
Family-friendly holiday rentals in Olean
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Olean

Total holiday rentals
Explore 20 holiday rentals in Olean

Nightly prices starting at
Olean holiday rentals start at $113 AUD per night before taxes and fees

Verified guest reviews
Over 1,240 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Olean holiday 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!
Top-rated family-friendly rentals in Olean
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

The Guest House at Burdick Blueberries Farm
Share the peaceful beauty of our working family blueberry and flower farm with organic and sustainable practices. Located in East Otto, New York. During the blueberry season experience the joyful bustle of the pick-your-own blueberries and flowers, Mid-July - August. Private guest house attached to farmhouse. Enjoy our patio and spacious lawns plus in-ground pool. Walk along the blueberry bushes, farm roads and woodland trails. Guest space has a simple & natural aesthetic, a relaxing haven.
Indoor spacesKitchenParking

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.
KitchenIndoor spacesLong stay

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.
Indoor spacesKitchenCheck-in

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!
FamilyKitchenLong stay

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
KitchenFamilyNearby

Quiet Creekside Escape in the Enchanted Mountains
Enjoy our creekside oasis, nestled in the quaint hills of Amish country, 1 hour from Buffalo + 15 minutes to E-Ville! The Getaway Chalet offers 3 bedrooms, stone hearth & wood-burning fireplace to keep you cozy. Outside, you'll find beautiful waterfalls, creek for exploring, two fire areas, a yoga deck & plenty of space to lounge. Unplug, reconnect + fall asleep to the sounds of the brook or bring your laptops, connect to our hi-speed WiFi and make this cozy cabin your office for the week!
KitchenFamilySkiing

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.
KitchenFamilyWi-Fi

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
FamilyKitchenGetting around

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.
Indoor spacesKitchenSleep quality

The Buzzy Bee
Escape to the Buzzy Bee, a charming vintage camper nestled in the heart of our 50-acre farm. Wake up to breathtaking sunrises, enjoy peaceful sunsets over the pastures and watch horses, donkeys, cows, ducks and other farm animals just steps away. Sleeping up to 6 guests with 4 beds. The Bee is perfect for families, coupes or friends seeking a unique farm stay experience. End your day stargazing by the campfire and enjoying the quiet beauty of country life.
Indoor spacesKitchenCheck-in

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!!
FamilyKitchenHiking

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
FamilyIndoor spacesAir conditioning
Popular amenities for Olean family-friendly rentals
Family-friendly home rentals with a hot tub

Hideaway • Walk to Town & Slopes • Hot Tub
FamilyKitchenNearby

EVL Après 5 Bed- Hot Tub Game Room Step-Free Ranch
KitchenIndoor spacesLaundry

Hot Tub BBQs Fire Pit Trails Birds New Build
FamilyIndoor spacesPets

Elk Creek Chalet, 2 minutes from town!
FamilyKitchenParking

Pines Chalet in Ellicottville ~ Hot Tub~Fireplace
Indoor spacesKitchenBarbecue

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

Riverside Retreat 3BR-Games Room-Hot Tub-Fire Pit
Indoor spacesFamilyCheck-in

Entire Chalet! Hot Tub! Vaulted Timber Ceiling! AC
FamilyKitchenCondition
Family- and pet-friendly home rentals

Forest Cabin in Stargazing Field
KitchenFamilyWi-Fi

Timberdoodle Lodge: Kellidoodle Cottage
Indoor spacesKitchenWi-Fi

Cozy Belmont Apartment Near Alfred & Letchworth
Indoor spacesFamilyTV

A tranquil cabin with a nice view on 90 acres.>
Indoor spacesKitchenWi-Fi

Cozy Country Cabin
FamilyKitchenTV

★ SKIING, HIKING, VILLAGE OF EVILLE MTN ESCAPE ★
Indoor spacesFamilyLayout

Cozy log cabin
FamilyKitchenPets

Willow Pond Retreat
KitchenIndoor spacesSkiing
Family-friendly home rentals with a pool

Not Your Everyday Mini Chalet - Ellicottville
Indoor spacesFamilyBathroom

Lux 1 BR Holiday Valley pool-golf-ski-in/ski-out
KitchenFamilyAmenities

Modern Condo/AC in Unit
Indoor spacesKitchenSkiing

Lucky Day Cabin Ellicottville/Ashford 30 acres
FamilyKitchenAccess

Tamarack Club Holiday Valley Deluxe Room
Indoor spacesFamilyParking

Red Stove Retreat @ Wildflower - Holiday Valley
FamilyIndoor spacesGetting around

Holiday Valley views 3bd/2bth condo Ellicotville
FamilyIndoor spacesWalkability

Family-Friendly Cabin with Heated Pool & Sauna
FamilyKitchenComfort
When is the best time to visit Olean?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 AUD | $181 AUD | $211 AUD | $206 AUD | $190 AUD | $213 AUD | $218 AUD | $208 AUD | $198 AUD | $206 AUD | $213 AUD | $180 AUD |
| 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 |
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Columbus Holiday rentals
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Niagara Falls Holiday rentals
- Detroit Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Letchworth State Park
- Allegheny National Forest
- Holiday Valley Ski Resort
- Allegany State Park
- Stony Brook State Park
- Kinzua Bridge State Park
- Kissing Bridge
- Knox Farm State Park
- Ellicottville Brewing Company
- Eternal Flame Falls
- Holimont Ski Club
- Lucille Ball Desi Arnaz Museum
- Chestnut Ridge Park
- Zippo & Case Museum/Visitor Center
- National Comedy Center





