Family-friendly holiday rentals in Ontario County

Naples Barn

Don't miss a stay in in the Naples, New York! Naples Barn is happily situated in the heart of the Finger Lakes. Here you can find local wineries, breweries, shopping, and hiking, right in our walkable village of Naples, NY. Our first-floor studio apartment (w/separate entrance) will surround you with art from our travels around the world. Our furnishings are homespun-eclectic and always comfortable! Perfect for couples and families. (The apt is on the 1st level, the green part of the barn.)

Retreat @ Keuka Cabin

It's The Cabin! This picturesque cabin sits on 8 acres of mowed and wooded land. Enjoy all that the property has to offer with a half mile's worth of walking paths, a large front porch to drink your morning cup of joe, fully stocked pond, a fire pit/wood and more. It offers serenity in the Finger Lakes Region. Easy access to countless wineries, breweries and distilleries. The cabin is where memories are forged, belly laughs are had, and adventures await. Come, kick back, and take it easy.

Tree House views, designer decor, child friendly

Our modern guest home is surrounded by nature and ideal for couples and families with children. You'll have a large deck, fireplace, fully equipped kitchenette, private bedroom (King bed), our guest favorite sleeping loft with a private balcony with views of Canandaigua Lake. Pack light, we provide supplies for children, remote work, & fitness. Community amenities include racket courts, playground, & beach. Jump in the lake, tour wine country, and hike bike or ski at Bristol Mountain.

Hillside Retreat Walking Distance to Downtown

Private spacious suite with separate entry and brand new bathroom. You will have the entire walkout lower level with a full bathroom including laundry. Beautiful queen bedroom set. Comfortable sectional with chaise ready for you to put your feet up and unwind. This has a pullout queen size bed for extra sleeping. Game table stocked with supplies. Coffee bar with all of the essentials including a mini fridge and microwave. You can even get your exercise in with using the treadmill.

Chickadee Cabin: A Peaceful Finger Lakes Retreat

Enjoy a peaceful escape into the woods at Chickadee Cabin! This beautiful little cabin is nestled into the hillside above, with a view of nearby Honeoye Lake. Sit and relax in a remote location, with all the essentials a short distance away. Come and recharge in our cozy cabin! With high speed Wi-Fi, it's a great place to work remotely as well! WINTER WEATHER ADVISORY: During the winter months, we highly recommend an all-wheel or 4-wheel drive vehicle to get up the driveway.

Naples Escape: Artistic & Serene w/ Magical Views

Escape to a peaceful, artistic haven surrounded by nature’s beauty! This 10-acre gem offers sweeping views, a tranquil pond, and leisurely strolls. Just 2 miles from the heart of Naples, explore waterfalls, wineries, charming shops, and local dining. Perfectly situated for seasonal adventures, with Bristol Mountain and Cummings Nature Center both under 20 minutes away. Whether unwinding or exploring, this cozy sanctuary offers a harmonious balance of comfort and creativity.

Hi-Tor Hideaway. The Cure for Cabin Fever.

A beautiful log cabin in the woods with an incredible view, that sleeps 5. There is a queen bed downstairs, a double in loft and then a roll-away twin in living room. Peace and quiet, discovering nature and resetting yourself. Life has been a challenge and it is good to step back sometimes. Our peaceful retreat is centrally located near many parks and waterfalls. Located between beautiful Canandaigua, Keuka and Seneca Lakes.

Amazing Views! Butler Beach— just 200 steps away!

NEWLY REMODELED IN 2022. GORGEOUS HOME OVERLOOKING CANANDAIGUA LAKE This beautiful home has a brand new patio with fire pit/barbecue area for summer fun. The home has 4 bedrooms and 2 baths. It has a kitchen with built in dishwasher, stove and refrigerator, large living room and dining room (both rooms have spectacular views overlooking the lake). The house is also protected with video surveillance on the exterior.

Drift Away • Hot Tub, Kayaks, Lakefront & Games

Perched on the shores of Seneca Lake, Drift Away is your peaceful lakefront retreat with unbeatable views, direct water access, cozy living spaces, a hot tub, kayaks, and plenty of ways to play. Whether you’re here for lake days or quiet nights by the fire, it’s the perfect place to relax, recharge, and make lasting memories—every time of year.