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Compare 2,162 hotels in Town of Olive with room rates, reviews, and availability. Most hotels are fully refundable.

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 ¥40,696
¥82,809 total
includes taxes & fees
Dec 8 - Dec 9
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

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 ¥16,776
¥27,488 total
includes taxes & fees
Dec 8 - Dec 9
West Wing - a unique private space w/patio

High Point Mtn House ~ Celebrate Spring on the Mtn! Privacy! 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 ~ Celebrate Spring on the Mtn! Privacy! Gorgeous VIEWS!

Relaxing Catskill Mountain Cottage.

West Shokan
10.0 out of 10, Exceptional, (54)
"Wonderful experience and beautiful property."
United States
James B.
Relaxing Catskill Mountain Cottage.

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

Olivebridge
10.0 out of 10, Exceptional, (46)
"Really outstanding property"
United States
David M.
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

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

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

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

Warm Atomic Ranch - MCM One Level

Olivebridge
10.0 out of 10, Exceptional, (1)
The price is ¥24,464
¥84,288 total
includes taxes & fees
Dec 8 - Dec 9
Warm Atomic Ranch - MCM One Level

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

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

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

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

3.0 star property
Hunter
9.2 out of 10, Wonderful, (817)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is ¥23,237
¥28,450 total
includes taxes & fees
Dec 18 - Dec 19
Hunter Lodge, a Bluebird by Lark

AutoCamp Catskills

5.0 star property
Saugerties
9.0 out of 10, Wonderful, (439)
"Great location. Amazing views. "
United States
Sarig
The price is ¥22,507
¥31,296 total
includes taxes & fees
Dec 11 - Dec 12
AutoCamp Catskills

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
Hunter
9.2 out of 10, Wonderful, (318)
"Beautiful resort. "
United States
Kelly
The price is ¥30,697
¥36,555 total
includes taxes & fees
Dec 9 - Dec 10
Kaatskill Mountain Club at Hunter Mountain

Woodstock Way Hotel

4.0 star property
Woodstock
9.6 out of 10, Exceptional, (213)
"Very pleasant staff...nice rooms"
United States
Abdallah
Woodstock Way Hotel

Hutton Brickyards Riverfront Hotel + Venue

3.5 star property
Kingston
8.8 out of 10, Excellent, (95)
"The staff was lovely, our cabin was clean and surpassed our expectation. Only issue the restaurant was not available, but fortunately the bartender was extremely kind and made us a drink before she closed down! "
United States
Karyn
Hutton Brickyards Riverfront Hotel + Venue

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
Kingston
7.6 out of 10, Good, (1000)
"Nice staff, clean room, breakfast was tasty."
United States
Sarah
The price is ¥15,157
¥16,975 total
includes taxes & fees
Dec 14 - Dec 15
Best Western Plus Kingston Hotel And Conference Center

Beekman Arms and Delamater Inn

3.5 star property
Rhinebeck
8.4 out of 10, Very Good, (800)
"Really enjoyed staying at this lovely property."
United States
Kenneth
The price is ¥15,434
¥17,458 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Beekman Arms and Delamater Inn

Hotel Mountain Brook

4.0 star property
Tannersville
9.8 out of 10, Exceptional, (515)
"everything was excellent amazing place and great location"
United States
Grigoriy
The price is ¥23,144
¥24,996 total
includes taxes & fees
Dec 9 - Dec 10
Hotel Mountain Brook
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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