Olean Holiday Rentals

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Holiday Rentals in Olean

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

9.4 out of 10, Exceptional, (18)
"I loved staying here and would def come again. "
The price is NZ$252
includes taxes & fees
5 Oct - 6 Oct
Cozy Country Get Away Suite with a view of the Enchanted Mountains

One of a kind Treehouse on the Genesee River

9.0 out of 10, Wonderful, (42)
"Our treehouse stay was absolutely amazing and the perfect way to kick off summer for our family. Tucked away just off a main road, it felt secluded and peaceful, yet made for a great base to take little day trips and explore the charming surrounding towns.One of the highlights was the field full of fireflies at night—it felt truly magical under a sky blanketed with stars. Being right on the Genesee River and White Creek gave us the chance to explore the shoreline, our 8 year old son loved...
One of a kind Treehouse on the Genesee River

Charming Log Cabin on Private Pond Nestled in Woods Near Holiday Valley Resort

10.0 out of 10, Exceptional, (351)
"Perfect location and perfect size cabin for three adults "
Charming Log Cabin on Private Pond Nestled in Woods Near Holiday Valley Resort

Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room

9.8 out of 10, Exceptional, (152)
"It was perfect. "
The price is NZ$1,215
includes taxes & fees
6 Oct - 7 Oct
Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room

3 Bedroom Townhouse with Hot Tub

9.6 out of 10, Exceptional, (21)
"Very nice time will definitely return."
3 Bedroom Townhouse with Hot Tub

Family & Friends Retreat w/HotTub, Amazing Views, 5 big bedrooms & 14 acres

9.2 out of 10, Wonderful, (10)
"Perfect for our large group with lots of beds, and close proximity to skiing and downtown. "
Family & Friends Retreat w/HotTub, Amazing Views, 5 big bedrooms & 14 acres

33 W. Washington - Large Village Home with Room for the Whole Family!

9.6 out of 10, Exceptional, (80)
"Had a great stay as always!"
The price is NZ$1,056
includes taxes & fees
5 Oct - 6 Oct
33 W. Washington - Large Village Home with Room for the Whole Family!

Rustic Creekside Cabin

9.8 out of 10, Exceptional, (71)
"Potter county is a little piece of heaven! The cabin was rustic, the stars were amazing and there were fireworks on the 4th! The owner was a gentleman and a pleasure to talk with"
The price is NZ$371
includes taxes & fees
5 Oct - 6 Oct
Rustic Creekside Cabin

NEWLY BUILT condo - premium features, game room, firepit, short walk to village

10.0 out of 10, Exceptional, (17)
"Thank you for a great stay"
The price is NZ$1,490
includes taxes & fees
31 Oct - 1 Nov
NEWLY BUILT condo - premium features, game room, firepit, short walk to village

Ellicottville all-Season chalet

9.8 out of 10, Exceptional, (254)
"This was the perfect house for a family getaway! They had everything you could need for the weekend. I would definitely recommend this to others! "
Ellicottville all-Season chalet

Come and enjoy some peace and quiet at the Pumpkin hollow Inn

9.8 out of 10, Exceptional, (136)
"Nice and quiet little get a way. Would recommend to anyone looking for a breather from everyday life. "
Come and enjoy some peace and quiet at the Pumpkin hollow Inn

Lovely Cottage That Is Completely New With All The Luxuries You Would Want!

10.0 out of 10, Exceptional, (124)
"The location is so tranquil, the home has all the comforts of home, and the host is truly a gem!"
Lovely Cottage That Is Completely New With All The Luxuries You Would Want!

Luxurious Ellicottville Chalet with view of slopes & min to town! Pet Friendly!

10.0 out of 10, Exceptional, (21)
"Great property was perfect for our executive offsite meeting."
Luxurious Ellicottville Chalet with view of slopes & min to town! Pet Friendly!

Rental House located TWO minutes walking distance to Ellicottville town!

10.0 out of 10, Exceptional, (70)
"We have been going to holiday valley for 27 years and our stay here checked all the boxes. As advertisedGreat locationPlenty of roomEveryone had their own bathWill be staying here again"
Rental House located TWO minutes walking distance to Ellicottville town!

Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated

9.8 out of 10, Exceptional, (53)
"Great location, great communication with owner, great snow! Perfect size for family of 4. "
The price is NZ$673
includes taxes & fees
6 Oct - 7 Oct
Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated

Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

9.6 out of 10, Exceptional, (7)
"Great time, perfect place for our little getaway. Loved the hot tub!"
The price is NZ$376
includes taxes & fees
13 Oct - 14 Oct
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

COME REST AT THE NEST! Year round, water front home close to Ellicottville!

10.0 out of 10, Exceptional, (69)
"We have stayed here several times and its always perfect. Look forward to coming back!"
COME REST AT THE NEST! Year round, water front home close to Ellicottville!

Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.

9.8 out of 10, Exceptional, (17)
"Great spot, friendly owner, lot's of fun things to do, just an overall great time! "
Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.

⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️

9.8 out of 10, Exceptional, (33)
"Great location and the place was very clean"
⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️

Breathtaking views, modern container design

2.0 star property
10.0 out of 10, Exceptional, (2)
"Quiet, beautiful, great views of the stars, sunset and sunrise! Would love to go back."
The price is NZ$560
includes taxes & fees
21 Oct - 22 Oct
Breathtaking views, modern container design
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

Find out more about Olean

Find out more about Olean

Everything you need to know about Olean holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Olean holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Olean holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Olean holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Olean holiday rentals we have selected for you start as low as NZ$252 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Olean rentals

At Expedia, we put the best Olean holiday 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 holiday.

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 holiday rentals in Olean?

Yes, there are holiday rentals close to the most popular sights in Olean, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Olean has a good selection of restaurants. Make sure you have time to check out the architecture and shopping during your trip.

What are some of the best holiday rentals that Olean has to offer?

Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room : This holiday home rental outside of Olean is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Olean?

With 5 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find St. Bonaventure University and Cuba Lake.

What’s a holiday rental in Olean like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Olean. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.