Family-friendly holiday rentals in Richmond

Find and book unique family-friendly homes on Airbnb

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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Top Guest favourite
A wooden cabin exterior is framed by lush greenery, featuring a spacious deck with seating and string lights. Stairs lead from the deck down to a manicured lawn, which extends toward a small pond hidden among the trees.
Cabin in Hemlock
4.97 out of 5 average rating, 383 reviews

Chickadee Cabin: A Peaceful Finger Lakes Retreat

Enjoy a peaceful escape into the woods at Chickadee Cabin! Tucked into the hillside with scenic views of nearby Honeoye Lake, this cozy cabin offers the perfect blend of seclusion and convenience. Unwind in nature while being a short drive from local wineries, breweries, hiking trails, and Bristol Mountain. Come relax and recharge in our cabin retreat! 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%!

Guest favourite
Home in Canandaigua
4.91 out of 5 average rating, 307 reviews

Bristol Creekside Cottage

Unwind at this romantic getaway nestled in the beautiful Bristol Hills, just minutes away from Bristol Ski Resort, Canandaigua and Honeoye Lakes. This unique 1 bedroom 1 bathroom cottage is one of our two homes on the property along the peacefully flowing Mill Creek. Take in the natural beauty from the large patio and hot tub. Inside, enjoy the warmth of the gas fireplace, complimentary wifi and smartTV. The full kitchen and bathroom are well stocked with amenities to ensure a comfortable stay.

Guest favourite
The exterior of a charming farmhouse is displayed, featuring a light blue metal roof and a covered front porch. Lush greenery surrounds the house, with floral arrangements enhancing the inviting entrance. A manicured lawn and the natural landscape complete the picturesque setting.
Home in Canandaigua
4.96 out of 5 average rating, 350 reviews

Walnut Pond Retreat-Private house & scenic grounds

Perfect getaway for nature lovers, or as an Artist's retreat. Pristine wooded hills, wildlife, greenery & fall foliage each in their season. Striking aquatic views of large manicured pond with water lilies to please Monet, and a dock from which to paint them. Diverse wild birds at established feeders & generally on the property. Wood burning fireplace inside & fire pit out. Full kitchen. Gas grill. Extra space. Laundry. Small library / reading room. 5 miles to nearest town. New Cable WiFi.

Top Guest favourite
The kitchen area features navy blue cabinets and a spacious island with stools. Natural light fills the space through large windows, complementing the warm wooden floors. A dining area is visible in the background, with a dining table and wall-mounted clock.
Cottage in Honeoye
4.96 out of 5 average rating, 186 reviews

The Hideaway on Hobart - New /Recently Renovated

The Hideaway on Hobart is a fully renovated cottage just steps from Honeoye Lake, a true hidden gem of the Finger Lakes. Located at the north end of the lake, guests enjoy access to a private community beach, park, and boat launch. The home features two bedrooms, an exceptional kitchen and open common space, plus an amazing deck for relaxing or entertaining. Two ski resorts (Hunt Hollow & Bristol) are less than 15 minutes away for year-round fun and access to a private dock is provided.

Top Guest favourite
Cabin in Hemlock
4.99 out of 5 average rating, 236 reviews

Honeoye Hidden Gem!

Stay in our cozy, completely renovated cabin in the woods where elegance meets quaint…nestled in the Finger lakes and wine country region..to include craft breweries as well..Includes all new appliances /heat /AC with all the comforts of home! Also has an automatic generator in the rare event of power failure. This property offers 1 mile of mowed trails and 60 acres to explore! Hiking, cross country skiing and snowshoeing available.Snowmobiling trails and ski resorts just minutes away.

Top Guest favourite
A cozy living area showcases a red leather sofa complemented by a white throw blanket. A patterned area rug covers the floor. A small dining table is positioned in the background, along with wooden chairs. Natural light enters through a door leading to the outside.
Guest suite in Bloomfield
4.95 out of 5 average rating, 133 reviews

Peaceful Finger Lakes Studio

Overlooking a 3/4-acre pond, this 550 sq ft lower-level studio has a private patio, 2 entrances, full bath, queen bed and newly installed kitchen (after 3/15/24). TV has access to Netflix, Disney plus, Prime Video, and other Roku channels (no cable). Wi-Fi is continuous with listing and space has private access to heat/AC controls. Entrance is via keypad lock. Close to Canandaigua, Cummings Nature Center, CMAC, and wineries/microbreweries. Short drive to Letchworth State Park and Victor

