Sullivan Catskills Rentals

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42 Houses

Family Friendly Cozy Cottage by Small River in the Heart of the Catskills

Livingston Manor cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$172

Secluded Country Getaway

Highland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$269

Contemporary Lake Front - 5 Acres!

Monticello house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$573

Large Modern Cabin with Hot Tub Tucked in Woods

Bethel log cabin

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

Price per night from

$859

Roscoe Retreat

Roscoe house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$281

Price per night from

$229

Black Creek Bed and Breakfast (Paris Room w/Shared Bathroom)

Highland b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$287

Black Creek Bed and Breakfast (Arbor Room w/Shared Bathroom)

Highland b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$252

Black Creek Bed and Breakfast (Zen Room w/Shared Bathroom)

Highland b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$287

Black Creek Bed and Breakfast

Highland house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$1,145

Beautiful Country Home

Monticello house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$435

Woodstock Way Vacation and Concert Rentals

Mongaup Valley house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$189

Mid Century Modern Ranch in Catskills Near River

Narrowsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$453

Price per night from

$968

catskills YURT

Livingston Manor yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$201

Bluebird Manor by the Water: 2 Acres with Pond

Liberty house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$572

The Upper Delaware House - Stunning Modern Beautiful Private Riverfront

Narrowsburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$516

Lake House

Monticello house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$344

Sunset Mountain Estate

Monticello house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

Price per night from

$682

J&S Creekside Cabins

Livingston Manor log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Price per night from

$252

Price per night from

$453

Lakefront Contemporary! Walk to Bethel woods!

Bethel house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$526

Great rentals within 20 miles that match your search

Indian Stone Property with 4 Bedrooms House

Hurleyville cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$401

Sleep Under the Stars, PVT River, Cabin, Camper ++

Port Jervis b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

Price per night from

$228

Price per night from

$458

Budokan2

Ellenville apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 9

Responds fast! avg. 3 hours 42 minutes

Price per night from

$212

Perfect blend of country w/the modern u need

Smallwood house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$182

In the clouds your cozy- lake house ( 2 hrs from NYC)

Swan Lake house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$204

The Perfect Four-Season Getaway: Masthope Chalet

Lackawaxen house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$401

COZY COTTAGE LOCATED ON DELAWARE RIVER

Damascus cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Amazing location and scenery” I came up with friends for a weekend and wanted to stay a lifetime. This cottage had everything we needed for a peaceful getaway outdoors. Cute little town nearby for food, hiking close by, kayaks to float around in and a fire pit to unwind by. The host (Pat) and her husband were nice as can be and made our stay at their cottage comfortable and relaxing. Honestly, i don't have one critical thing to say about our experience at this cottage. We all agreed that we'd like to come back to this exact spot and do it all again.

Responds fast! avg. 31 minutes

Price per night from

$184

Catskill Artists Colony

Cragsmoor house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$201

Gorgeous Mountain View’s on quiet cul-de-sac

Lackawaxen house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$487

Modern Upper Delaware Riverfront Retreat

Damascus house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$401

Catskills Retreat: Wineries, Farmer Markets, Hiking

Walker Valley house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$373

Cozy Cottage in the Hamlet of Smallwood

Smallwood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$172

Completely renovated house in amenities-filled community; walk to ski slopes

Lackawaxen house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$171

House on the hill

Mountain Dale house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$125

Price per night from

$144

Viewing 38 of 42
rentals in Sullivan Catskills

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Top Destination reviews

Roscoe Retreat
Great spot

House was clean and stocked with all the necessities! Great outdoor area with gas fire pit and grill. Surrounding area was quiet and beautiful. Easy to work with Kevin and allowed us a late check out to recover and pack up. Very impressed and will be taking family back soon. Only thing is roads are unpaved and tough in weather or with a sedan. Bring your SUV and there will be no worries!see more
Large Modern Cabin with Hot Tub Tucked in Woods
Beautiful House; an all around great weekend.

This was my first attempt at renting a place on Flip Key. I wanted a big place with lots of bedrooms to fit my friends and I couldn't have been happier with my choice. The place is even better in person than the pictures. Great place to grill, play some volleyball, watch world cup, find a trail in the woods. Place is truly nestled in the woods. We never saw another soul during our stay. Our group was thirteen and we fit quite comfortably for the weekend. Craig, the owner, was responsive to my questions and helpful throughout the process. Thanks again from the Brooklyn Crew.see more

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