Top Vacation Homes in Sullivan County in 2026

Sullivan County Vacation Homes
New York
United States of America
Expedia.ae

A rural landscape with a wooden fence, a road, and a variety of trees.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Sullivan County vacation homes

A stone fire pit with a fire burning, surrounded by a stone bench and a wooden staircase.

A house with a swimming pool, surrounded by a forest and a river.

A modern two-story house with a deck, a hot tub, and a fire pit.

A spacious living room with a glass coffee table, leather sofas, and a large window offering a view of trees and a clear sky.

1. Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Monticello

9.2 out of 10, Wonderful, (109 reviews)

9.2/10

Wonderful

(109 reviews)

"Great place for group getaways, 10/10"

Timothy A.

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

A covered deck with wicker furniture and string lights, overlooking a lake with trees and a dock.

A blue building with a white deck and a small bridge leading to a dock.

A modern kitchen with granite countertops, stainless steel appliances, and a central island with bar seating.

A bedroom with a bed, nightstands, a chair, and artwork on the wall.

2. Starlight Lakehouse; Your Magical 5 Bdrm Getaway! W/ BRAND NEW 7 SEATER HOT TUB!

Starlight Lakehouse; Your Magical 5 Bdrm Getaway! W/ BRAND NEW 7 SEATER HOT TUB!

Monticello

9.0 out of 10, Wonderful, (14 reviews)

9.0/10

Wonderful

(14 reviews)

"We had a wonderful time we loved the house. Very kid friendly."

Cliff B.

Starlight Lakehouse; Your Magical 5 Bdrm Getaway! W/ BRAND NEW 7 SEATER HOT TUB!

A cabin with a wooden deck and a staircase leading to a second-story balcony.

A rustic wooden staircase leading to a covered wooden deck, surrounded by a stone wall and lush greenery.

A spacious living area with wooden flooring, a dining table, a sofa, and a bookshelf.

A dining area with a wooden table and chairs, a staircase, and a large window providing natural light.

3. Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

Narrowsburg

10.0 out of 10, Exceptional, (163 reviews)

10/10

Exceptional

(163 reviews)

"Such a beautiful place to stay and explore with my pup!"

Alison H.

The price is AED 360

AED 360

AED 1,111 total

includes taxes & fees

15 Oct - 16 Oct

Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

A modern living room with a sofa, coffee table, and a kitchen area with a central island.

A modern kitchen with a central island, two pendant lights, a refrigerator, and a window with blinds.

A modern kitchen with a central island, bar stools, and a large window with curtains.

A secluded cabin surrounded by lush greenery and a forested hill.

4. Winterberry Pond, Converted Barn & Hot Tub

Winterberry Pond, Converted Barn & Hot Tub

Roscoe

9.6 out of 10, Exceptional, (11 reviews)

9.6/10

Exceptional

(11 reviews)

"Nice little spot, perfect for a couple day stay, so happy it had AC and the hot tub was a bonus!"

Malory M.

Winterberry Pond, Converted Barn & Hot Tub

A bar area with a marble countertop, two cushioned seating, wine bottles, glasses, and a sign that reads "Our Life Our Story Our Home".

A bedroom with a large bed, two windows, a wooden wall, and a trash bin.

A room with a sliding glass door leading to a wooden deck.

A modern living room with a large flat-screen TV mounted on the wall, a glass coffee table, and a minimalist decor style.

5. Cozy little retreat far from the city

Cozy little retreat far from the city

Mountain Dale

9.4 out of 10, Exceptional, (13 reviews)

9.4/10

Exceptional

(13 reviews)

"Easy check-in and out, clean and a nice quiet neighborhood.The walking trails nearby allowed me to walk to both Mountain Dale, and Woodridge. Quaint little towns."

Linda K.

Cozy little retreat far from the city

A wooden cabin with a metal roof, surrounded by tall trees and a hammock.

A rustic cabin with a stone fireplace, wooden deck, and outdoor seating.

A stone pathway in a forest with autumn foliage.

A bathroom with a large window, a wooden wall, a sink, and a wall-mounted light fixture.

6. Tiny Cat Tiny House

Tiny Cat Tiny House

Grahamsville

8.8 out of 10, Excellent, (14 reviews)

8.8/10

Excellent

(14 reviews)

"Very cute house with the necessities and more!"

TAYLOR L.

The price is AED 364

AED 364

AED 789 total

includes taxes & fees

19 Oct - 20 Oct

Tiny Cat Tiny House

A wooden staircase leading to a garden area with a pathway, rocks, and plants.

A grassy outdoor area with a house in the background.

