Olean Holiday Rentals

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Holiday Rentals in Olean

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

9.8 out of 10, Exceptional, (14)
"I loved staying here and would def come again. "
The price is AU$229
includes taxes & fees
22 July - 23 July
Cozy Country Get Away Suite with a view of the Enchanted Mountains

Beautiful & Cozy home

6.0 out of 10, (6)
"Great stay . "
The price is AU$400
includes taxes & fees
27 July - 28 July
Beautiful & Cozy home

Holiday Valley Ski-In/Ski-Out Condo

10.0 out of 10, Exceptional, (44)
" Very clean. Beautiful location."
The price is AU$431
includes taxes & fees
22 July - 23 July
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, (339)
"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, (129)
"Mike is a great host that responds immediately. We were looking for a rustic getaway in the woods that was pet friendly to bring our beloved dog. We enjoyed the yard games, firepit, walking in the creek/woods, and just hanging out in peace and quiet. "
Come and enjoy some peace and quiet at the Pumpkin hollow Inn

-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 AU$920
includes taxes & fees
19 Aug - 20 Aug
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

One of a kind Treehouse on the Genesee River

9.0 out of 10, Wonderful, (32)
"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

Charming and cozy studio in Ellicottville, NY

9.8 out of 10, Exceptional, (20)
"Perfection location for our weekend wedding! Hosts were very responsive when asked for early check in!! Cute place!!"
The price is AU$244
includes taxes & fees
22 July - 23 July
Charming and cozy studio in Ellicottville, NY

Rustic Creekside Cabin

9.8 out of 10, Exceptional, (69)
"Impressed with structure, location "
The price is AU$336
includes taxes & fees
22 July - 23 July
Rustic Creekside Cabin

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 AU$342
includes taxes & fees
23 July - 24 July
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

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

10.0 out of 10, Exceptional, (15)
"Thank you for a great stay"
The price is AU$1,069
includes taxes & fees
22 July - 23 July
NEWLY BUILT condo - premium features, game room, firepit, short walk to village

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

Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit

10.0 out of 10, Exceptional, (112)
"The house was clean, cozy and well stocked. Our week was relaxing and enjoyable, we wouldn't change a thing."
Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit

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

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

Two Bedroom Suite - 5 minute walk from downtown Ellicottville - Timberline Lodge

8.4 out of 10, Very good, (7)
"The property is clean and close to town. We would stay here again."
The price is AU$335
includes taxes & fees
27 July - 28 July
Two Bedroom Suite - 5 minute walk from downtown Ellicottville - Timberline Lodge

Cozy 2 bedroom cabin on a 20 acre lake

9.8 out of 10, Exceptional, (10)
"A very clean, cozy rustic cottage with lovely views of a pretty pond and mountains. "
Cozy 2 bedroom cabin on a 20 acre lake

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 AU$365
includes taxes & fees
22 July - 23 July
Working farmette at converted warehouse in the Allegany Mountains.

Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room

9.8 out of 10, Exceptional, (148)
"It was perfect. "
Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room

Cozy Cabin with Swimming Pond and Patio for gatherings

2.0 star property
The price is AU$178
includes taxes & fees
23 July - 24 July
Cozy Cabin with Swimming Pond and Patio for gatherings

Home on a Hill

8.6 out of 10, Excellent, (20)
"It was a great alternative to the local hotels. Great location as it relates to Campus and within walking distance to where most of our off- campus alumni events were taking place. And I absolutely LOVED the vintage feel of the place!"
Home on a Hill
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 5 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.