Sullivan County Holiday Rentals - Holiday Homes in Sullivan County

Our top choices for Sullivan County holiday rentals

A modern living room with a sofa, coffee table, and a fireplace.

1. Charming Swan Lake Retreat w/ Hot Tub & Deck

Swan Lake

Debra

RM1,700 total

includes taxes & fees

17 Nov - 18 Nov

A modern outdoor hot tub area with stone walls and a wooden deck.

2. 2 Lake Cabins Pool+hottub Game Room 23acs

Highland Lake

RM4,189 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Roscoe

Iyana

RM746 total

includes taxes & fees

8 Dec - 9 Dec

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

4. Starlite Motel

Big Indian

Stephen

RM659 total

includes taxes & fees

10 Nov - 11 Nov

A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

5. Columbus Suites

Middletown

Edwin

RM583 total

includes taxes & fees

16 Nov - 17 Nov

A swimming pool with a curved edge, surrounded by a wooden deck and a fence.

6. Tanglwood Resort

Hawley

Brandon

RM880 total

includes taxes & fees

4 Dec - 5 Dec

A wooden cabin with a circular structure, a wooden bench outside, and a wooden deck.

7. Ferncrest Campground

Greentown

Jerelle

RM975 total

includes taxes & fees

11 Nov - 12 Nov

A two-story house with a porch, a table, and chairs outside.

8. Historic Horse Barn Apartment in Goshen

Goshen

RM801 total

includes taxes & fees

11 Nov - 12 Nov

A bedroom with a large window overlooking a forest, a bed, a plant, and a hanging coat rack.

9. The Rex Hotel

Greentown

Jessica

RM824 total

includes taxes & fees

10 Nov - 11 Nov

A spacious living room with a high ceiling, large windows, a flat-screen TV, a grey sofa, a small round table, and a wooden deck visible through the glass door.

10. Hike & Fish: Outdoor Retreat Near Trails

Westbrookville

RM1,395 total

includes taxes & fees

15 Nov - 16 Nov

11. 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

RM568 total

includes taxes & fees

11 Nov - 12 Nov

A bedroom with a bed, a door, a window, and a lamp.

12. Equinunk

Equinunk

RM1,424 total

includes taxes & fees

10 Nov - 11 Nov

A spacious living room with a fireplace, a ceiling fan, and a large window.

13. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Monroe

Scott

RM2,189 total

includes taxes & fees

30 Nov - 1 Dec

A red house with a garden patio featuring a table and chairs, surrounded by lush greenery and flowers.

14. Fire Pit & On-site Pond: Wooded Walton Home!

Walton

Bob

RM1,875 total

includes taxes & fees

11 Nov - 12 Nov

A cozy living room with a sofa, a coffee table, and a lamp. There are large windows and a door leading to another room.

15. Hale Eddy

Hancock

RM1,341 total

includes taxes & fees

10 Nov - 11 Nov

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Top Sullivan County Hotel Reviews

Best Western Monticello

8/10 Good

"Very fair for the price. Pool and sauna are a nice touch, although each could use a little TLC. Overall satisfied with the stay."

Kenoza Lake View Manor

10/10 Excellent

"Kenoza Lake View Manor is a truly exceptional property, lovingly maintained and adorned with beautiful period furnishings that reflect the charm and elegance of a bygone era. Every room showcases the care, attention, and pride that have gone into preserving this remarkable home, making it much more than just a place to stay. It is an experience in itself. Important to mention that Bethel Woods Museum is close by. For anyone who appreciates historic homes, timeless décor, and antique furnishings, this is an absolute must-visit destination. The character and atmosphere of the manor create a sense of stepping back in time while still enjoying every comfort. What made our stay even more memorable was the wonderful owner, America. She was incredibly accommodating, warm, and genuinely hospitable. We enjoyed several great conversations, and her kindness and attention to detail made us feel completely at home. Her passion for the property shines through in every aspect of the guest experience. Kenoza Lake View Manor offers a rare combination of beauty, history, comfort, and heartfelt hospitality. We highly recommend it and would gladly return."

Callicoon Hills

8/10 Good

"This is a lovely property. It was midweek, so there were very few guests and fewer staff on hand. The cafe was closed, but the events manager made us a cup of coffee. The restaurant and bar are only open on weekends, so I could plan around midweek stays. The check in manager upgraded our room since or original room was tiny."

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Holiday Apartments in Sullivan County

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Our top choices for Sullivan County holiday rentals

1. Charming Swan Lake Retreat w/ Hot Tub & Deck

2. 2 Lake Cabins Pool+hottub Game Room 23acs