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Family-friendly vacation rentals in Charles City County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Charles City County

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

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Top guest favorite

The dining area features a wooden table surrounded by metal chairs, set near a sliding glass door leading to a deck. A centerpiece of purple flowers adds a touch of color. Modern light fixtures hang above, providing ample illumination.

Home in Charles City

4.98 out of 5 average rating, 100 reviews

Cap 2 Cap Cottage VA Capital Trail Charles City

Cap 2 Cap Cottage - Rural oasis awaits in a NEWLY RENOVATED COTTAGE on 6 acres. 52 mile Virginia Capital Trail (Jamestown - Richmond) is only 3/10 of a mile away.Primary suite w/ 1 King bed. Add'l bedroom w/ 1 Queen bed. 2 full baths. Great Wifi, Smart TV, fully equipped kitchen, private deck. Fantastic restaurant/brewery Indian Fields Tavern is 3 miles away. Perfect stay for cyclists ,history lovers or just unwinding. NO Smoking or parties. Colonial Williamsburg 24 miles, Richmond is 30 miles .

Top guest favorite

A view through a multi-pane window reveals a serene landscape with trees and a winding gravel path. Scattered leaves cover the ground, while a lamp gently illuminates the outdoor space, enhancing the natural surroundings.

Barn in Providence Forge

4.97 out of 5 average rating, 112 reviews

Unique 2 BR. Barn Apt. with Incredible views

Want a quiet apt. getaway in the woods? Views from every room overlooking fields with woods, deer and wildlife, 2 day min. stay, 3 day holidays, or extended stays permitted if available. A luxurious 2 BR apt., located upstairs in a unique barn, loaded with amenities nestled 1/2 mile down a gravel drive, with scenic woods and wildlife. This accommodation sleeps up to 4 people + child Bedrooms have ceiling fans, new king bed in bedroom furnished in antiques Washer dryer * Low cleaning fee

The living room showcases a cozy atmosphere with a light-colored carpet and a fireplace beneath a mounted television. Two armchairs are positioned around a white coffee table, which holds a checkers game. Natural light filters through the windows, creating a bright and inviting space.

Home in Charles City

4.77 out of 5 average rating, 71 reviews

The Bike Path House! Cozy 2 BR w/ Fireplace

Welcome to the "Bike Path" house! Whether you come to ride, walk, tour nearby plantations & vineyard, or are just looking for some quiet relaxation, this is the spot for you! Located conveniently across from the enchanting Capital Trail that connects Richmond to Williamsburg, on historic Route 5! Have an adventure & explore the 12 acres of woods behind the house! Easy and very scenic drive to Richmond or Williamsburg! The house is stocked w/ games for you to enjoy after a day of outdoor fun!

A central fountain is surrounded by a circular stone feature, situated in a gravel driveway leading up to a charming two-story estate with a gabled roof. The expansive front porch showcases rocking chairs, while lush greenery and rolling pastures are visible in the background.

4.95 out of 5 average rating, 42 reviews

All Aboard-Premier Home w/POOL by Busch Gdns, Wmbg

"All Aboard" is one of a kind, near Busch Gardens, Water Country USA, and Colonial Williamsburg, our Wild West Train Depot is the ultimate getaway. Relax by the pool, enjoy games in the game room, or challenge your group at the poker table. Evenings are perfect for grilling, gathering around the fire pit, and stargazing. With unique cowboy and Native American-inspired décor, this one-of-a-kind estate combines charm and comfort, making it the perfect spot for your Williamsburg stay. Book now!

A two-story white house is framed by lush greenery and has neatly trimmed hedges. The front entrance is highlighted by a bold red door, complemented by symmetrical windows on either side, adding to the property’s inviting curb appeal.

Home in Charles City

4.91 out of 5 average rating, 35 reviews

Wooded Oasis on the way to the beach!

Nestled in a serene location this Airbnb offers a stylish decor with tons of space! Swing by these local attractions such as Colonial Downs, Berkeley Plantation, New Kent Winery, Upper Shirley, Golf, Rosie's Gaming Emporium, National fishing Hatchery. Only 21 minutes from The Richmond Airport, 38 mins. from Colonial Williamsburg! Catch some fun in the sun at Yorktown Beach 59 mins away. Or hang out at Busch Gardens and Water Country just 47 mins away! Only an 1.5 hours away from VA Beach!

Top guest favorite

The exterior of a large black barn is shown under a clear blue sky. Two wooden doors are open, revealing a welcoming entrance. Flower pots are arranged along the path, while two wooden chairs are positioned in front, inviting relaxation amidst a tranquil rural setting.

