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.

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Guest favorite
A cabin is nestled among tall pine trees, showcasing a rustic wooden exterior and a welcoming porch. The surrounding landscape reveals vibrant autumn foliage in hues of orange and red, creating a serene and secluded atmosphere.
Cabin in Ellicottville
4.96 out of 5 average rating, 161 reviews

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.

Guest favorite
A spacious living area is highlighted by green walls and natural light filtering through two windows. A stone fireplace serves as a focal point, with a television mounted above. Comfortable seating includes a dark sectional sofa and a leather armchair. A wooden coffee table occupies the center.
Loft in Olean
4.96 out of 5 average rating, 161 reviews

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!

Top guest favorite
Cabin in Sweden Township
5 out of 5 average rating, 107 reviews

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.

Top guest favorite
A spacious living area features a comfortable couch and armchair arranged around a coffee table. A stone fireplace anchors one wall, while a dining table is positioned nearby. The kitchen area, visible in the background, is equipped with modern appliances and wooden cabinetry.
Cottage in Great Valley
4.95 out of 5 average rating, 169 reviews

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

Top guest favorite
A spacious living area is highlighted by a large brown leather sectional sofa adorned with decorative pillows. A vintage wooden trunk serves as a coffee table, topped with a lantern, a decorative orb, and a small plant. Soft light filters through sheer curtains.
Home in Allegany
4.96 out of 5 average rating, 176 reviews

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.

Guest favorite
A covered deck is seen with a wooden railing, featuring a white bench and a dark door. The yard stretches beyond, highlighted by grass and surrounding trees, while sunlight filters in, creating a bright and open atmosphere.
Apartment in Olean
4.97 out of 5 average rating, 103 reviews

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

Superhost
The exterior of a charming two-story house is showcased, featuring light yellow siding and dark brown shutters. A wide front porch with white railings invites relaxation, while neatly trimmed green bushes line the walkway. Lush grass enhances the welcoming appearance of the property.
Home in Olean
4.84 out of 5 average rating, 119 reviews

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

Guest favorite
Camper/RV in Machias
4.78 out of 5 average rating, 123 reviews

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.

Top guest favorite
A charming cabin with a wooden exterior is set against a green lawn. The structure features multiple windows, allowing natural light to enter. A small staircase leads to the entrance, while a fenced yard surrounds the property, offering a sense of privacy and space.
Barn in Cuba
4.98 out of 5 average rating, 219 reviews

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!!

Top guest favorite
A cozy living room features a gas fireplace set into a stone wall, complemented by a comfortable leather sofa and a green armchair. A large window offers natural light and views of the outdoors. Wall art and a wooden shelf with decorative items add a personal touch.
Condo in Ellicottville
4.91 out of 5 average rating, 306 reviews

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

Top guest favorite
The newly constructed cabin glows warmly against the night sky, lit by strings of soft lights. A fire pit surrounded by seating offers a cozy gathering space. Nearby, trees provide a natural backdrop, enhancing the tranquil forest surroundings.
Cabin in Marshburg
5 out of 5 average rating, 103 reviews

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.

Top guest favorite
A small log cabin is presented featuring an inviting front porch with a railing. Solar panels are visible on the roof. The surrounding area includes greenery and a gravel pathway, contributing to the rural setting.
Cabin in Great Valley
4.91 out of 5 average rating, 339 reviews

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

When is the best time to visit Olean?

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Avg. price€ 121€ 110€ 128€ 116€ 136€ 111€ 132€ 126€ 120€ 124€ 129€ 109
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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!