Olean Vacation Rentals

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Our top choices for Olean vacation rentals

9.4 out of 10, Exceptional, (18 reviews)
"I loved staying here and would def come again. "
United States
Kaitlyn
$130 nightly
The price is $147
Jan 21 - Jan 22
Total with taxes and fees
Cozy Country Get Away Suite with a view of the Enchanted Mountains

Vacation Home in Olean

Seneca Heights Oasis with Hot Tub
9.6 out of 10, Exceptional, (4 reviews)
"We had a wonderful stay! The house is nestled in a really lovely neighborhood. We enjoyed everything the house had to offer. The beds were very comfortable. Will was a great host, and gave us some great suggestions for places to eat. We'll be coming back to stay again. "
United States
Joy
$371 nightly
The price is $419
Jan 24 - Jan 25
Total with taxes and fees
Seneca Heights Oasis with Hot Tub
9.8 out of 10, Exceptional, (63 reviews)
"Everything was perfect "
United States
Jared M.
$192 nightly
The price is $215
Jan 21 - Jan 22
Total with taxes and fees
Stargazer... magnificent, picturesque view

Cabin in Shinglehouse

Rustic Creekside Cabin
9.8 out of 10, Exceptional, (72 reviews)
"Pet friendly, star gazing at its best. Great communications with owner. Lots of hiking nearby"
United States
Mark F.
$196 nightly
The price is $216
Jan 21 - Jan 22
Total with taxes and fees
Rustic Creekside Cabin
10.0 out of 10, Exceptional, (8 reviews)
"Incredible home we felt very comfortable "
United States
Kevin L.
$155 nightly
The price is $174
Feb 4 - Feb 5
Total with taxes and fees
2-bedroom guest house in charming Cuba with WiFi
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"We enjoyed a cozy weekend to celebrate an early Christmas. The house is very spacious with lots of comfy beds and plenty of bathrooms. It's within walking distance to a grocery store and hardware store. It's right next to a beer distributor in case you need some bevs for your stay! The hosts are very easy to get a hold of and are very responsive if you need anything. Check in and check out process was easy-peasy. I would recommend this place!"
United States
Caitie H.
$166 nightly
The price is $183
Jan 21 - Jan 22
Total with taxes and fees
Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
9.8 out of 10, Exceptional, (47 reviews)
"Owner is very caring and welcoming. Love seeing the farm animals daily and the ping pong table was used daily by the teenagers. Will stay again when visiting family again. Amazing stay"
United States
Randall
$209 nightly
The price is $236
Jan 21 - Jan 22
Total with taxes and fees
Working farmette at converted warehouse in the Allegany Mountains.

Villa in Ellicottville

The Eagles Nest
4.5 star property
9.6 out of 10, Exceptional, (4 reviews)
"Our stay was perfect. The property manager, Jess, is very nice and was very relaxed and accommodating. The home had everything we needed and then some. Lots of space to relax, amazing views, and very peaceful. "
United States
Erin
$366 nightly
The price is $413
Jan 21 - Jan 22
Total with taxes and fees
The Eagles Nest

Villa in Ellicottville

The Kelly House
2.5 star property
$520 nightly
The price is $587
Jan 21 - Jan 22
Total with taxes and fees
The Kelly House
10.0 out of 10, Exceptional, (9 reviews)
"Owners are awesome, great place to stay, can’t wait to use again"
United States
Bradley
$198 nightly
The price is $224
Jan 24 - Jan 25
Total with taxes and fees
Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness
9.6 out of 10, Exceptional, (10 reviews)
"Beautiful place, felt very homey and comfortable. I am definitely looking to stay again in February. "
United States
Karen K.
$463 nightly
The price is $523
Jan 25 - Jan 26
Total with taxes and fees
Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
10.0 out of 10, Exceptional, (7 reviews)
"Awesome property! "
United States
Rashmi V.
$852 nightly
The price is $962
Jan 25 - Jan 26
Total with taxes and fees
Huge Home & Studio-Hot Tub-Sauna-Pet Friendly-Amazing Views
New Chalet has 2 Bedroom guest apartment ground level 1.2 from Ellicottvile
10.0 out of 10, Exceptional, (7 reviews)
"This is a beautiful home and very clean. We had a wonderful time and hope to be back. The neighbors are very friendly as well. "
United States
Dawn W.
$687 nightly
The price is $776
Feb 10 - Feb 11
Total with taxes and fees
Charming hillside haven townhome at Holiday Valley in Ellicottville
9.6 out of 10, Exceptional, (33 reviews)
"Easy check in and nice apartment"
United States
Sanja
$245 nightly
The price is $276
Jan 25 - Jan 26
Total with taxes and fees
Ski-in/out Condo, King Bed + Fireplace
9.8 out of 10, Exceptional, (7 reviews)
"We enjoyed our stay at this property. The decor was lovely, kitchen and home well stocked, and everything very thoughtfully designed for a family to enjoy. "
United States
Christa Z.
$798 nightly
The price is $902
Jan 27 - Jan 28
Total with taxes and fees
4 Seasons of Fun, Ellicottville house that sleeps 16!
9.6 out of 10, Exceptional, (22 reviews)
"This property was perfect for my family. Very well kept and communication upon arrival was great!"
United States
Jessica
$228 nightly
The price is $258
Feb 9 - Feb 10
Total with taxes and fees
Quiet & Cozy Condo–Walk to Town,fireplace ,free shuttle 2 holiday valley resort
10.0 out of 10, Exceptional, (7 reviews)
"Appreciated everything about this stay. "
United States
Kiara D.
$569 nightly
The price is $643
Jan 31 - Feb 1
Total with taxes and fees
Luxurious ski in-ski out slopeside condo.
9.6 out of 10, Exceptional, (5 reviews)
"Very cute and fun place to stay. Location is perfect!"
United States
Trudy P.
$211 nightly
The price is $238
Jan 25 - Jan 26
Total with taxes and fees
Adorable Tiny House in heart of Ellicottville - minutes to ski, walk to town
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

Find out more about Olean

Everything you need to know about Olean vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Olean vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Olean vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Olean vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Olean. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Olean in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Olean rentals

At Expedia, we put the best Olean vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Olean rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Olean vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Olean. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Quiet & Cozy Condo–Walk to Town,fireplace ,free shuttle 2 holiday valley resort: This vacation home rental near Olean is located near skiing and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Olean?

With 4 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.