A cozy kitchen with wooden cabinets, a dining table with chairs, a refrigerator, and a sink.

A cozy cabin interior with a wooden ceiling, a TV mounted on the wall, a sofa, two patterned armchairs, and a coffee table.

7. 3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

Forestburgh

9.6 out of 10, Exceptional, (16 reviews)

9.6/10

Exceptional

(16 reviews)

"5 stars across the board! Super communicative host, even offered to change cleaning crew schedule to accommodate our needs. There is a beautiful creek going through the back yard. It’s lovely. I feel like pictures dont do it justice. Definitely a wonderful experience."

Dea

The price is AED 714

AED 714

AED 1,373 total

includes taxes & fees

6 Oct - 7 Oct

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

A living room with a wooden floor, a sofa, a dining table with chairs, and a door leading outside.

A bedroom with a bed, two wicker chairs, a ceiling fan, and a window with curtains.

A grassy outdoor area with several white lounge chairs and a picnic table.

An above-ground swimming pool with a built-in ladder, surrounded by a gravel border and grass.

8. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.

Mongaup Valley

9.8 out of 10, Exceptional, (76 reviews)

9.8/10

Exceptional

(76 reviews)

"The house was really nice. Decorated in line with the area. Plus, Bruce was a great host."

Robert

The price is AED 810

AED 810

AED 1,393 total

includes taxes & fees

6 Oct - 7 Oct

5 minutes from original Woodstock site.

A modern greenhouse structure with a swimming pool, surrounded by stone steps and small bushes.

A spacious living room with a large beige sofa, a dark armchair, and a round coffee table. There are multiple windows with a view of the outdoors, and a dining area is visible in the background.

A cozy living room with a stone fireplace, a sofa, a coffee table, and a large window.

A modern kitchen with a large island, built-in appliances, and pendant lighting.

9. Indoor Pool, 7 bdrm, Designer Home, Hot Tub, Stunning Kitchen

Indoor Pool, 7 bdrm, Designer Home, Hot Tub, Stunning Kitchen

Yulan

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"Great stay all around "

Sam D.

Indoor Pool, 7 bdrm, Designer Home, Hot Tub, Stunning Kitchen

A kitchen with wooden cabinets, a microwave, a toaster, and a sink.

A living room with a black leather sofa, wooden staircase, and wall-mounted artwork.

A covered porch with a view of a well-maintained garden, including a lawn, shrubs, and a small tree.

An open refrigerator with multiple shelves and a freezer compartment.

10. Cozy cottage by the river in Catskill

Cozy cottage by the river in Catskill

Livingston Manor

9.8 out of 10, Exceptional, (34 reviews)

9.8/10

Exceptional

(34 reviews)

"Lots of little touches that made it special."

Ellen

Cozy cottage by the river in Catskill

A modern kitchen with blue cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.

A bedroom with a bed, a chair, a window, and a plant.

A spacious living room with a leather sofa, wooden coffee table, and a dining area with wooden chairs and a table.

A two-story house with a stone staircase leading to the front door.

11. 1920’s charm. In-town retreat. Great for fly fishermen!! Pet Friendly

1920’s charm. In-town retreat. Great for fly fishermen!! Pet Friendly

Livingston Manor

9.8 out of 10, Exceptional, (37 reviews)

9.8/10

Exceptional

(37 reviews)

"Great location and cozy home and conveniences."

Jo Ann B.

1920’s charm. In-town retreat. Great for fly fishermen!! Pet Friendly

A cozy log cabin interior with a stone fireplace, wooden beams, a sofa, and a coffee table.

A wooden cabin bedroom with a bed, a nightstand, a lamp, a potted plant, and a view of the outdoors.

A wooden cabin interior with a kitchen, dining area, and bar seating.

A spacious living room with a staircase, wooden walls, and a cozy fireplace.

12. Amber Acres Lodge; Spacious Log Cabin with Mountain Views and Lake Access

Amber Acres Lodge; Spacious Log Cabin with Mountain Views and Lake Access

Roscoe

10.0 out of 10, Exceptional, (33 reviews)

10/10

Exceptional

(33 reviews)

"Very comfortable stay in a tranquil setting. Had a lovely weekend at this property."

William G.

Amber Acres Lodge; Spacious Log Cabin with Mountain Views and Lake Access

A spacious kitchen with wooden floors, a dining area with a red chair, and a large wooden door with windows.

A kitchen with a double sink, wooden cabinets, and a window with a view of a grassy yard and trees.

A dining area with a wooden table and chairs, a kitchen area with a bar, and a large window with red curtains.

