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24 Sept - 25 Sept
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26 Sept - 28 Sept
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Top Hotels in Town of Olive

Our top choices for Town of Olive hotels

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

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

10.0 out of 10, Exceptional, (3)
"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. "
The price is AU$816
includes taxes & fees
8 Oct - 9 Oct
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
West Wing - a unique private space w/patio
Exterior

West Wing - a unique private space w/patio

9.8 out of 10, Exceptional, (17)
"Very clean house and great service "
The price is AU$304
includes taxes & fees
25 Sept - 26 Sept
West Wing - a unique private space w/patio
Relaxing Catskill Mountain Cottage.
TV, fireplace, stereo

Relaxing Catskill Mountain Cottage.

10.0 out of 10, Exceptional, (50)
"Nice place. Beautiful seroundings"
Relaxing Catskill Mountain Cottage.
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (43)
"Lily Cottage worked out perfectly for my wife and myself. It was clean, quiet, and amenities were as described in the listing. It was a scenic 20 minute drive to Woodstock, the Ashokan bike trail, and Phoenicia. Recommended!"
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Catskills Retreat on 10 Acres w/ Private Creek
Exterior

Catskills Retreat on 10 Acres w/ Private Creek

10.0 out of 10, Exceptional, (2)
"Fantastic stay at a wonderful home! Warm and inviting, comfortable and cozy! We had a magical stay!"
Catskills Retreat on 10 Acres w/ Private Creek
High Point Mtn House ~ Celebrate Spring on the Mtn! Privacy! Gorgeous VIEWS!
Terrace/patio

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

9.8 out of 10, Exceptional, (23)
"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!"
High Point Mtn House ~ Celebrate Spring on the Mtn! Privacy! Gorgeous VIEWS!
Krom Ranch
Terrace/patio

Krom Ranch

The price is AU$739
includes taxes & fees
29 Sept - 30 Sept
Krom Ranch
Stunning Modern House/Cottage minutes from Woodstock NY.
Interior

Stunning Modern House/Cottage minutes from Woodstock NY.

Stunning Modern House/Cottage minutes from Woodstock NY.
Cozy Cabin in the Woods By Ashokan Reservoir
Terrace/patio

Cozy Cabin in the Woods By Ashokan Reservoir

3.0 star property
2.0 out of 10, (1)
Cozy Cabin in the Woods By Ashokan Reservoir
Charming 2-bedroom cottage on private 4 acres with modern amenities
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
Unplug. Reconnect. Take a midday nap in total silence. Retreat. Create. Say YES.
Outdoor dining

Unplug. Reconnect. Take a midday nap in total silence. Retreat. Create. Say YES.

9.2 out of 10, Wonderful, (32)
"Enjoyed the area. Thanks for letting us stay."
Unplug. Reconnect. Take a midday nap in total silence. Retreat. Create. Say YES.
NEW LISTING! Modern Luxury Catskills Retreat
Dining

NEW LISTING! Modern Luxury Catskills Retreat

10.0 out of 10, Exceptional, (2)
"We had such a wonderful time staying at this beautiful country home! From the moment we arrived, we were surrounded by amazing scenery, peaceful wildlife, and a sense of calm that only nature can provide. The home itself is beautifully upgraded while still maintaining a warm, family-style charm — truly a home away from home.The kitchen was perfect for cooking meals together, and we loved spending quality time with friends, enjoying everything the space had to offer. Every amenity was...
NEW LISTING! Modern Luxury Catskills Retreat
Rose Meadow: Quiet 1800s Farm House
Terrace/patio

Rose Meadow: Quiet 1800s Farm House

2.0 star property
8.0 out of 10, Very good, (1)
"Us: 6 men in the 60s looking for a nice home for our annual summer getaway weekend. Home (inside): Very nice! Excellent flow throughout the house. Nice size kitchen, dining area and family room. Well appointed and furnished nicely. Bedrooms: Excellent variety of bedrooms and sleeping locations. Master bedroom/bathroom is very nice and large. Stairs: Not good. Sturdy but not up-to-code and difficult for tall people. Home (outside): Needs quite a bit of weed-whacking and cleanup. Needs better...
Rose Meadow: Quiet 1800s Farm House
Hunter Lodge, a Bluebird by Lark
Lobby sitting area

Hunter Lodge, a Bluebird by Lark

3.0 star property
9.2 out of 10, Wonderful, (771)
"Amazing place for a quality weekend."
The price is AU$290
includes taxes & fees
30 Sept - 1 Oct
Hunter Lodge, a Bluebird by Lark
Kaatskill Mountain Club at Hunter Mountain
Outdoor pool

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
9.2 out of 10, Wonderful, (279)
"Very good place to stay"
The price is AU$357
includes taxes & fees
15 Oct - 16 Oct
Kaatskill Mountain Club at Hunter Mountain
AutoCamp Catskills
Premium bedding, down duvets, Tempur-Pedic beds, in-room safe

AutoCamp Catskills

5.0 star property
9.0 out of 10, Wonderful, (419)
"Loved it. "
The price is AU$328
includes taxes & fees
21 Oct - 22 Oct
AutoCamp Catskills
Best Western Plus Kingston Hotel And Conference Center
Terrace/patio

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
7.8 out of 10, Good, (1013)
"Great property with friendly staff"
The price is AU$202
includes taxes & fees
25 Sept - 26 Sept
Best Western Plus Kingston Hotel And Conference Center
Hutton Brickyards Riverfront Hotel + Venue
View from property

Hutton Brickyards Riverfront Hotel + Venue

3.5 star property
8.8 out of 10, Excellent, (88)
"Very unique property centrally located to explore the Catskills area. Kingston is a nice little town with a lot of great restaurants. You can hike in the adjacent state park along the Hudson from the property or hike in the Catskills 30 minutes out. Quiet relaxing property. "
Hutton Brickyards Riverfront Hotel + Venue
Woodstock Way Hotel
Superior Room, Fireplace, River View

Woodstock Way Hotel

4.0 star property
9.6 out of 10, Exceptional, (184)
"Awesome property, cute town and excellent service. "
Woodstock Way Hotel
Super 8 by Wyndham Kingston
In-room safe, desk, laptop workspace, blackout curtains

Super 8 by Wyndham Kingston

2.5 star property
6.2 out of 10, (1015)
"Wonderful and friendly staff!"
The price is AU$136
includes taxes & fees
13 Oct - 14 Oct
Super 8 by Wyndham Kingston
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Amazing place for a quality weekend."
Eric 2-night trip
Posted 6 days ago
Hunter Lodge, a Bluebird by Lark

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