
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 $87 AUD 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 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.

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.

Loft Condo in Wildflower
This is a ground level loft condo that is bright, clean and nicely updated. We are minutes from the Holiday Valley Resort and a short walk to the Village of Ellicottville. This condo offers AC for the summer and a gas fireplace for the winter. We have complimentary coffee and tea with cream and sugar on site. Kitchen is equipped with some spices, oils and cookware. We also supply clean linens and towels. This place is great for 2 to 6 guest for family or close friends with 3 beds and a futon .

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

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.

Cozy log cabin
Looking for the perfect getaway? Our cozy cabin tucked in the woods offers the ideal balance of privacy and proximity. You'll be 4 miles from downtown Ellicottville where you can spend a day walking through the shops, restaurants, brewery and winery. Want outdoor adventure? Holiday Valley is 5 miles away, where you'll find the best skiing, tubing, mountain biking and golfing in the area. We're also just a short drive to Salamanca and Allegany state park where more thrills await!

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

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.

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

Elk Creek Chalet, 2 minutes from town!

Pines Chalet in Ellicottville ~ Hot Tub~Fireplace

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

Log Cabin Retreat: Hot Tub, Sauna, Near Town

Privacy on the Mountain, Ellicottville.

New & Stunning Chalet! Hot Tub, Sauna, Ski Views!

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

Potter County Family Retreat-Dark Sky Stargazing

WAG Trail Inn on the Genesee TREEHOUSE

Beautiful Condo. Walk to Resort and Town

The Stable at The Crosspatch

Charming and comfortable. Centrally located.

Cozy Country Cabin

Timberdoodle Lodge: Grammy's Cottage

Affordable Family Retreat - Ellicottville - AC
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

Tamarack Club Holiday Valley Deluxe Room

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

Red Stove Retreat @ Wildflower - Holiday Valley

Holiday Valley views 3bd/2bth condo Ellicotville
When is the best time to visit Olean?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 AUD | $186 AUD | $216 AUD | $196 AUD | $230 AUD | $188 AUD | $223 AUD | $213 AUD | $203 AUD | $210 AUD | $217 AUD | $184 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
- Pittsburgh Holiday rentals
- Columbus Holiday rentals
- Cleveland Holiday rentals
- Detroit Holiday rentals
- Niagara Falls Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- 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
- Ellicottville Brewing Company
- Lucille Ball Desi Arnaz Museum
- Chestnut Ridge Park
- National Comedy Center
- Zippo & Case Museum/Visitor Center