Farm stay in Charles City

4.99 out of 5 average rating, 129 reviews

Lovely space above barn on a working farm!

Getaway to the country!! Suitable for a 4 adults or families of 5. Wake up to beautiful sunrises. Spend a peaceful day surrounded by farm and wild animals. Enjoy the dark night sky lit with millions of stars after watching the sunset. Above our barn is a two bedroom, one bath living space with a living area open to a kitchen fit for every cook!! Located near Williamsburg, Jamestown and Yorktown, Busch Gardens and Water Country, the Virginia Capitol Trail and 5,217 acre wildlife refuge.

A red kayak rests at the edge of the serene reservoir, surrounded by trees that frame the waterway. The calm surface reflects the clear blue sky and soft ripples created by a gentle breeze, ensuring a tranquil outdoor experience.

Cottage in Lanexa

4.97 out of 5 average rating, 129 reviews

TooFine Lakehouse, pet friendly waterfront cottage

Cute & cozy (tiny) waterfront cottage nestled in a pine forest. Situated on an almost 3 acre point on the Diascund Reservoir this is THE perfect spot to get away from it all & still be in the middle of everything! Options abound - fishing from the dock, bird watching, canoeing, roasting marshmallows around the fire pit, swinging in the hammocks, napping on the screened in porch, grilling on the patio, reading in the loft, playing games (inside & out), or just chill & feel the vibe.

Top guest favorite

The exterior of the lake house is surrounded by lush greenery, showcasing a spacious deck and a red metal roof. A pathway made of stone leads to the entrance, while a seating area overlooks the tranquil water, providing a serene outdoor space.

Cottage in Lanexa

4.99 out of 5 average rating, 126 reviews

Hidden Heaven Lake house on private 1 acre.

Are you looking for that special getaway. Hidden Heaven lake house is your place!Fully decorated with the wildlife scenery gives you a relaxed feeling on the quiet lake. Located on 1 acre on Johnson creek on the Chickahominy reservoir. This house is fully equipped with everything you will need to enjoy your vacation. Enjoy fishing on one of the 2 fishing docks and save time by parking your boat at the dock just steps away from the house. Watch the sunset and grill on the spacious deck

Top guest favorite

A serene waterfront view showcases a gently sloping yard leading to a wooden dock. A well-maintained path lined with decorative rocks is seen, along with lush greenery and trees bordering the water's edge, inviting relaxation in a tranquil outdoor setting.

4.96 out of 5 average rating, 213 reviews

Williamsburg Hide-A-Way Creekside

Cozy home, updated decor, full kitchen, 3 bedrooms (all Queen beds), 2 baths overlooking a gorgeous creek that is too beautiful to describe. Minutes from Colonial Williamsburg, Busch Gardens yet rural, private and quaint. Screened, 3 season porch with heat and A/C, gated deck for kids and pet containment, propane grill, fire table, swing set, boat ramp, kayaks. Enjoy a totally relaxing experience with homelike accommodations. **Pet friendly upon owner approval of breed, age, etc.

A wooden dock extends into calm waters, reflecting a soft sunset with pastel hues. A covered boat slip is positioned at the end of the dock, framed by the serene landscape of trees on the horizon.

Home in Charles City

4.84 out of 5 average rating, 107 reviews

Chickahominy Riverside Guest Home By Williamsburg!

Our river-side guest house has everything you will need to enjoy your getaway! Enjoy the river, dock, 2 kayaks, 1 canoe, large game room, portable fire pit, playground, zip-line, basketball goal and large outdoor sitting area with a gas grill. Located 5-20 mins from the finest wedding venues, nearby wineries; less than an hour to Richmond & 25 minutes to Colonial Williamsburg. Only steps to numerous historic plantations & a few miles from the Virginia Capital bike & walking trail.

Top guest favorite

The image displays The Tiny Red Barn, featuring white rocking chairs on a welcoming porch. Lush green grass surrounds the entrance, while trees create a serene woodland backdrop. To the right, a wooden dock extends into the calm waters of the Diascund Reservoir, with an American flag gently waving.

Farm stay in Lanexa

5 out of 5 average rating, 85 reviews

Tiny Red Barn on The Reservoir-Near Williamsburg

The Tiny Red Barn is a labor of love built by us for you on the Diascund Reservoir with water views, wooded trails and sunsets. We feel like we're on vacation every day of the year and look forward to sharing our 26 acres with you. Heavily wooded land with rolling trails, birds, deer, squirrels, turtles, chickens, mini donkeys and bees. A large amount of our property sits on the Diascund Reservoir which provides a whole other side of nature. Opened April 1, 2021.

