A forested canyon with a natural rock archway.

Olean Vacation Rentals

Q: What's the top vacation rental that Olean has to offer?

Fantastic lake house on the south shore of Cuba Lake. : This vacation home rental near Olean is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 selection of games in this rental home to help you unwind.

Where to?

Dates

November 2026

December 2026

Check prices for these dates

In two weeks

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In three months

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Our top choices for Olean vacation rentals

A pathway lined with candles leading to a cabin in a forest.

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

Olean

Sean

$111 nightly

Dec 2 - Dec 3

Total with taxes and fees

A kitchen with wooden cabinets, a stove, a microwave, and a dining area with a table and chairs.

2. WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville

Olean

John C.

$286 nightly

Nov 9 - Nov 10

Total with taxes and fees

A hot tub in a garden with a white fence and purple flowers in the background.

3. Seneca Heights Oasis with Hot Tub

Olean

Bruce B.

$328 nightly

Nov 6 - Nov 7

Total with taxes and fees

A modern kitchen with dark cabinetry, a white microwave, a stove, and a sink.

4. Working farmette at converted warehouse in the Allegany Mountains.

Allegany

Virginia (Ginger) S.

$208 nightly

Nov 6 - Nov 7

Total with taxes and fees

A modern kitchen with dark cabinets, a microwave, a stove, and a refrigerator. There is a dining table with chairs and a sofa with a patterned throw pillow.

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

Allegany

Joseph M.

$233 nightly

Nov 6 - Nov 7

Total with taxes and fees

A living room with a flat-screen TV, a sofa, a coffee table, and a patterned rug.

6. 2-bedroom guest house in charming Cuba with WiFi

Cuba

Beth B.

$163 nightly

Nov 25 - Nov 26

Total with taxes and fees

A neatly made bed with striped bedding and a tufted headboard.

7. Huge 3 Bedroom apartment in Bolivar NY

Bolivar

Matt B.

$171 nightly

Nov 6 - Nov 7

Total with taxes and fees

A living room with a fireplace, a sofa, a coffee table, and a staircase with a geometric wall design.

8. SnowPine Condo, Sleeps 8, Patio, A/C

Great Valley

Olivia C.

$173 nightly

Nov 11 - Nov 12

Total with taxes and fees

9. SnowPine Condo, King Bed, Patio + Fireplace

Ellicottville

Michael V.

10. Wildflower Studio, King Bed, Gas Fireplace

Ellicottville

"We had a fantastic stay at this condo in Ellicottville! The space was clean, comfortable, and thoughtfully set up for a great trip. We loved the cozy atmosphere and how easy it was to relax after a day out—whether we were exploring town or enjoying the area activities. The location felt convenient, and we appreciated the care taken with the details throughout the condo. Communication was quick and helpful, and check-in was smooth. We would absolutely stay here again and highly recommend it to...

Penny C.

$172 nightly

Nov 11 - Nov 12

Total with taxes and fees

11. Quiet & Cozy Condo. Fireplace& Free Shuttle to HV. Walk to town & Holiday Valley

Ellicottville

Tina G.

$201 nightly

Nov 8 - Nov 9

Total with taxes and fees

A wooden deck with a table and chairs, a blue umbrella, and a house in the background.

12. 2-bedroom apartment in Village of Ellicottville perfect for your getaway.

Ellicottville

Robert P.

$199 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern living room with a spiral staircase, a fireplace, a sofa, and a television.

13. SnowPine Condo, Sleeps 6, Patio, A/C

Ellicottville

Shannon S.

$169 nightly

Nov 17 - Nov 18

Total with taxes and fees

A cozy room with a wooden ceiling, a chandelier, a dining table with a bench, a fireplace, and a large window with curtains.

14. Cozy Studio with Fireplace, King Bed, A/C

Ellicottville

Kim V.

$172 nightly

Nov 10 - Nov 11

Total with taxes and fees

A covered porch with wicker furniture, a small table with a plant, and a view of a green landscape.

15. Shinglehouse. Pa. 2bdrm 2 bath stargaze nr Cherry Springs!

Shinglehouse

Jonathan B.

$287 nightly

Nov 6 - Nov 7

Total with taxes and fees

An outdoor seating area with a fire pit surrounded by stone seating and tables, set against a stone building with a balcony.

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

Ellicottville

Lisa D.

$256 nightly

Nov 8 - Nov 9

Total with taxes and fees

A grassy field with a pond, a rainbow, and a forested hill in the background.

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

Wellsville

"What a great cabin to stay in. The cabin was clean, spacious and perfect location. I didn’t roam around the grounds much just due to the nature of my stay but what I saw were well kept and maintained. I wish I would have been able to walk the trails but just didn’t have the time. The view from the deck over looking the fields and pond was amazing. With the use of the provided binoculars you could see for miles. I will definitely stay again if I’m ever in the area."

Tom S.

$223 nightly

Nov 8 - Nov 9

Total with taxes and fees

Living room with sectional sofa, electric fireplace, and Roku TV

18. SnowPine Condo, King Bed, 2 Full Baths

Ellicottville

Michelle L.

$194 nightly

Nov 17 - Nov 18

Total with taxes and fees

A living room with a fireplace, a sofa, a coffee table with books and remotes, and a TV mounted on the wall.

