Olean Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
11 Aug - 12 Aug
Tomorrow
12 Aug - 13 Aug
This weekend
15 Aug - 17 Aug
Next weekend
22 Aug - 24 Aug

Holiday Rentals in Olean

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

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 HK$629
HK$1,154 total
includes taxes & fees
12 Aug - 13 Aug
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Holiday Valley Ski-In/Ski-Out Condo
TV, fireplace

Holiday Valley Ski-In/Ski-Out Condo

10.0 out of 10, Exceptional, (45)
" Very clean. Beautiful location."
The price is HK$982
HK$2,263 total
includes taxes & fees
12 Aug - 13 Aug
Holiday Valley Ski-In/Ski-Out Condo
Charming Log Cabin on Private Pond Nestled in Woods Near Holiday Valley Resort
Fridge, microwave, oven, stovetop

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
Property grounds

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
Exterior

One of a kind Treehouse on the Genesee River

9.0 out of 10, Wonderful, (34)
"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
Rustic Creekside Cabin
Dining

Rustic Creekside Cabin

9.8 out of 10, Exceptional, (69)
"Impressed with structure, location "
The price is HK$1,154
HK$1,698 total
includes taxes & fees
12 Aug - 13 Aug
Rustic Creekside Cabin
Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond
Interior

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 HK$989
HK$1,757 total
includes taxes & fees
17 Aug - 18 Aug
Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond
3-bedroom chalet in marvelous Ellicottville with WiFi, sauna, deck and grill
Interior

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🔥
Terrace/patio

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
Property grounds

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 HK$2,190
HK$4,604 total
includes taxes & fees
12 Aug - 13 Aug
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
Cozy 2 bedroom cabin on a 20 acre lake
Dining

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!
Fridge, microwave, oven, stovetop

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
Interior

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
Exterior

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 HK$1,021
HK$1,721 total
includes taxes & fees
12 Aug - 13 Aug
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville
Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.
Terrace/patio

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!
Smart TV, fireplace, DVD player

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!
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC
Fridge, microwave, oven, 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 HK$2,006
HK$4,112 total
includes taxes & fees
12 Aug - 13 Aug
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC
Ellicottville Chalet with beautiful storybook creek
Property grounds

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

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

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

10.0 out of 10, Exceptional, (23)
"Really loved our accomodations and the location was amazing!!!!!! Would book again!"
Best Village Location! Firepit/Games/Bar/Yard/Outdoor Movie Theater/Etc.
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Olean Hotel Reviews

Holiday Inn Express Bradford by IHG

Holiday Inn Express Bradford by IHG

10/10 Excellent
"Good location. Nice views. Right next to a train track, but no trains at all during my stay. "
Sathish 1-night trip
Posted 1 day ago
Holiday Inn Express Bradford by IHG

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.