Olean Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Olean vacation rentals

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

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
9.4 out of 10, Exceptional, (18)
"I loved staying here and would def come again. "
United States
Kaitlyn
$130 nightly
The price is $147
Dec 23 - Dec 24
Total with taxes and fees
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Exterior detail
Cozy 1-bedroom house in charming Olean with WiFi

Cozy 1-bedroom house in charming Olean with WiFi

Cozy 1-bedroom house in charming Olean with WiFi
Olean
10.0 out of 10, Exceptional, (2)
"Great stay!"
United States
Mickenzie V.
$150 nightly
The price is $170
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy 1-bedroom house in charming Olean with WiFi
Outdoor spa tub
Seneca Heights Oasis with Hot Tub

Seneca Heights Oasis with Hot Tub

Seneca Heights Oasis with Hot Tub
Olean
9.6 out of 10, Exceptional, (4)
"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
$422 nightly
The price is $477
Dec 27 - Dec 28
Total with taxes and fees
Seneca Heights Oasis with Hot Tub
Dining
Rustic Creekside Cabin

Rustic Creekside Cabin

Rustic Creekside Cabin
Shinglehouse
9.8 out of 10, Exceptional, (71)
"Pet friendly, star gazing at its best. Great communications with owner. Lots of hiking nearby"
United States
Mark F.
$195 nightly
The price is $215
Dec 28 - Dec 29
Total with taxes and fees
Rustic Creekside Cabin
Smart TV, stereo
Stargazer... magnificent, picturesque view

Stargazer... magnificent, picturesque view

Stargazer... magnificent, picturesque view
Wellsville
9.8 out of 10, Exceptional, (62)
"Lovely cottage w great views. Easy check-in, very quiet, and perfect for us with a dog. Quite pleased..."
United States
Thomas P.
$194 nightly
The price is $218
Jan 1 - Jan 2, 2026
Total with taxes and fees
Stargazer... magnificent, picturesque view
Interior
Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond

Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond

Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond
Wellsville
9.6 out of 10, Exceptional, (65)
"Great location, great view off the deck. Maintained hiking trails was a great feature."
United States
Bryan G.
$220 nightly
The price is $247
Dec 29 - Dec 30
Total with taxes and fees
Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond
Fridge, microwave, oven, stovetop
2-bedroom guest house in charming Cuba with WiFi

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, (8)
"The property was clean and cozy. It was pretty quiet. We didn’t spend a lot of time in the unit but when we did it was like home. "
United States
Patricia H.
$155 nightly
The price is $174
Dec 24 - Dec 25
Total with taxes and fees
2-bedroom guest house in charming Cuba with WiFi
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

Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
2.0 star property
Smethport
$146 nightly
The price is $161
Dec 23 - Dec 24
Total with taxes and fees
Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Exterior
Cozy newly remodeled private home just 10 mins from Ellicottville.

Cozy newly remodeled private home just 10 mins from Ellicottville.

Cozy newly remodeled private home just 10 mins from Ellicottville.
Franklinville
10.0 out of 10, Exceptional, (25)
"Beautiful property, so fabulously decorated- it had absolutely everything you need - such a great vacation place will definitely go back"
Canada
Tara
$231 nightly
The price is $261
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy newly remodeled private home just 10 mins from Ellicottville.
Fridge, microwave, oven, stovetop
Working farmette at converted warehouse in the Allegany Mountains.

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, (45)
"We have stayed here multiple times and always enjoy our time. Great location and hosts."
United States
Marc N.
$208 nightly
The price is $235
Dec 23 - Dec 24
Total with taxes and fees
Working farmette at converted warehouse in the Allegany Mountains.
Property grounds
REST AT THE NEST! Water front home close to ski slopes and Ellicottville!

REST AT THE NEST! Water front home close to ski slopes and Ellicottville!

