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Family-friendly vacation rentals in Waterford

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Top-rated family-friendly rentals in Waterford

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

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Guest favorite
A bright living area is presented with large windows allowing natural light to fill the space. Comfortable furnishings include a sectional sofa and a circular coffee table, while a patterned area rug adds warmth. A television is mounted on a dark cabinet, enhancing the room's functionality.
Farm stay in Purcellville

50-Acre Farmhouse Getaway Oasis in VA Wine Country

Just 1 hour from Washington DC, the spacious and tranquil Farmhouse at Dogwood Pond resides on 50 acres of land, and includes a large pond equipped for fishing. Our guests enjoy the nearby Purcellville Historic District for quality restaurants and cafes, vintage shopping, and the W&OD trail entrance at the old Purcellville train station. The property is also a swift 20 minute drive to historic downtown Leesburg, Waterford, Harper's Ferry, and endless wineries, breweries, hiking and bike trails.

KitchenIndoor spacesLayout

4.98 out of 5 average rating, 166 reviews
Top guest favorite
A tranquil pool area is surrounded by lush greenery and vibrant flowers. The charming cottage, featuring a welcoming porch, is visible in the background under a bright blue sky. The clear water of the pool reflects the sunlight, inviting relaxation.
Cottage in Hamilton

*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!

Indoor spacesFamilyAccess

4.95 out of 5 average rating, 427 reviews
Top guest favorite
The exterior of Farmview Cottage features a charming white facade with a distinctive red front door, complemented by a metal roof. Two gabled dormers provide additional character to the upper level, while the inviting front steps lead to a landscaped area with greenery.
Home in Leesburg

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!

KitchenFamilyComfort

4.95 out of 5 average rating, 160 reviews
Top guest favorite
An inviting living space features a cozy couch beside a wooden coffee table. Large windows with views of the forest enhance natural light. The kitchen area is equipped with essential appliances, while a rustic wood wall adds warmth to the atmosphere.
Treehouse in Waterford

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.

FamilyIndoor spacesBathroom

4.94 out of 5 average rating, 680 reviews
Top guest favorite
The treehouse is elevated among the trees, featuring large windows that offer views of the surrounding forest. The exterior is constructed with dark wood shingles and is supported by sturdy stilts, blending seamlessly with the natural environment.
Treehouse in Waterford

Hummingbirds Hideaway Treehouse

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. 2 bedrooms with king beds, open living space with full kitchen and bathroom will be sure to impress. Please message us prior to booking Do not book for 1 night if you dont have multiple reviews you will not get access we are done with airbnbs issues of overseas ai call center

FamilyKitchenGetting around

5.0 out of 5 average rating, 288 reviews
Guest favorite
A spacious outdoor area features a large in-ground pool surrounded by a patio. Lounge chairs in a bright blue color are arranged along the edge. A picnic area with tables and chairs is also visible, along with a children's play area nearby.
Home in Lovettsville

COZY3500sf Private-10acres Pool-PickleBall-Hot Tub

Immerse yourself in tranquility and laid-back luxury in our expansive home adorned with 6 cozy furnished bedrooms. Hemingway Retreat is nestled with 10 acres of spectacular farmland, with awe-inspiring vistas of horses grazing peacefully a picture-perfect escape from your routine life. With amenities such as fire pits, enjoyable hot tub, & tennis courts, indulge in a variety of recreational activities. Experience the fusion of comfort & exciting adventures at every corner of our property.

Indoor spacesKitchenSleep quality

4.87 out of 5 average rating, 144 reviews
Top guest favorite
A historic cottage features a log exterior and a distinctive red metal roof. Surrounded by lush greenery and colorful flowers, the property is set back from the road, offering a peaceful rural aesthetic. The front porch provides outdoor space with views of the natural landscape.
Cabin in Waterford

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.

FamilyIndoor spacesWifi

4.97 out of 5 average rating, 116 reviews
Guest favorite
A peaceful outdoor seating area features black Adirondack chairs arranged on a gravel surface. In the background, the white cottage can be seen, framed by lush green shrubs and trees, providing a tranquil setting for relaxation.
Farm stay in Waterford

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.

FamilyIndoor spacesSolo travel

4.96 out of 5 average rating, 139 reviews
Top guest favorite
The cottage is a charming two-story building, featuring a dark exterior with large windows. A welcoming porch is accented by steps leading to the entrance, and a stone pathway guides through the lush green yard, surrounded by trees.
Cottage in Leesburg

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.

FamilyKitchenParking

4.92 out of 5 average rating, 412 reviews
Guest favorite
The kitchen features exposed brick walls and wooden beams, creating a rustic ambiance. A large wooden dining table is surrounded by chairs, with a bowl of fruit at its center. Vintage appliances and a farmhouse sink complement the warm, inviting atmosphere.
Home in Waterford

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.

