A river winding through a green landscape with a town in the background.

Olean Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Olean holiday rentals

Property grounds

1. 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
9.0 out of 10, Wonderful, (31 reviews)
"Was a nice spot you relax while in town for a softball tournament!"
United States
Denise
The price is AU$207
includes taxes & fees
8 Sept - 9 Sept
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Private kitchen

2. Working farmette at converted warehouse in the Allegany Mountains.

Working farmette at converted warehouse in the Allegany Mountains.
Allegany
10.0 out of 10, Exceptional, (63 reviews)
"Loved the place very spacious."
United States
Philip M.
The price is AU$330
includes taxes & fees
31 Aug - 1 Sept
Working farmette at converted warehouse in the Allegany Mountains.
Interior

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

Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Allegany
10.0 out of 10, Exceptional, (7 reviews)
"I wish there were more stars to give!The property is exquisite and the house brand new. There is nothing more you’d want or need staying here. The animals and experience being on the farm brought us serenity and peace. Chuck and Angela are the most wonderful hosts who have become friends. We are truly blessed to have stayed at the Barndominium!"
United States
Trish D.
The price is AU$366
includes taxes & fees
3 Sept - 4 Sept
Serene 2-bedroom “Barndominium” apartment in Allegany perfect for your getaway
Living area

4. 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, (13 reviews)
"Cute little place in a nice small town."
United States
Abigail
The price is AU$270
includes taxes & fees
31 Aug - 1 Sept
2-bedroom guest house in charming Cuba with WiFi
Exterior

5. SnowPine Condo, King Bed, Patio + Fireplace

SnowPine Condo, King Bed, Patio + Fireplace
Ellicottville
9.4 out of 10, Exceptional, (37 reviews)
"Great place, will be back. "
Canada
Michael V.
The price is AU$230
includes taxes & fees
1 Sept - 2 Sept
SnowPine Condo, King Bed, Patio + Fireplace
Interior

6. Cozy Studio Near Holiday Valley & Village

Cozy Studio Near Holiday Valley & Village
Ellicottville
10.0 out of 10, Exceptional, (21 reviews)
"outstanding well equipped so cute clean i would totally recommend this Host the location awesome the little town super cute"
United States
Crewzilla K.
The price is AU$268
includes taxes & fees
2 Sept - 3 Sept
Cozy Studio Near Holiday Valley & Village
Dining

7. Cozy Studio with Fireplace, King Bed, A/C

Cozy Studio with Fireplace, King Bed, A/C
Ellicottville
10.0 out of 10, Exceptional, (17 reviews)
"Lovely place to stay with all of the essentials! Super cozy vibe. Host is very responsive. Would recommend!!"
United States
Anastasia
The price is AU$268
includes taxes & fees
1 Sept - 2 Sept
Cozy Studio with Fireplace, King Bed, A/C
Property grounds

8. Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley

Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley
Ellicottville
9.6 out of 10, Exceptional, (34 reviews)
"Wonderful condo! Great location, perfectly described with lots of amenities not listed. Easy check in. Stacey is a great host and we look forward to staying again! Great off season value too. So nice to just relax but also lots to do!"
United States
Thomas
The price is AU$325
includes taxes & fees
31 Aug - 1 Sept
Quiet & Cozy Condo. Cool A/C & streaming. Walk to town & Holiday Valley
Living area

9. SnowPine Condo, Sleeps 6, Patio, A/C

SnowPine Condo, Sleeps 6, Patio, A/C
Ellicottville
9.8 out of 10, Exceptional, (79 reviews)
"Loved our stay!"
United States
Shannon S.
SnowPine Condo, Sleeps 6, Patio, A/C
Outdoor dining

10. 2-bedroom apartment in Village of Ellicottville perfect for your getaway.

