Holiday rentals in Olean

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.

Stylish & Secluded Hideaway, 5 mins to EVL

This private space is quietly tucked away in a stand of pines in the woods alongside Bryant Hill Creek. A wall of windows brings nature and natural light pouring into the space, and a fully-equipped kitchen and European bathroom provide modern comfort. Less than 4 miles outside of E-ville, it comfortably sleeps 2 adults and offers a chic and romantic setting for a couple to hide away with easy access to downtown. 4x4 a must in the snow, or simply park at the foot of the driveway. Tv & wifi.

Ski-in/out Condo, King Bed + Fireplace

This 1-bedroom ski-in/ski-out condo (with a king bed!) and full bathroom is perfect for a couple or a small family. Freshly renovated in September 2023 with new paint, furniture, and kitchen updates. Walk or ski to the SnowPine and Sunrise lifts at Holiday Valley, just a few miles from town. An hourly shuttle can take you to the main lodge. Enjoy easy access to mountain biking and hiking trails in the summer. Includes parking, a gas fireplace, high-speed internet, Roku TV, and access to shared l

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!

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.

Pole Barn Base Camp-Near Ellicottville/Casino/ASP

Centrally located .This space is a 40 by 32 two story new build. Features 3 bedrooms- 3q, 2f, 1t. One bathroom with tile shower. Open floor plan with full kitchen , living room, dining room highlighted by a 16ft concrete bar and 16 ft high ceilings Locker/ cubby room with washer and dryer. Outdoor fire pit with firewood provided. 60 inch smart TV -WiFi -Radiant floor heat. Self check in. Holiday Valley 6.9 mi Seneca Allegany casino 8.1 mi. Ellicottville 7.9 mi Allegany State Park 12 mi

Countryside Chalet

Relax with the entire family at this peaceful chalet situated on 12 acres of private wooded land. Close enough to town but private enough to feel like you're far from it all. Tucked away in the rolling hills of Western New York, this cozy 3-bedroom chalet is perfect year-round for those wanting to explore all that Ellicottville has to offer. 7 minute drive to Holimont or downtown Ellicottville, 9 minutes to Holiday Valley. Short drive to Sculpture Park, Allegany State Park or Rock City

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.

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!!

Cozy Camp on Denton Hill

Fabulous setting on top the mountain. Plenty of parking with circular shaped driveway entrance. Located on Snowmobile/ATV legal township road. 1 mile from Denton Hill Lyman Run state trails. Cabin features 3 bedroom 2 bath. All new flooring through our entire camp. Bathrooms updated with handicap height toilets. WIFI plus good Verizon cellular service. Large deck on the front for relaxing. Amazing star gazing right from the yard.

Pine Street Hilltop Home near Cherry Springs

Pine Street Hilltop Home is located in the hills of rural Pennsylvania 20 minutes drive from Cherry Springs national park and minutes walk from historic downtown Coudersport with places such as the Crittenden Hotel, the Eliot Ness Museum, the Potter County Artisan Center, and Olga's. Our home sits on the edge of the woods where wildlife can be seen in abundance and star gazing can take place while sitting by an open fire.

Olga's Upstairs II (Apartment near Cherry Springs)

Olga's Upstairs is situated in the heart of Coudersport’s downtown historical district right across from our Courthouse. Our apartment is in a 100 year old plus building that we are restoring & renovating. It's just steps away from Olga Gallery, Cafe, & Bistro, Yarn at Olga's, other eateries & shopping venues & only 15 miles from the dark sky capital of the East Coast, Cherry Springs State Park.