Holiday Rentals in Olean

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Holiday Rentals in Olean

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 €130
includes taxes & fees
22 Aug - 23 Aug
Cozy Country Get Away Suite with a view of the Enchanted Mountains

Holiday Valley Ski-In/Ski-Out Condo

10.0 out of 10, Exceptional, (45)
" Very clean. Beautiful location."
The price is €253
includes taxes & fees
18 Aug - 19 Aug
Holiday Valley Ski-In/Ski-Out Condo

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

10.0 out of 10, Exceptional, (343)
"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

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

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.

9.8 out of 10, Exceptional, (40)
"Fantastic place with a great location. Angela was a wonderful host & very accommodating. I would highly recommend her place."
The price is €207
includes taxes & fees
10 Aug - 11 Aug
Working farmette at converted warehouse in the Allegany Mountains.

Rustic Creekside Cabin

9.8 out of 10, Exceptional, (69)
"Impressed with structure, location "
The price is €190
includes taxes & fees
10 Aug - 11 Aug
Rustic Creekside Cabin

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 €202
includes taxes & fees
8 Sept - 9 Sept
Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond

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🔥

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

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 €511
includes taxes & fees
18 Aug - 19 Aug
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

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!

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

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

9.8 out of 10, Exceptional, (6)
"Great place, super friendly with awesome communication, thank you! "
The price is €191
includes taxes & fees
10 Aug - 11 Aug
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

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!

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

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

9.8 out of 10, Exceptional, (38)
"Fantastic property, very welcoming - everything we needed was onsite and then some! Great location!"
The price is €489
includes taxes & fees
2 Sept - 3 Sept
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

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

Frequently asked questions

Are there holiday rentals in Olean?

Yes, there are holiday rentals close to the most popular sights in Olean, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Olean has a good selection of restaurants. Make sure you have time to check out the architecture and shopping during your trip.

What are some of the best holiday rentals that Olean has to offer?

-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC : This holiday home rental outside of Olean offers a patio, a selection of games and a BBQ 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 that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals are there in Olean?

With 4 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find St. Bonaventure University and Cuba Lake.

What’s a holiday rental in Olean like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Olean. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.