Olean Holiday Rentals

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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 AU$230
includes taxes & fees
3 Sept - 4 Sept
Cozy Country Get Away Suite with a view of the Enchanted Mountains

Bring a Pet: Historic Downtown Olean Apartment

3.0 star property
Bring a Pet: Historic Downtown Olean Apartment

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

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)
"The cabin and property were exactly what we were expecting. Enjoyed the serene setting and comfortable cabin. "
Charming Log Cabin on Private Pond Nestled in Woods Near Holiday Valley Resort

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 AU$352
includes taxes & fees
24 Aug - 25 Aug
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!

Quaint townhome with WiFi in charming Ellicottville

8.0 out of 10, Very good, (1)
"Summertime girls weekend getaway to Holiday Valley/Ellicottville. We adored the little town and all there is to do in the area. The townhome is in a great location, close to everything. Host very responsive. Beautiful unit with all of the necessary amenities. Well stocked kitchen. Plenty of sleeping space. The only drawback was no AC. Was a bit uncomfortable but manageable with some fans. The lower level bedrooms were cool enough but a bit musty probably from all the recent rain. Overall a...
The price is AU$602
includes taxes & fees
25 Aug - 26 Aug
Quaint townhome with WiFi in charming Ellicottville

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

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$343
includes taxes & fees
24 Aug - 25 Aug
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

Breathtaking views, modern container design

2.0 star property
10.0 out of 10, Exceptional, (2)
"Quiet, beautiful, great views of the stars, sunset and sunrise! Would love to go back."
The price is AU$491
includes taxes & fees
3 Sept - 4 Sept
Breathtaking views, modern container design

Rustic Creekside Cabin

9.8 out of 10, Exceptional, (69)
"Impressed with structure, location "
The price is AU$339
includes taxes & fees
24 Aug - 25 Aug
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!

Rustic cabin, solarpower, heated, hiking, 3ponds,wildlife, dark skies/stargazing

9.6 out of 10, Exceptional, (20)
"Really enjoyed the isolated cabin on a beautiful property. We had a fantastic stay. "
The price is AU$332
includes taxes & fees
24 Aug - 25 Aug
Rustic cabin, solarpower, heated, hiking, 3ponds,wildlife, dark skies/stargazing

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)
"Awesome stay in a great town!"
Best Village Location! Firepit/Games/Bar/Yard/Outdoor Movie Theater/Etc.

-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$754
includes taxes & fees
25 Aug - 26 Aug
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

Ellicottville Chalet with beautiful storybook creek

2.0 star property
9.6 out of 10, Exceptional, (5)
"Convenient to the Ellicottville village this chalet was clean, comfortable, and charming! The host was informative and prompt with communication. Highly recommend. "
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)
"We had an incredible time! The house is gorgeous, the property is beautiful and peaceful. We all had such a fun time swimming, boating, playing games, sitting at the fire pit and wandering the property. "
Ellicottville Cabin w/hot tub, stocked pond & 150+ acres of land to explore!
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?

NEWLY BUILT condo - premium features, game room, firepit, short walk to village: This holiday home rental outside of Olean offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Make the most of an arcade/games room 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.