Family-friendly 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

Tiny House at Take A Break Hideaway-Letchworth SP

You can't go wrong when picking this tiny house for your next getaway. It serves itself well as a place to relax, unwind and enjoy nature or as a base for day trips. The tiny house (Liam's Lookout) is nestled in the woods along a small brook providing a quaint setting for your stay. Enjoy the view from the covered porch of the abundant wildlife around you. This unique one floor 365 square feet tiny home is perfect for a romantic couples retreat or for a single traveler. AC has been added.

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.

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

A tranquil cabin with a nice view on 90 acres.>

A semi remote, off the grid, newly constructed,comfortable 14' x 24' cabin with a 8' x 14' porch. Solar powered with running hot water and heat. Located on 90 acres of recreational and hunting land. The electricity is sourced from an on-site solar system, with a remote start generator to assure never losing power. This location is for those who are looking for an experience different from the hotel/motel setting. However, still providing all basic amenities Hunting is available.

Olean Ny 4 bedrms. entire house. St. Bonaventure

One 58 inch tv. 1940's home . Location is perfect! 2 miles from St. Bonnies.Rock City is close.Niagra Falls 1.5hr,Ellicotville, You can walk everywhere Pizza place across the street Grocery store is 3 blocks away and the movies &Walmart only a mile.Great restaurants stones throw away.We have a fire pit/ grill. Price depends on how many people. $15 per person per night over 5&must tell owner about extra day visitors and they are 5.00 per person. dog fee 35. a nt

Firefly Chalet

Ideal private chalet getaway in Ellicottville NY. The property is located at the top of a hill on a private drive, giving you a beautiful overlook of the valley. The location is a 5 min drive to downtown Ellicottville and 3min drive to Holiday Valley. There are many state land hiking trails off of the private drive. Convenient location for families looking to ski for the weekend, hike locally/at Allegany State Park, and visit the beautiful town of Ellicottville NY.

The Ridge Airbnb and Campground

Grandma‘s cottage (1250 sq ft) with some modern necessities and upgrades! Welcome to “The Ridge.” Enjoy a large creek a two minute walk away. Minutes to Houghton college. Letchworth State Park 21 min🏔️ 11 min Rushford Lake, there is public beach. 15 min to Arcade . We are Dog friendly! We always aim for five star service 🙂 I do ask that you list the number of guests .And if it’s one, it’s 1 and if it’s six it’s 6 🙃. P.S. We have 16 new ducklings! 🦆

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!!

Escape to the A-Frame Cabin

Our charming cabin, renovated with modern amenities, is nestled on 3 acres of picturesque woodland, near state land, perfect for families or friends seeking outdoor adventures. Enjoy a comfortable bedroom, a loft area for extra guests, and breathtaking views from the large deck. Immerse yourself in nature, and stay connected with high-speed WIFI. Book your stay today to experience peace and serenity in our little slice of paradise.

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