Choose from 89 vacation rentals located in Olive, New York. Top filters in Olive include Internet / Wifi, Kitchen / Kitchenette, and Air conditioner. Prices range from $70 to $1,286 per night. Our most popular vacation rental types near Olive are Hotel and RV.

Top vacation rentals in Olive

Entry Into Ravenscliff
5.0
Outstanding(60 Reviews)
Cabin
 in Olivebridge
Ravenscliff - Ulster County beauty in Catskill National Park STR Permit # =22-10
10 guests · 4 bedrooms · 4 baths
Garden · Pets allowed · Kitchen / Kitchenette

Discover the beauty of Olive with a stay at Ravenscliff - Ulster County beauty in Catskill National Park STR Permit # =22-10, a top rated Cabin with amenities such as Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Breathtaking view from the deck, living room and loft
5.0
Outstanding(66 Reviews)
Cabin
 in Shokan
Secluded Catskill Mountain Log Cabin, Breathtaking Vista, Private, Relaxing
15 guests · 4 bedrooms · 3 baths
Garden · Kitchen / Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Olive at Secluded Catskill Mountain Log Cabin, Breathtaking Vista, Private, Relaxing for $612 for your next trip.

$$$$
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Living area
4.9
Outstanding(90 Reviews)
House
 in Bearsville
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
14 guests · 5 bedrooms · 3 baths
Pets allowed · Kitchen / Kitchenette · Air conditioner

The best choice in Olive for House, for $700 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Property view
Cabin
 in Kingston
Burnt Sienna
4 guests · 2 bedrooms · 2 baths
Family friendly

This attractive Cabin in Olive, $352 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Search by property type

Vacation rentals with internet & wifi in Olive

Set back from the street,  enjoy the spacious deck that overlooks front yard.
4.5
Excellent(32 Reviews)
House
 in West Shokan
Unplug. Reconnect. Take a midday nap in total silence. Retreat. Create. Say YES.
12 guests · 7 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

This House for $213 in Olive, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Property view
4.9
Outstanding(49 Reviews)
Cabin
 in Boiceville
Woodland Cozy Cabin Catskills
6 guests · 2 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

When traveling to Olive, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $228 per night.

$$$$
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Property grounds
5.0
Outstanding(42 Reviews)
House
 in Olivebridge
Charming, Tranquil Catskills Log Home.
4 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Internet / Wifi

This attractive House in Olive, $230 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Exterior
5.0
Outstanding(29 Reviews)
House
 in Accord
Private 6 Acre Catskills Retreat Between Mohonk and Woodstock - Sleeps 8
8 guests · 3 bedrooms · 3 baths
Garden · Kitchen / Kitchenette · Air conditioner

This House in Olive, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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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.

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 $70-$1,286. The average price for rentals in Olive is $249 per night.

What are the most popular vacation rental amenities in Olive?

  • Internet / Wifi
  • Kitchen / Kitchenette
  • Air conditioner

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