Olean Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Olean vacation rentals

1 bedroom, desk, iron/ironing board, free WiFi

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

Cozy Country Get Away Suite with a view of the Enchanted Mountains
Olean
8.8 out of 10, Excellent, (23 reviews)
"I loved staying here and would def come again. "
United States
Kaitlyn
$132 nightly
The price is $149
May 11 - May 12
Total with taxes and fees
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Terrace/patio

Rustic Creekside Cabin

Rustic Creekside Cabin
Shinglehouse
9.8 out of 10, Exceptional, (72 reviews)
"The perfect getaway! Serene landscape with babbling brook right outside the front porch. Plenty of firewood for a cold winter night. The PERFECT escape. Will be back! "
United States
Sean E.
$193 nightly
The price is $213
May 9 - May 10
Total with taxes and fees
Rustic Creekside Cabin
Property grounds

Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets

Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets
Wellsville
9.8 out of 10, Exceptional, (21 reviews)
"Really enjoyed the isolated cabin on a beautiful property. We had a fantastic stay. "
United States
Anonymous traveler
$248 nightly
The price is $279
May 9 - May 10
Total with taxes and fees
Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets
Property grounds

Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets

Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
Wellsville
9.8 out of 10, Exceptional, (63 reviews)
"A great choice for a peaceful, relaxing get away. Property is clean & comfortable with a beautiful view. Great communication from host. Easy check-in."
United States
Heather C.
$248 nightly
The price is $279
May 13 - May 14
Total with taxes and fees
Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
Exterior detail

2-bedroom guest house in charming Cuba with WiFi

2-bedroom guest house in charming Cuba with WiFi
Cuba
10.0 out of 10, Exceptional, (9 reviews)
"Incredible home we felt very comfortable "
United States
Kevin L.
$165 nightly
The price is $186
May 11 - May 12
Total with taxes and fees
2-bedroom guest house in charming Cuba with WiFi
Property grounds

Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite

Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite
Wellsville
10.0 out of 10, Exceptional, (1 review)
"Fantastic camp, so very well thought out and charming. Highly recommended!"
United States
Kal W.
$165 nightly
The price is $186
May 10 - May 11
Total with taxes and fees
Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite
Microwave, oven, stovetop, dishwasher

Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home

Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Smethport
9.8 out of 10, Exceptional, (7 reviews)
"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.
$140 nightly
The price is $154
May 12 - May 13
Total with taxes and fees
Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Exterior

Serenity-Private, Secluded Cabin-Scenic Deck View of Sunset- Hiking-Pet friendly

Serenity-Private, Secluded Cabin-Scenic Deck View of Sunset- Hiking-Pet friendly
Wellsville
9.6 out of 10, Exceptional, (66 reviews)
"Great location, great view off the deck. Maintained hiking trails was a great feature."
United States
Bryan G.
$272 nightly
The price is $306
May 11 - May 12
Total with taxes and fees
Serenity-Private, Secluded Cabin-Scenic Deck View of Sunset- Hiking-Pet friendly
Front of property

The Allen House

The Allen House
3.5 star property
Ellicottville
$346 nightly
The price is $390
May 10 - May 11
Total with taxes and fees
The Allen House
Premium Villa, Mountain View | Terrace/patio

The Eagles Nest, Couples Escape - Hot Tub & Views

The Eagles Nest, Couples Escape - Hot Tub & Views
4.5 star property
Ellicottville
9.6 out of 10, Exceptional, (5 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
$392 nightly
The price is $442
May 11 - May 12
Total with taxes and fees
The Eagles Nest, Couples Escape - Hot Tub & Views
Fridge, microwave, oven, stovetop

Working farmette at converted warehouse in the Allegany Mountains.

