A mountainous landscape with autumn foliage.

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Top Cities in Town of Olive

A large lake with a bridge, surrounded by mountains and greenery.
HotelsHotels

Olivebridge

Olivebridge

Check prices for these dates

This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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Our top choices for Town of Olive hotels

A log cabin interior with a large gray sectional sofa, a wooden coffee table, and a dining area with a kitchen in the background.

1. 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, (11 reviews)
"Great place and very clean. Beds are very comfortable. Would definitely stay here again."
United States
Charles S.
The price is AU$845
includes taxes & fees
9 Sept - 10 Sept
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
A wooden deck with a bench, surrounded by a forested area.

2. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
10.0 out of 10, Exceptional, (32 reviews)
"I enjoyed my stay at this lovely, clean, cozy home."
United States
Taela
The price is AU$280
includes taxes & fees
9 Sept - 10 Sept
West Wing - a unique private space w/patio
A conservatory with wicker furniture, a glass coffee table, and a view of the outdoors.

3. High Point Mtn House ~ Celebrate Summer ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS

High Point Mtn House ~ Celebrate Summer ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS
Olivebridge
9.8 out of 10, Exceptional, (27 reviews)
"Stunning sweeping views from Mountain top home, comfy rooms and wood burning stove all made for a great family gathering! Host was fantastic and attentive."
United States
Elizabeth Z.
High Point Mtn House ~ Celebrate Summer ~ Privacy ~ SERENITY NOW~ Gorgeous VIEWS
A spacious living room with a high ceiling, a fireplace, a television, and a large window overlooking a deck.

4. Relaxing Catskill Mountain Cottage.

Relaxing Catskill Mountain Cottage.
West Shokan
10.0 out of 10, Exceptional, (73 reviews)
"What a wonderful stay. "
United States
Emily C.
Relaxing Catskill Mountain Cottage.
A living room with a sofa, television, and plants.

5. NEW: Atomic Ranch - MCM One Level in Olivebridge

NEW: Atomic Ranch - MCM One Level in Olivebridge
Olivebridge
The price is AU$816
includes taxes & fees
15 Sept - 16 Sept
NEW: Atomic Ranch - MCM One Level in Olivebridge
A living room with a sofa, a coffee table with magazines, and a floor lamp.

6. 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, (63 reviews)
"Clean and welcoming cottage in a great location. We would definitely stay there again. "
United States
Tanya R.
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
A spacious kitchen with a large island, wooden beams, pendant lights, and a view of the outdoors.

7. Catskills Family Hideaway

Catskills Family Hideaway
Olivebridge
10.0 out of 10, Exceptional, (16 reviews)
"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
A deck with chairs overlooking a valley and mountains.

8. Stylish Mountain House with Reservoir Views, Near Woodstock

Stylish Mountain House with Reservoir Views, Near Woodstock
Shokan
6.0 out of 10, (1 review)
"The home was lovely and the view was absolutely stunning. You get this view from all but 1 room. I rated at mid point because the primary rooms bathroom has 0 curtains. Which for the first day seemed fine, until I could see our neighbors walking about. After that we concluded that, yes they can see into the very back of the bathroom, even the toilet. I was very disenchanted at that point. As for the hot tub, the water never got beyond tepid and had issues that needed calls and effort to get back...
United States
Joney B.
Stylish Mountain House with Reservoir Views, Near Woodstock
A cozy cabin interior with a wooden interior, a dining table with chairs, a sofa, and a large window with curtains.

9. Cozy Catskills Cabin Retreat - 5 private scenic acres in The Hudson Valley

Cozy Catskills Cabin Retreat - 5 private scenic acres in The Hudson Valley
Shokan
Cozy Catskills Cabin Retreat - 5 private scenic acres in The Hudson Valley
A spacious living area with a high ceiling, a staircase, and a kitchen in the background.

10. NEW LISTING! Modern Luxury Catskills Retreat

NEW LISTING! Modern Luxury Catskills Retreat
Olivebridge
10.0 out of 10, Exceptional, (3 reviews)
"Great host with clear, easy check-in instructions. The home is beautiful and spacious, perfect for a family getaway."
United States
Melissa V.
NEW LISTING! Modern Luxury Catskills Retreat
A kitchen with a large island, wooden beams, white cabinetry, and bar stools.

11. 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
A wooden house with a sloped roof, a wooden staircase leading to a deck, and a fenced yard.

12. Catskills Retreat on 10 Acres w/ Private Creek

Catskills Retreat on 10 Acres w/ Private Creek
Olivebridge
10.0 out of 10, Exceptional, (3 reviews)
"Loved our visit, would definitely stay again! "
United States
Marci R.
Catskills Retreat on 10 Acres w/ Private Creek
A cabin surrounded by tall trees and a snowy landscape.

13. Catskills Cabin Near Ashokan Reservoir

Catskills Cabin Near Ashokan Reservoir
3.0 star property
Olivebridge
2.0 out of 10, (1 review)
Catskills Cabin Near Ashokan Reservoir
A neatly made bed with white linens, a brown and white striped blanket, and a glass of champagne on a tray.

14. cottage over looking a lake

cottage over looking a lake
Olivebridge
cottage over looking a lake
A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.

15. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (564 reviews)
"Our stay was amazing. Staff were so friendly, we’re definitely coming back. Highly recommended, something different from a traditional hotels."
United States
Raquel
The price is AU$280
includes taxes & fees
8 Oct - 9 Oct
AutoCamp Catskills
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

16. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1,014 reviews)
"great hotel"
United States
Yaacov
The price is AU$220
includes taxes & fees
17 Sept - 18 Sept
Hunter Lodge, a Bluebird by Lark
A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

17. Emerson Resort & Spa

Emerson Resort & Spa
3.5 star property
Mount Tremper
9.2 out of 10, Wonderful, (94 reviews)
"We had a really beautiful stay, staff was wonderful- everything was clean."
Canada
Ashley
The price is AU$342
includes taxes & fees
8 Sept - 9 Sept
Emerson Resort & Spa
A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

18. The Graham & Co.

The Graham & Co.
3.0 star property
Phoenicia
9.6 out of 10, Exceptional, (58 reviews)
"Wonderful Stay"
United States
Daniel
The price is AU$252
includes taxes & fees
8 Sept - 9 Sept
The Graham & Co.
A multi-story building with outdoor seating and a stone-paved patio.

19. 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, (420 reviews)
"Great location to amazing trails and great accommodations"
United States
Nuria
The price is AU$313
includes taxes & fees
21 Sept - 22 Sept
Kaatskill Mountain Club & Condos by Vail Resorts
A historic white building with a porch, American flags, and a sign for Beekman Arms Inn.

20. Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.2 out of 10, Very good, (1,006 reviews)
"The charm of the oldest Inn in America was incredible. Staff was friendly and helpful."
United States
Robert
The price is AU$211
includes taxes & fees
8 Sept - 9 Sept
Beekman Arms and Delamater Inn
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

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

8/10 Good
"Room was clean and friendly staff, plenty of parking. Good location, close to Main Street where a lot of shops and restaurants to venture. Happy that it’s also only 18 min drive to the Arts and Crafts Fair, which was the main reason for our trip! All in all very satisfied except the bed was a bit too firm for me."
Valerie 2-night trip
Posted 16 hours ago
Americas Best Value Inn New Paltz

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