
Family-friendly vacation rentals in Waterford
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Waterford
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

*Cottage @ Firefly Cellars* VA Wine Country escape
The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!
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Hummingbirds Hideaway Treehouse
Do not book on airbnb and ask for early arrival. experience the magic of being among the treetops at our newly built treehouse. Whether you are seeking a romantic getaway, peaceful retreat, or family fun this slice of heaven will offer you an unforgettable stay. Features large windows for stunning views of the surrounding woods and very detailed woodwork. 2 bedrooms with king beds, open living space with full kitchen and bathroom will be sure to impress. Please message us prior to booking
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Charming 3BR Farmview Cottage in northern VA
Farmview Cottage in Leesburg is located in the heart of northern VA's farm and wine country, just an hour outside Washington, D.C. With original hardwood floors and vintage wooden doors, this historic bungalow offers sweeping views of pastoral farmland. 3 bedrooms and 2.5 baths offer plenty of room for 6 guests to spread out. A full kitchen, dining table for 6, and eat-in bar with 4 adjustable stools offer many options for families, couples, and business travelers. Close to Dulles airport!
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‘Waterfront’ Farm Escape for Hikers & Wine Lovers
Feel refreshed when you stay in this rustic gem! The Springhouse is nestled in the rolling hills of Northern Virginia’s Wine Country! Originally constructed in the early 1800's, the structure was built over a natural spring that was used for refrigeration. Water from the spring maintains a constant cool temperature throughout the year while also filling a pond. The original stone well, channel and stone flooring are all intact for guests to explore and experience how our ancestors lived.
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Tranquil Treehouse
Nestled on a hillside overlooking the tributary to the Potomac this glammed out cottage has everything you need for a romantic getaway. Immersed just outside the tall glass walls is a private deck overlooking a forest. This property is from our Waterford reservations collection you might get lucky and see a couple of bald eagles on your visit. Enjoy indoor or outdoor shower. The treehouse is completely private and equipped with wifi, kitchen, king bed fire pit nearby and more. Book smart.
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Cozy West Virginia Treehouse
Thanks for checking out our treehouse! It’s 4 minutes from downtown Shepherdstown and 15 minutes from downtown Harpers Ferry. We are excited to share it with other fun-loving folks! The treehouse has heat and AC, a tiny kitchen with a mini fridge, stove top, toaster oven, gravity-fed sink and kitchenware. There’s a bathhouse built on the back of the host’s home with a conventional toilet and shower. There’s also an outhouse with a light and essentials. We provide wood for the fire pit also.
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The Weaver’s Cottage c. 1815
Welcome to The Weaver’s Cottage c. 1815! This unique and peaceful historic property has been lovingly restored to maintain its original period character while providing modern convenience. Located in historic Waterford, VA, a National Historic Landmark, and close to many farmer’s markets, wineries, breweries, distilleries, restaurants, antiquing, endless outdoor activities, and more, you won’t lack for fun local things to do! The history of the village itself deserves to be explored.
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Hope Flower Farm Winery Cottage
Welcome to Hope Flower Farm & Winery! This charming 3-bedroom, 1-bath cottage is the perfect retreat for those seeking a peaceful getaway in the heart of Loudoun County wine country. The cottage features a kitchen, cozy living room, and a screened-in porch perfect for enjoying your morning coffee or an evening glass of wine. The cowboy cauldron is the perfect spot for roasting marshmallows or enjoying a cozy fire. Come experience the beauty and tranquility of Hope Flower Farm & Winery.
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The Forge on Sunnyside Farm
Sunnyside Farm offers a luxurious stay in a beautifully restored historic forge. You’ll be greeted by the farm’s delightful hosts, Jimmy and Dean, two friendly Potbelly pigs. Beautiful cows forage right outside your door. The Forge features exposed wooden beams, brick walls, and cozy furnishings. The interior is designed with plush bedding, a fully equipped kitchen, and spacious living reminiscent of yesteryear. Breweries, wineries and famous antique stores nearby offer entertainment.
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The Barn at Belgrove
The Barn at Belgrove. Welcome to a private and quiet escape on a 67 acre manor in Leesburg. A horse property with abundant wildlife offers a peaceful getaway on an historic property. This full apartment is located above the barn. It is convenient to downtown Leesburg, Morven Park, and Loudoun's many wineries, breweries and festivals. Most suitable for adults seeking to relax, recharge, and rekindle in a rustic environment. There is generally very good cell service but there is no Wifi.
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The Cottage at Forest Hills Farm
Beautiful one bedroom, one bath cottage on a picturesque 14 acre farm just outside of downtown Leesburg. Nestled in close to local vineyards, this charming, free-standing cottage is yours and perfect for a weekend getaway or alternative to a hotel. Enjoy the fresh air, beautiful views, and peace and quiet on our little farm. Wander the property and say hello to our donkey, mule, Long Horn cows, goats, chickens, and 3 barn cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.
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Restored 1820 Waterford Village Farmhouse
We restored this 1820 village farmhouse in 2016. It is situated in the heart of the historic village of Waterford. It has 2 1/2 acres behind, with two barns, a herd of very friendly goats, chickens, and vegetable, herb and flower gardens. The house backs up to The Phillips Farm, 150 acres of preserved land and public walking trails. Beautiful sunset views from the back porch. The house, a work in progress, was featured in both Country Living and Preservation Magazines.
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Popular amenities for Waterford family-friendly rentals
Family-friendly home rentals with a hot tub

Gorgeous cabin on Blue Ridge
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Guest-Favorite A-Frame with Hot Tub Harpers Ferry
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NEW! Private Home w/HotTub
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Skyline Yurt: Hot Tub~Wood Stove~WiFi~Pet Friendly
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Oatlands Creek cabin
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The Wizard's Chalet • Cozy nature escape • Hot Tub
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Farm Stay in a luxury tiny home with hot tub
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Timber Creek: Falls - A Shenandoah Cabin
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Family- and pet-friendly home rentals

Historic Farmhouse in Beautiful Western Loudoun
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Entire Home in Leesburg – King & Queen Bed +Yard
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Whole House -Seven Elms Farm B&B
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Ballenger Farm
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Applemoon: Charming Log Cabin in a Mountain Lake Community
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50-Acre Farmhouse Getaway Oasis in VA Wine Country
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Modern Home on Middleburg Equestrian Farm
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John Pope Cabin Browntown Va. We now have Starlink
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Family-friendly home rentals with a pool

Cottage on Horse Farm: Wineries/Breweries, Horses!
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Retreat to horse country!
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COZY3500sf Private-10acres Pool-PickleBall-Hot Tub
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The Hunt Box @ Tally Yo Farm
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Clean 5BR w Heated Pool, Spa - Horse, Wine Country
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Modern Cabin: Hot Tub, Arcade, FirePit, Pets+Pool
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Bear Pines Retreat ~ Game Room ~ Screened Porch
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Historic Farmhouse | Heated Plunge Pool, Billiards
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Destinations to explore
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