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

Sullivan County Vacation Rentals

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Top Cities in Sullivan County

A rural landscape with a house surrounded by autumn-colored trees and rolling hills.
Vacation RentalsVacation Rentals

Callicoon

Callicoon

Our top choices for Sullivan County vacation rentals

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

1. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (76 reviews)
"The house was really nice. Decorated in line with the area. Plus, Bruce was a great host."
United States
Robert
The price is CA $264
CA $475 total
includes taxes & fees
Oct 7 - Oct 8
5 minutes from original Woodstock site.
A room with a wooden floor, a bed, a TV, and a sign with 'CABIN RULES'.

2. Trails Head Cabin

Trails Head Cabin
Rock Hill
9.8 out of 10, Exceptional, (119 reviews)
"Great location being right at the trailhead for hiking."
United States
Tonne
The price is CA $173
CA $310 total
includes taxes & fees
Oct 12 - Oct 13
Trails Head Cabin
An indoor water park with a large water slide, inflatable tubes, and lush greenery.

3. 2 Lake Cabins Pool+hottub Game Room 23acs

2 Lake Cabins Pool+hottub Game Room 23acs
2.0 star property
Highland Lake
The price is CA $344
CA $1,662 total
includes taxes & fees
Oct 14 - Oct 15
2 Lake Cabins Pool+hottub Game Room 23acs
A bedroom with a wooden ceiling, a bed with pillows, a sofa with cushions, a wooden bench, and a television on a stand.

4. Cozy Loft Cabin high above Bashakill Wildlife Refuge

Cozy Loft Cabin high above Bashakill Wildlife Refuge
Wurtsboro
9.6 out of 10, Exceptional, (34 reviews)
"Very nice place to spend the weekend with my beautiful wife for our 23rd anniversary! Thank you very much for your hospitality!"
United States
nelu
The price is CA $160
CA $292 total
includes taxes & fees
Oct 12 - Oct 13
Cozy Loft Cabin high above Bashakill Wildlife Refuge
A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

5. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (119 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveller
The price is CA $254
CA $499 total
includes taxes & fees
Oct 7 - Oct 8
In the cloud ~your cozy lake house
A wooden deck with a metal railing overlooking a river and forested area.

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

Waterfront property, perfect winter getaway, directly on the Willowemoc!
Livingston Manor
9.6 out of 10, Exceptional, (41 reviews)
"Loved the stay along the river! So many great outdoor activities. "
United States
Marsha D.
The price is CA $285
CA $590 total
includes taxes & fees
Oct 12 - Oct 13
Waterfront property, perfect winter getaway, directly on the Willowemoc!
Interior

7. Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!

Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
Monticello
10.0 out of 10, Exceptional, (11 reviews)
"Loved the cottage, it was quaint in an idyllic setting and right next to easy hikes. Lovely and would come back for a longer retreat asap!"
United States
Angeline
The price is CA $189
CA $472 total
includes taxes & fees
Oct 12 - Oct 13
Cozy Cabin near Nature Trails, Waterfalls and 10m to music at Bethel Woods!
A wooden cabin with a sloped roof, a central door, and two hanging hammocks.

8. Property of Big Foot Roscoe, NY

Property of Big Foot Roscoe, NY
Roscoe
9.8 out of 10, Exceptional, (9 reviews)
"Quiet place with fantastic hosts!"
United States
Jeremy H.
The price is CA $155
CA $206 total
includes taxes & fees
Oct 13 - Oct 14
Property of Big Foot Roscoe, NY
A window with a view of a green, leafy outdoor area, possibly a garden or park.

9. Trails Head Tiny House

Trails Head Tiny House
Rock Hill
9.0 out of 10, Wonderful, (21 reviews)
"Host was very friendly and helpful. "
United States
Michael R.
The price is CA $113
CA $190 total
includes taxes & fees
Nov 1 - Nov 2
Trails Head Tiny House
A cozy living room with a sofa, a coffee table, and a dining area with a table and chairs.

10. Cozy two bedroom House

Cozy two bedroom House
Liberty
8.4 out of 10, Very good, (5 reviews)
"Very cozy stay with nice living space"
United States
Michael G.
The price is CA $353
CA $542 total
includes taxes & fees
Oct 8 - Oct 9
Cozy two bedroom House
A tent set up in a forest with a campfire in front.

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

Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,
Harris
10.0 out of 10, Exceptional, (1 review)
"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 CA $81
CA $123 total
includes taxes & fees
Oct 7 - Oct 8
Turey Forest Camping Near Bethel Woods - 15 minutes to Bethel Woods, Casino,
An outdoor deck with a wooden table and chairs, a grill, and a hot tub.