2-bedroom apartment in Village of Ellicottville perfect for your getaway.
Ellicottville
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! The property was clean, comfortable, and exactly as described. The location was great, and everything we needed was readily available. The host was friendly, responsive, and made the entire experience easy from start to finish. We would definitely stay here again and highly recommend it to others!"
United States
Erin W.
The price is AU$365
includes taxes & fees
22 Sept - 23 Sept
2-bedroom apartment in Village of Ellicottville perfect for your getaway.
Private kitchen

11. Walk to Slopes & Town Studio

Walk to Slopes & Town Studio
Ellicottville
9.8 out of 10, Exceptional, (42 reviews)
"Great place. Perfect for 2 people, neat and tidy, very comfortable, great location."
United States
John H.
The price is AU$223
includes taxes & fees
9 Sept - 10 Sept
Walk to Slopes & Town Studio
Property grounds

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

Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Ellicottville
9.8 out of 10, Exceptional, (83 reviews)
"nice place - peaceful and water was nice and relaxing! "
United States
Lisa D.
The price is AU$325
includes taxes & fees
31 Aug - 1 Sept
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Terrace/patio

13. Rustic Creekside Cabin

Rustic Creekside Cabin
Shinglehouse
9.8 out of 10, Exceptional, (75 reviews)
"Pet friendly, star gazing at its best. Great communications with owner. Lots of hiking nearby"
United States
Mark F.
The price is AU$304
includes taxes & fees
31 Aug - 1 Sept
Rustic Creekside Cabin
Living area

14. Holiday Valley Ski-In/Ski-Out Condo

Holiday Valley Ski-In/Ski-Out Condo
Great Valley
10.0 out of 10, Exceptional, (71 reviews)
The price is AU$396
includes taxes & fees
31 Aug - 1 Sept
Holiday Valley Ski-In/Ski-Out Condo
Exterior

15. SnowPine Condo, King Bed, 2 Full Baths

SnowPine Condo, King Bed, 2 Full Baths
Ellicottville
9.8 out of 10, Exceptional, (22 reviews)
"Great location to the slopes. "
United States
Michelle L.
SnowPine Condo, King Bed, 2 Full Baths
Exterior

16. Honest Abe Frame @ Sunrise

Honest Abe Frame @ Sunrise
Ellicottville
9.4 out of 10, Exceptional, (3 reviews)
"“This place is absolutely awesome! The rooms are very nice and super clean. The hospitality was outstanding – welcoming, and always ready to help. I truly enjoyed my stay and would highly recommend this place to anyone looking for comfort and great service.”"
United States
PARTH
The price is AU$384
includes taxes & fees
31 Aug - 1 Sept
Honest Abe Frame @ Sunrise
Property grounds

17. Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets

Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets
Wellsville
9.8 out of 10, Exceptional, (21 reviews)
"Really enjoyed the isolated cabin on a beautiful property. We had a fantastic stay. "
United States
Anonymous traveller
The price is AU$357
includes taxes & fees
31 Aug - 1 Sept
Ebb~n~Flow-Rustic-Solar Cabin-Heated-Hiking-Biking-Pond-Wildlife-Dark Skies-Pets
Property grounds

18. Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite

Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite
Wellsville
10.0 out of 10, Exceptional, (1 review)
The price is AU$262
includes taxes & fees
31 Aug - 1 Sept
Blue Moon - Dark Skies, Spacious, Quiet, Fully Furnished Campsite
Interior

19. SnowPine Condo, Sleeps 8, A/C, Fireplace

SnowPine Condo, Sleeps 8, A/C, Fireplace
Ellicottville
10.0 out of 10, Exceptional, (74 reviews)
"Great appliances, very clean and great spot to hop on the slopes! "
United States
Emma W.
The price is AU$343
includes taxes & fees
31 Aug - 1 Sept
SnowPine Condo, Sleeps 8, A/C, Fireplace
Private kitchen

20. Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home

Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
Smethport
9.4 out of 10, Exceptional, (13 reviews)
"Cozy is a great way to describe this house. We felt right at home when we checked in."
United States
Carissa C.
The price is AU$327
includes taxes & fees
1 Sept - 2 Sept
Smitty's Cozy Corner in Smethport, PA. Spaciously 4-bedroom home
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

Gallets House B&B

Gallets House B&B

10/10 Excellent
"A true B&B. You stay in a home full of antiques and historical photographs. The host was lovely and welcoming. I was on a business trip I had limited time on the premise, would have loved to sit in the living room a bit longer!"
Paul 2-night trip
Posted 14 hours ago
Gallets House B&B

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$207 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 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?

Best Location! NEW HOT TUB/Games/Bar/Yard/Outdoor Movie Theater/Etc!: This holiday home rental outside of Olean is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 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 private 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 6 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.