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Our top choices for Town of Olive hotels

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Boiceville
9.8 out of 10, Exceptional, (7)
"The cabin was private, cozy, and had enough room for all our 6 guests to sleep comfortably. Fire pit in the backyard was a nice touch & the stars were amazing out there! Arton communicated promptly & we really enjoyed the cabin! Thanks again. "
United States
Bryan M.
The price is AU$810
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

High Point Mtn House ~ Winter Wonderland Privacy ~ SERENITY NOW~ Gorgeous VIEWS!

High Point Mtn House ~ Winter Wonderland Privacy ~ SERENITY NOW~ Gorgeous VIEWS!
Olivebridge
9.8 out of 10, Exceptional, (24)
"We came for a secluded mountain getaway. Away from hectic holiday season- we just relaxed, played games, enjoyed nature and view. It exceeded our expectations!! Bernadette genuinely cared about our stay and our comfort!"
United States
Dana C.
High Point Mtn House ~ Winter Wonderland Privacy ~ SERENITY NOW~ Gorgeous VIEWS!

West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (20)
"Property owner, Elaine, was great. Property was exactly as listed, clean and cozy!"
United States
Heather H.
The price is AU$297
includes taxes & fees
13 Jan - 14 Jan 2026
West Wing - a unique private space w/patio

Relaxing Catskill Mountain Cottage.

Relaxing Catskill Mountain Cottage.
West Shokan
10.0 out of 10, Exceptional, (56)
"Wonderful experience and beautiful property."
United States
James B.
Relaxing Catskill Mountain Cottage.

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Olivebridge
10.0 out of 10, Exceptional, (50)
"Really outstanding property"
United States
David M.
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

Catskills Retreat on 10 Acres w/ Private Creek

Catskills Retreat on 10 Acres w/ Private Creek
Olivebridge
10.0 out of 10, Exceptional, (3)
"Loved our visit, would definitely stay again! "
United States
Marci R.
Catskills Retreat on 10 Acres w/ Private Creek

Charming 2-bedroom cottage on private 4 acres with modern amenities

Charming 2-bedroom cottage on private 4 acres with modern amenities
Olivebridge
Charming 2-bedroom cottage on private 4 acres with modern amenities

Fully Furnished 1BR Apt – Ideal for Traveling Professionals

Fully Furnished 1BR Apt – Ideal for Traveling Professionals
2.0 star property
Shokan
Fully Furnished 1BR Apt – Ideal for Traveling Professionals

Rose Meadow: Quiet 1800s Farm House

Rose Meadow: Quiet 1800s Farm House
2.0 star property
Olivebridge
9.0 out of 10, Wonderful, (2)
"Yes, we were attending the NY Sheep and Wool festival and other related activities. "
United States
Susan H.
Rose Meadow: Quiet 1800s Farm House

Catskills Cabin Near Ashokan Reservoir

Catskills Cabin Near Ashokan Reservoir
3.0 star property
Olivebridge
2.0 out of 10, (1)
Catskills Cabin Near Ashokan Reservoir

Catskills Family Hideaway

Catskills Family Hideaway
Olivebridge
10.0 out of 10, Exceptional, (14)
"This house and beautiful location was perfect for our family. A comfy, clean and quiet space to spend evenings after being out on all day day-trips! "
United States
Janine K.
Catskills Family Hideaway

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (831)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is AU$246
includes taxes & fees
8 Jan - 9 Jan 2026
Hunter Lodge, a Bluebird by Lark

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (443)
"Great location. Amazing views. "
United States
Sarig
The price is AU$313
includes taxes & fees
21 Jan - 22 Jan 2026
AutoCamp Catskills

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (327)
"Beautiful resort. "
United States
Kelly
The price is AU$389
includes taxes & fees
6 Jan - 7 Jan 2026
Kaatskill Mountain Club & Condos by Vail Resorts

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (217)
"The room and views were lovely, and we loved the Tannery cafe!"
United States
Katherine
Woodstock Way Hotel

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (519)
"everything was excellent amazing place and great location"
United States
Grigoriy
The price is AU$240
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Mountain Brook

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.4 out of 10, Very good, (813)
"Beautiful and convenient place. Love and will stay again"
United States
Elaine
The price is AU$168
includes taxes & fees
1 Jan - 2 Jan 2026
Beekman Arms and Delamater Inn

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston
3.0 star property
Kingston
8.8 out of 10, Excellent, (804)
"Staff was very kind and courteous "
United States
Natasha
The price is AU$191
includes taxes & fees
5 Jan - 6 Jan 2026
Residence Inn by Marriott Kingston

Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue
3.5 star property
Kingston
8.8 out of 10, Excellent, (98)
"Beautiful rooms and incredibly friendly staff. We will be back!!"
United States
Alex
Hutton Brickyards Riverfront Hotel + Venue

Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (46)
"Very clean and cozy "
United States
Robert
The price is AU$431
includes taxes & fees
6 Jan - 7 Jan 2026
Emerson Resort & Spa
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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