Olean Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Olean

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

Olean
9.4 out of 10, Exceptional, (18)
"I loved staying here and would def come again. "
United States
Kaitlyn
The price is AU$230
includes taxes & fees
27 Nov - 28 Nov
Cozy Country Get Away Suite with a view of the Enchanted Mountains

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

Ellicottville
9.8 out of 10, Exceptional, (73)
"We did a trip that had us stopping in Erie PA for two days then to Buffalo to see the falls for two days. We did a high end loft in Buffalo. After staying in 4 different places this was our most favorite. We had our German Shepherd with us and the big yard was perfect. If we had it to do over again we would go straight here. "
United States
Cliff R.
The price is AU$381
includes taxes & fees
1 Dec - 2 Dec
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views

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

Ellicottville
9.8 out of 10, Exceptional, (53)
"We stayed for a birthday weekend and love it! The location was perfect, a short 20 minute walk to the main street in town with bars, restaurants, and shops. Close to holiday valley too. We had anything we could have needed and would book again."
United States
Samantha W.
The price is AU$611
includes taxes & fees
1 Dec - 2 Dec
Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated

SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!

Ellicottville
10.0 out of 10, Exceptional, (58)
"The property is positioned in a really great location for Ellicottville. Everything from the code to open the door, to the checkout instructions was clear and easy to understand. The area was nice and quiet, and the property is clean and well-maintained. Will definitely be staying here again! "
United States
Christopher B.
The price is AU$629
includes taxes & fees
27 Nov - 28 Nov
SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!

Cool & Quiet Condo–Walk to Town, AC & Balcony. Across street from Holiday Resort

2.0 star property
Ellicottville
9.4 out of 10, Exceptional, (16)
"This property was perfect for my family. Very well kept and communication upon arrival was great!"
United States
Jessica
The price is AU$351
includes taxes & fees
27 Nov - 28 Nov
Cool & Quiet Condo–Walk to Town, AC & Balcony. Across street from Holiday Resort

Mountain Home in Ellicottville - Close to Village

Ellicottville
10.0 out of 10, Exceptional, (13)
"This property is gorgeous and located in a convenient location. Very clean and the host is very responsive! "
United States
Elizabeth F.
Mountain Home in Ellicottville - Close to Village

One of a kind Treehouse on the Genesee River

BELFAST
9.0 out of 10, Wonderful, (43)
"Great location-quiet and peaceful. My wife and I enjoyed every minute of our stay. Our host was very pleasant and accommodating. Will definitely recommend to our friends."
Canada
Chris A.
One of a kind Treehouse on the Genesee River

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

Great Valley
10.0 out of 10, Exceptional, (357)
"Fantastic spot for the family! Close to elicottville and the fishing is fun!"
United States
Kristin L.
Charming Log Cabin on Private Pond Nestled in Woods Near Holiday Valley Resort

4 Seasons of Fun, Ellicottville house that sleeps 16!

Great Valley
10.0 out of 10, Exceptional, (3)
"We enjoyed our stay at this property. The decor was lovely, kitchen and home well stocked, and everything very thoughtfully designed for a family to enjoy. "
United States
Christa Z.
4 Seasons of Fun, Ellicottville house that sleeps 16!

Guests Rave: Perfect location, great amenities, pet friendly!

Ellicottville
10.0 out of 10, Exceptional, (32)
"We had a lovely stay and the cottage was well maintained and clean! "
United States
William B.
Guests Rave: Perfect location, great amenities, pet friendly!

Charming and cozy studio in Ellicottville, NY

Ellicottville
10.0 out of 10, Exceptional, (28)
"Great communication from the property owners, excellent place to stay. Close to everything, walkable into town of you wanted to. "
United States
CHRISTOPHER
The price is AU$362
includes taxes & fees
3 Dec - 4 Dec
Charming and cozy studio in Ellicottville, NY

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

Ellicottville
10.0 out of 10, Exceptional, (23)
"It was wonderful for our family of nine."
United States
Roger B.
Luxurious Ellicottville Chalet with view of slopes & min to town! Pet Friendly!

Entire Chalet 1 Mile from Charming Ellicottville - Pet & Family Friendly!

2.0 star property
Ellicottville
10.0 out of 10, Exceptional, (3)
"Fantastic stay- great location and plenty of room to spread out. Host was also very responsive with communication. We would certainly book there again!"
United States
Dan S.
Entire Chalet 1 Mile from Charming Ellicottville - Pet & Family Friendly!

Gondola House- fun central! Quick walk to village and slopes, Fun Central! Game Room, Hot Tub, Steps

2.5 star property
Ellicottville
10.0 out of 10, Exceptional, (14)
"Great accommodation. Plenty of room for everyone. Loved the game room"
United States
Elaine D.
The price is AU$1,397
includes taxes & fees
1 Dec - 2 Dec
Gondola House- fun central! Quick walk to village and slopes, Fun Central! Game Room, Hot Tub, Steps

Rustic Creekside Cabin

Shinglehouse
9.8 out of 10, Exceptional, (71)
"Very peaceful! "
United States
Jason H.
The price is AU$340
includes taxes & fees
28 Nov - 29 Nov
Rustic Creekside Cabin

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

Ellicottville
10.0 out of 10, Exceptional, (58)
"Great stay with family. Lots of things to do inside and out. "
United States
Vladislav M.
New & Stunning Chalet!⛷ A+ Reno, Hot-Tub, Barrel Sauna, Slope Views, Fire Pit🔥

Rental House located TWO minutes walking distance to Ellicottville town!

Ellicottville
10.0 out of 10, Exceptional, (70)
"We absolutely loved the Looney Rooms! The house was exactly as described (if not better), super clean, and had everything we needed for a comfortable stay. The location was also perfect. Highly, highly recommend this spot to anyone considering it. Would absolutely stay here again!"
United States
Jessica C.
Rental House located TWO minutes walking distance to Ellicottville town!

✨ Secluded Luxury w/ Hot Tub, Firepit, Bar + Ultimate Privacy & Views

Ellicottville
10.0 out of 10, Exceptional, (11)
"We enjoyed our stay here. It was beautiful property and fit our group of 4 adults and 6 kids comfortably. "
United States
Leo R.
✨ Secluded Luxury w/ Hot Tub, Firepit, Bar + Ultimate Privacy & Views

Brand New Build in Ellicottville's village! The Gorgeous Chardonnay Chalet

Ellicottville
10.0 out of 10, Exceptional, (123)
"The property was beautiful and exactly what we needed. "
United States
Jennifer A.
Brand New Build in Ellicottville's village! The Gorgeous Chardonnay Chalet

3 Bedroom Townhouse with Hot Tub

Ellicottville
9.6 out of 10, Exceptional, (21)
"We had a great time and enjoyed the house."
United States
Kristine H.
3 Bedroom Townhouse with Hot Tub
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.

Black Friday Sale

Save up to 40% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Olean Hotel Reviews

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. 

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?

Mountain Home in Ellicottville - Close to Village: This holiday home rental outside of Olean offers 1 hot tub, a BBQ and air conditioning to help you feel perfectly comfortable 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.

How many holiday rentals are there in Olean?

With 4 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.