Olean Holiday Rentals

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Holiday Rentals in Olean

Cozy Country Get Away Suite with a view of the Enchanted Mountains
10.0 out of 10, Exceptional, (4)
"It was quiet and peaceful. Very cozy and would definitely stay again. "
The price is NZ$232
per night
2 Jun - 3 Jun
Cozy Country Get Away Suite with a view of the Enchanted Mountains
All-Season ski chalet in Ellicottville, NY, outdoor hot tub with stunning views!
9.8 out of 10, Exceptional, (211)
"Very nice house with lots of room and activities. Peaceful location but close to town."
All-Season ski chalet in Ellicottville, NY, outdoor hot tub with stunning views!
Come and enjoy some peace and quiet at the Pumpkin hollow Inn
9.8 out of 10, Exceptional, (114)
"We arrived Friday May 24th 2024 at around 6:30ish. Has been awhile since I’ve been in New York State. No cell service and it wasn’t until I signed back into VRBO that I received instructions how to get into the cabin. Cabin is absolutely gorgeous. As others commented about the smell of smoke, well yeah, there is a wood stove. I heat my mountain home with wood, smelled of home. We brought our lovely lady along with us, she is 9 years old, she isn’t a fan of the flooring lucky we brought her bed....
Come and enjoy some peace and quiet at the Pumpkin hollow Inn
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New & Stunning Chalet!⛷ A+ Reno, Hot-Tub, Barrel Sauna, Slope Views, Fire Pit🔥
10.0 out of 10, Exceptional, (28)
"What a beautiful lace to stay with plenty of amenities and privacy! Owner is incredible responsive and graceful. Looking forward to staying there again!"
New & Stunning Chalet!⛷ A+ Reno, Hot-Tub, Barrel Sauna, Slope Views, Fire Pit🔥
Working farmette at converted warehouse in the Allegany Mountains.
9.8 out of 10, Exceptional, (22)
"We went to escape city life and experience a little country living and boy did this place deliver. Baby goats and free range chickens and kind hosts made this weekend getaway just what we needed. Additionally my daughter accidentally left her beloved stuffed animal behind and the host offered to mail it to us when they found it. Highly recommend."
The price is NZ$360
per night
2 Jun - 3 Jun
Working farmette at converted warehouse in the Allegany Mountains.
Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond
9.8 out of 10, Exceptional, (54)
"This is a lovely, quiet, peaceful place. This is our second visit. I highly recommend this place."
The price is NZ$378
per night
3 Jun - 4 Jun
Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond
One of a kind Treehouse on the Genesee River
9.0 out of 10, Wonderful, (22)
"Plumbing was a challenge because couldn’t wash dishes without boiling water and didn’t want to wash ourselves or brush our teeth with the smelly water. Also, the propane only lasted 2 days; was dead on 3rd day (probably because of boiling water). We enjoyed the solitude, even though the road noise is present. All in all it was a pleasant couple days as we lucked out with beautiful weather."
One of a kind Treehouse on the Genesee River
Best location! Large home with fire pit just steps to downtown Ellicottville
9.8 out of 10, Exceptional, (148)
"We had a get together for a friends weekend at this place. Lots of sleeping areas for a large group, great outdoor deck and yard area for being outside, and prime location to walk downtown and enjoy Ellicottville!"
Best location! Large home with fire pit just steps to downtown Ellicottville
Lovely Cottage That Is Completely New With All The Luxuries You Would Want!
10.0 out of 10, Exceptional, (106)
"I had to be in the Ellicotville area for work and we found this cute cabin to stay through VRBO. We couldn't have imagined how amazing this cabin would be. The communication with the owners was easy. Both Madeline and Bette were very helpful and polite. The view from the screened in porch into the state forest is so relaxing. The interior of the cabin is beautiful and about as relaxing as the porch. We couldn't decide whether to sit inside or outside. The location is close to town yet far enough...
Lovely Cottage That Is Completely New With All The Luxuries You Would Want!
Beautiful 6 bedroom Ellicottville Chalet
10.0 out of 10, Exceptional, (35)
"I went with a group of 16 and we had an amazing stay! It is located on a quiet street about 5 minutes from town. We had a handful of out of town folks who were driving in the dark and they found the house with ease. The place was very clean with plenty of room for our entire group. The host, Amy was quick to respond and made sure we were in complete comfort during our stay! I highly recommend and would easily stay here again!"
Beautiful 6 bedroom Ellicottville Chalet
Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit
10.0 out of 10, Exceptional, (72)
"Great cottage"
Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit
Rustic Creekside Cabin
9.8 out of 10, Exceptional, (57)
"We only rented the cabin for the night and unfortunately we had bad weather luck of the draw haha but we still had an amazing time it was nice to get away from technology for a little while and just relax, beautiful cabin and property would definitely come again"
The price is NZ$362
per night
2 Jun - 3 Jun
Rustic Creekside Cabin
COME REST AT THE NEST! Year round, water front home close to Ellicottville!
10.0 out of 10, Exceptional, (52)
"Beautiful place inside and out! This was our second visit to the nest and continues to impress. Monica was so helpful and sweet. We look forward to next year!"
The price is NZ$440
per night
4 Jun - 5 Jun
COME REST AT THE NEST! Year round, water front home close to Ellicottville!
New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly
9.6 out of 10, Exceptional, (28)
"Great spot. Not large, but makes good use of the available space. Nice covered porch/back deck area w/ grill & firepit adds much to the experience. Close to shops & dining. "
The price is NZ$417
per night
4 Jun - 5 Jun
New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly
Fantastic lake house on the south shore of Cuba Lake.
Fantastic lake house on the south shore of Cuba Lake.
Charming Modern Victorian in the Village of EVL
10.0 out of 10, Exceptional, (24)
"Girls weekend trip - the house is beautiful! Very, very clean! Stocked with anything & everything you need. Close to town, about a 10min walk. Corey was wonderful to work with; very kind & always quick to respond. You will not go wrong at this place :)"
Charming Modern Victorian in the Village of EVL
Renovated 2 bed, 1 bath condo, scenic views, king bed, patio with grill, AC
9.8 out of 10, Exceptional, (51)
"We really enjoyed our stay. Booking and check in were easy, all via the vrbo app. The place was as advertised, clean, and comfy. The WiFi wasn’t working, but a quick message to the owner and we figured out the power strip for the router and modem had come loose, probably during cleaning. Once plugged in everything worked great! The one downside was no snow for skiing, so we went to Niagara Falls. Would book again!"
The price is NZ$283
per night
2 Jun - 3 Jun
Renovated 2 bed, 1 bath condo, scenic views, king bed, patio with grill, AC
Renovated 3 bed, 2 bath condo, scenic views, king bed, patio with grill, AC
10.0 out of 10, Exceptional, (52)
"Even with a steady rain it was lovely."
The price is NZ$353
per night
4 Jun - 5 Jun
Renovated 3 bed, 2 bath condo, scenic views, king bed, patio with grill, AC
⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️
9.8 out of 10, Exceptional, (24)
"...with great location and good comms with the host."
⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️
Luxurious Chalet! Hot-tub, Bonfire & A+ Location for Skiing/Town
10.0 out of 10, Exceptional, (24)
"Beautiful Chalet! Clean, great location/hosts! See you next year!"
Luxurious Chalet! Hot-tub, Bonfire & A+ Location for Skiing/Town
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See all available properties in Olean
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.

