Town of Rockland Holiday Rentals from €145: Search Short-Term Rentals

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Our top choices for Town of Rockland holiday rentals

A wooden play structure with a slide in a backyard.

1. Charming 1 bedroom apartment with AC in quaint Roscoe

Roscoe

"Nice venue and owner is very nice and lives in the house that is attached. He needs to make some adjustments. We hope this is helpful to him. Most important, he absolutely needs to dump the mattress that is on the bed. It is not supportive. It's way too soft and I woke up each morning with a very hurting back. Other things: need to get a non slip mat for the shower. Needs to leave written instructions with the wifi code. Needs to add tissue boxes. Needs to add an extension cord so that you can...

Lawrence

includes taxes & fees

28 Oct - 29 Oct

A spacious room with a spiral staircase, a wooden bench, a table with a lamp, and a view of the outdoors through a glass door.

2. Tiny Home * Big Mountain View’s * Cozy Fireplace

Parksville

Anonymous traveller

A snow-covered landscape with a building labeled "Trout Town Inn" and a covered outdoor area with trees.

3. Catskills Adventures

Roscoe

kevin

includes taxes & fees

9 Nov - 10 Nov

Start your morning with coffee on the covered deck, surrounded by the quiet forest.

4. The Roscoe Rise - Hot Tub Sauna Fire Pit MCM Cabin

Roscoe

A wooden deck with a metal railing overlooking a river and forested area.

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

Livingston Manor

Marsha D.

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a deck, a grill, and outdoor seating.

6. Cedar Sauna * Fenced Garden * Walk To Town

Livingston Manor

Janie W.

includes taxes & fees

9 Nov - 10 Nov

A spacious living room with a high ceiling, large windows, a sofa, a bench, and a telescope.

7. Hot Tub * Private Dock * Quiet Lake Home

Livingston Manor

Dave

includes taxes & fees

28 Oct - 29 Oct

A wooden building with a deck, outdoor seating, and a visible chimney emitting smoke.

8. Welcome Families and Friends to the Home of Laughter and More Laughter

Livingston Manor

includes taxes & fees

9 Nov - 10 Nov

A room with a large glass dome window, a small round table with chairs, a bed, and a teddy bear.

9. Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.

Parksville

Richard F.

includes taxes & fees

28 Oct - 29 Oct

A modern, enclosed room with a large window displaying a forest scene.

10. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Roscoe

Pallavi

includes taxes & fees

4 Nov - 5 Nov

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

11. Starlite Motel

Big Indian

Stephen

includes taxes & fees

4 Nov - 5 Nov

12. Suites on Main

Margaretville

"You get what you pay for - cheap, not value. Spent the first 2 hours cleaning because it was barely touched - even dining table and chairs had crumbs and spill stains. The coffee maker was black inside the water compartment. I had to pick up silverware and dish soap from the dollar store because there was only 2 forks and spoons for a place advertised for 6 and no dish soap to clean dishes. I’m confident my cleaning and items I left behind for the next guests will be reimbursed by karma. Oh,...

Jonathan

includes taxes & fees

29 Oct - 30 Oct

A wooden cabin with a sloped roof, a central door, and two hanging hammocks.

13. Property of Big Foot Roscoe, NY

Roscoe

Jeremy H.

includes taxes & fees

28 Oct - 29 Oct

A campfire surrounded by rocks in a grassy field with trees and hills in the background.

14. Cold Spring Lodge - Cabin 2

Big Indian

Bhavinkumar

includes taxes & fees

9 Nov - 10 Nov

15. Off-Grid Tiny Cabin with Cozy Vintage Charm

Bovina

LILLIAN R.

includes taxes & fees

28 Oct - 29 Oct

A tent set up in a forest with a campfire in front.

16. Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,

Harris

"Taino wood was a great place for camping. Chantel and her husband Jesse are great host and are very welcoming and kind. Nice place to enjoy with your family in the nature. There were many tent sites inside their woods and we occupied the site called:Turey. We set up 3 tents (two 4-people tents and one 6-people tent). There was a firepit we used to cook food and Chantel and Jesse lend us a pot to cook. Before leaving Chantel, Jesse and a few of their friends sang indigenous songs and played...

Lissette

includes taxes & fees

3 Nov - 4 Nov

A kitchen with a wooden countertop, a stove, and a dining area with two chairs and a table.

17. Kitty Kabana Tiny House

Grahamsville

Maxine

includes taxes & fees

28 Oct - 29 Oct

A house with a dock by a lake, surrounded by trees and a clear sky.

18. Lakeview Cabin Duplex

Lake Huntington

melissa m.

includes taxes & fees

28 Oct - 29 Oct

A wooden deck with a table and chairs, overlooking a snowy landscape with bare trees.

19. Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Shandaken

Hunter W.

includes taxes & fees

4 Nov - 5 Nov

A log cabin room with a bed, a window with curtains, a lamp, and a wall-mounted fish decoration.

20. Handcrafted Riverfront Cabin on 10 acres

Starlight

Joe M.

includes taxes & fees

9 Nov - 10 Nov

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Top Town of Rockland Hotel Reviews

The Kartrite Resort & Indoor Waterpark

8/10 Good

"Staff was amazing"

Upper Delaware Inn

10/10 Excellent

"We stayed here this past weekend and were beyond impressed! The motel was exceptionally clean, the front desk staff was incredibly friendly and helpful, and every little detail was thoughtfully taken care of. You can truly tell they take pride in this place. We couldn’t have been happier with our stay and would absolutely return! The beds and pillows were extremely comfy too :)"

Find out more about Town of Rockland

Everything you need to know about Town of Rockland 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 Town of Rockland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Town of Rockland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Town of Rockland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Town of Rockland. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Town of Rockland 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 Town of Rockland holiday rentals we have selected for you start as low as €145 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Town of Rockland rentals

At Expedia, we put the best Town of Rockland 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 Town of Rockland 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 Town of Rockland 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 Town of Rockland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Town of Rockland holiday rentals

1. Charming 1 bedroom apartment with AC in quaint Roscoe