Family-friendly holiday rentals in Richmond

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Top-rated family-friendly rentals in Richmond

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Naples

4.81 out of 5 average rating, 289 reviews

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.)

Top guest favourite

Cabin in Hemlock

4.97 out of 5 average rating, 359 reviews

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%!

Superhost

Guest suite in Canandaigua

4.82 out of 5 average rating, 185 reviews

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.

Guest favourite

Cottage in Naples

4.95 out of 5 average rating, 145 reviews

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!

Guest favourite

Cabin in Almond

4.95 out of 5 average rating, 294 reviews

The Country Cabin

Quiet, peaceful, and private cabin in the woods. Explore 4000 acres of State Land nearby. Hiking, nature walks, or birdwatching. Enjoy cross-country skiing on the nearby state land. Relax by the pond, fish, or take a refreshing swim. Tall Pines ATV Park (11 miles) offers off-road adventures. Hit the slopes at Swain Ski Resort (22 miles) for winter sports. Located near SUNY Alfred and AU (2 Miles), ideal for parents visiting. Perfect for a family vacation or a weekend getaway.

Top guest favourite

Cottage in Dundee

4.99 out of 5 average rating, 499 reviews

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.

Top guest favourite

Guest suite in Naples

4.97 out of 5 average rating, 382 reviews

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.

Top guest favourite

Farm stay in Hemlock

4.83 out of 5 average rating, 127 reviews

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.

Guest favourite

Cabin in Naples

4.86 out of 5 average rating, 581 reviews

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.

Guest favourite

Home in Canandaigua

4.78 out of 5 average rating, 223 reviews

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.

Top guest favourite

Home in Fairport

4.99 out of 5 average rating, 175 reviews

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.

Top guest favourite

Guest house in Keuka Park

4.99 out of 5 average rating, 347 reviews

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.