Olean Vacation Rentals

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Check prices for these dates

Tonight
Aug 6 - Aug 7
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Aug 7 - Aug 8
This weekend
Aug 8 - Aug 10
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Aug 15 - Aug 17

Vacation Rentals in Olean

Cozy Country Get Away Suite with a view of the Enchanted Mountains
Stylish single-story home with a central sliding glass door and lantern-style lights, set amidst a beautifully maintained lawn and garden.

Cozy Country Get Away Suite with a view of the Enchanted Mountains

9.6 out of 10, Exceptional, (15)
"I loved staying here and would def come again. "
The price is ￥11,768
￥21,598 total
includes taxes & fees
Aug 18 - Aug 19
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Holiday Valley Ski-In/Ski-Out Condo
Cozy living area with a fireplace, comfortable seating, and a large flat-screen TV.

Holiday Valley Ski-In/Ski-Out Condo

10.0 out of 10, Exceptional, (44)
" Very clean. Beautiful location."
The price is ￥18,380
￥42,517 total
includes taxes & fees
Aug 11 - Aug 12
Holiday Valley Ski-In/Ski-Out Condo
Charming Log Cabin on Private Pond Nestled in Woods Near Holiday Valley Resort
Cozy cabin with a central dining area, wooden table, and chairs, plus a small kitchen with a stove, sink, and basic appliances.

Charming Log Cabin on Private Pond Nestled in Woods Near Holiday Valley Resort

10.0 out of 10, Exceptional, (342)
"My wife and I stayed for a ski weekend. Communication with the owner was excellent throughout our stay. Property is in a beautiful, quiet location and has everything you need for your stay. The weather was very cold during our stay so the cabin was on the cool side but sleeping loft was comfortable. We would definitely stay here again!"
Charming Log Cabin on Private Pond Nestled in Woods Near Holiday Valley Resort
Come and enjoy some peace and quiet at the Pumpkin hollow Inn
Relax in a serene outdoor space with Adirondack chairs and a bench, surrounded by trees and shrubs, and enjoy the convenience of a grill.

Come and enjoy some peace and quiet at the Pumpkin hollow Inn

9.8 out of 10, Exceptional, (131)
"Nice and quiet little get a way. Would recommend to anyone looking for a breather from everyday life. "
Come and enjoy some peace and quiet at the Pumpkin hollow Inn
One of a kind Treehouse on the Genesee River
Escape to a secluded treehouse nestled in a lush forest, offering a balcony and outdoor dining facilities.

One of a kind Treehouse on the Genesee River

8.8 out of 10, Excellent, (33)
"this was my second stay i enjoy it so much! And i only live 5 miles away, the location is so differnt you would never know! The owners are quick to make sure i enjoy my experiance! And its always very clean!"
One of a kind Treehouse on the Genesee River
Working farmette at converted warehouse in the Allegany Mountains.
Kitchen features a microwave, stove, and sink, with a potted plant on the countertop and a window above the sink.

Working farmette at converted warehouse in the Allegany Mountains.

9.8 out of 10, Exceptional, (39)
"Fantastic place with a great location. Angela was a wonderful host & very accommodating. I would highly recommend her place."
The price is ￥24,242
￥34,698 total
includes taxes & fees
Aug 10 - Aug 11
Working farmette at converted warehouse in the Allegany Mountains.
Rustic Creekside Cabin
Cozy cabin with a loft area, wooden table, and fireplace.

Rustic Creekside Cabin

9.8 out of 10, Exceptional, (69)
"Impressed with structure, location "
The price is ￥21,597
￥31,476 total
includes taxes & fees
Aug 14 - Aug 15
Rustic Creekside Cabin
Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond
Enjoy a casual outdoor seating area with a view from the comfort of your room.

Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond

9.8 out of 10, Exceptional, (61)
"Great location, great view off the deck. Maintained hiking trails was a great feature."
The price is ￥20,660
￥35,528 total
includes taxes & fees
Aug 10 - Aug 11
Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond
3-bedroom chalet in marvelous Ellicottville with WiFi, sauna, deck and grill
Enjoy a kitchen with a sink, window, and appliances, offering a view of the surrounding trees.

3-bedroom chalet in marvelous Ellicottville with WiFi, sauna, deck and grill

10.0 out of 10, Exceptional, (1)
"Very nice area, easy access and quite. Jist off the beaten path for privacy and freedom, but not an issue to get to town. "
3-bedroom chalet in marvelous Ellicottville with WiFi, sauna, deck and grill
New & Stunning Chalet!⛷ A+ Reno, Hot-Tub, Barrel Sauna, Slope Views, Fire Pit🔥
Relax in the hot tub under a shaded pergola with a serene hillside view.

New & Stunning Chalet!⛷ A+ Reno, Hot-Tub, Barrel Sauna, Slope Views, Fire Pit🔥

10.0 out of 10, Exceptional, (38)
"Great house to relax in after skiing!"
New & Stunning Chalet!⛷ A+ Reno, Hot-Tub, Barrel Sauna, Slope Views, Fire Pit🔥
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
Enjoy outdoor cooking on the deck with a barbecue grill and take in the views of the surrounding neighborhood.