Top guest favorite

An aerial view captures the riverfront A-Frame home surrounded by lush greenery. The spacious deck extends toward the water, showcasing a blend of natural beauty and modern architecture under a soft, early evening sky.

Home in Charles City

4.99 out of 5 average rating, 300 reviews

Hutch's Bluff - Waterfront near Williamsburg

Charming riverfront A-Frame home on 2 acres overlooking the Chickahominy River. Completely updated interior, including all furnishings and appliances. Wake in a King bed loft space with a majestic view of the river, or choose one of the two Queen bedrooms below. First floor all tile bathroom with a walk in shower. Stainless appliances and granite countertops. Bring your fishing gear, relax at the end of the pier, or enjoy the views from the large deck and fire pit.

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Unique stays

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Popular amenities for Charles City County family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A modern living area features a flat-screen television mounted above a white fireplace, flanked by two vibrant abstract art pieces. The light gray walls enhance the room's spaciousness, while a neutral area rug adds warmth to the hardwood floor.

Home in Richmond

4.98 out of 5 average rating, 115 reviews

Luxury home in the historic Fan District

A spacious hot tub is illuminated by a soft blue light, surrounded by a natural setting of tall trees. Decorative string lights add a warm glow above. Nearby, a seating area with Adirondack chairs is visible, providing a cozy outdoor relaxation space.

Home in Quinton

4.9 out of 5 average rating, 153 reviews

Light & airy home w/private hot tub on golf course

A resort pool area is depicted, featuring a vibrant blue swimming pool surrounded by lounge chairs. The brick building in the background is characterized by rows of windows and a variety of green umbrellas, set against a clear blue sky.

Apartment in Williamsburg

4.85 out of 5 average rating, 169 reviews

Westgate Historic Williamsburg One Bedroom

A row of well-maintained two-story condos is set against a bright blue sky. Neatly trimmed hedges and vibrant flowering shrubs enhance the front landscaping, providing a welcoming appearance. The buildings feature light-colored siding and gabled roofs, creating a charming residential atmosphere.

Apartment in Williamsburg

4.89 out of 5 average rating, 147 reviews

Historic Powhatan Resort- 2 bedroom condo!

A comfortable living room is equipped with a light-colored sofa adorned with decorative cushions. A wooden coffee table sits in front, complemented by a dark rug. Natural light filters through large windows, revealing a welcoming atmosphere, while a staircase leads to the upper level.

Home in Richmond

4.98 out of 5 average rating, 42 reviews

Charming House in Byrd Park

The entrance to the resort showcases a stately brick facade with an arched entryway. Colorful flower beds and well-maintained landscaping surround the pathway, while a tall tree and flagpole add to the welcoming atmosphere. Ample natural light promotes a friendly ambiance.

Condo in Williamsburg

4.94 out of 5 average rating, 113 reviews

Colonial Williamsburg Spacious 4 Bedroom Suite!

A private hot tub is situated on a wooden deck, surrounded by lush greenery and a landscaped yard featuring decorative stones and stepping stones. Soft sunlight illuminates the area, creating a serene outdoor retreat.

Bungalow in Richmond

4.91 out of 5 average rating, 275 reviews

North Bank Bungalow! Hot Tub, Near FAN & Maymont

A spacious recreational area is highlighted by a large pool table at the center. A bar area with high stools complements the setup. The walls are decorated with framed photographs, and soft lighting enhances the inviting ambiance. A coffee station is visible in the background.

Guest suite in Williamsburg

4.91 out of 5 average rating, 191 reviews

Fun Space close to Busch and Colonial w/ Hot Tub

Family- and pet-friendly home rentals

A spacious entryway leads into a modern home, featuring a bright turquoise door. A designated workspace is situated to the right, equipped with a small desk and storage baskets. The adjacent hallway reveals an open layout with visible dining and kitchen areas.

4.93 out of 5 average rating, 114 reviews

5-Acre Getaway close to Historic Triangle

A cozy living area features a light-colored sofa with decorative pillows, positioned next to a stone fireplace. A wooden dining table is visible, along with a lush green plant. Wall art and decorative plates add character to the space, illuminated by natural light from the window.

Apartment in Chesterfield

4.84 out of 5 average rating, 337 reviews

Private guest apt on creek w/ patio & fire feature

A cozy bedroom features a spacious bed adorned with a floral quilt. Nightstands with lamps sit on either side, offering soft lighting. Artwork in warm tones is displayed on the walls, complemented by a vintage mirror above the headboard. A comfortable seating area is visible in one corner.

