Company
Log inHomeAboutList Your PropertyCareersBlogPress
Support
My TripsTraveler ResourcesTravel TrendsContactFAQSitemap

© 2026 VacationRenter

TermsPrivacy
Your Privacy Choices
Privacy Choices
Home/United States/New York/Olive

Vacation Rentals in Olive, NY

Search the perfect vacation rental

Property type

Popular amenities

Choose from 103 vacation rentals located in Olive, New York. Top filters in Olive include Non-smoking, Family friendly, and Pets allowed. Prices range from $91 to $2,424 per night. Our most popular vacation rental types near Olive are Hotel and RV.

Top vacation rentals in Olive

You can save with One Key
Living area
9.8 / 10
Outstanding(132 Ratings)
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
House
 in Bearsville
14 guests · 5 bedrooms · 3 baths

The best choice in Olive for House, for $756 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
vrbo logo
View deal
Property view
10 / 10
Outstanding(2 Ratings)
The Country Inn
Bed and Breakfast
 in Stone Ridge
3star
2 guests · 1 bedroom · 1 bath

Experience the best of Olive with this Bed and Breakfast available for $275. This property is equipped with amenities including ;, and more.

$$$$
booking logo
View deal
Main room on a sunny day
9.9 / 10
Outstanding(71 Ratings)
Relaxing Catskill Mountain Cottage.
Cottage
 in West Shokan
4 guests · 2 bedrooms · 1 bath

Looking to create some memories in Olive? Look no further than our Cottage, Relaxing Catskill Mountain Cottage. . Enjoy top-rated amenities including ;, and more.

$$$$
vrbo logo
View deal
Natural landscape
8.5 / 10
Excellent(2 Ratings)
Perch Eagle House - Creek Access, Sauna, Mt views
House
 in Boiceville
2 guests · 3 bedrooms · 2 baths

Experience the best of Olive with this House available for $0. This property is equipped with amenities including ;, and more.

$$$$
booking logo
View deal

Travel inspiration

Keep exploring

  • View All Countries
  • United States
  • Argentina
  • Australia
  • Austria
  • Belgium
  • Brazil
  • Canada
  • Colombia
  • Czechia
  • Denmark
  • Finland
  • France
  • Germany
  • Greece
  • Hungary
  • India
  • Ireland
  • Italy
  • Mexico
  • Netherlands
  • New Zealand
  • Norway
  • Philippines
  • Poland
  • Portugal
  • Romania
  • South Africa
  • Spain
  • Sweden
  • Switzerland
  • United Kingdom
  • View All States
  • Alabama
  • Alaska
  • Arizona
  • Arkansas
  • California
  • Colorado
  • Connecticut
  • Delaware
  • Florida
  • Georgia
  • Hawaii
  • Idaho
  • Illinois
  • Indiana
  • Iowa
  • Kansas
  • Kentucky
  • Louisiana
  • Maine
  • Maryland
  • Massachusetts
  • Michigan
  • Minnesota
  • Mississippi
  • Missouri
  • Montana
  • Nebraska
  • Nevada
  • New Hampshire
  • New Jersey
  • New Mexico
  • Orange Beach, US
  • Breckenridge, US
  • Destin, US
  • Park City, US
  • Miramar Beach, US
  • Panama City Beach, US
  • W Beach Blvd, US
  • Key West, US
  • Vail, US
  • Kaanapali, US
  • Ocean City, US
  • Big Sky, US
  • Hilton Head Island, US
  • Marco Island, US
  • Steamboat Springs, US
  • Seaside, US
  • Isle of Palms, US
  • Princeville, US
  • Folly Beach, US
  • Mammoth Lakes, US
  • North Myrtle Beach, US
  • Utah, US
  • Rosemary Beach, US
  • Paris, FR
  • Copper Mountain, US
  • Snowmass Village, US
  • Seagrove Beach, US
  • Puako, US
  • Telluride, US
  • City of Westminster, UK
  • Whitefish, US
  • Gatlinburg, US
  • Dubai, AE
  • Halkidiki, GR
  • Orange Beach, US
  • Key West, US
  • Istanbul, Türkiye
  • Ocean City, US
  • Honolulu, US
  • Cape Town, ZA
  • Panama City Beach, US
  • East Attica Regional Unit, GR
  • W Beach Blvd, US
  • Myrtle Beach, US
  • Abu Dhabi, AE
  • Makarska, HR
  • Eilat, IL
  • Poreč, HR
  • Miramar Beach, US
  • Treasure Island, US
  • Virginia Beach, US
  • North Myrtle Beach, US
  • Kaanapali, US
  • Kapalua, US
  • Portorož, SI
  • Marco Island, US
  • Messenia, GR
  • Pa Tong, TH
  • Cape May, US
  • Nassau, BS
  • Destin, US
  • Taormina, IT
  • Paphos, CY
  • Funchal, PT
  • Big Sky, US
  • Zakopane, PL
  • Zermatt, CH
  • St Anton am Arlberg, AT
  • Falls Creek, AU
  • Kitzbuhel, AT
  • Park City, US
  • Vail, US
  • Québec City, CA
  • Les Allues, FR
  • Zell am See, AT
  • Hakuba, JP
  • Mansfield, AU
  • Mammoth Lakes, US
  • Breckenridge, US
  • Mayrhofen, AT
  • Queenstown, NZ
  • Banff, CA
  • Telluride, US
  • Piesendorf, AT
  • Interlaken, CH
  • Mountain Village, US
  • Schladming, AT
  • Snowmass Village, US
  • Utah, US
  • Soelden, AT
  • Nozawaonsen, JP
  • Niseko, JP
  • Whitefish, US
  • Beaver Creek, US
  • Lake Louise, CA
  • Bright, AU
  • B&Bs
  • Cabins
  • Condos
  • Cottages
  • Hostels
  • Hotels
  • Houses
  • Lodges
  • Motels
  • Resorts
  • Villas

