
Family-friendly vacation rentals in Olean
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Olean
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Olean family-friendly rentals
Family-friendly home rentals with a hot tub

Mountain Watch
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.

Holiday Valley-Sleeps 19. HotTub,Game Room,etc
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!

Hot Tub in the Forest Stargazing Field Remote Cabi
This is a lovely place to stay. It feels cozy and homey, and I love the dedication to the decorative theme. The stargazing field is very special. If you are heading to this area to stargaze, this is the place.

Ellicottville Ski Chalet
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!
Family- and pet-friendly home rentals

EVL 2 BR Cozy APT w/ Retro Cabin feel on 7 acres
Great little duplex home. Originally booked the lower half but things happened out of control and Brian upgraded us to the much nicer upper apartment. Cozy, clean, close to town and the mountain. 10/10 will stay here again.

Shinglehouse. Pa. 3bdrm stargaze nr Cherry Springs
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.

The Stable at The Crosspatch
Such a great comfortable location!

Katie's Cozy Cottage
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.

Escape - Log Style Cozy Ski Chalet - Pets Welcome
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.

Lucky Day Cabin Ellicottville/Ashford 30 acres
We had a very enjoyable stay and enjoyed the friendly greeting from the Aussie’s. We would like to stay here again!

Bear Trail Lodge
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!!!!

EVL Acres - 13 acres & 3 minutes to village!
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!
Family-friendly home rentals with Wifi

Lime Lake 3 bedroom getaway
I stayed at Robins place with friends so we could hike the FLT Conservation Trail. The location was perfect, quiet and cozy for weary hikers. Robin and her husband greeted us when we arrived and were super friendly!

Wildflower 48 - Pond View Ellicottville New York
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.

Walk to weddings, concerts, mountian fun. Air/con
When visiting Holiday Valley for some skiing this ski-in, ski-out accommodation is absolutely perfect! Our group has been staying here for a view years and the place never disappoints. The kitchen is well stocked and the living space is very comfortable. Looking forward to our next opportunity to stay here.

Ski House - Sleeps up to 9
Michelle was very responsive and approachable well before checking in. We had a last minute group Ski trip and Michelle’s place was the perfect option to accommodate us. I recommend this property to any small group or family, definitely great for two couples.

Great Valley/Ellicottville Ski,Bike,Golf,LoveLife
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!

Perfect place to stay - Ellicottville
This home was absolutely perfect for our weekend getaway! The location was fantastic, right in the heart of Ellicottville with easy access to everything we wanted to see. The space itself was spotless, beautifully decorated, and had everything we needed for a comfortable stay. Mike was incredibly responsive and helpful. We would definitely stay here again!

Ellicottville Vacation Rental
We so enjoyed our stay at this lovely home . The house was spotless and very accommodating for our needs . The beds were great and the living room area warm and comfortable. The kitchen area is huge and plenty of seating at the table / counter space . The area was close enough to slopes and town . Beautiful view from back windows . Joseph , the host, is the best by far we have encountered. He is friendly, communicative and we appreciated his flexibility for us . We look very much forward to returning to Joseph’s home ! Thank you !

1887 Parsonage - part of Springville Arts Center
Springville is the best kept secret in western NY! Beautiful town full of genuine people. Seth went above and beyond to ensure our stay exceeded our expectations. I highly recommend “Open Farms” goat rescue on Genesee Rd. An amazing farm with a mission to serve everyone!
Quick stats about vacation rentals that are family-friendly in Olean
Total rentals
20 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.1K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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