amount of time you can rent a Town of Rockland holiday home for depends on the property. Just enter your preferred travel dates to browse options that offer extended stays. They have all you need to make your extended getaway more comfortable and convenient, such as air conditioning and laundries. Some holiday homes might also offer weekly or monthly discounted prices, so you can hang around longer for less.

More holiday ideas

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