Greenville Rentals

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90 Houses

Windham Skiers Book Now! Cottage North Catskills

Greenville cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$378

Great rentals within 20 miles that match your search

Price per night from

$924

Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi

Ghent house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$230

Walnut Grove of New York

Ashland house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$225

Saxton Creek Farmhouse (Near Saugerties, Woodstock, Hunter)

Palenville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$218

Elevated Catskills Retreat: Hudson Valley Views

Catskill house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$454

Private Village Home in Catskill Splendor

Catskill house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$575

Beautiful & Comfortable 4 bed 2 bath in Hudson, NY

Hudson house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$632

Hudson Haven

Hudson house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$259

Private Catskills Retreat with A/C in Windham, NY

Maplecrest house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$385

1894 Catskills Farmhouse Retreat

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$361

A Stunning Upstate New York Property.

Westerlo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$1,088

OUR LOVELY VACATION HOME IS LOCATED IN THE CATSKIL

Catskill finca

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 52 minutes

Price per night from

$573

charming house in the catskills

Jewett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$287

Charming house in great location

Jewett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$287

Walk to Hunter Mountain

Hunter house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$172

Chickadee Chalet

Windham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$401

Top of the Pass. Cozy Craftsman Style

Hunter house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$201

Responds fast! avg. 53 minutes

Price per night from

$107

Windham Mountain Ski House with Great Views

Windham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$573

Price per night from

$2,290

Two-Story, 3-Bedroom Family Home

Windham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$229

Grey Gables Carpenter Gothic Victorian Circa 1887

Slingerlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 5 minutes

Price per night from

$195

Cozy Log Cabin

Durham log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 10 minutes

Price per night from

$235

Leisure home with beach front property

Coxsackie house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 25

Price per night from

$2,577

U have to C it 2 believe it ! unlike any other !

Haines Falls house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 25

Price per night from

$1,145

Saugerties, Woodstock, Catskills, Hunter, HITS, Rental House

Saugerties house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Awesome Columbus Weekend” Myself and 4 friends stayed here for a long Columbus Day weekend. This place is just what we needed. We are all from NYC so the location was extermely convenient for us. The Catskills are just a short drive from the city...well worth the drive. The house was great. Very clean, spaceous, and accommodating. It is located very close to the town of Saugerties and close to Woodstock and Hunter Mtn. The owners are very helpful and generous. I highly recommend this house.

Price per night from

$247

FAB FUN GREEN BUILT FARMHOUSE ON 17 ACRES

Medusa log cabin

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Lovely, romantic getaway” After a hectic month my husband and I were looking for an easy getaway. The Farmhouse was perfect. It was open and airy, and beautifully designed. A really great find among the stuffier B&B; options normally found upstate. We highly recommend it.

Price per night from

$572

“Terrific Rental in Windham” This is a great rental property. The house is very well maintained and comes complete with everything you need for your visit. This includes the kitchen where many other rental properties offer sparse and/or low quality utensils, plates, etc. Angel has literally thought of everything and organized the property to make your stay enjoyable. Also, the hot tub has very potent jets which was nice for a bunch of middle aged golfers after a long day on the course. Angel was extremely helpful and responsive throughout the entire rental process. If you are coming to Windham you will be hard pressed to find a nicer property.

Price per night from

$401

Historic Catskill Mountain House close to Windham

Durham house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 14

Price per night from

$745

Cozy Cottage

Hunter cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$229

A Park View Apartment in Hudson

Hudson apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$229

***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$201

Stately Civil War House near Hunter Mountain Skiing

Palenville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$430

Stunning Vacation Country & Ski House

Woodstock house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$630

Mountain House Retreat

Windham house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

“Beautiful! Relaxing! Perfect!” I spent 4th of July weekend with a group of friends at this wonderful mountain retreat, and it was all that we wished and more!! The views are spectacular, the private pond and the mountains added so much to our stay. It was like being on a private resort...the home had everything we needed to have fun and enjoy this long summer weekend, and we are already planning to return next year. Thank you so much for providing such an amazing spot for a long weekend getaway! And it must be noted how accommadating and easy it was to communicate with the owner and with flipkey whenever I had any questions-- 5 Stars!

Price per night from

$287

Hunter Mt-REDUCED~Amazing Views-Big House! 5 min to SLOPES!

Hunter house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Great Owner to Work With” I didn't get to stay in the house because of schedule conflicts but I still would like to highly recommend the owner. I sent her inquiries about the place and she gave me instant response and she was willing to work with my budget and arrange so many nice things for me to enjoy the house. She is a very kind person to work with and she is so patient and understanding ( I had a large group to work with and each one of my friend had a different idea). I trusted her from the second she contacted me and would very much stay here in the near future.

Price per night from

$682

The Presidential Suite at Brie & Bordeaux

Windham apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$315

Viewing 38 of 90
rentals in Greenville

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About Greenville

With easy access to the Catskill Mountains, beautiful parks, and friendly locals, the charming rural town of Greenville has everything you need for a relaxing vacation getaway. Your best bet for the top restaurants and shopping in the area is to head down Main Street, but don't limit yourself to just the main areas of town as there's something to explore almost everywhere you turn in Greenville.

Here are just a few of the must-see attractions and destinations in Greenville:

  • Hudson Athens Lighthouse: This lighthouse is over 100 years old and has been beautifully restored. It is now an attraction that is open to the public.
  • Hollowbrook Winery: This region of New York has some of the best quality wines in the country, and Hollowbrook is by far the most popular winery amongst local residents.
  • Play Golf: The Rainbow Golf Course is just one of the many challenging courses that can be found throughout town.
  • Go for a Walk: Go for a walk and take in all the beautiful natural scenery.

No matter what time of year you visit, there is something going on in Greenville. Watch some of the best nature films from world-class filmmakers at the New Kingston Film Festival in August, sample dishes from the best chefs and restaurants in the area at the Taste of the Catskills event in July, or cheer on the boat riders taking part in the Ed Wessels Canoe Regatta in May.

Luckily, there's a vacation rental available in Greenville that has everything you are looking for in a perfect getaway home. Rent a luxury condo near all of the historical attractions and sites, or book a cabin just steps from the mountains for an unforgettable vacation experience.

If you have some extra time to explore the surrounding area, visit the charming and historical town of Woodstock, just a twenty minute drive away by car.

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