Farm stay in Toano

4.95 out of 5 average rating, 281 reviews

Farm Stay - Guest Suite w/ Private Entrance

A houseboat, painted in blue and white, is docked next to a wooden marina. Surrounding greenery provides a natural backdrop, while a wooden structure with a red roof is visible in the background, showcasing a peaceful riverside setting.

Boat in Richmond

4.89 out of 5 average rating, 493 reviews

Warm, Cozy and Comfortable Houseboat, Gated Marina

The treehouse is illuminated at night, showcasing its inviting wooden structure with large windows. A bridge leads to the main entrance, surrounded by trees. Soft lights adorn the deck and outdoor area, creating a warm and welcoming ambiance.

Treehouse in Richmond

4.98 out of 5 average rating, 607 reviews

Trailside Treehouse - Riverside in Richmond, VA

A covered outdoor entertaining area features comfortable seating arranged around a fire pit. Soft lighting strung above creates a warm ambiance. The space is complemented by decorative plants and cushioned sofas, providing a cozy environment for gatherings.

Home in Colonial Heights

4.92 out of 5 average rating, 158 reviews

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL

The exterior of a cozy apartment is depicted, featuring a white facade with green shutters. A small porch is visible, accompanied by a sign indicating the apartment's name. Lush greenery and floral plants frame the entrance, while a gravel pathway leads to the door.

Apartment in Williamsburg

4.84 out of 5 average rating, 454 reviews

The Nook

A light-filled living room features a beige sofa with decorative pillows, positioned beside a coffee table. A modern black entertainment center holds a wall-mounted television. Large windows allow natural light to illuminate the space, contrasting with the dark patterned area rug and wooden flooring.

Home in Richmond

4.88 out of 5 average rating, 213 reviews

GALLERIA SOUTH minutes away from Downtown RVA!

Family-friendly home rentals with a pool

Top guest favorite

A living area is presented with a comfortable sectional sofa and a dark accent chair. A television is mounted on a white bookshelf filled with decorative items. Soft lighting from two lamps creates a relaxed ambiance, while a patterned area rug enhances the space's warmth.

Condo in Richmond

4.95 out of 5 average rating, 42 reviews

cozy urban condo-free garage parking

A cozy bedroom features a king-size bed with crisp white linens and decorative pillows. A large window offers a view of a green space beyond, with a sitting area including a chair and small table. A 50" TV and coffee station are positioned on a wooden dresser.

Condo in Williamsburg

4.94 out of 5 average rating, 173 reviews

Kingsmill 1bed/1ba on Golf Course 9th Fairway

A bright living area features a large sectional sofa with a bold patterned design. Natural light floods the space through expansive windows with horizontal blinds. A small dining table with red accents and a black lamp completes the inviting atmosphere.

Apartment in Richmond

4.94 out of 5 average rating, 65 reviews

River City Den

A wooden sign, oval in shape, displays the name 'The Blue Tango Beach House' with decorative starfish accents. Established in 2014, the sign is positioned against a textured blue backdrop, enhancing its coastal theme.

Home in Urbanna

4.82 out of 5 average rating, 262 reviews

Relax in Urbanna, @ The Blue Tango!

A historic manor house stands amid lush greenery, featuring a red brick facade and multiple windows. The building is complemented by a manicured garden with colorful flowers and winding brick pathways leading to the entrance.

Apartment in Williamsburg

5 out of 5 average rating, 6 reviews

3 Bedroom Suite in Historic Williamsburg!

Top guest favorite

A serene outdoor seating area is nestled among colorful autumn leaves, with four adirondack chairs arranged around a wooden platform. The setting sun casts a warm glow over the peaceful view of Bland Creek and the marsh, enhancing the natural beauty of the landscape.

Guesthouse in Gloucester

5 out of 5 average rating, 140 reviews

Creekside Guesthouse - Dock and Pool on 10 acres

An inviting outdoor pool reflects the clear sky, surrounded by a spacious deck and lounge chairs. A two-story building with multiple windows overlooks the area, providing a pleasant setting for relaxation and enjoyment.

Villa in Williamsburg

4.91 out of 5 average rating, 22 reviews

Quiet Villa with Access to Amazing Amenities

A spacious living area features large windows allowing natural light to fill the room. A dark leather sectional sofa is positioned alongside a wooden entertainment unit. A decorative area rug with intricate patterns lies beneath the furniture, adding warmth to the wooden flooring.

Condo in Richmond

4.86 out of 5 average rating, 7 reviews

Richmond Condo heart of Downtown w/ Parking 2Bath

Destinations to explore