Olean Vacation Rentals

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Vacation 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 CA $111
CA $204 total
includes taxes & fees
Aug 24 - Aug 25
Cozy Country Get Away Suite with a view of the Enchanted Mountains

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

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

10.0 out of 10, Exceptional, (345)
"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

One of a kind Treehouse on the Genesee River

9.0 out of 10, Wonderful, (36)
"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

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 CA $175
CA $314 total
includes taxes & fees
Aug 24 - Aug 25
Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond

Apartment in the HEART of Ellicottville Village!

9.6 out of 10, Exceptional, (18)
"Amazing stay! Perfect location!"
Apartment in the HEART of Ellicottville Village!

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

Cozy Timber Frame Home! 5 minutes to Holiday Valley and downtown Ellicottville!

9.4 out of 10, Exceptional, (27)
"We had a great stay at the Cozy Timber Frame! "
Cozy Timber Frame Home! 5 minutes to Holiday Valley and downtown Ellicottville!

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 CA $180
CA $306 total
includes taxes & fees
Aug 24 - Aug 25
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

Rustic Creekside Cabin

9.8 out of 10, Exceptional, (69)
"Impressed with structure, location "
The price is CA $204
CA $302 total
includes taxes & fees
Aug 23 - Aug 24
Rustic Creekside Cabin

Rental House located TWO minutes walking distance to Ellicottville town!

10.0 out of 10, Exceptional, (68)
"We have been going to holiday valley for 27 years and our stay here checked all the boxes. As advertisedGreat locationPlenty of roomEveryone had their own bathWill be staying here again"
Rental House located TWO minutes walking distance to Ellicottville town!

-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 CA $347
CA $717 total
includes taxes & fees
Aug 25 - Aug 26
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

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

9.8 out of 10, Exceptional, (14)
"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.

Best Village Location! Firepit/Games/Bar/Yard/Outdoor Movie Theater/Etc.

10.0 out of 10, Exceptional, (24)
"We just returned home from a wonderful weekend at this home! Every little detail was perfect, the decor, the backyard is just so relaxing, the location was absolutely perfect. Just steps away from everything. We will definitely be back again. Highly recommend staying at The Best Village Location!"
Best Village Location! Firepit/Games/Bar/Yard/Outdoor Movie Theater/Etc.

Home on a Hill

8.6 out of 10, Excellent, (21)
"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

Prime Location! Picturesque ski-in/ski-out townhouse across from Holiday Valley

9.8 out of 10, Exceptional, (34)
"This rental property has the perfect location to ski. The condo was spacious."
Prime Location! Picturesque ski-in/ski-out townhouse across from Holiday Valley

Ellicottville Chalet with beautiful storybook creek

2.0 star property
9.6 out of 10, Exceptional, (4)
"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

Private 4-bedroom chalet with breathtaking views!

9.4 out of 10, Exceptional, (121)
"Great place. Accurate description. Very clean. Great instructions. No issues. Well worth the price. Will stay here again."
Private 4-bedroom chalet with breathtaking views!

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

9.6 out of 10, Exceptional, (4)
"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!

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
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 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?

NEWLY BUILT condo - premium features, game room, firepit, short walk to village: This vacation home near Olean offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 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 arcade game room in this rental home to help you unwind.

How many vacation rentals are there in Olean?

With 5 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.