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!

Riverside Retreat 3BR-Games Room-Hot Tub-Fire Pit

Escape to the peacefulness of farm country, just seven minutes from Ellicottville. Our secluded three-bedroom, three-bath home offers stunning escarpment views from the outdoor patio with a hot tub, fire table, fire pit, and BBQ. Inside, enjoy fully furnished rooms and a modern kitchen, complete with a cozy gas fireplace. Our retreat is ideal for families, couples, and groups looking for comfort and convenience. Conveniently located for outdoor activities at nearby Holiday Valley & Holimont.

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! Fall Special of 20% OFF

Privacy sleep 6 250 acres pond

Everyday price of $120 but with mandatory 6 night stay -10% discount to$108 Long term rental of month or more 30% discount. Three bedroom 2 bath, fully stocked kitchen, everything you need for a private country getaway. 250 acres Trails to hike, adjacent pond to fish. Beautiful large screened porch with colorful seating, Webber grill, table and chairs for dining alfresco! Fire pit with Mountain View 10 min Olean or Bonaventure 20 min Ellicottville . Great vistas, quiet, nature, relax!!

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

Cozy Cuba Cabin

This cabin is located in the serene Enchanted Mountains with plenty outdoor activities and just 7 miles from the quaint lake town of Cuba,NY- full of local shops, world famous cheese and great local eats! Inside, we have all the basic amenities you'll need for your getaway along with wifi, classic gaming console, outdoor fire pit, charcoal grill and (our favorite) upper and lower balconies to enjoy the sights and sounds of nature. Dog friendly! Service animals are always welcome.

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.