Family-friendly vacation rentals in Olean

We had an absolutely wonderful time. The property was excellent and the amenities were spot on. It is a very charming and comfortable home. The location is perfect, can walk across the street to the lodge and lifts. I will booking again next year.

This place was great! Accommodated a large group not only with beds, but also seating in the TV room and around the dining room table. Mark was so easy to communicate with. He always responded right away. All of the listing information and pre-check in instructions were straightforward and easy to follow. Will stay again!

We had a wonderful time at Blue Skies Lodge! They put so much effort into every little detail, the place really is amazing. The star gazing field is beautiful and the trails were so nice to explore! Their hot tub is top tier and very clean. The entire place was cleaned well. Such a charming getaway, we’ll be back for sure!

This place is amazing! So peaceful and private. A great place to unwind and regroup. Tom was very flexible with my last minute booking, communication was excellent. I loved the trails, the pond, the hot tub and sauna. The town has a few good shops and restaurants. I can’t wait to go back.

Jacqueline and Ella’s wooden chalet is such a cozy and charming home to stay for a group looking to reconnect. The massive couches, toasty fireplaces, wood bar, long dining table, and bubbly hot tub are fantastic places to come together to share stories and memories. Bedrooms have space and storage for luggage, and the downstairs single bed is a Full size (upstairs has a kids twin). Main floor bathroom has a large shower and upper floor has a massive tub. Plenty of supplies, including towels, hair dryer, shampoo/conditioner/bodywash, kitchen supplies, cocktail/wine supplies, coffee, detergent, and tons of games. TVs are HD and big enough for the whole crew to watch the Bills game 🦬. We were able to fit 2 sedans and an SUV in the parking area (just don’t block the garage). Missing anything or need a bit of maintenance on older parts of the home? Jacqueline is the most responsive host I’ve had and will get it taken care of. Thanks for the stay!

This was our second stay at William’s place. We love it here! Great little cabin that has everything we need. The location is so peaceful and perfect for relaxation and star gazing.

Nice place to stay. Beautiful view of rolling hills out living room window.. Home was clean and comfortable. Debbie was very responsive. Would stay there again.

Such a great comfortable location!

Great house on a peacful farm, with lots of room to walk the dogs. Close to Elk National Forest and a short drive to Emporium for supplies. Katie is very responsive and helpful, she made sure we had everything we needed in the house and loaned us something that we had forgot. This is a great location for a Potter County getaway, we hope to stay here again one day.

We loved this place. It worked out so well for my family. It snowed every day, so the skiing was great. The chalet has a level driveway and easy access to the village and slopes. (no steep slippery roads!) It was clean, warm, and cozy with comfortable beds. We hope to return next year.

We had a very enjoyable stay and enjoyed the friendly greeting from the Aussie’s. We would like to stay here again!

Perfection! Will be back!

Sam's house was amazing. It was very spacious. The kitchen had every amenity I could imagine and more. The bed I slept in was very comfortable. We sat on the LARGE wraparound deck and listened to the creek far below. In three hours, we only saw two cars. So peaceful! We've been to Cherry Springs State Park (ten miles away) to see the amazing stars. We are sure that without a full moon and some wispy clouds, the view would have just as good. When it rained, six of us comfortably hung out all afternoon in the great room with cathedral ceilings. It was so close to two maple sugarhouses we visited. In mid-spring, full summer, a colorful fall, and in deep snow, this house would be a perfect! It comfortably sleeps ten adults. With outdoor dining, ten adults works. The kitchen table handles six; ten would be a stretch. The bedrooms were spread out and with 3.5 bathrooms, ten adults would be easy!!! Well worth the cost! Same quickly answers emails. Perfect host!!!! Perfect house!!!!

Alexander's home was an amazing spot for us to enjoy the slopes at holiday valley. The living space was perfect for my family to unwind after a day skiing and it was perfectly located close to the hills and quaint Ellicottville town but still private. The rooms were spacious and all the amenities were perfect! We will definitely be coming back next year!

That view and being right on the lake is outstanding. Friendly Airbnb hostess with tons of advice of what to do in the area. Amish are close by so check out their markets, and just enjoy that outstanding view and lake access on a private beach. I loved everything about my stay here. Thank you so much! You can’t go wrong here—— also, your own private parking spot in an area that has hard to find parking…

This is my third stay in Stephan and Sylvie’s Airbnb. They are great hosts. Quick to reply and always making sure that the client is satisfied. I have visited Ellicottville every year since 2019, and have stayed in various Wildflower condo units. While other hosts and units were good, I keep going back to Stephan and Sylvie’s place. I don’t give out recommendations lightly, but I think that if you try their place you will find value and a responsive host.

I truly loved this place! My dad, son and I had the best time staying here and skiing at Holiday Valley. It was clean, warm, comfortable and has some of the best ski memorabilia on the walls. Really a very cool place. To be clear, this place is not fancy, but I was not expecting anything fancy. I wanted a safe place that was warm and inviting, away from the busy, hectic Ellicotville and this nailed it. I would definitely stay here again. Overall this was the perfect place for my trip!

What a neat little area this is, and this cabin is a gem. We'll be back. There's a small waterfall running around the cabin, the sound of water is peaceful and it is a quiet road

The quaint farmhouse is the perfect getaway to enjoy, explore this very scenic area.

We recently stayed at this rental and had an amazing experience. The atmosphere was peaceful and welcoming, perfect for relaxing and unwinding. The spacious layout provided plenty of room for our family to spread out, and we never felt cramped. Whether it was enjoying meals together or just lounging around, the space was ideal for quality family time. The surrounding area also contributed to the calm vibe, adding to the overall sense of peace. We would highly recommend this rental to anyone looking for a great place to stay with their family! Thank you David for sharing your amazing home.

We booked Chris' location based on the ratings and because we knew the area we wanted to stay in. By chance, the house was available for the dates we were interested in, as it was pretty booked on other days. Chris was very helpful, promptly answering our calls and assisting whenever needed. Realistically, we had no issues, but knowing we had a responsive and accommodating host was reassuring. The house closely matched the description. It’s a great place to stay for a few days if you’re looking to explore the area, go skiing, hiking, or enjoy other activities. While not brand new, it was clean, functional, and everything (water, heating, etc.) worked as expected—no issues at all. Overall, we were very satisfied with our stay. The price was very fair, and a 5-star rating is well deserved!