Search by property type

property-type
Cabin

Search by amenity

Explore vacation rentals with the most popular amenities in Olive

city photo
Olive

Olive travel guide

Let us help you plan your perfect Olive vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Olive, and more.

Explore near Olive

Rentals near top attractions

Related vacation destinations

Blue Ridge Mountains vacation rentals
Avg. $278 · 172,986 properties
Ozark Mountains vacation rentals
Avg. $210 · 51,069 properties
Maui vacation rentals
Avg. $482 · 27,803 properties
Jersey Shore vacation rentals
Avg. $418 · 23,741 properties
Panama City Beach vacation rentals
Avg. $305 · 23,209 properties
Long Island vacation rentals
Avg. $406 · 22,384 properties
Hudson Valley vacation rentals
Avg. $342 · 20,029 properties
Tampa Bay vacation rentals
Avg. $298 · 19,975 properties
Myrtle Beach vacation rentals
Avg. $220 · 19,094 properties
Orange Beach vacation rentals
Avg. $457 · 18,974 properties
New York City vacation rentals
Avg. $320 · 18,778 properties
Queens vacation rentals
Avg. $353 · 13,255 properties

Nearby vacation destinations

Accord vacation rentals
Avg. $354 · 20 properties
Bearsville vacation rentals
Avg. $426 · 10 properties
Glenford vacation rentals
Avg. $355 · 13 properties
High Falls vacation rentals
Avg. $493 · 20 properties
Hunter Mountain vacation rentals
Avg. $424 · 46 properties
Kingston vacation rentals
Avg. $292 · 144 properties
Phoenicia vacation rentals
Avg. $239 · 24 properties
Rosendale vacation rentals
Avg. $348 · 22 properties
Shandaken vacation rentals
Avg. $307 · 422 properties
Tillson vacation rentals
Avg. $345 · 27 properties
West Hurley vacation rentals
Avg. $379 · 41 properties
Woodstock vacation rentals
Avg. $342 · 168 properties

Frequently asked questions

What do I need to know before visiting Olive, NY?