Indoor spacesKitchenComfort

4.99 out of 5 average rating, 184 reviews
Top guest favorite
The farmhouse is set on a spacious green lawn, surrounded by tall trees. A nearby structure with a cylindrical silo complements the main house, which features a blue-green roof and a wide porch. A bright sky with scattered clouds enhances the serene landscape.
Home in Purcellville

Whole House -Seven Elms Farm B&B

Come and enjoy peaceful setting of our 1870 farmhouse situated close to historical Town of Purcellville, great for shopping and enjoying a good meal, W&OD trail is nearby for a walk or a jog. Or you can just sit on either one of the two covered porches with a good book and take in natural open spaces and a view of a serene pond. And of course we are located in heart of Loudoun County's wine country, great spots for picnic and tasting of great selection of wines.

Indoor spacesKitchenBiking

4.99 out of 5 average rating, 348 reviews
Top guest favorite
The timber-framed chalet is surrounded by vibrant flower gardens, showcasing various colorful blooms. Large windows and a balcony enhance the exterior, framed by trees creating a natural backdrop. A patio area with seating is visible in the foreground, inviting guests to enjoy the peaceful surroundings.
Guesthouse in Hamilton

Trailside Chalet (A storybook chalet with hot tub)

The Trailside Chalet is situated on the W and OD Trail, halfway between Leesburg and Purcellville, Va - an ideal base location for visiting wineries, breweries, and the pastoral countryside of Loudoun County. The chalet will put you just steps from the trail for walking/cycling/horseback riding. Relax and enjoy the amenities of one-of-a-kind interior including wood burning fireplace and peaceful surroundings with hot tub. A perfect getaway for a couple or family.

FamilyKitchenCheck-in

4.96 out of 5 average rating, 184 reviews

Popular amenities for Waterford family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
A well-lit deck hosts a modern soaking tub, surrounded by forest views. Steps lead down from the deck, which is adorned with warm lighting that highlights the natural wood. The evening sky offers soft hues as the sun sets beyond the trees.
Home in Harpers Ferry

Gorgeous cabin on Blue Ridge

KitchenIndoor spacesCheckout

4.97 out of 5 average rating, 136 reviews
Guest favorite
Yurt in Front Royal

Skyline Yurt: Hot Tub~Wood Stove~WiFi~Pet Friendly

KitchenIndoor spacesHiking

4.97 out of 5 average rating, 221 reviews
Top guest favorite
The exterior of the cabin is showcased with a green metal roof and rustic wooden siding. Gentle outdoor lighting highlights the structure while lush greenery surrounds the gravel driveway, leading to an inviting entrance. The spacious yard features landscaped gardens and a welcoming atmosphere.
Cabin in Aldie

Oatlands Creek cabin

FamilyKitchenLocation

4.99 out of 5 average rating, 155 reviews
Top guest favorite
Cabin in Front Royal

Mountaintop Retreat with Wood Fired Hot Tub

FamilyKitchenGrill

4.99 out of 5 average rating, 461 reviews
Guest favorite
Cabin in Harpers Ferry

Mountain Luxury - Hot Tub, Amazing Views & More!

FamilyKitchenGetting around

4.92 out of 5 average rating, 133 reviews
Guest favorite
A spacious deck surrounds the cabin, featuring a covered gazebo and a hot tub. Decorative string lights create a gentle glow above, while the natural landscape of rocks and greenery provides a serene backdrop. The cabin's exterior showcases a welcoming design in a wooded setting.
Cabin in Harpers Ferry

Mountainside Retreat: Hot tub,Arcade, Theater,Pets

FamilyKitchenLong stay

4.96 out of 5 average rating, 139 reviews
Top guest favorite
An outdoor seating area is set in a grassy space, featuring weathered chairs arranged around a stone fire pit. A wooden picnic table is visible, surrounded by lush greenery and trees. The backdrop reveals a scenic view of the rolling hills under a partly cloudy sky.
Cabin in Bluemont

Rustic Blue Ridge Cabins

Indoor spacesKitchenLayout

4.99 out of 5 average rating, 641 reviews
Guest favorite
The exterior of the cabin is showcased from a pathway leading to the entrance, framed by wooden railings. Vibrant autumn foliage enhances the scenic backdrop, while the expansive valley stretches into the distance under a clear sky.
Cabin in Harpers Ferry

Modern Cabin with Sweeping Valley Views!

FamilyIndoor spacesPets

4.92 out of 5 average rating, 113 reviews

Family- and pet-friendly home rentals

Guest favorite
The historic stone house features a grand facade with white columns and a peaked roof. Lush greenery surrounds the property, including a vibrant tree in the foreground. The entryway showcases two symmetrical doors, enhancing the home's classic architectural style.
Farm stay in Hamilton

Historic Farmhouse in Beautiful Western Loudoun

FamilyKitchenPets

4.94 out of 5 average rating, 266 reviews
Top guest favorite
Farm stay in Leesburg

The Forge on Sunnyside Farm

Indoor spacesFamilyCheck-in

5.0 out of 5 average rating, 149 reviews
Guest favorite
The front of a spacious two-story brick home is showcased, featuring a well-manicured lawn with neatly trimmed grass. A large tree and colorful shrubs accentuate the landscape, while windows and a welcoming front door contribute to the home's inviting appearance.
Guesthouse in Hamilton

