
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.

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

Valley View Glamper
Wake up to peaceful countryside views and the quiet sounds of farm life when you stay at Valley View, our most spacious and comfortable glamping camper Perfectly Blended Farm. This updated luxury fifth-wheel camper offers the perfect blend of farm charm and modern comfort. Inside you'll find a cozy queen bed, bathroom, kitchen, and relaxing living space; everything you need for a comfortable stay while enjoying the beauty of the outdoors.

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!!

SnowPine Condo, Sleeps 6, Patio, A/C
Enjoy a modern condo at SnowPine Village. Perfect for summer hiking, golf, and pickleball with ski-in/ski-out access when the snow falls! 🌿 Great for hiking & outdoor fun 🏌️ Pickleball courts on-site 🏡 Covered patio w/ grill & seating ❄️ Mini-split A/C, stay cool in summer 🛏️ King bedroom + loft w/ bunks & full bed, Sleeps 6 🍳 Fully stocked kitchen 📶 High-speed WiFi + Roku TVs 📍 Minutes to Ellicottville & Holiday Valley fun

Allegheny National Forest and Kinzua Reservoir
The Lost Woods Cabin is a newly constructed timberframed gem located in the heart of the Allegheny National Forest. This secluded, majestic cabin sits on 25 private acres that are bordered by the Allegheny National Forest and is only ten minutes away from three different boat launches on the 50-mile-long Kinzua Reservoir. It is truly a quintessential forest getaway with all the modern conveniences, including Star Link's internet.

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

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

Hideaway • Walk to Town & Slopes • Hot Tub

Hot Tub BBQs Fire Pit Trails Birds New Build

Elk Creek Chalet, 2 minutes from town!

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

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

WAG Trail Inn on the Genesee TREEHOUSE

Beautiful Condo. Walk to Resort and Town

The Stable at The Crosspatch

Tiny House in the heart of Ellicottville

★ SKIING, HIKING, VILLAGE OF EVILLE MTN ESCAPE ★

Willow Pond Retreat

The Empty Nest ...2nd floor

Knowhere Else--rustic compact apartment with loft
Family-friendly home rentals with a pool

Not Your Everyday Mini Chalet - Ellicottville

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

Modern One Bed Condo

Lucky Day Cabin Ellicottville/Ashford 30 acres

Tamarack Club Holiday Valley Deluxe Room

Red Stove Retreat @ Wildflower - Holiday Valley

Family-Friendly Cabin with Heated Pool & Sauna

The Guest House at Burdick Blueberries Farm
When is the best time to visit Olean?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 121 | € 110 | € 128 | € 116 | € 136 | € 111 | € 132 | € 126 | € 120 | € 124 | € 129 | € 109 |
| 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 € 51 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
- Eternal Flame Falls
- Kinzua Bridge State Park
- Holimont Ski Club
- Chestnut Ridge Park
- Ellicottville Brewing Company
- Lucille Ball Desi Arnaz Museum
- National Comedy Center





