A river winding through a green landscape with a town in the background.

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
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Olean vacation rentals

Property grounds

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
9.0 out of 10, Wonderful, (27 reviews)
"cute little place with great views. "
United States
cheryl manzella Danny m.
$151 nightly
The price is $170
Jul 8 - Jul 9
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, (73 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.
$194 nightly
The price is $214
Jul 7 - Jul 8
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
$258 nightly
The price is $290
Jul 2 - Jul 3
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, (67 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.
$226 nightly
The price is $254
Jul 6 - Jul 7
Total with taxes and fees
Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
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
Jul 2 - Jul 3
Total with taxes and fees
Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite
Property grounds

Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley

Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley
Ellicottville
9.8 out of 10, Exceptional, (31 reviews)
"Perfect for our stay. Great location and accommodating host "
United States
Johanna G.
$233 nightly
The price is $263
Jul 22 - Jul 23
Total with taxes and fees
Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley
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)
"nice place - peaceful and water was nice and relaxing! "
United States
Lisa D.
$209 nightly
The price is $236
Jul 5 - Jul 6
Total with taxes and fees
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful 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, (57 reviews)
"Wonderful hosts! Place was clean and just right for our stay. "
United States
JOE S.
$209 nightly
The price is $236
Jul 2 - Jul 3
Total with taxes and fees
Working farmette at converted warehouse in the Allegany Mountains.
Exterior detail

Cozy Forest Cabin Near Allegheny Reservoir; Fire Pit, Porch, Pet Friendly

Cozy Forest Cabin Near Allegheny Reservoir; Fire Pit, Porch, Pet Friendly
Bradford
10.0 out of 10, Exceptional, (2 reviews)
"We will defiantly return! One of the most quiet, clean and comfortable places we have ever stayed. I would recommend this place over and over."
United States
Corry J.
$226 nightly
The price is $250
Jul 8 - Jul 9
Total with taxes and fees
Cozy Forest Cabin Near Allegheny Reservoir; Fire Pit, Porch, Pet Friendly
TV, fireplace, video games, stereo

SnowPine Condo, Sleeps 6, Patio, A/C

SnowPine Condo, Sleeps 6, Patio, A/C
Ellicottville
9.8 out of 10, Exceptional, (75 reviews)
"We had a great time. It was clean and they had everything we needed to make our stay comfortable. Thanks!"
Canada
Jenny R.
$219 nightly
The price is $246
Jul 7 - Jul 8
Total with taxes and fees
SnowPine Condo, Sleeps 6, Patio, A/C
Smart TV

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, (11 reviews)
"Great place to stay "
United States
Beth B.
$165 nightly
The price is $186
Jul 12 - Jul 13
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
Smethport
9.2 out of 10, Wonderful, (10 reviews)
"Such a great place to stay. Clean, welcoming and great communication with everything. Highly recommend for future visits!"
United States
Rhiana A.
$199 nightly
The price is $220
Jul 15 - Jul 16
Total with taxes and fees
Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Living area

Steamboat Bungalow

Steamboat Bungalow
Ellicottville
10.0 out of 10, Exceptional, (6 reviews)
"Excellent tiny house and convenient location."
United States
Mark M.
$316 nightly
The price is $357
Jul 2 - Jul 3
Total with taxes and fees
Steamboat Bungalow
Interior

Cozy Studio Near Holiday Valley & Village

Cozy Studio Near Holiday Valley & Village
Ellicottville
10.0 out of 10, Exceptional, (18 reviews)
"outstanding well equipped so cute clean i would totally recommend this Host the location awesome the little town super cute"
United States
Crewzilla K.
$206 nightly
The price is $232
Jul 5 - Jul 6
Total with taxes and fees
Cozy Studio Near Holiday Valley & Village
TV

Magical views, luxury living container house

Magical views, luxury living container house
Little Valley
10.0 out of 10, Exceptional, (3 reviews)
"Gorgeous views, not far away from the ski hills, well kept and tidy. Will be returning for sure! "
United States
Jacob C.
$367 nightly
The price is $389
Jul 7 - Jul 8
Total with taxes and fees
Magical views, luxury living container 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)
"Great!"
United States
Maria
$460 nightly
The price is $519
Jul 9 - Jul 10
Total with taxes and fees
The Eagles Nest, Couples Escape - Hot Tub & Views
Interior

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

Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Allegany
10.0 out of 10, Exceptional, (2 reviews)
"I wish there were more stars to give!The property is exquisite and the house brand new. There is nothing more you’d want or need staying here. The animals and experience being on the farm brought us serenity and peace. Chuck and Angela are the most wonderful hosts who have become friends. We are truly blessed to have stayed at the Barndominium!"
United States
Trish D.
$214 nightly
The price is $241
Jul 2 - Jul 3
Total with taxes and fees
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Outdoor dining

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

2-bedroom apartment in Village of Ellicottville perfect for your getaway.
Ellicottville
10.0 out of 10, Exceptional, (1 review)
"Very great place to stay with friends and family or even a solo get away. It’s in the heart of downtown Ellicotville, walkable distance to shops, restaurants, and much more. The apartment itself was very clean and the pictures matched exactly to the in person experience. Loved spending the nights on the balcony enjoying the fresh air. Close enough to feel apart of the downtown vibe without being direct in line with the main foot traffic. If I ever find myself in the area again this on the top of...
United States
Mark D.
$211 nightly
The price is $238
Jul 13 - Jul 14
Total with taxes and fees
2-bedroom apartment in Village of Ellicottville perfect for your getaway.
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.
$326 nightly
The price is $368
Jul 20 - Jul 21
Total with taxes and fees
Telluride Bungalow
Exterior

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, (71 reviews)
"It was even nicer than it looked in the photos. The beds were very comfortable and location regarding short distance from ski mountains and Ellicottville was great. It was so sweet too that they had snacks and a bottle of wine out as a welcome gift when we arrived. Loved this place. "
United States
Lindsay M.
$519 nightly
The price is $586
Jul 8 - Jul 9
Total with taxes and fees
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
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

Quality Inn & Suites Bradford

Quality Inn & Suites Bradford

10/10 Excellent
"Basic but good. Hotel dot com helped us negotiate one less night."
Clark 4-night trip
Posted 11 hours ago
Quality Inn & Suites Bradford

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 $170 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?

SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY! : 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. 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.

How many vacation rentals are there in Olean?

With 5 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.