
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.

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.

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

Artists cottage - mid century
The perfect spot to relax, read, write meditate. View birds, wildlife in an old forest along the Allegany River from the porch, deck or large picture windows. Take a walk. (fast Wi Fi, 32 inch TV and echo dot) Families and dog owners will like the large yard (no fence, warning ticks and Lyme disease in the area). My grandmother designed the cottage around a vintage house trailer (tiny house)1956. There are many unique and cleaver features. Family mementos through history are on display.

Potter County Family Retreat-Dark Sky Stargazing
Our fun hidden gem is just the retreat you need! Only 7 minutes from Downtown Coudersport for all your shopping and dining needs. 20 miles from Cherry Springs Star Gazing. Very close proximity to ATV trails/Pilot Program in season. Our retreat is part of an old 100 acre farm that has 3 ponds you can fish in, hiking trails and woods that you are more than welcome to explore. You will enjoy star gazing from the view of the front yard! An OFFSITE cabin to our Potter County Family Campground.

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.

A tranquil cabin with a nice view on 90 acres.>
A semi remote, off the grid, newly constructed,comfortable 14' x 24' cabin with a 8' x 14' porch. Solar powered with running hot water and heat. Located on 90 acres of recreational and hunting land. The electricity is sourced from an on-site solar system, with a remote start generator to assure never losing power. This location is for those who are looking for an experience different from the hotel/motel setting. However, still providing all basic amenities Hunting is available.

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!!

Cozy Cabin with a Vista - 500 Private Acres
Modern Cabin sitting on 500 private acres. We have private trails, fishing, and hiking available to all guests. Features 2 bedrooms with 4 twin beds, full kitchen, WiFi, DirecTV, gas fireplace, AC, sauna, and 1 full bath. Our cabin also has a large loft area with a futon and 4 twin beds. Comfortably sleeps between six and eight guests with air conditioning and heating. Kitchen stocked with cooking essentials.
Popular amenities for Olean family-friendly rentals
Family-friendly home rentals with a hot tub

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

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.

Countryside Chalet

The Hills and The Holler (Westline)

The Ridge Chalet in Ellicottville~Hot Tub & Sauna!
Family- and pet-friendly home rentals

WAG Trail Inn on the Genesee TREEHOUSE

Newly Renovated Condo. Walk to Resort and Town

The Stable at The Crosspatch

★ SKIING, HIKING, VILLAGE OF EVILLE MTN ESCAPE ★

The Empty Nest ...2nd floor

Industrial Hidden Haven Close to Ellicottville

Cozy Country Cabin Perfect for Family Getaways

Hardwood Lodge
Family-friendly home rentals with a pool

Not Your Everyday Mini Chalet - Ellicottville

Ski In/Ski Out Condo

Lucky Day Cabin Ellicottville/Ashford 30 acres

Lux 2 BR Holiday Valley pool-golf-ski-in/ski-out

Valley View Glamper

Tamarack Club Holiday Valley - Lovely condo

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 | G$29,686 GYD | G$28,432 GYD | G$29,895 GYD | G$28,223 GYD | G$33,240 GYD | G$27,177 GYD | G$32,195 GYD | G$30,731 GYD | G$29,268 GYD | G$30,313 GYD | G$31,358 GYD | G$26,550 GYD |
| 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 G$12,543 GYD per night before taxes and fees

Verified guest reviews
Over 1,170 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

4.7 Average rating
Olean stays receive an average rating of 4.7 out of 5 from guests
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