Skip to content

Vacation rentals in Olivebridge

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Olivebridge

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

Guesthouse in Olive
The Lily Cottage Guesthouse
Tuck up in a thoughtfully renovated 1950s one bedroom cottage, perfect for a solo or a couples Catskill getaway! Situated in a quiet hamlet, nights in are lit by starlight and serenaded by peepers. Perfectly hemmed in by the Ashokan Reservoir, hiking, and the rail trail. The interior features a mix of vintage furnishings along with modern comforts. A 20 minute drive takes you to Rosendale, Kingston, or Woodstock for shops, breweries and excellent dining. Town of Olive Registration # STR-22-23
$122 per night
Guesthouse in Olivebridge
The Ashokan Guest House
This newly renovated guest house is attached to a 120 year-old former Boarding House which housed the workers building the Ashokan Reservoir. This quiet refuge sits on a lovely 3-acre lot in Catskill Park within .5 mile of Ashokan Reservoir. An outdoor adventure in our beautiful Catskill Mountains awaits any direction you go. This is the perfect location for couples or individuals looking for a retreat (it is not child-proofed/child friendly!). Near Kingston, Woodstock and Stone Ridge.
$129 per night
Guesthouse in Olivebridge
Black Olive Cabin in the Woods - Secluded, Tiny
The cabin is nestled into a mossy rock ledge covered with ferns in a secluded part of the Catskills just south of the Ashokan Reservoir. Constructed of large reclaimed hemlock beams and charred cedar siding on the outside, the cabin mixes the old with the new. The open concept design includes high ceilings, hardwood floors, a wood stove, lofted sleeping quarters, a full bathroom, and a kitchen with an induction cooktop and convection oven. It's the perfect weekend getaway.
$160 per night

Other great vacation rentals in Olivebridge

Home in Olivebridge
Olive Woods House - Catskills Mountain Views
$381 per night
Home in Kerhonkson
Architect's Hudson Valley Home in the Woods
$295 per night
Cabin in Kingston
Charming cabin. Catskills. on 11 acres. From $80
$144 per night
Cabin in Boiceville
Relax and unwind in our Catskills cabin!
$141 per night

Other types of stays on Airbnb

  1. Airbnb
  2. United States
  3. New York
  4. Ulster County
  5. Olivebridge