
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.

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.

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!

Log Cabin near Cherry Springs - Amazing Stargazing
Nestled amidst the serene wilderness of Potter County lies the enchanting Moonlit Cabin, a haven where time slows & nature's melody takes center stage. Nestled snugly amid towering trees each corner of the cabin tells a tale of rustic elegance. As the sun sets painting the sky in hues of crimson & gold the magic truly comes alive. Venture outside to a blanket of stars with each flicker of the fire you're enveloped in tranquility. The promise of adventure awaits just beyond the cabin's doorstep.

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.

Timberdoodle Lodge: Grammy's Cottage
Grammy's Cottage at Timberdoodle Lodge is on a quiet road in the heart of Trail Central in the Allegheny National Forest. Your cabin is near many of the best hiking and biking trails and fishing spots the Allegheny National Forest has to offer. A few miles away you can visit Pine Acres Golf Club, Jake's Rock, Morrison's Trail, Rimrock, Kinzua Bridge State Park and Kinzua Reservoir. Visit the Zippo Museum in Bradford; Holiday Valley Ski Resort in Ellicottville, NY; and much much more.

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

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.

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

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 internet on cable.
Popular amenities for Olean family-friendly rentals
Family-friendly home rentals with a hot tub

Custom-Cozy-Secluded Cabin by Resorts-Hot Tub/Pets

Historic Victorian | Hot Tub, Arcade, Downtown EV

Elk Creek Chalet, 2 minutes from town!

Seneca Heights Oasis with Hot Tub

Hot-tub/Sauna/Reno/Private A+ Location!

Riverside Retreat 3BR-Games Room-Hot Tub-Fire Pit

Privacy on the Mountain, Ellicottville.

The Hills and The Holler (Westline)
Family- and pet-friendly home rentals

Ho-Sta-Geh Retreat

The Stable at The Crosspatch

Old barn to modern cottage in 250 private acres

Quiet Convenience

★ SKIING, HIKING, VILLAGE OF EVILLE MTN ESCAPE ★

Spring Vacation* Fire Pit, Grill, Hiking

Little Bear Tiny House

The Gatehouse at Fisher Hollow
Family-friendly home rentals with a pool

Not Your Everyday Mini Chalet - Ellicottville

Serene, coastal vibe

Modern Condo/AC in Unit

Lucky Day Cabin Ellicottville/Ashford 30 acres

Lux Studio-Holiday Valley pool-golf-ski-in/ski-out

Valley View Glamper

Red Stove Retreat @ Wildflower - Holiday Valley

Family-Friendly Cabin with Heated Pool & Sauna
When is the best time to visit Olean?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 2,337 ZAR | R 2,121 ZAR | R 2,469 ZAR | R 2,237 ZAR | R 2,635 ZAR | R 2,154 ZAR | R 2,552 ZAR | R 2,436 ZAR | R 2,320 ZAR | R 2,403 ZAR | R 2,486 ZAR | R 2,105 ZAR |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 11°C | 5°C | 0°C |
Quick stats about vacation rentals that are family-friendly in Olean

Total vacation rentals
Explore 20 vacation rentals in Olean

Nightly prices starting at
Olean vacation rentals start at R 994 ZAR per night before taxes and fees

Verified guest reviews
Over 1,200 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Olean vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Olean rentals

4.8 Average rating
Olean stays are highly rated by guests—averaging 4.8 out of 5!
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- Letchworth State Park
- Holiday Valley Ski Resort
- Allegheny National Forest
- Allegany State Park
- Stony Brook State Park
- Knox Farm State Park
- Kissing Bridge
- Kinzua Bridge State Park
- Holimont Ski Club
- Eternal Flame Falls
- Chestnut Ridge Park
- Ellicottville Brewing Company
- Lucille Ball Desi Arnaz Museum
- National Comedy Center
- Zippo & Case Museum/Visitor Center





