Olean Holiday Rentals

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Holiday Rentals in Olean

Exterior
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 AU$218
includes taxes & fees
27 May - 28 May
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Property grounds
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!
Property grounds
Charming Log Cabin on Private Pond Nestled in Woods.
9.8 out of 10, Exceptional, (306)
"If you are looking for absolute peace and quiet and just the sounds of nature then this is your place to visit. The charm and craftsmanship of this cabin is a must see. Great communication with the host and the cabin has everything you need. Highly recommend."
Charming Log Cabin on Private Pond Nestled in Woods.
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View from property
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
Property grounds
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🔥
Private kitchen
Working farmette at converted warehouse in the Allegany Mountains.
9.8 out of 10, Exceptional, (21)
"Our son is at St Bonaventure this was the perfect distance! I loved the animals! Thanks again!"
The price is AU$336
includes taxes & fees
24 May - 25 May
Working farmette at converted warehouse in the Allegany Mountains.
Property grounds
Fantastic lake house on the south shore of Cuba Lake.
The price is AU$669
includes taxes & fees
28 May - 29 May
Fantastic lake house on the south shore of Cuba Lake.
Exterior
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
View from property
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!
View from property
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
Property grounds
Spacious Chalet , exceptional view, walk to Village, Hot tub , A/C , fire pit
9.8 out of 10, Exceptional, (79)
"It was a wonderful stay! We stay at many EVL properties throughout the year, and this one was top notch! Cant wait to come back again!"
Spacious Chalet , exceptional view, walk to Village, Hot tub , A/C , fire pit
Terrace/patio
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 AU$336
includes taxes & fees
24 May - 25 May
Rustic Creekside Cabin
Property grounds
Come and enjoy some peace and quiet at the Pumpkin hollow Inn
9.8 out of 10, Exceptional, (113)
"Gathered here for a nearby Saint Bonaventure graduation event! One night had the whole family over for a barbecue and fire pit get together. It was perfect."
Come and enjoy some peace and quiet at the Pumpkin hollow Inn
Golf
New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly
9.6 out of 10, Exceptional, (28)
"Check in process was smooth and host even provides a detailed summary of recommended bars, entertainment, and dining options. Vicinity to downtown strip and Holiday Valley make this a nice options for those traveling to town."
The price is AU$391
includes taxes & fees
28 May - 29 May
New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly
Microwave, oven, stovetop, dishwasher
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
Smart TV, fireplace, books
Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit
10.0 out of 10, Exceptional, (71)
"This was exactly what we were looking for: privacy and access to nature. Cottage was well maintained and comfortable. We cooked most of our meals right in the kitchen and had to spend some time indoors due to rain, and it was no issue at all. There's some great outdoor spaces including a short trail up the hill across the road. Host was responsive to communication and the check-in/check-out process was easy. We are looking forward to coming back some day."
Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit
Living area
Renovated 2 bed, 1 bath condo, scenic views, king bed, patio with grill, AC
9.8 out of 10, Exceptional, (50)
"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 AU$263
includes taxes & fees
27 May - 28 May
Renovated 2 bed, 1 bath condo, scenic views, king bed, patio with grill, AC
Property grounds
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 AU$411
includes taxes & fees
28 May - 29 May
COME REST AT THE NEST! Year round, water front home close to Ellicottville!
Aerial view
Renovated 2 bed, 1 bath condo, scenic views, king bed, patio with grill, AC
9.8 out of 10, Exceptional, (47)
"The owner was very helpful with quick responses. The place was small, but very cozy and quiet. The place had everything we needed for a quick relaxing getaway. The only downside was there were alot of steps to get in and out of the place and unfortunately, I aways over pack, which meant more trips for my husband. But once inside it was very sweet. The nearby town had nice restuarants and some shopping."
The price is AU$263
includes taxes & fees
27 May - 28 May
Renovated 2 bed, 1 bath condo, scenic views, king bed, patio with grill, AC
Fridge, microwave, stovetop, dishwasher
33 W. Washington - Large Village Home with Room for the Whole Family!
9.8 out of 10, Exceptional, (64)
"Lots of room for everyone. Very clean. Extra utensils and plates. Many pots and pans. The frying pans need to be replaced. Thank you for the extras in the cupboards and beverages on the kitchen counter. It was great for everyone!"
33 W. Washington - Large Village Home with Room for the Whole Family!
Don't see what you're looking for?
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.

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.)

Other types of properties in Olean you may be interested in

Premium bedding, desk, laptop workspace, blackout curtains
Best Western Plus University Inn
2.5 star property
8.6 out of 10, Excellent, (645)
"not very noisy"
The price is AU$180
includes taxes & fees
16 June - 17 June
Best Western Plus University Inn
Standard Room, 2 Queen Beds
Holiday Inn Express Olean, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (590)
"I was very surprised to see that you were charged $283.18 for my two night stay and you charged me $350.28 for the same stay. That is quite the mark up. I will think twice before I use your service again. "
The price is AU$208
includes taxes & fees
23 June - 24 June
Holiday Inn Express Olean, an IHG Hotel
Premium bedding, desk, iron/ironing board, free cots/infant beds
Microtel Inn & Suites by Wyndham Olean/Allegany
2.0 star property
8.6 out of 10, Excellent, (1000)
"The hotel was undergoing renovations. We had an updated room; however the room was a little small. No closet to hang clothing ( it had knobs to hang items from the wall. Air condition unit was very noise. "
The price is AU$170
includes taxes & fees
16 June - 17 June
Microtel Inn & Suites by Wyndham Olean/Allegany
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.

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$218 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. 

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

Seneca Allegany Resort & Casino

Seneca Allegany Resort & Casino

5/5 Excellent
"We truly enjoyed our stay at this hotel. Everything was perfect. Staff was excellent and the room was exceptional. Would highly recommend to anyone going to NY."
A verified traveller stayed at Seneca Allegany Resort & Casino
Posted 1 day ago
Seneca Allegany Resort & Casino