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Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

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Our top choices for Town of Olive hotels

3 bedrooms, WiFi, bed sheets
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

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 NZ$921
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Terrace/patio
High Point Mtn House ~ Winter Wonderland Privacy ~ SERENITY NOW~ Gorgeous VIEWS!

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!
Exterior
West Wing - a unique private space w/patio

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 NZ$340
includes taxes & fees
1 Jan - 2 Jan 2026
West Wing - a unique private space w/patio
Exterior
Relaxing Catskill Mountain Cottage.

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.
Fridge, microwave, oven, stovetop
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

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
Exterior
Catskills Retreat on 10 Acres w/ Private Creek

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
Fridge, microwave, oven, stovetop
Charming 2-bedroom cottage on private 4 acres with modern amenities

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
Private kitchen
Fully Furnished 1BR Apt – Ideal for Traveling Professionals

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
Terrace/patio
Rose Meadow: Quiet 1800s Farm House

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
House (2 Bedrooms) | Interior
Catskills Cabin Near Ashokan Reservoir

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
Smart TV, fireplace, books, music library
Catskills Family Hideaway

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
Lobby sitting area
Hunter Lodge, a Bluebird by Lark

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 NZ$284
includes taxes & fees
8 Jan - 9 Jan 2026
Hunter Lodge, a Bluebird by Lark
Premium bedding, down duvets, Tempur-Pedic beds, in-room safe
AutoCamp Catskills

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 NZ$362
includes taxes & fees
21 Jan - 22 Jan 2026
AutoCamp Catskills
Exterior
Kaatskill Mountain Club & Condos by Vail Resorts

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 NZ$449
includes taxes & fees
6 Jan - 7 Jan 2026
Kaatskill Mountain Club & Condos by Vail Resorts
Superior Room, Fireplace, River View
Woodstock Way Hotel

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
Room, Ensuite (Superior Main Lodge Room) - This unit is not pet friendly
Hotel Mountain Brook

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 NZ$277
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Mountain Brook
Front of property
Beekman Arms and Delamater Inn

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 NZ$194
includes taxes & fees
1 Jan - 2 Jan 2026
Beekman Arms and Delamater Inn
View from property
Residence Inn by Marriott Kingston

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 NZ$220
includes taxes & fees
19 Jan - 20 Jan 2026
Residence Inn by Marriott Kingston
View from property
Hutton Brickyards Riverfront Hotel + Venue

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
Front of property – evening/night
Emerson Resort & Spa

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 NZ$498
includes taxes & fees
4 Jan - 5 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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Top Town of Olive Hotel Reviews

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