Holiday rentals in Olean

4.99 out of 5 average rating, 137 reviews

Chalet in Ellicottville

The Mountain View Chalet

KatieRating, 5 stars1 month ago

It was perfect accommodations for a leaders retreat weekend. The view was so beautiful - looking out across the valley to ski slopes. What a comfortable, relaxing atmosphere. The kitchen was so easy to cook in because it was extremely well stocked with everything you could need. Michael was so quick to respond to any questions or needs. Everyone was impressed with the mountain chalet!

4.99 out of 5 average rating, 205 reviews

Chalet in Ellicottville

NEW The Hemingway

JessicaRating, 5 stars1 month ago

We had a girls weekend and stayed at Kristie’s. She was super responsive and gave us a lot of recommendations in the area for activities, food/drink. She was very flexible with the units; offered for us to look at other available ones to see which we liked more for the weekend. Would definitely come back in the future!

4.96 out of 5 average rating, 155 reviews

Stay in style. Walk to everything!

JillRating, 5 stars2 months ago

A wonderful base for an EVL long weekend. We were 2 families with 3 kids total. Exceptionally clean everywhere. Well-equipped kitchen, bathrooms, bedrooms. Lots of parking with space to turn around. Beds and linens comfy. Literally next door to the grocery store and a very short walk to shops, cafes and restos. 5-10 min drive to Holiday Valley (great for those of us acting as the ski shuttle!!).

Townhouse in Ellicottville

4.88 out of 5 average rating, 96 reviews

Newly Renovated Condo. Walk to Resort and Town

TaylorRating, 5 stars4 days ago

This is our second time staying at this air bnb, and we (again) are so beyond pleased with our stay. It’s always clean and peaceful, and Jesse is always incredibly quick with responses. Not to mention- he went above and beyond for us. We were celebrating our anniversary and he ensured there were flowers there upon our arrival 🥰 we will be back again! Thanks so much to Jesse for making this feel like our home away from home. 🩷

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Olean holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Olean's top sights

Beef-N-Barrel Restaurant18 locals recommend

Four Mile Brewing, LLC11 locals recommend

Good Times of Olean7 locals recommend

Walmart Supercenter5 locals recommend

AMC Allegany 85 locals recommend

Union Whiskey5 locals recommend

Other great holiday rentals in Olean

Apartment in Ellicottville

4.91 out of 5 average rating, 116 reviews

Perfect Ellicottville Getaway

DannyRating, 5 stars1 month ago

Kristin had the house stocked with everything we needed for a short weekend trip to Ellicottville. Great location to walk or take a short drive into town.

5 out of 5 average rating, 9 reviews

Modern Mountain Bliss | Walking distance to town!

IanRating, 5 stars1 month ago

Great place to stay for a ski weekend. Plan to stay again next time we are in the area!

4.93 out of 5 average rating, 44 reviews

*New deck/exterior* Quiet retreat on the hill

KelseyRating, 5 stars3 months ago

Cozy cabin only a few minutes away from Ellicottville ! It was perfect for our family, children and fur babe! The bunk beds were a huge hit. Sally also made the most cozy touches. Would 100% stay again!

Superhost

Townhouse in Ellicottville

4.88 out of 5 average rating, 8 reviews

Chalet Rosché Grand

RahulRating, 5 stars8 months ago

Beautiful location, and nice host.

4.81 out of 5 average rating, 77 reviews

Home in Little Valley

MANOR HOUSE |SoakingTub|Pet Friendly|

SusanRating, 5 stars1 month ago

Great location across from trails and close to Ellicottville and hiking areas. The soaking tub was a nice addition and a beautiful spot to relax.

4.97 out of 5 average rating, 106 reviews

Home in Houghton

Rushford Lakeside Family Getaway

KristinRating, 5 stars4 months ago

We had a wonderful stay!

4.99 out of 5 average rating, 178 reviews

Cabin in Coudersport

Custom Log Cabin | Dark Skies PA Retreat w/Hot Tub

DominicRating, 5 stars4 days ago

This is the 2nd cabin I've stayed at hosted by Josh, and it didn't disappoint! Beautiful inside and out with plenty of space. An arcade, big screens, grill, fire pit with lots of wood, just so much to do. An entire station of treats and toys for my pup. 85 acres to play on, explore, view wildlife, and stargaze! I accidentally scheduled a trip for May instead of April. Not only did Josh accept my last minute booking, he also helped me get a 100% refund for the mistake when Airbnb was only going to give 50%! Incredible cabin, property, and host! My second 5-star review for Josh, and it is well-deserved! Thank you!