REST AT THE NEST! Water front home close to ski slopes and Ellicottville!
Machias
10.0 out of 10, Exceptional, (74)
"We have stayed here several times and its always perfect. Look forward to coming back!"
United States
Vicky M.
$257 nightly
The price is $290
Jan 5 - Jan 6, 2026
Total with taxes and fees
REST AT THE NEST! Water front home close to ski slopes and Ellicottville!
Villa, Mountain View | Private kitchen | Full-size fridge, microwave, oven, stovetop
The Eagles Nest

The Eagles Nest

The Eagles Nest
4.0 star property
Ellicottville
9.6 out of 10, Exceptional, (4)
"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
$395 nightly
The price is $447
Jan 13 - Jan 14, 2026
Total with taxes and fees
The Eagles Nest
Dining
Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness

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, (9)
"Owners are awesome, great place to stay, can’t wait to use again"
United States
Bradley
$196 nightly
The price is $221
Dec 27 - Dec 28
Total with taxes and fees
Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness
Exterior
Huge Home & Studio-Hot Tub-Sauna-Pet Friendly-Amazing Views

Huge Home & Studio-Hot Tub-Sauna-Pet Friendly-Amazing Views

Huge Home & Studio-Hot Tub-Sauna-Pet Friendly-Amazing Views
Ellicottville
10.0 out of 10, Exceptional, (6)
"Awesome property! "
United States
Rashmi V.
$817 nightly
The price is $923
Dec 23 - Dec 24
Total with taxes and fees
Huge Home & Studio-Hot Tub-Sauna-Pet Friendly-Amazing Views
Terrace/patio
Hillside Getaway Ski-In Ski-Out Retreat in Ellicottville, NY Sleeps 4

Hillside Getaway Ski-In Ski-Out Retreat in Ellicottville, NY Sleeps 4

Hillside Getaway Ski-In Ski-Out Retreat in Ellicottville, NY Sleeps 4
Ellicottville
9.8 out of 10, Exceptional, (23)
"Beautifully decorated and clean Ellicottville is a fun town to visit"
United States
Kristen D.
$391 nightly
The price is $442
Jan 3 - Jan 4, 2026
Total with taxes and fees
Hillside Getaway Ski-In Ski-Out Retreat in Ellicottville, NY Sleeps 4
Property grounds
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
Ellicottville
10.0 out of 10, Exceptional, (64)
"Beautiful property close to everything!"
United States
joshua m.
$618 nightly
The price is $699
Dec 24 - Dec 25
Total with taxes and fees
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
TV, fireplace, stereo
Ski-in/out Condo, King Bed, 2 Full Baths

Ski-in/out Condo, King Bed, 2 Full Baths

Ski-in/out Condo, King Bed, 2 Full Baths
Ellicottville
9.8 out of 10, Exceptional, (13)
"Great location"
United States
Jamie C.
Ski-in/out Condo, King Bed, 2 Full Baths
Property grounds
Charming hillside haven townhome at Holiday Valley in Ellicottville

Charming hillside haven townhome at Holiday Valley in Ellicottville

Charming hillside haven townhome at Holiday Valley in Ellicottville
Ellicottville
10.0 out of 10, Exceptional, (4)
"Great memories made with friends in Ellicottville!!"
United States
Ann H.
$699 nightly
The price is $789
Jan 14 - Jan 15, 2026
Total with taxes and fees
Charming hillside haven townhome at Holiday Valley in Ellicottville
Fridge, microwave, oven, stovetop
Charming and cozy studio in Ellicottville, NY

Charming and cozy studio in Ellicottville, NY

Charming and cozy studio in Ellicottville, NY
Ellicottville
10.0 out of 10, Exceptional, (29)
"Great communication from the property owners, excellent place to stay. Close to everything, walkable into town of you wanted to. "
United States
CHRISTOPHER
$224 nightly
The price is $253
Dec 23 - Dec 24
Total with taxes and fees
Charming and cozy studio in Ellicottville, NY
Exterior
Charming 2-bedroom condo in superb Ellicottville with AC, WiFi

Charming 2-bedroom condo in superb Ellicottville with AC, WiFi

Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
Ellicottville
9.8 out of 10, Exceptional, (8)
"Beautiful place, felt very homey and comfortable. I am definitely looking to stay again in February. "
United States
Karen K.
$542 nightly
The price is $612
Dec 23 - Dec 24
Total with taxes and fees
Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
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

Microtel Inn & Suites by Wyndham Olean/Allegany

Microtel Inn & Suites by Wyndham Olean/Allegany

10/10 Excellent
"Staff was friendly . Room is a great value . Would be nice to have table and chairs for large rooms . "
brent 1-night trip
Posted 3 days ago
Microtel Inn & Suites by Wyndham Olean/Allegany

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.

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?

-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC : This vacation home rental near Olean offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 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 hot tub 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.