A wooden barn with a small window and a door, surrounded by a well-maintained lawn and flowering shrubs.

13. Catskill dreamy pet friendly country house for a unique getaway experience.

Catskill dreamy pet friendly country house for a unique getaway experience.

Claryville

10.0 out of 10, Exceptional, (16 reviews)

10/10

Exceptional

(16 reviews)

"Love our stays here. It's a very comfortable home. We stay here a lot. Dogs love the back yard. I love the back yard because it is fenced in and know the dogs are safe. The owners are great."

Ellen d.

Catskill dreamy pet friendly country house for a unique getaway experience.

A house with a deck, a covered outdoor area, and a tree.

A chair with a furry throw, a small table with a cup, and a window with a speed limit sign.

A wooden dining table with a vase of flowers, surrounded by chairs, in a room with wooden flooring and paneled walls.

A kitchen with a wood-burning stove, wooden stools, and a microwave above a wooden shelf.

14. Catskills NY Barn House

Catskills NY Barn House

Callicoon

9.0 out of 10, Wonderful, (24 reviews)

9.0/10

Wonderful

(24 reviews)

"Great location that was perfect for our stay and close to everything we needed! "

Brian C.

Catskills NY Barn House

A small cabin with a deck, surrounded by trees and a grassy yard.

A cozy living room with a leather sofa, a round table with a vase, and a clock on the wall.

A wooden deck with a metal gate, surrounded by a grassy area and a forest.

A kitchen with wooden cabinets, a round dining table with chairs, a stove, and a window with blinds.

15. Charming Lakeside Cottage with lakefront deck

Charming Lakeside Cottage with lakefront deck

Glen Spey

10.0 out of 10, Exceptional, (55 reviews)

10/10

Exceptional

(55 reviews)

"Wonderful cabin. Enjoyed our stay"

diane s.

Charming Lakeside Cottage with lakefront deck

A spacious hallway with wooden flooring, a chandelier, and a round table with a vase of flowers.

A spacious living area with a stone fireplace, wooden staircase, and large windows.

A spacious kitchen with a central island, wooden ceiling, and a stone accent wall.

An indoor swimming pool with a wooden ceiling, multiple levels with balconies, and lounge chairs.

16. The Compound by Malon Villas

The Compound by Malon Villas

Monticello

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Everything was great!"

Mike K.

The Compound by Malon Villas

A sunlit room with wooden loungers, large windows, and a tiled floor.

A spacious living room with a fireplace, a large window overlooking a pool, and a modern design.

A spacious dining area with a wooden table and chairs, large windows offering a view of a forested area.

17. Private Indoor Pool - Hot Tub - 2 Fishing Ponds - 33 Acres

Private Indoor Pool - Hot Tub - 2 Fishing Ponds - 33 Acres

Narrowsburg

9.6 out of 10, Exceptional, (34 reviews)

9.6/10

Exceptional

(34 reviews)

"Had a great time. House had plenty of room for 18 people and host was super responsive and answered all our questions promptly. Would recommend!"

Amanda B.

Private Indoor Pool - Hot Tub - 2 Fishing Ponds - 33 Acres

A window with a view of a green, leafy outdoor area, possibly a garden or park.

A skylight with a wooden ladder leading to a ceiling fan.

A small, illuminated wooden structure with a porch and steps leading up to a door.

A kitchen with a gas stove, a kettle, and a window with a view of greenery.

18. Trails Head Tiny House

Trails Head Tiny House

Rock Hill

9.0 out of 10, Wonderful, (21 reviews)

9.0/10

Wonderful

(21 reviews)

"Host was very friendly and helpful. "

Michael R.

The price is AED 290

AED 290

AED 490 total

includes taxes & fees

3 Nov - 4 Nov

Trails Head Tiny House

A bedroom with a large bed, a grey sofa, and a window with a view of trees.

A large, two-story house with a covered porch, a stone fire pit, and a well-maintained lawn.

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

19. 9-bedroom home with Private Indoor heated Pool - Firepit - 7 acres - sleeps 22

9-bedroom home with Private Indoor heated Pool - Firepit - 7 acres - sleeps 22

Narrowsburg

8.8 out of 10, Excellent, (8 reviews)

8.8/10

Excellent

(8 reviews)

"We had a wonderful time at this very spacious home!"

Tamara S.

9-bedroom home with Private Indoor heated Pool - Firepit - 7 acres - sleeps 22

A wooden deck with a view of a lake and sunset.

A lakeside scene with a kayak, a paddle, and a bucket of bottles on the sand.

A bedroom with a large bed, two windows with curtains, bedside tables with lamps, and potted plants.