19. Ski In/Out Condo with King Bed, Fireplace & Patio

Great Valley

Lisa B.

$214 nightly

Nov 8 - Nov 9

Total with taxes and fees

A rustic log cabin with a porch, a fire pit, and a bench.

20. Rustic Creekside Cabin

Shinglehouse

Curt K.

$163 nightly

Nov 6 - Nov 7

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Olean Hotel Reviews

A modern hotel lobby with a coffee station, seating area, and a large abstract painting on the wall.

Hampton Inn & Suites Olean

Olean

10/10 Excellent

The front desk lady was extremely nice. She had a whole list of different places if they door dashed, delivered or take out. She was very thorough. Since we live within 50 miles there was an additional hold on my card. She explained why and what will happen. I didn't like it but she made it sound like no biggie and made me still want to stay. She was very helpful, nice and very caring. We really enjoyed our stay.

Julia

An outdoor patio with a fire pit, seating, and a grill.

Fairfield Inn & Suites by Marriott Olean

Olean

10/10 Excellent

Constance

A hotel room with a bed, a gray sofa, a small table, a desk with a chair, and a wall-mounted artwork.

Microtel Inn & Suites by Wyndham Olean/Allegany

Olean

10/10 Excellent

tuffcitykennels

A large, two-story house with a wrap-around porch, a prominent chimney, and a well-maintained lawn.

Gallets House B&B

Olean

10/10 Excellent

Patti Wirtz

A hotel entrance with a covered lobby, large windows, and a symmetrical facade.

Best Western Plus University Inn

Olean

10/10 Excellent

Susan

A modern casino building with a glass facade, American flags, and a snow-covered ground.

Seneca Allegany Resort & Casino

Salamanca

10/10 Excellent

Katie

A hotel with a covered entrance, brick facade, and a sign indicating a 3-star rating.

Wingate by Wyndham Ellicottville

Ellicottville

10/10 Excellent

Anonymous traveler

A hot tub on a wooden deck with a view of a hilly landscape.

The Eagles Nest, Couples Escape - Hot Tub & Views

Ellicottville

10/10 Excellent

Carolina

A Holiday Inn Express building with a covered entrance, a 12 ft clearance sign, and a parking lot with cars.

Holiday Inn Express Bradford by IHG

Bradford

10/10 Excellent

Allison

A hotel room with two beds, a nightstand with a lamp, and framed pictures on the wall.

White Pine Lodge

Salamanca

10/10 Excellent

Jyll

A lobby with a reception desk, a sofa, two armchairs, a coffee table, and a fireplace.

Best Western Plus Bradford Inn

Bradford

10/10 Excellent

Jack

A hotel room with two beds, a desk, a chair, and a lamp.

Quality Inn & Suites Bradford

Bradford

10/10 Excellent

Our family was up in Bradford to take care of some business. Chose this particular hotel because of its location--right downtown. Its close to ramps for US 219, the Zippo/Case museum, the local hospital, movie theater, several restaurants and pharmacies. The local Walmart is only a few miles away and you have to pass more restaurants to get there. Allegheny State park is literally a few miles up a hill. Staff was ALWAYS friendly, from check-in to checkout. The room was clean and comfortable...

Melissa

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 $125 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?

Fantastic lake house on the south shore of Cuba Lake.: This vacation home rental near Olean is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 selection of games in this rental home to help you unwind.

How many vacation rentals are there in Olean?

With 6 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.

Olean Vacation Rentals

Check prices for these dates

Our top choices for Olean vacation rentals

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

2. WOW! OleanGrt PriceEntire house! 4 bedrooms 2.5 baths 30 mins to Ellicotville

3. Seneca Heights Oasis with Hot Tub

4. Working farmette at converted warehouse in the Allegany Mountains.

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

6. 2-bedroom guest house in charming Cuba with WiFi

7. Huge 3 Bedroom apartment in Bolivar NY

8. SnowPine Condo, Sleeps 8, Patio, A/C

9. SnowPine Condo, King Bed, Patio + Fireplace

10. Wildflower Studio, King Bed, Gas Fireplace

11. Quiet & Cozy Condo. Fireplace& Free Shuttle to HV. Walk to town & Holiday Valley

12. 2-bedroom apartment in Village of Ellicottville perfect for your getaway.

13. SnowPine Condo, Sleeps 6, Patio, A/C

14. Cozy Studio with Fireplace, King Bed, A/C

15. Shinglehouse. Pa. 2bdrm 2 bath stargaze nr Cherry Springs!

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

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

18. SnowPine Condo, King Bed, 2 Full Baths

19. Ski In/Out Condo with King Bed, Fireplace & Patio

20. Rustic Creekside Cabin

Find vacation rentals that suit your style

Top Olean Hotel Reviews

Hampton Inn & Suites Olean

10/10 Excellent

Find out more about Olean

Everything you need to know about Olean vacation rentals

Olean vacation rentals: An excellent choice for every season

How to find incredible deals on Olean rentals

Frequently Asked Questions

Are there vacation rentals in Olean?

What's the top vacation rental that Olean has to offer?

How many vacation rentals are there in Olean?

What’s there to see and do in Olean?

What’s a vacation rental in Olean like?

Explore a world of travel with Expedia