Holiday rentals with a patio in Olean

Main Street Lofts - Deluxe suite with balcony

Cozy up in this spacious, newly renovated, downtown historic building! Our deluxe king suite is our latest addition. You will love the amazing kitchen and outdoor living space. We take pride in keeping our place extremely clean and our guests appreciate that! Step out the front door and all of our great shops and restaurants will be just a few steps away. Whether you are coming to stargaze at cherry springs or hike the Pennsylvania grand canyon, this is a great place to start your adventure!

Cozy townhouse. Easy walk to HV and the village!

Enjoy a tastefully updated townhouse conveniently located for four-season fun. Walking distance to HV (or take the shuttle). Easy walk to the quaint village of Ellicottville. The space: Six guests can enjoy this cozy townhouse. 1-bedroom private loft . Super comfortable Murphy bed on the main floor, and sleeper sofa. Fully stocked kitchen and farm table to enjoy meals. Updated bathroom. Quaint living room with access to patio to enjoy the outdoor scenery. View of the ski slope from patio.

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

The Pines Chalet~ Hot Tub~Fireplace~ Fire Pit!

Located just two miles from the Village of Ellicottville, The Pines on Maples offers stunning views & a variety of amenities for relaxation and entertainment. Tucked away in the rolling hills of Western New York, this chalet features a large wood deck with a Weber grill & sitting area, as well as a walk-down path to an eight-person hot tub & an unilock fire pit with Adirondack chairs, we provide CAMPFIRE WOOD!! State of the art Stuv indoor fireplace for cozy cabin days!

Ski in ski out ! Updated * Cozy

True Ski-in, Ski-out. Kick back & relax in this stylish 1 bedroom condo. Remodeled in 2021. Full kitchen with stainless steel appliances, butcher block counters & all the kitchen gadgets you might need. Bedroom: queen bed & sofa pull out (queen) as well. WiFi and two Roku TVs for those cozy binge-watching nights. On-site parking & laundry in building. Views of “The Wall” ski lift from private patio. In winter, there is an hourly shuttle to take you to main lodge.

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!!

King Bed, A/C, Pickleball, Patio w/ Grill

Upscale SnowPine Village condo, perfect for outdoor fun and year-round relaxation. 🛏️ King Bed 🍳 Fully stocked kitchen 🏡 Private Patio with seating & grill ❄️ Portable A/C in each room 🛁 2 Full Baths 📶 Fast WiFi + 55” Roku TV 🏓 Pickleball Court Nearby 📍 Minutes to Town – Close to shops & dining 🔥 Electric Fireplace ⛷️ Ski-In/Ski-Out – Patio gate to slopes 🚗 Ample Parking – Limit 2 during ski season

Mountain View at Wildflower walk to town 1 BR loft

Across from Holiday Valley this mountain view home has everything you need for a memorable stay in Ellicottville. A short walk to town. Walk or take the shuttle to the slopes. An ideal place to getaway and relax with family and friends. All the amenities of home. Just bring your favorite food and beverages and leave the rest to us. A well-appointed kitchen, comfy beds and nothing to do but enjoy your stay.

Country Getaway

This home is out in the country close to St. Bonaventure University and Cuba Lake in a relaxed neighborhood. This two bedroom ranch style home has exactly what you need for a family get away. Two bedrooms available all on the same floor. The master bedroom has a King bed and the guest bedroom has a queen size bed for your stay. Full kitchen dining and living area with driveway parking for two cars.