20. Lakefront Group Retreat on Swan Lake | Sleeps 18 | Kayaks, Fire Pit & Dock

Lakefront Group Retreat on Swan Lake | Sleeps 18 | Kayaks, Fire Pit & Dock

Swan Lake

8.0 out of 10, Very good, (3 reviews)

8.0/10

Very good

(3 reviews)

"We had a wonderful stay! The location is excellent for visiting Bethel Woods and White Lake, and having access to Swan Lake was such a great bonus. The house was spacious, tidy, and had plenty of room for everyone to relax and enjoy our time there.We especially loved being able to enjoy the concert and spend time at the lake. It was a great setting for a fun and relaxing getaway. There are a few areas that could use a little additional upkeep, such as the yard and the mattresses/bedding could be...

Mary O.

The price is AED 1,466

AED 1,466

AED 3,269 total

includes taxes & fees

4 Oct - 5 Oct

Lakefront Group Retreat on Swan Lake | Sleeps 18 | Kayaks, Fire Pit & Dock

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.

View all properties

Find vacation rentals that suit your style

Villas

search for villas

Private vacation homes

search for private vacation homes

Cabins

search for cabins

Cottages

search for cottages

Apartments

search for apartments

Aparthotels

search for apart-hotels

Condos

search for condos

Chalets

search for chalets

Save an average of 15% on thousands of hotels when you're signed in

Top Sullivan County Hotel Reviews

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent

"Restaurant was amazing . Staff very informative about history of Woodstock"

Mary 1-night trip

Posted 3 hours ago

Days Inn by Wyndham Liberty/Monticello

The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"Very good"

Llafreise 2-night trip

Posted 5 hours ago

The Kartrite Resort & Indoor Waterpark

Resorts World Catskills Casino

8/10 Good

"Big room with beautiful view on the Catskills. The staff were very nice but issues we had with the room safe weren't handled."

Raz 2-night trip

Posted 7 hours ago

Resorts World Catskills Casino

Kenoza Lake View Manor

10/10 Excellent

"Super friendly owner, great conversation, felt like a friend instead of a guest . Stayed for a concert at Bethel Woods, they had a shuttle available. I didn't use it, but nice to know it was available Comfortable inn with cozy rooms"

Gale 2-night trip

Posted 2 days ago

Kenoza Lake View Manor

Days Inn by Wyndham Wurtsboro

10/10 Excellent

"I love the jaquzy it was beautiful. Tha staff very friendly and helpful I recommend this place any time !!!"

Mariely 2-night trip

Posted 3 days ago

Days Inn by Wyndham Wurtsboro

Windsong Retreat 2

10/10 Excellent

"The property is located very close to the Performing Arts Center. I would not recommend walking to a performance, but it is less than a mile from the venue entrance. The hostess is lovely and welcoming. The breakfast was delicious! We had a comfortable stay."

Kelly 1-night trip

Posted 3 days ago

Windsong Retreat 2

Hampton Inn Monticello

10/10 Excellent

"It was great"

Tamta 1-night trip

Posted 6 days ago

Hampton Inn Monticello

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

10/10 Excellent

"Very spacious and accommodating for a large group of 20. Pool and hot tub were a big hit along with playing games outside on the large lawn area and hanging out around the basement bar and pool table, would definitely recommend this place to other travelers and groups!"

Noah M. 3-night trip

Posted 1 month ago

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

Inn at Lake Joseph

10/10 Excellent

"This inn is a treasure. Gourmet breakfast buffet, woods paths, and comfy beds in well appointed rooms. Our room had an outside deck with Adirondack chairs where we sat and had coffee each morning. Rom and Maria have created a warm and elegant welcoming experience. Excellent in all ways."