Other types of properties in Olean you may be interested in

Microtel Inn & Suites by Wyndham Olean/Allegany
2.0 star property
8.4 out of 10, Very good, (1000)
"Great experience "
The price is NZ$180
per night
27 Jun - 28 Jun
Microtel Inn & Suites by Wyndham Olean/Allegany
Best Western Plus University Inn
2.5 star property
8.6 out of 10, Excellent, (647)
"It was all Good and rewarding "
The price is NZ$193
per night
17 Jun - 18 Jun
Best Western Plus University Inn
Holiday Inn Express Olean, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (593)
"Staff was very efficient ! "
The price is NZ$217
per night
26 Jun - 27 Jun
Holiday Inn Express Olean, an IHG Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Olean holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Olean. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Olean. Seeing all the best attractions is bound to make you fall in love with Olean. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Olean short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Olean?

Yes, there are holiday rentals in Olean close to Cutco-Ka-Bar Visitors Center, 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?

Fantastic lake house on the south shore of Cuba Lake.: This holiday home rental outside of Olean is located on a lake, and has a balcony, a garden 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. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Olean?

With 7 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 enjoy the outdoors, whereas family-friendly attractions include Cutco-Ka-Bar Visitors Center. 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.

Recent reviews of Olean properties
Expedia verified reviews