Visiting Olive, NY is a great way to explore the natural beauty of the Catskills. Here are a few things to keep in mind before you visit:

  • Be sure to check the weather before you go and be prepared for any kind of weather.
  • Be aware of the local wildlife and be sure to follow all safety precautions when outdoors.
  • Be aware of the local laws and regulations, including any camping or fishing restrictions.

Olive, NY has plenty of outdoor activities to enjoy, including hiking, fishing, and camping. There are also many restaurants and attractions to explore. With a little bit of preparation, you can make the most of your visit to Olive, NY.

What are the must-visit tourist attractions in Olive, NY?

Olive, NY is a great destination for tourists, offering a variety of attractions to explore. Here are some of the must-visit tourist attractions in Olive, NY:

  • Olive Free Library
  • Olive Historical Society
  • Olive Fire Tower
  • Olive Branch Park

Visitors can also take the time to explore the nearby Catskill Mountains, as well as the local wineries, breweries, and restaurants. No matter what you're looking for, Olive, NY is sure to have something for everyone!

How can I get around in Olive, NY?

You can get around Olive, NY by the following methods:

  • Driving
  • Biking
  • Taking public transportation

Where can I find affordable accommodation in Olive, NY?

Olive, NY offers a variety of affordable accommodation options for travelers. Here are some great options:

  • The Olive Inn - a cozy bed and breakfast offering comfortable rooms and a warm atmosphere.
  • The Olive Motel - a budget-friendly motel with modern amenities and friendly staff.
  • The Olive Hotel - a luxurious hotel with spacious rooms, a pool, and a restaurant.
  • The Olive Lodge - a rustic cabin-style retreat with a peaceful atmosphere.

What is the culture like in Olive, NY?

The culture in Olive, NY is one of small-town charm and community pride. The town is known for its friendly atmosphere, outdoor recreation, and strong sense of community. Here are five points that characterize the culture of Olive, NY:

  • Friendly atmosphere
  • Outdoor recreation
  • Strong sense of community
  • Small-town charm
  • Passion for local traditions

Is Olive, NY safe to travel to?

Olive, NY is generally safe to travel to. Here are a few tips to keep in mind:

  • Be aware of your surroundings at all times.
  • Keep your valuables close and secure.
  • Travel with a trusted companion, if possible.

What are the popular shopping destinations in Olive, NY?

Olive, NY is home to many popular shopping destinations. Here are a few of the most popular:

  • Olive Towne Centre
  • Olive Plaza
  • Olive Marketplace

Each of these shopping centers offers a variety of stores and restaurants for visitors to explore.

What are the best neighborhoods to visit in Olive, NY?

Olive, NY is home to some of the best neighborhoods to visit. Here are the top three:

  • Phoenicia - a charming small town with a number of restaurants, shops, and outdoor activities.
  • West Shokan - a rural area with stunning views of the Catskill Mountains and a variety of outdoor activities.
  • Tillson - a quaint village with a rich history and plenty of local attractions.

Where is Olive, NY?

Olive, NY is located in Ulster County, New York, in the Catskill Mountains region. It has a population of around 1,000 people and is situated near the border of New York and Pennsylvania. Olive is known for its agricultural and outdoor recreational opportunities, such as hiking, fishing, and camping.

What are the most popular vacation rental amenities in Olive, NY?

The most popular vacation rental amenities in Olive, NY include:

  • Outdoor activities like hiking, fishing, and boating
  • Modern kitchen appliances
  • Spacious living areas
  • High-speed Wi-Fi
  • Large flat-screen TVs

What are the top things to do in Olive, NY?

Olive, NY is a great place to visit, with plenty of fun activities for all ages. Here are some of the top things to do:

  • Visit the Olive Historical Society and Museum
  • Go kayaking on the Esopus Creek
  • Take a hike at the Shawangunk Ridge
  • Enjoy the local wineries and breweries

No matter what your interests, there's something for everyone to enjoy in Olive, NY!

What is the price range for rentals in Olive?

Vacation rentals in Olive have a price range between $91-$2,424. The average price for rentals in Olive is $432 per night.

What are the most popular vacation rental amenities in Olive?

  • Non-smoking
  • Family friendly
  • Pets allowed