Skip to content
Sign up
Log in
Vacation rentals in Cherrytown

Vacation rentals in Cherrytown

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cherrytown

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Cozy Catskill Cabin on Acorn Hill
    SUPERHOSTEntire cabin · 3 guests · 1 bed · 1 bathroom
    Cozy Catskill Cabin on Acorn Hill

    Enjoy a rustic respite from the city in this cozy cabin on 3.5 acres near the beautiful Ashokan reservoir and Catskill Park. Perfect for a relaxing weekend and as a hub for skiing and hiking. Cabin includes 1 bedroom and one bath (both remodeled), full kitchen, and living room with piano. This is a perfect get-away to relieve the stress of the city.

    What guests are saying:

    “if you are looking for a remote place to stay, this is the place! it is so authentic and nostalgic. you get full sense of tranquility perfect for anyone looking to get away from the city. the home was very clean felt like i was in my own home. the environment is also clean and pet friendly. all you need is good company and time is irrelevant. the home is clean and fun. the essentials are unlimited. i was very happy with our stay. thank you Jessica!”

  • Casa Minnewaska Newly Renovated 5 acres & secluded
    SUPERHOSTEntire cabin · 10 guests · 4 beds · 3 bathrooms
    Casa Minnewaska Newly Renovated 5 acres & secluded

    For more photos and activities in the area, check us out on instagram: @casaminnewaska Casa Minnewaska is a newly renovated modern rustic hillside home located on the border of 22,000 acres of untouched wilderness. Views of the Catskills and a long list of outdoor activities right in the backyard: climbing, fishing, hiking, swimming, skiing, snowboarding, snow shoeing, etc. And if you just want to stay at home you can relax in the hot tub, hang out on the deck or by the fireplace.

    What guests are saying:

    “This was a local quick getaway for us so we knew the area which is beautiful but the big draw for us was the gorgeous hot tub which did NOT disappoint! This Airbnb was fully as described and better than the pictures with a bathroom for each of the 3 big bedrooms...made me wish we needed more than one! The home was very clean with very cool decorative touches. We played backgammon on our little upstairs balcony with the comfy swing seat. The kitchen had everything we needed and more for our meals and the couch was comfortable in the living room with a cozy fireplace. We did have a learning curve as "Boomers" on the apple tv remote (gee, it was a touchpad control!?!) and using the right device of ours to access the Sonos system which plays throughout the house and on the deck. We also needed to look at the book for the hottub which is near the washer dryer, to figure out how to lower the temp for our liking, but as with any place, you figure it out. Lots of eagles and hawks flying overhead....we didn't use the firepit up the hill but checked it out. Great stay! Great hospitality and quick responses to our questions!”

  • Modern rustic  catskill retreat
    SUPERHOSTEntire house · 4 guests · 2 beds · 1 bathroom
    Modern rustic catskill retreat

    Beautiful deep wooded property, wild flowers, architect-designed. wood burning stove, gourmet kitchen and professional chef equipment. Large bathroom with tub and stall shower. Porch, deck, stone patio situated near spectacular Ashokan reservoir.

    What guests are saying:

    “Alessandro’s place was outstanding! Everything was high quality from the comfy beds to the well equipped kitchen. Each room has its own thermostat for the floors and the base board heating so it was super cozy. The fireplace was a bonus! The big windows allowed for full view of the surrounding wooded area. Alessandro was very quick to respond to any questions although the internet is patchy. I actually didn’t mind that though since I was going there to unplug. It was the perfect place to do that and I hope to return soon!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Cherrytown holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Cherrytown

Toast Marshmallows on the Fire at the Tiny Catskill Cabin
SUPERHOSTEntire cabin
Toast Marshmallows on the Fire at the Tiny Catskill Cabin
Price:€124 / night
1949 Bluestone Home
SUPERHOSTPrivate room
1949 Bluestone Home
Price:€54 / night
Serene Catskill Mountain Top Retreat - Denning
Entire cabin
Serene Catskill Mountain Top Retreat - Denning
Price:€92 / night
The Laurel Cabin
SUPERHOSTEntire cabin
The Laurel Cabin
Price:€173 / night
Hilltop Secluded Cabin Retreat
SUPERHOSTEntire cabin
Hilltop Secluded Cabin Retreat
Price:€268 / night
Kerhonkson, NY -    Airstream  in pine forest
Campervan/Motorhome
Kerhonkson, NY - Airstream in pine forest
Price:€155 / night
Mai Cabin
Entire cabin
Mai Cabin
Price:€128 / night
Casa Del Willow - Lower Central Catskill Cottage
SUPERHOSTEntire cottage
Casa Del Willow - Lower Central Catskill Cottage
Price:€155 / night
Enchanted Forest River Room
SUPERHOSTPrivate room
Enchanted Forest River Room
Price:€70 / night
Home Alone
Entire cottage
Home Alone
Price:€114 / night
Highpoint House: historic farmhouse on four acres
Entire cottage
Highpoint House: historic farmhouse on four acres
Price:€177 / night
Oasis of quiet along mountain brook
Entire house
Oasis of quiet along mountain brook
Price:€199 / night
Show all