Family-friendly holiday rentals in Richmond

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.)

Chickadee Cabin: A Peaceful Finger Lakes Retreat

Enjoy a peaceful escape into the woods at Chickadee Cabin! This beautiful 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 retreat! With high speed Wi-Fi, it's a great place to work remotely as well! WINTER WEATHER ADVISORY: An all-wheel or 4-wheel drive vehicle is required to get up the driveway in snow. Stay 7 nights or more and save 20%!

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.

Waneta Lakeside Cottage

Right on the water with lots of space and fresh air this new and charming cottage is situated in the heart of the Finger Lakes on the east side of Waneta Lake. Ideal for 1 to 2 couples, a girls weekend getaway or families up to 4. There are 2 bedrooms, an open fully equipped kitchen, a sitting area and bathroom with walk-in shower. Dine and relax on the over-sized covered deck overlooking the lake. A stairway from the deck provides access to a private beach with 4 kayaks.

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.

Quiet place- Beautiful Views

Great place to view wildlife. Finished apartment above Christmas tree farm storage. Separate entrance with flight of stairs. Country setting with superb views, ponds, wooded areas, and excellent wildlife viewing. Your stay includes a fire pit for your use and covered gazebo with picnic table. Deck extending over pond is available for swimming and fishing. Licensed fishing preserve-no license required. Hiking trails available. Excellent birding. No cleaning charge.

Esten-Wahl Farm - Historic Landmark Victorian Home

The farm is 30 acres of pasture, woods and a stream - peaceful, yet within a bike ride to the village of Fairport and the Erie Canal. There is a small cottage hidden behind the historic barn where we live and care for the animals on the farm. Our guests' privacy is paramount and the farm is yours to wander and enjoy (including the pool and tennis court) as you wish! The pool is open mid-May through Mid-September.

The Niwas - Spacious and Fun Suite - Near UofR/RIT

Our Airbnb is a spacious 1400sq ft fully-furnished private walk-out basement. The space has all the basic amenities and comforts along side a 65in HD TV, ping-pong table, and a foosball table. Our property is located in a quiet and friendly neighborhood. Our Airbnb is prefect for all sorts of guests. Nearby you will find I-90 thruway, UofR, RIT, Strong Memorial Hospital, Airport, and great dining spots.

Keuka Beach House - Glamping at its best!

My place is right on the lake and great for summer activities. The deck hangs out over the water overlooking the beach and dock. Outdoor opportunities include your own hiking trail on the property, cycling, swimming, kayaking and canoeing. It's a great place for couples, solo adventurers, and pets who like to swim. Please note: a local occupancy tax of 4% is already included in the price you pay.