Family-friendly holiday rentals in Richmond

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.

Hook, Wine and Sinker

Completely updated in 2022! Canandaigua lakefront 5 minutes outside of Naples, NY! Level lakefront- Stunning views of South Hill- perfect for autumn leaf gazing and also summertime swims off the permanent dock. With kayak, inflatable toys, gas BBQ, WiFi, cable TV & electric awning over a picnic table. Enjoy s’mores over the campfire pit. Tastefully decorated, well equipped kitchen, washer/dryer & bedroom AC. Escape to the vineyards, Bristol Mtn. & all the Finger Lakes has to offer!

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.

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.

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.

Mayflower Getaway by the Lake

Our "Getaway by the Lake" is located in the Crystal Beach area of Canandaigua Lake. Our cozy, well appointed cottage is located a half-block from a private community beach/park area and short walk to 2 other community water access points. It's the perfect setting for social distancing or a new spot to work from home.