Vacation rentals in Olean

Joe's Cozy Loft

Joe's Cozy Loft is now under new management! Expect the same great accommodations and amenities as before but with seamless and Superhost service. Your stay with us includes wifi, off street parking after business hrs, a luxurious 2 person jet tub, laundry capabilities, a private deck with grill and more. We are a short walk or drive to many local restaurants and taverns. We are nestled in the heart of the the Enchanted Mountains with easy access to Ellicottville skiing, Buffalo and much more!

Country get away

Beautiful private country setting. Perfect spot to take in the fall foliage and count the stars as you sit around the fire. Newly remodeled cozy country cottage . Full kitchen and washer and dryer available . Perfect get away from the hustle and bustle of the city . Central location to all of the area attractions like Holiday Valley ski resort , Ellicottville shopping and restaurants and Seneca Allegany casino. WiFi and dish network provided in a clean and sanitized space. Gas grill available

Artists cottage - mid century

The perfect spot to relax, read, write meditate. View birds, wildlife in an old forest along the Allegany River from the porch, deck or large picture windows. Take a walk. (fast Wi Fi, 32 inch TV and echo dot) Families and dog owners will like the large yard (no fence, warning ticks and Lyme disease in the area). My grandmother designed the cottage around a vintage house trailer (tiny house)1956. There are many unique and cleaver features. Family mementos through history are on display.

Serenity Creek

Clean and comfortable space to relax and enjoy the country area, just 8 miles from Ellicottville. Fully stocked kitchen! High-Speed WiFI with Smart TV. Country home in a quiet setting. Most people will have adequate cell service for text/talk. Enjoy watching the beautiful horses grazing the pastures of Whisper Mountain Ranch, right next door! Please message me if you would like more information on reserving a guided trail ride through the rolling hills behind this peaceful property.

Henley Hideaway

Centrally located to downtown Olean, this 2 bedroom unit is sure to make you feel at home! Enjoy easy access to local restaurants, Four Mile Brewery, and the Allegheny River Trail for a bike ride or scenic walk. Includes free Wi-Fi, off-street parking, a fenced in yard, on site laundry, a full kitchen and more. Close to St. Bonaventure University, 30 min drive to Ellicottville & Holiday Valley. This is the back unit and will share a driveway with any guests staying in the front unit

Willow Pond Retreat

Owner occupied duplex, private country ranch, 2 bedroom, laundry room, full bath with tub/shower & stand up shower, heated floors. Private country setting on paved county road with lots of green space, private small deck off master bedroom, 3 miles to Holiday Valley Ski Resort and popular downtown night life of Ellicottville. Large private parking area. 100s of acres of unobstructed views of foliage and wildlife. Uber service available upon request of comfort priority ride.

Stylish & Inviting, Close to lake, 1BR-Sleeps 2

This unique place has a style all its own. This 1BR space "delivers" when it comes to comfort and convenience. Comes with a fully equipped kitchen and all the amenities to make your stay as comfortable and easy as possible. Has a deck if you would like to just relax or enjoy a meal. This cozy space is on the second story so if you have a hard time with stairs sadly we aren't the place for you. Try us out, you won't be disappointed!!

Ski In-Out Condo at Holiday Valley

Warm fireplace in a cozy ski in/out condo. Comfortable large king size bed, with a full kitchen and all the dishes and amenities of home. Parking for guests, laundry facilities, fast wifi, and easy access to the surrounding area. Snowpine chairlift is short walk, as is The Wall ski run. Relax in our condo without the need to drive to the resort, and fight the crowds. Downtown Ellicottville is only a few minutes away by car.

The Lookout

Welcome to your perfect getaway nestled in the heart of Olean, NY! Whether you're looking to unwind in nature or explore the charm of this quaint town, our spacious and comfortable 1-bedroom unit is your ideal base. Whether you're here for a peaceful retreat or an adventurous weekend, our Airbnb provides everything you need for a memorable stay. Book now and experience the warm hospitality of Olean, New York!