Top Guest favourite
Barn in Perry
4.99 out of 5 average rating, 111 reviews

Family Barn Stay-Tub, Fire Pit, Animals+Letchworth

Welcome to Southview at the West Barn, by Dell Collective What You’ll Love ✔ Gorgeous barn conversion w unique character ✔ Large chef’s kitchen & open concept living ✔ Huge soaking tub ✔ Fast Wifi, great for remote work ✔ Pet-friendly Outdoor & Local Highlights 🌲 Minutes to Letchworth State Park 🏖 Near Silver Lake 🎈 Hot air balloon's launch nearby in season 🐴 Friendly farm animals to visit on property Perfect For: Family getaways, Couples retreat, Pet-friendly adventures

Top Guest favourite
A hot tub is situated under a wooden pergola surrounded by vibrant fall foliage, with views of Canandaigua Lake in the background. Two Adirondack chairs offer a cozy spot to enjoy the scenery, while the structure features large windows capturing natural light.
Home in Naples
4.99 out of 5 average rating, 154 reviews

The Lakeview House in South Bristol

Just 5 miles from Bristol Mountain! Nestled in the Bristol Hills with stunning views of Canandaigua Lake. Near many hiking trails on state lands, or explore the acres of woods in our back yard. Enjoy the wineries, breweries, and all the other unique experiences offered in the Finger Lakes region. Then come home, build a campfire and enjoy incredible views from the lean-to, relax in the hot tub, or sit by the fireplace and watch a movie! You'll love your Lakeview vacation!

Top Guest favourite
A vibrant sunset reflects on the calm waters of Honeoye Lake, creating a gradient of oranges and purples in the sky. The silhouette of the shoreline is visible in the background, while the faint glow of a campfire flickers at the right edge.
Bungalow in Honeoye
4.96 out of 5 average rating, 264 reviews

Cozy Bungalow on a Beautiful Lake

Welcome to your getaway - our cozy bungalow right on Honeoye Lake! Located in the rolling hills of the Finger Lakes on our waterfront property. We look forward to your stay! Comfortably sleeps 2 in a full-sized bed & 1 on our couch. The property includes flat-land lake access, seasonal dock, fire pit, gas grill, gazebo & patio, kayaks for rent, WiFi, TV/DVD, YouTube TV, cook-your-own breakfast w/eggs & fruit provided, seasonal A/C, and a pub & marina in walking distance.

Top Guest favourite
The cabin exterior features a metal roof and a spacious deck with railing, surrounded by trees. A grill is positioned on the deck, and outdoor seating is available. The serene landscape showcases a glimpse of Canandaigua Lake in the background.
Guesthouse in Naples
4.98 out of 5 average rating, 287 reviews

Hawks Landing - Your Romantic Getaway! New Pricing

Welcome to Hawks Landing Cabin… your romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your special moments in the privacy of this beautiful cabin!

Top Guest favourite
A rustic tiny home is displayed, featuring wooden siding and a welcoming entrance. Decorative paddles are positioned on either side of the front door, flanked by wooden privacy screens. The surrounding landscape consists of a gravel pathway and sparse trees, creating a natural backdrop.
Tiny home in Hemlock
4.94 out of 5 average rating, 158 reviews

Little Lodge in Hemlock

Adventure awaits you in this rustic getaway. This tiny home used to be a hunting lodge and we have renovated and updated the space to be a peaceful spot for whatever brings you out our way. We like to think of it as the bee keeper’s lodge. Close to Hemlock, Canadice, Honeoye, and Conesus lakes for hiking, fishing, kayaking, or picnicking. Or enjoy a night in! There is a gas grill, patio, outdoor dining area, fire pit, and a game shed out back.

Top Guest favourite
Home in Naples
4.94 out of 5 average rating, 126 reviews

Romantic Ski-View Retreat by the Fire

Escape to a romantic retreat with stunning ski-slope views just across the road. Cozy up by the outdoor fire pit, unwind in Adirondack chairs under the stars, or stay in for a relaxed night of board games. Enjoy peaceful mornings overlooking the mountains. Thoughtfully designed for couples, this private hideaway blends comfort, charm, and scenic beauty—perfect for ski weekends, quiet escapes, and unforgettable time together.

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