Photo by Erica Teller

Holiday Rentals in Town of Rockland

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Featured Holiday Rentals in Town of Rockland

Property grounds
Waterfront Debruce Riverside Cabin Directly on the Willowemoc River!

Cabin in Livingston Manor

9.6 out of 10, Exceptional, (28)
"Beautiful and comfortable property sitting up against a stream. Owner was very responsive to our questions. Great place to stay and enjoy the outdoors. "
United States
David C.
The price is €363
includes taxes & fees
7 Dec - 8 Dec
Waterfront Debruce Riverside Cabin Directly on the Willowemoc River!
Terrace/patio
Beaver Cottage - Waterfront, Hot Tub, Fire Pit, Group House

Holiday Home in Livingston Manor

10.0 out of 10, Exceptional, (5)
"Nice winter getaway. Great for a crowd. Cozy!"
United States
anne m.
Beaver Cottage - Waterfront, Hot Tub, Fire Pit, Group House
Exterior
western Catskills YURT

Chalet in Livingston Manor

7.4 out of 10, Good, (3)
"Property was great. Owner is very polite and had a great phone conversations wi"
United States
Derek
The price is €198
includes taxes & fees
7 Dec - 8 Dec
western Catskills YURT
Outdoor dining
Gorgeous Family Lakefront w/ Hot Tub

Holiday Home in Livingston Manor

10.0 out of 10, Exceptional, (3)
"Great property and management team"
United States
Dave
Gorgeous Family Lakefront w/ Hot Tub
Exterior
Catskills Adventures

Holiday Home in Roscoe

8.0 out of 10, Very good, (4)
"Came up for a friend's wedding and had a great stay. Room was as advertised and communication with host was great."
United States
Anonymous traveller
The price is €192
includes taxes & fees
7 Dec - 8 Dec
Catskills Adventures
Exterior
Tiny Home with Spectacular Views & FP

Mobile Home in Parksville

2.0 star property
The price is €414
includes taxes & fees
5 Jan - 6 Jan 2026
Tiny Home with Spectacular Views & FP
Exterior detail
Tiny House Cabin in Livingston Manor, NY

Cottage in Livingston Manor

6.0 out of 10, (3)
"Marty was really nice. Property was as advertised, but it was out in the country, which is beautiful, but it was advertised as being in town and it’s not. "
United States
Parker B.
The price is €198
includes taxes & fees
18 Dec - 19 Dec
Tiny House Cabin in Livingston Manor, NY
Exterior
Catskills Adventures

Holiday Home in Roscoe

9.0 out of 10, Wonderful, (12)
"Very clean easy access from freeway. "
United States
kevin
The price is €163
includes taxes & fees
7 Dec - 8 Dec
Catskills Adventures
Property grounds
Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,

Camping in Harris

10.0 out of 10, Exceptional, (1)
"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...
United States
Lissette
The price is €78
includes taxes & fees
2 Jan - 3 Jan 2026
Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,
Fridge, microwave, oven, stovetop
2 Bedroom Farm Stay

Mobile Home in Delhi

10.0 out of 10, Exceptional, (11)
"Thank you! Never slept better! "
United States
vivian
The price is €261
includes taxes & fees
7 Dec - 8 Dec
2 Bedroom Farm Stay
1 bedroom, bed sheets
Domes at Catskills a lakefront glamping adventure for adults

Camping in Swan Lake

10.0 out of 10, Exceptional, (2)
"My husband, dog, and I had a wonderful stay at the domes! It is the perfect nature getaway with all the amenities you get from a hotel! The host was very personable when we arrived and had great communication before and during our stay! The property of the domes is beautiful. We highly recommend!"
United States
Nancy B.
The price is €442
includes taxes & fees
19 Dec - 20 Dec
Domes at Catskills a lakefront glamping adventure for adults
Exterior
Starlite Motel

Aparthotel in Big Indian

2.5 star property
9.2 out of 10, Wonderful, (273)
"Awesome place to stay!"
United States
Earl
The price is €119
includes taxes & fees
5 Jan - 6 Jan 2026
Starlite Motel
Studio Suite | Private kitchen
Suites on Main

Apartment in Margaretville

3.0 star property
7.2 out of 10, Good, (78)
"Good place to stay and reasonable "
Canada
Marney
The price is €136
includes taxes & fees
8 Dec - 9 Dec
Suites on Main
Fridge, microwave, oven, stovetop
5 minutes from original Woodstock site.

Holiday Home in Mongaup Valley

9.8 out of 10, Exceptional, (61)
"Very cozy, clean and convenient "
United States
Kim K.
The price is €338
includes taxes & fees
31 Dec - 1 Jan 2026
5 minutes from original Woodstock site.
House, Private Bathroom, River View (Equinunk) | Exterior
Equinunk

Holiday Home in Equinunk

2.0 star property
The price is €426
includes taxes & fees
7 Dec - 8 Dec
Equinunk
Property grounds
25-Acre Private Retreat w/ UTV, Hot Tub, Fire Pit, Trails & Stunning Views

Cabin in Roscoe

10.0 out of 10, Exceptional, (2)
" The hot tub is Very new but if your not familiar with hot tubs Doing the self test is easy How to interpret and add the chemicals is different But the hot tub Manuel was avail on lineWe did not use the utv as there was No rain for the entire week We felt we needed to be back by nightfall as the dirt rocky road is tricky my outback had no problem But if it did rain and there was more road erosion the utv would have to be used the dish washer did not work and was filled with dirty...
United States
Carol M.
The price is €467
includes taxes & fees
10 Dec - 11 Dec
25-Acre Private Retreat w/ UTV, Hot Tub, Fire Pit, Trails & Stunning Views
Exterior
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Chalet in Big Indian

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.
The price is €729
includes taxes & fees
7 Dec - 8 Dec
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Property grounds
BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit

Cabin in Jeffersonville

10.0 out of 10, Exceptional, (1)
The price is €436
includes taxes & fees
9 Dec - 10 Dec
BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit
Fridge, microwave, oven, stovetop
A world where time stands still, close to Belleayre Ski & Wedding venues.

Holiday Home in City Roxbury

9.4 out of 10, Exceptional, (30)
"Beautiful house, clean and in a beautiful location. A perfect home for rest and enjoyment in nature"
United States
Janko S.
The price is €634
includes taxes & fees
3 Jan - 4 Jan 2026
A world where time stands still, close to Belleayre Ski & Wedding venues.
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 Town of Rockland Hotel Reviews

Hampton Inn Monticello

Hampton Inn Monticello

10/10 Excellent
"Friendly staff, and room is big"
Yujing 1-night trip
Posted 3 days ago
Hampton Inn Monticello

Find out more about Town of Rockland

Holiday Homes in Town of Rockland

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