12. Luxury Retreat w/ Hot Tub - near Bethel Woods!

Luxury Retreat w/ Hot Tub - near Bethel Woods!
Forestburgh
10.0 out of 10, Exceptional, (7 reviews)
"This was an excellent property.It was clean, well stocked and beautiful. The host was attentive and available. It was really a wonderful stay."
United States
mary
The price is CA $435
CA $954 total
includes taxes & fees
Oct 12 - Oct 13
Luxury Retreat w/ Hot Tub - near Bethel Woods!
A lakeside scene with a boat and a chair on the shore.

13. Beaver Lake Escape

Beaver Lake Escape
Rock Hill
9.6 out of 10, Exceptional, (42 reviews)
"Very thoughtfully appointed and lovingly maintained. Excellent value with lots of extras. I travelled in July, and the lake was amazing"
United States
Olga
The price is CA $212
CA $358 total
includes taxes & fees
Oct 7 - Oct 8
Beaver Lake Escape
A house with a dock by a lake, surrounded by trees and a clear sky.

14. Lakeview Cabin Duplex

Lakeview Cabin Duplex
Lake Huntington
9.6 out of 10, Exceptional, (25 reviews)
"Great stay!"
United States
melissa m.
The price is CA $182
CA $332 total
includes taxes & fees
Oct 21 - Oct 22
Lakeview Cabin Duplex
A wooden staircase leading to a garden area with a pathway, rocks, and plants.

15. 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)
"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."
United States
Dea
The price is CA $282
CA $537 total
includes taxes & fees
Oct 7 - Oct 8
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
A kitchen with a wooden countertop, a stove, and a dining area with two chairs and a table.

16. Kitty Kabana Tiny House

Kitty Kabana Tiny House
Grahamsville
9.2 out of 10, Wonderful, (5 reviews)
"Very clean and cozy property with gracious host."
United States
Maxine
The price is CA $177
CA $399 total
includes taxes & fees
Oct 8 - Oct 9
Kitty Kabana Tiny House
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.

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

Tiny Home * Big Mountain View’s * Cozy Fireplace
Parksville
10.0 out of 10, Exceptional, (1 review)
"Great spot, incredible view, beautiful little house. Key pad to door was glitchy and outside shower had no water."
United States
Anonymous traveller
The price is CA $176
CA $648 total
includes taxes & fees
Nov 2 - Nov 3
Tiny Home * Big Mountain View’s * Cozy Fireplace
A dining area with a wooden table and chairs, a kitchen in the background, and a green wall.

18. Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway

Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
Hurleyville
10.0 out of 10, Exceptional, (9 reviews)
"Perfect little spot for our weekend visiting Stagedoor! "
United States
Kami E. Q.
The price is CA $185
CA $542 total
includes taxes & fees
Oct 20 - Oct 21
Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
A living room with a fireplace, sofa, TV, and a wooden table with baskets.

19. Bright, Spotless Cottage Near Bethel Woods

Bright, Spotless Cottage Near Bethel Woods
Highland
10.0 out of 10, Exceptional, (7 reviews)
"This was the perfect place for a long weekend where we wanted to be disconnected yet still have modern amenities. Everything was great from the check in process to the place itself and the location. Looking forward to staying here again in the future!"
United States
Chloe
The price is CA $187
CA $421 total
includes taxes & fees
Oct 11 - Oct 12
Bright, Spotless Cottage Near Bethel Woods
An indoor water park with a large water slide, inflatable tubes, and tropical plants.

20. Lakefront | Sport Courts | HotTub | GameRoom

Lakefront | Sport Courts | HotTub | GameRoom
Highland Lake
10.0 out of 10, Exceptional, (33 reviews)
"We had a wonderful time and definitely would recommend!"
United States
Phillip C.
The price is CA $302
CA $1,400 total
includes taxes & fees
Oct 14 - Oct 15
Lakefront | Sport Courts | HotTub | GameRoom
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 Sullivan County Hotel Reviews

Hampton Inn Monticello

Hampton Inn Monticello

8/10 Good
"Rooms were clean and staff was very friendly"
ANN 1-night trip
Posted 19 hours ago
Hampton Inn Monticello

Find out more about Sullivan County

Everything you need to know about Sullivan County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sullivan County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 Sullivan County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sullivan County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sullivan County. 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 Sullivan County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sullivan County vacation rentals we have selected for you start as low as CA $271 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sullivan County rentals

At Expedia, we put the best Sullivan County vacation 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 Sullivan County 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 Sullivan County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sullivan County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.