Olean Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Olean vacation rentals

1 bedroom, desk, iron/ironing board, 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, (21 reviews)
"I loved staying here and would def come again. "
United States
Kaitlyn
The price is ￥12,767
￥23,432 total
includes taxes & fees
Mar 28 - Mar 29
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)
"Pet friendly, star gazing at its best. Great communications with owner. Lots of hiking nearby"
United States
Mark F.
The price is ￥23,430
￥33,809 total
includes taxes & fees
Mar 28 - Mar 29
Rustic Creekside Cabin
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)
"Warm and cozy, plenty of room to be comfortable with a large dog. Amazing views as always! A home away from home with allThe conveniences. Wanted to hike the trails, but my dog wasn’t a fan of of the deeper snow, despite his long legs. Having stayed here in the summer, I know the woods and trails would have been beautiful. "
United States
Lori F.
The price is ￥21,518
￥36,760 total
includes taxes & fees
Mar 29 - Mar 30
Stargazer-Magnificent Picturesque View-Dark Skies-Hiking-Biking-Wildlife-Pets
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, (65 reviews)
"Great location, great view off the deck. Maintained hiking trails was a great feature."
United States
Bryan G.
The price is ￥23,669
￥39,179 total
includes taxes & fees
Mar 29 - Mar 30
Serenity-Private, Secluded Cabin-Scenic Deck View of Sunset- Hiking-Pet friendly
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
The price is ￥41,003
￥64,346 total
includes taxes & fees
Mar 31 - Apr 1
The Eagles Nest, Couples Escape - Hot Tub & Views
Front of property

The Allen House

The Allen House
3.5 star property
Ellicottville
The price is ￥39,561
￥62,236 total
includes taxes & fees
Mar 29 - Mar 30
The Allen House
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.
The price is ￥17,533
￥29,588 total
includes taxes & fees
Mar 29 - Mar 30
2-bedroom guest house in charming Cuba with WiFi
Terrace/patio

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, (81 reviews)
"We came for the fall fest, this location was great. Exactly as listed ans had everything we could need. "
United States
Kristen D.
The price is ￥27,893
￥46,288 total
includes taxes & fees
Mar 29 - Mar 30
REST AT THE NEST! Water front home close to ski slopes and Ellicottville!
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, (50 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
The price is ￥26,299
￥36,562 total
includes taxes & fees
Mar 28 - Mar 29
Working farmette at converted warehouse in the Allegany Mountains.
House, Balcony, Courtyard View | Dining

The Kelly House

The Kelly House
3.0 star property
Ellicottville
The price is ￥46,263
￥76,187 total
includes taxes & fees
Mar 30 - Mar 31
The Kelly House
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
9.6 out of 10, Exceptional, (4 reviews)
"Such a great place to stay. Clean, welcoming and great communication with everything. Highly recommend for future visits!"
United States
Rhiana A.
The price is ￥17,931
￥23,283 total
includes taxes & fees
Apr 1 - Apr 2
Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Exterior

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

Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
Ellicottville
9.6 out of 10, Exceptional, (12 reviews)
"Beautiful place, felt very homey and comfortable. I am definitely looking to stay again in February. "
United States
Karen K.
The price is ￥47,817
￥77,267 total
includes taxes & fees
Mar 30 - Mar 31
Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
Smart TV, fireplace

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, (9 reviews)
"Awesome property! "
United States
Rashmi V.
The price is ￥75,011
￥151,764 total
includes taxes & fees
Mar 29 - Mar 30
Huge Home & Studio-Hot Tub-Sauna-Pet Friendly-Amazing Views
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)
"Owners are awesome, great place to stay, can’t wait to use again"
United States
Bradley
The price is ￥24,705
￥34,761 total
includes taxes & fees
Mar 31 - Apr 1
Active “farmette” New apartment (the Knotty Pine). Nearby restaurants, fitness
Interior

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

Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Allegany
The price is ￥26,538
￥37,373 total
includes taxes & fees
Apr 2 - Apr 3
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Property grounds

Alpine Hideaway

Alpine Hideaway
Great Valley
10.0 out of 10, Exceptional, (1 review)
"neat and tidy all amenities comfortable beds only thing my son didn't like to pull out mattress we would come back in a minute thank you for your hospitality."
United States
Tim P.
The price is ￥35,863
￥46,289 total
includes taxes & fees
Mar 29 - Mar 30
Alpine Hideaway
Smart TV, fireplace

4 Seasons of Fun, Ellicottville house that sleeps 16!

4 Seasons of Fun, Ellicottville house that sleeps 16!
Great Valley
10.0 out of 10, Exceptional, (11 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.
The price is ￥41,242
￥125,312 total
includes taxes & fees
Mar 30 - Mar 31
4 Seasons of Fun, Ellicottville house that sleeps 16!
Living area

Zermatt Loft

Zermatt Loft
Ellicottville
10.0 out of 10, Exceptional, (7 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.
The price is ￥38,254
￥68,983 total
includes taxes & fees
Apr 1 - Apr 2
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
Chamonix Loft
Terrace/patio

The Eagles Nest – Couples Escape - Hot Tub & Views!

The Eagles Nest – Couples Escape - Hot Tub & Views!
Ellicottville
10.0 out of 10, Exceptional, (6 reviews)
"beautiful spot, would go again."
United States
Michael P.
The price is ￥47,179
￥85,732 total
includes taxes & fees
Mar 29 - Mar 30
The Eagles Nest – Couples Escape - Hot Tub & Views!
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

Seneca Allegany Resort & Casino

Seneca Allegany Resort & Casino

10/10 Excellent
"Great rooms and dinner was magnificent! Breakfast buffet wasn't the best but overall great time! "
April 1-night trip
Posted 1 day ago
Seneca Allegany Resort & Casino

Find out more about Olean

Search for holiday rentals in Olean on Expedia! You can easily find your home rentals, villas, holiday apartments in Olean using one of the methods below:

  • View our selection of featured holiday rentals in Olean
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  • Enter your travel dates to view the best deals on holiday rentals in Olean while they last

Look no further and take a look at our great range of rental properties in Olean!

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?

⛷️ Stunning 8 Bed Mountain Chalet | Steps from Holiday Valley | Hot Tub, Sauna, Theatre & Bar: This vacation home rental near Olean is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

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.