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

10.0 out of 10, Exceptional, (61)
"Next time we come out to ski I know where we will be staying! Everything was perfect! Thank you to our hosts what a wonderful place to stay "
The price is ￥40,991
￥86,164 total
includes taxes & fees
Aug 11 - Aug 12
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
Cozy 2 bedroom cabin on a 20 acre lake
Cozy cabin with a rustic interior, featuring a dining table, compact kitchen, and seating area.

Cozy 2 bedroom cabin on a 20 acre lake

10.0 out of 10, Exceptional, (12)
"Great place to get away, quiet and peaceful, enjoyable spot for individuals or familiar. "
Cozy 2 bedroom cabin on a 20 acre lake
Apartment in the HEART of Ellicottville Village!
Enjoy cooking in this well-equipped kitchen with a gas stove, microwave, and refrigerator.

Apartment in the HEART of Ellicottville Village!

9.6 out of 10, Exceptional, (16)
"Amazing stay! Perfect location!"
Apartment in the HEART of Ellicottville Village!
NEWLY BUILT condo - premium features, game room, firepit, short walk to village
Enjoy a spacious kitchen and living area with a large island, pendant lights, and a cozy fireplace.

NEWLY BUILT condo - premium features, game room, firepit, short walk to village

10.0 out of 10, Exceptional, (16)
"Thank you for a great stay"
NEWLY BUILT condo - premium features, game room, firepit, short walk to village
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville
Escape to a serene cabin surrounded by nature, featuring a hot tub and a cozy porch.

Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

9.8 out of 10, Exceptional, (6)
"Great place, super friendly with awesome communication, thank you! "
The price is ￥19,100
￥32,208 total
includes taxes & fees
Aug 11 - Aug 12
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville
Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.
Relax on the covered porch with a wicker sofa and enjoy the peaceful surroundings.

Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.

9.8 out of 10, Exceptional, (13)
"Great spot, friendly owner, lot's of fun things to do, just an overall great time! "
Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.
Ellicottville Cabin w/hot tub, stocked pond & 150+ acres of land to explore!
Relax in this inviting room with a stone fireplace, comfortable sofa, and scenic views.

Ellicottville Cabin w/hot tub, stocked pond & 150+ acres of land to explore!

9.4 out of 10, Exceptional, (3)
"Property is gorgeous! There was plenty of room for 15 of us. The kitchen has everything we needed and more. The rooms were a little warm without central air, but tolerable. Ashley was such a quick and responsive host, making the rental process smooth. We would definitely stay at this property again. "
Ellicottville Cabin w/hot tub, stocked pond & 150+ acres of land to explore!
Ellicottville Chalet with beautiful storybook creek
Cross a wooden bridge to a secluded cabin nestled in a lush forest, offering a tranquil retreat with a balcony overlooking the surrounding greenery.

Ellicottville Chalet with beautiful storybook creek

2.0 star property
9.4 out of 10, Exceptional, (3)
"We enjoyed our stay. The location was great and the property was nice. We enjoyed our time, the kids loved the creek and the games in the downstairs. Comfortable furniture and plenty of space. "
Ellicottville Chalet with beautiful storybook creek
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC
Enjoy cooking in this well-equipped kitchen with a large island, sink, and stovetop.

-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

9.8 out of 10, Exceptional, (38)
"Fantastic property, very welcoming - everything we needed was onsite and then some! Great location!"
The price is ￥35,173
￥73,449 total
includes taxes & fees
Aug 7 - Aug 8
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC
All-Season ski chalet in Ellicottville, NY, outdoor hot tub with stunning views!
Relax in a hot tub under a shaded pergola surrounded by lush greenery.

All-Season ski chalet in Ellicottville, NY, outdoor hot tub with stunning views!

9.8 out of 10, Exceptional, (248)
"Loved the house, had a great time. "
All-Season ski chalet in Ellicottville, NY, outdoor hot tub with stunning views!
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 Olean Hotel Reviews

Seneca Allegany Resort & Casino

Seneca Allegany Resort & Casino

10/10 Excellent
"Ate at Toscana. Very good service and food was great. "
Jeffrey 1-night trip
Posted 10 hours ago
Seneca Allegany Resort & Casino

Frequently asked questions

Are there vacation rentals in Olean?

Yes, you can find vacation rentals close to top attractions in Olean, or you can select a more secluded option if you want a relaxing place to stay. Our travelers say Olean has a good selection of restaurants. Make sure you have time to check out the architecture and shopping during your trip.

What's the top vacation rental that Olean has to offer?

-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC : This vacation home rental near Olean offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

How many vacation rentals are there in Olean?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Olean stay.

What’s there to see and do in Olean?

Allegheny River and Gargoyle Park are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find St. Bonaventure University and Cuba Lake.

What’s a vacation rental in Olean like?

Vacation rentals are private properties you can book for several days or more in Olean. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family gatherings.