Working farmette at converted warehouse in the Allegany Mountains.
Allegany
9.8 out of 10, Exceptional, (52 reviews)
"Host was great"
United States
Bob M.
$208 nightly
The price is $235
May 9 - May 10
Total with taxes and fees
Working farmette at converted warehouse in the Allegany Mountains.
Interior

Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway

Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Allegany
$214 nightly
The price is $241
May 18 - May 19
Total with taxes and fees
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Property grounds

Tahoe Studio

Tahoe Studio
Ellicottville
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful tiny home in a perfect place. Nice amenities, paved walk ways. Nice parking lot. Quiet and beautiful area."
United States
Allison H.
$337 nightly
The price is $381
May 11 - May 12
Total with taxes and fees
Tahoe Studio
Interior

Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness

Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness
Allegany
10.0 out of 10, Exceptional, (10 reviews)
"Angela is a PERFECT host!We have truly enjoyed staying on her property!Both units we have rented have been clean, cozy and well equipped! LOVE LOVE LOVE our visits to their farm!"
United States
Claire M.
$198 nightly
The price is $224
May 13 - May 14
Total with taxes and fees
Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness
Living area

Telluride Bungalow

Telluride Bungalow
Ellicottville
10.0 out of 10, Exceptional, (2 reviews)
"My family and I enjoyed our stay at Basecamp. Very close to Holimont. "
United Kingdom
Brian H.
$313 nightly
The price is $354
May 11 - May 12
Total with taxes and fees
Telluride Bungalow
Property grounds

Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views

Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Ellicottville
9.8 out of 10, Exceptional, (82 reviews)
"This is the one of the best properties we have rented. The apartment is fantastic, super clean, professionally finished all around with great taste! "
United States
Alexei
$203 nightly
The price is $229
May 10 - May 11
Total with taxes and fees
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Living area

Vail Bungalow

Vail Bungalow
Ellicottville
9.8 out of 10, Exceptional, (6 reviews)
"This cute little place was perfect for 2 adults and 2 dogs. Close to ski resorts, bars and restaurants. Great for a quick ski get away."
United Kingdom
M L.
$318 nightly
The price is $359
May 11 - May 12
Total with taxes and fees
Vail Bungalow
Private kitchen

2-bedroom apartment in Village of Ellicottville perfect for your getaway.

2-bedroom apartment in Village of Ellicottville perfect for your getaway.
Ellicottville
$153 nightly
The price is $172
May 11 - May 12
Total with taxes and fees
2-bedroom apartment in Village of Ellicottville perfect for your getaway.
Living area

Zermatt Loft

Zermatt Loft
Ellicottville
10.0 out of 10, Exceptional, (8 reviews)
"This was a really nice place and I would stay here again. It was also very convenient and close to everything."
United Kingdom
andy j.
$369 nightly
The price is $417
May 11 - May 12
Total with taxes and fees
Zermatt Loft
Property grounds

Chamonix Loft

Chamonix Loft
Ellicottville
10.0 out of 10, Exceptional, (2 reviews)
"The tiny cabin was beautiful and tastefully decorated. Everything in it was updated and immaculate. Toiletries and were provided and they were full size and not the little samples you get in hotels. Everything we needed for our stay was provided. We did not cook but the kitchen was appointed with everything you would need if you did want to cook. The location was close to town and right next to one ski resort. We will definitely stay here again on our next stay. "
United States
Beth
$367 nightly
The price is $415
May 11 - May 12
Total with taxes and fees
Chamonix Loft
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.
View all properties
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

Seneca Allegany Resort & Casino

Seneca Allegany Resort & Casino

10/10 Excellent
"The walk from the garage to the front desk weaved thru the casino floor. The walk wasn’t too bad and it gave a path on the carpet to follow. The desk person was friendly and quick. Our room was clean , large, and the bed was perfect. If she’s happy, Im happy, and she was."
Russ 1-night trip
Posted 3 hours ago
Seneca Allegany Resort & Casino

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 $149 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.

Explore a world of travel with Expedia

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?

⛰️☀️ SKIING, HIKING, VILLAGE OF ELLICOTTVILLE MOUNTAIN ESCAPE: This vacation home rental near Olean is located on a lake and has a fireplace, a patio, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the garden 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.