Gail 3-night trip

Posted 1 month ago

Inn at Lake Joseph

Explore a world of travel with Expedia

Lodging
Flights

Best Western Hotels in Forestburgh
Wyndham Hotels in Rock Hill
Apartments in Swan Lake
Family Hotels in Greenfield Park
Wyndham Hotels in Mountain Dale
Cabin Rentals in Greenfield Park
5 Star Hotels in Thompsonville
2 Star Hotels in Liberty
Best Western Hotels in Rock Hill
Premier Inn Hotels in South Fallsburg
4 Star Hotels in Loch Sheldrake
2 Star Hotels in White Lake
Villas in Smallwood
Relais & Chateaux Hotels in Monticello
Wyndham Hotels in Ferndale
Historic Hotels in Monticello
Wyndham Hotels in Kiamesha Lake
Marriott Hotels & Resorts in Mountain Dale
Condo Rentals in South Fallsburg
Kiamesha Lake Hotels
4 Star Hotels in Greenfield Park
Rv Parks in Kiamesha Lake
2 Star Hotels in Summitville
Chalets in Glen Wild
5 Star Hotels in White Lake
Hotels near Forestburgh Playhouse
4 Star Hotels in Liberty
Wyndham Hotels in Loch Sheldrake
Cabin Rentals in Loch Sheldrake
Rv Parks in Greenfield Park
Motels in Woodbourne
B&B in Monticello
Farmstay in Kiamesha Lake
Best Western Hotels in Monticello
B&B in Woodbourne
Motels in White Lake
Motels in Kiamesha Lake
Independent Hotels in Ferndale
Farmstay in Swan Lake
Romantic Hotels in Monticello
Hotels near Neversink Dam
4 Star Hotels in Hurleyville
Hotels with Free Parking in Liberty
Hotels with Free Parking in Greenfield Park
Cabin Rentals in Swan Lake
Best Western Hotels in Ferndale
Hotels near Lake Superior State Park
B&B in Liberty
Independent Hotels in Greenfield Park
Hotels with an Indoor Pool in Liberty
Wyndham Hotels in Liberty
Premier Inn Hotels in Greenfield Park
3 Star Hotels in Thompsonville
4 Star Hotels in Summitville
5 Star Hotels in Monticello
Resorts & Hotels with Spas in Monticello
2 Star Hotels in Swan Lake
Scottish Inn Hotels in Monticello
Apartments in Mountain Dale
4 Star Hotels in Thompsonville
Wyndham Hotels in Smallwood
Cottages in Ferndale
Rv Parks in Loch Sheldrake
2 Star Hotels in Smallwood
5 Star Hotels in Hurleyville
Resorts in Monticello
Benchmark Hotels in Monticello
Casino Hotels in Monticello
Apartments in Monticello
Hotel with a Concierge Hotels in Monticello
Hotel Wedding Venues Hotels in Monticello
Country Houses in Swan Lake
5 Star Hotels in Swan Lake
Wyndham Hotels in Glen Wild
Cottages in Kiamesha Lake
Farmstay in Woodbourne
Vacation Homes in Swan Lake
Cottages in Forestburgh
Resorts in Loch Sheldrake
Marriott Hotels & Resorts in Rock Hill
Cabin Rentals in Ferndale
Hotels with a Pool in Monticello
Best Western Hotels in Loch Sheldrake
Wyndham Hotels in Forestburgh
Hotels with Bars in Monticello
South Fallsburg Hotels
4 Star Hotels in Monticello
Chalets in Loch Sheldrake

Flights from Tokyo (TYO) to Monticello (MSV)
Flights from Syracuse (SYR) to Monticello (MSV)
Flights from Forestburgh
Flights from Smallwood
Flights from Monticello
Flights from New York (LGA) to Monticello (MSV)
Flights from Woodbourne
Flights from San Francisco (SFO) to Monticello (MSV)
Flights from Loch Sheldrake
Flights from New York (JFK) to Monticello (MSV)
Flights from Ferndale
Flights from Orlando (ORL) to Monticello (MSV)

Vacation Homes in Sullivan County

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Sullivan County vacation homes

1. Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

2. Starlight Lakehouse; Your Magical 5 Bdrm Getaway! W/ BRAND NEW 7 SEATER HOT TUB!

3. Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

4. Winterberry Pond, Converted Barn & Hot Tub

5. Cozy little retreat far from the city

6. Tiny Cat Tiny House

7. 3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

8. 5 minutes from original Woodstock site.

9. Indoor Pool, 7 bdrm, Designer Home, Hot Tub, Stunning Kitchen

10. Cozy cottage by the river in Catskill

11. 1920’s charm. In-town retreat. Great for fly fishermen!! Pet Friendly

12. Amber Acres Lodge; Spacious Log Cabin with Mountain Views and Lake Access

13. Catskill dreamy pet friendly country house for a unique getaway experience.

14. Catskills NY Barn House

15. Charming Lakeside Cottage with lakefront deck

16. The Compound by Malon Villas

17. Private Indoor Pool - Hot Tub - 2 Fishing Ponds - 33 Acres

18. Trails Head Tiny House

19. 9-bedroom home with Private Indoor heated Pool - Firepit - 7 acres - sleeps 22

20. Lakefront Group Retreat on Swan Lake | Sleeps 18 | Kayaks, Fire Pit & Dock

Find vacation rentals that suit your style

Top Sullivan County Hotel Reviews

Days Inn by Wyndham Liberty/Monticello

Explore a world of travel with Expedia