A Hidden Jewel in Loudoun County, Virginia

Indoor spacesKitchenLocation

4.83 out of 5 average rating, 117 reviews
Top guest favorite
The backyard features a well-manicured lawn surrounded by a wooden fence for privacy. A large umbrella provides shade over a patio area with outdoor furniture. A storage shed is positioned to one side, and mature trees offer natural greenery.
Home in Leesburg

Entire Home in Leesburg – King & Queen Bed +Yard

FamilyKitchenAccuracy

4.98 out of 5 average rating, 195 reviews
Top guest favorite
A serene body of water reflects shades of turquoise and green, bordered by rocky cliffs and lush trees. Three caves are visible along the rocky shoreline, inviting exploration amidst the peaceful natural surroundings.
Farm stay in Harpers Ferry

Apartment on Peace Ridge Farm

FamilyIndoor spacesTV

4.96 out of 5 average rating, 293 reviews
Guest favorite
An aerial view captures a vibrant organic vegetable garden surrounded by a black wooden fence. The garden features neatly arranged raised beds filled with various plants, along with gravel pathways. A shaded seating area is visible, alongside a shed and open green space beyond.
Guesthouse in Middleburg

Fox Hill Barn Guest Cottage Retreat

Indoor spacesKitchenQuiet

4.95 out of 5 average rating, 103 reviews
Top guest favorite
A well-lit bedroom features a vintage white metal bed frame with a soft gray blanket and pillows. A wooden dresser and a mirror are positioned beside a rocking chair, while two bedside lamps provide warm illumination. Light flows through the window, flanked by sheer curtains.
Home in Ashburn

Ashburn Manor: 1920’s Farmhouse

Indoor spacesKitchenBathroom

4.99 out of 5 average rating, 131 reviews
Top guest favorite
A horse stands peacefully in a lush green pasture, surrounded by a black wooden fence. In the background, a well-maintained barn with a cupola is visible, complemented by a clear blue sky and scattered clouds.
Farm stay in Purcellville

The Hunt Box @ Tally Yo Farm

Indoor spacesKitchenOutdoor spaces

4.98 out of 5 average rating, 243 reviews

Family-friendly home rentals with a pool

Top guest favorite
A charming outdoor seating area features red wooden chairs and a fire pit, surrounded by lush greenery and pavers. The Cottage, with its welcoming facade and gray metal roof, is visible in the background, offering a cozy retreat in a natural setting.
Cottage in Bluemont

Cottage on Horse Farm: Wineries/Breweries, Horses!

KitchenFamilyAir conditioning

4.95 out of 5 average rating, 290 reviews
Top guest favorite
The cabin exterior is surrounded by trees, creating a natural setting. A welcoming porch features seating and leads into the interior. Large windows allow natural light to illuminate the space, while a gravel pathway connects the home to the surrounding area.
Cottage in Harpers Ferry

Harper's Ferry Tree House/ hot tub / nature/ trees

KitchenIndoor spacesCondition

4.95 out of 5 average rating, 235 reviews
Top guest favorite
A well-maintained sign for Tonka Farm is positioned at the entrance along a gravel driveway. Lush green grass surrounds a neatly trimmed shrub. Black wooden fencing lines the pathway, leading to a serene and inviting country setting.
Farm stay in Middleburg

Retreat to horse country!

KitchenFamilyLayout

4.97 out of 5 average rating, 105 reviews
Top guest favorite
Farm stay in Bluemont

The Cottage at Nestled Inn

Indoor spacesKitchenAccuracy

5.0 out of 5 average rating, 115 reviews
Top guest favorite
A spacious backyard is surrounded by a wooden fence, showcasing a patio area with multiple seating options. A hot tub is visible, along with a fire pit and several Adirondack chairs arranged for gathering. Lush green grass and mature trees enhance the outdoor setting.
Home in Harpers Ferry

The Historic Booth House at the Harpers Ferry KOA

FamilyIndoor spacesPool

4.89 out of 5 average rating, 235 reviews
Guest favorite
Home in New Market

Historic Peace and Plenty Farm: Pool House

FamilyKitchenBathroom

4.92 out of 5 average rating, 165 reviews
Top guest favorite
A spacious solarium features large windows allowing plenty of natural light to fill the room, with views of the surrounding greenery. A comfortable seating area is arranged with a mix of sofas and chairs, complemented by various plants adding a touch of nature. The heated concrete floor enhances comfort in this inviting gathering space.
Home in Knoxville

An Escape Bordering National Park land 1 mi to C&O

FamilyIndoor spacesView

5.0 out of 5 average rating, 111 reviews
Top guest favorite
A spacious pool area features a heated in-ground pool and spa surrounded by lounge chairs. A well-maintained lawn and shaded seating areas complement the outdoor space, while a house is visible in the background, nestled among the trees.
Home in Marshall

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

Indoor spacesKitchenGrill

4.94 out of 5 average rating, 147 reviews

Destinations to explore