Vacation rentals in Olean

Lucky Day Cabin Ellicottville/Ashford 30 acres

Family built cabin on 30 acre country estate, just outside exciting year round resort village of Ellicottville. Perfect for nature lovers and outdoor enthusiasts, the cabin has all necessities, similar to a tiny house. Nestled near the gardens, and surrounded by quiet rolling hills. Enjoy with door step delivered breakfast, or book a guided hike with estate owner and learn about medicinal plants and flowers, the topography of the land and a farm fresh picnic lunch on the peninsula of our lake.

Cozy Country Get Away Suite

If you're passing through town on your travels or a local looking for a private get away, this is the perfect place to kick back, relax and enjoy some peace and quiet. You can sit by the fire, look across to see fireflies in the field or tilt your head back to have an amazing star-gazing experience. A one of a kind property to make memories with friends, family, or for a special romantic get away. Access to 93 acres with trails to walk or mountain bike on, fields to wander through and wildlife.

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

Stylish 3-bedroom home near Ellicottville, NY

Stylish, entire residential 3 bedroom/ 1 bath home. Close to Ellicottville/skiing -30 mins., St. Bonaventure University, Cutco, Rock City Park, Allegany State Park, kayak launch, biking, and walking trail. Niagara Falls is a 1.5-hour drive, Zippo 30 minutes. Walmart and movie theater are 2 miles away. Many restaurants are nearby. A seasonal 2 screen drive-in movie theater-20 min. drive. 2 queen beds , 1 double bed, and a chair converts to a twin size bed. Fully equipped kitchen.

The King Loft

Welcome to “The King Loft”! Nestled in a quiet neighborhood, our loft offers upscale comfort and convenience. Just 1 mile from Olean General Hospital and 3 miles from St. Bonaventure University. Also discover the charming town of Ellicottville, only 20 miles away. Comfortable living space: Relax in the cozy living room which has a comfy bean bag and futon for extra sleeping space. Also enjoy the new 50 inch Smart TV. **YouTubeTV now available**

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!!

The Porcupine, featuring fiber optic internet

* Get Away From it all The Porcupine is a small, comfortable and private log cabin. And and we are proud to be solar powered! Great for a couple or a family with small children. Rural setting great for hikes or bikes. 3 miles to the village of Ellicottville. 8 miles to the Seneca Allegany Casino. And 2 miles to the slopes of Holiday Valley

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

Comfy studio nestled in the woods (New Listing)

Nestled in the forest only seven minutes’ drive from Holiday Valley, this contemporary style self-contained studio apartment is the perfect weekend getaway for skiing and nature-loving couples. With every luxury and convenience, you can home cook meals or barbecue on the deck overlooking the creek, with nothing but forest beyond. Relax and watch a movie on our LCD screen or use high speed Starlink internet.

Henley Home

Centrally located to downtown Olean, this two bedroom unit is perfect for your visit. Enjoy easy access to local restaurants, 4 Mile Brewery, and the Allegheny River Trail for a bike ride or Scenic walk. Includes free Wi-Fi, off street parking, on site laundry, a full kitchen and more. Close to St Bonaventure University, 30 minute drive to Ellicottville and Holiday Valley.

Country Gentleman 2 bedroom furnished loft-#1

This cozy 2 bedroom loft comes furnished with queen bed and tv with closets and single bed in other. LR has cozy fireplace large tv, paintings around, air conditioning , kitchen and bathroom furnished with essentials. Private entry, off street parking,coffee pot, microwave dishes and pots and pans. Live edge bar for kitchen dining