Olean Holiday Rentals from AU$230: Search Short-Term Rentals

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Holiday Rentals in Olean

"great little getaway, very beautiful places around to drive to!"

includes taxes & fees

17 Feb - 18 Feb

"Great house to relax in after skiing!"

includes taxes & fees

2 Mar - 3 Mar

"We had the best stay, great location - close to the slopes. The property was clean and cozy. Cheryl was very thoughtful and accommodating throughout our trip. We would definitely stay here again!"

"It was my son’s 14th birthday and we wanted to celebrate with a few of his best friends with a day of skiing and overnight stay. This place was so comfy and cozy and everything we were looking for! Would highly recommend! "

includes taxes & fees

11 Mar - 12 Mar

"Loved the house, had a great time. "

"Great stay! Large open areas for multi family group. 10 minutes to Holiday Valley and fun little town."

"Great set up for a group or family"

includes taxes & fees

13 Feb - 14 Feb

"This house is absolutely beautiful. All of the beds are very nice quality. Every one of us commented on the comfort of the mattress.. Very clean. And close to town."

includes taxes & fees

4 Mar - 5 Mar

"This was our second stay and it was great. We love the cleanliness and the owners attention to detail. It’s also well stocked! Such a wonderful place to stay with family "

"Perfect accommodations for 2 families on a quick weekend ski trip to Holiday Valley Love that every room is different to meet the needs of different groups and great location"

includes taxes & fees

23 Feb - 24 Feb

"We had our annual retreat at the house — it slept 19 comfortably. The huge table is great for games, and the open floor plan is great for a big group. The bears and other stuffed heads add some flavor, for sure. We loved the foosball and hockey and video games downstairs, and the hot tub was great after skiing Holiday Valley. We would definitely do it again! "

"chalet was clean, had comfortable beds, and kitchen had what we needed"

"We had a wonderful weekend at the house. I was a perfect winter getaway, The house was very clean and comfy. We loved the proximity to all that Ellicottville offers. Our son enjoyed the video games. It as also great the we were able to bring our dog with us. We will be back. "

"Review Title: Perfect Ski Getaway for Families!We recently stayed at this fantastic VRBO ski rental with another family, and we couldn’t have asked for a better experience! The house was spotless and incredibly well-maintained, with every detail thoughtfully attended to. From the moment we arrived, the welcoming atmosphere set the tone for a wonderful stay. The host went above and beyond, greeting us with a thoughtful guest basket filled with treats and essentials—such a warm touch!The layout of...

"My wife and I very much enjoyed this property. It’s a beautifully rustic cabin that’s literally 20 feet above the ground in the trees. It’s set back in the woods but not far from the road and the town of Belfast. The place is well-built and very clean. You will need to bring outdoor chairs, your own towels and warm clothing if it’s in the cooler months. It was a great experience. "

"We had a very good weekend. The place is big and offers plenty of space to enjoy yourself. The hosts were great and easy to communicate with. We will definitely use again. "

includes taxes & fees

13 Feb - 14 Feb

"Good"

"Nice clean space "

includes taxes & fees

13 Feb - 14 Feb

"The house is great. No problems whatsoever. Would definitely stay here again. Thank you."

"Very nice stay. Quiet, with a cozy fireplace. The view was beautiful. Clean and everything we needed.Thank you for a grsar stay."

includes taxes & fees

23 Feb - 24 Feb

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"Great place to stay passing through Olean. "

includes taxes & fees

9 Mar - 10 Mar

Premium bedding, desk, laptop workspace, blackout curtains

"Check in was easy, friendly welcome and made us aware of accommodation offered."

includes taxes & fees

9 Mar - 10 Mar

Premium bedding, desk, iron/ironing board, free WiFi

"Very clean and modern rooms. Back stairwells were even clean. Only area of some improvement is limited parking near the building "

includes taxes & fees

24 Feb - 25 Feb

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 favourite 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 depend 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 AU$230 per night. Entering your travel dates in the search wizard might find you 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.

Olean Holiday Home Travel Info

Popular accommodation	Olean private holiday homes
Known landmarks	St. Bonaventure University, Rock City Park and Gargoyle Park
International airport	Buffalo, NY (BUF-Buffalo Niagara Intl.)

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?

Location! Holiday Valley. Great Hill View & Includes Ski Locker in Main Lodge!: This holiday home rental outside of Olean is located in the mountains, and has a lap pool, a fireplace and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a balcony and a selection of games.

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.

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Olean Holiday Rentals

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Holiday Rentals in Olean

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

New & Stunning Chalet!⛷ A+ Reno, Hot-Tub, Barrel Sauna, Slope Views, Fire Pit🔥

Location! Holiday Valley. Great Hill View & Includes Ski Locker in Main Lodge!

Holiday Valley Ski-In/Ski-Out Condo

All-Season ski chalet in Ellicottville, NY, outdoor hot tub with stunning views!

Beautiful 6 bedroom Ellicottville Chalet

Renovated Ski in/out Condo, King Bed, Patio, Grill

-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit

Timberline Lodge - Downtown Ellicottville - Suite 102

Hidden Gem💎Large Ellicottville Chalet🍁Woods⛷ Hot Tub 🕹️ Arcade Fun 🔥Fire Pit

3-bedroom chalet with Slopes View in Ellicottville

Book your ski getaway! Prime location, walk to town. Pet friendly.

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

One of a kind Treehouse on the Genesee River

Working farmette at converted warehouse in the Allegany Mountains.

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

Luxurious ski in-ski out slopeside condo.

Beautiful chalet on 5 acres - 2 min to Village!👌 Hot-Tub, Sauna, Fire Pit🔥

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

Other types of properties in Olean you may be interested in

Holiday Inn Express Olean by IHG

Best Western Plus University Inn

Microtel Inn & Suites by Wyndham Olean/Allegany

Find out more about Olean

Olean Holiday Home Travel Info

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