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Family-friendly vacation rentals in Mathews County

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Vacation rentals for every style

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Popular amenities for Mathews County family-friendly rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly home rentals with a hot tub

Superhost
A view of a two-story condo building is presented, featuring light-colored siding with red shutters. The landscape includes a serene pond in the foreground, surrounded by grass and trees. A partly cloudy sky enhances the peaceful atmosphere.
Condo in Williamsburg
4.73 out of 5 average rating, 11 reviews

Wyndham Kingsgate Resort - 3 bdrm lock off

A comfortable living area is presented with a blue sofa and a light-colored coffee table. Two lamps flank the table, providing gentle illumination. A patterned armchair adds seating, while artwork is displayed on the wall. Windows with shades allow natural light to fill the space.
Condo in Williamsburg
5 out of 5 average rating, 6 reviews

Come live it up in Williamsburg in a 1 bed Estates

A cozy living area is presented with two armchairs and a plush sofa. A wooden coffee table sits at the center, while a ceiling fan provides airflow. Natural light filters through the lined windows, and framed nautical artwork adds subtle character to the space.
Apartment in Williamsburg
4.89 out of 5 average rating, 9 reviews

Gorgeous 2 bedroom Kings Creek

The image captures a serene evening view of a charming community, with softly lit buildings lining the pathway. A bridge is visible in the background, adorned with lights. The warm glow of outdoor lamps creates a welcoming ambiance, inviting leisurely strolls.
Condo in Williamsburg
4.79 out of 5 average rating, 14 reviews

King's Creek Plantation: 3-BR, Sleep 10, 2 Kitchen

Superhost
The exterior of a multi-unit building is viewed from across a serene pond. The structure features light-colored siding with multiple balconies and red shuttered windows. Lush green grass surrounds the building, complemented by scattered trees and the reflection of the structure on the calm water.
Condo in Williamsburg
4.78 out of 5 average rating, 9 reviews

Timeshare Kingsgate Resort- 2 bdrm

A spacious outdoor area features a large swimming pool framed by a sun terrace with multiple loungers. The backdrop consists of a multi-story building with large windows and a classic architectural style, surrounded by landscaped greenery and shade umbrellas.
Condo in Williamsburg
4.92 out of 5 average rating, 24 reviews

King's Creek Plantation: 2-BR, 2.5 Baths, Sleeps 6

A fenced playground is visible in the distance, featuring slides and climbing structures in green and tan tones. Surrounded by lush grass and garden beds, the playground is situated within a peaceful natural setting, framed by large trees.
Apartment in Williamsburg
5 out of 5 average rating, 6 reviews

Williamsburg: Patriot Place-1 Bedroom

A comfortable living area features two armchairs and a spacious sofa arranged around a coffee table. Natural light filters through window treatments on a large window. A television is mounted above a fireplace, and framed nautical-themed artwork adorns the walls.
Condo in Williamsburg
4.83 out of 5 average rating, 6 reviews

Live Like A King @ King's Creek Resort 2 bedroom

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Family- and pet-friendly home rentals

A renovated Victorian house is depicted with a light green exterior. The two-story structure features a welcoming front porch with white railings and hanging planters. Lush green grass surrounds the home, creating a tranquil outdoor space. Windows and beautiful gables enhance the architectural charm.
Home in Cape Charles
4.94 out of 5 average rating, 62 reviews

The Grand Escape - Featured on HGTV

Guest favorite
A welcome sign featuring a lighthouse is displayed against a light blue wall. The sign reads 'Welcome to Thelma's Dawn Getaway' and is framed in black, adding a homey touch to the space.
Apartment in Exmore
4.87 out of 5 average rating, 132 reviews

Thelma's Dawn Getaway. No Drama Zone

Superhost
A historic duplex home features a welcoming front porch with four rockers arranged around a small table. Soft lighting highlights the entrance, while a decorative star adds a charming touch. A neatly trimmed lawn and brick pathway enhance the inviting outdoor space.
Townhouse in Cape Charles
4.55 out of 5 average rating, 234 reviews

2 Blocks to Beach in Cape Charles

Guest favorite
A two-story beach home is nestled among tall trees, with a large deck visible from the white sandy beach. Lush grass and small dune plants line the shore, complementing the natural setting. Clear skies and sun-dappled light enhance the peaceful atmosphere.
Home in White Stone
4.92 out of 5 average rating, 63 reviews

4 Bedroom Beachfront

Superhost
A charming two-story house is depicted with a white exterior and dark green shutters. Red window frames accentuate the front windows, while two circular wall decorations add character. A shaded walkway leads to the entry, surrounded by neatly maintained shrubs and lawn.
Home in Williamsburg
4.6 out of 5 average rating, 210 reviews

GR8 Family Vacation Rental

A ranch-style home with a red exterior sits on a grassy expanse bordered by tall trees. The house features multiple windows and a screened porch, with a view of the sandy beach and wooden dock in the foreground.
Home in Port Haywood
4.14 out of 5 average rating, 7 reviews

Chesapeake Bay Bliss-Beach front

The entrance of the house is framed by crisp white columns and features a screen door allowing natural light to enter. The siding showcases a calming blue color, while the concrete step leads to the welcoming doorway.
Home in Irvington
4.72 out of 5 average rating, 159 reviews

Charming private cottage in heart of Irvington!

Guest favorite
Outdoor seating is provided with three red chairs and a small table positioned near the waterfront. Tall trees offer shade, and the calm water reflects the surrounding greenery. A fenced area is visible in the background, enhancing the private and serene environment.
Apartment in Deltaville
4.96 out of 5 average rating, 282 reviews

Salty Sisters on the Bay. Enclosed yard on the Bay

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Family-friendly home rentals with a pool

A spacious backyard is visible, featuring a swing set with two seats and a slide. Lush green grass covers the ground, bordered by a wooden fence and trees, providing a shaded area for outdoor play. A clear blue sky and gentle light highlight the inviting space.
Home in Cape Charles
4.77 out of 5 average rating, 78 reviews

Family Retreat, In-Ground Pool, plus Private Beach

A playground structure is nestled among green trees, featuring two tall slides and multiple levels connected by stairs. The surrounding area consists of soft grass and mulch, providing a safe play environment. A small light fixture is positioned in the foreground.
Condo in Williamsburg
4.1 out of 5 average rating, 10 reviews

Williamsburg Condominium

The grand resort building is illuminated against the night sky, with sparkling reflections visible on the tranquil swimming pool in the foreground. The architecture features multiple gables and large windows, enhancing the overall grandeur of the setting.
Condo in Williamsburg
4.5 out of 5 average rating, 6 reviews

2 bedroom Estates at King's Creek Resort

Apartment in Williamsburg
4.69 out of 5 average rating, 16 reviews

Stunning and Safe 3 bedroom Detached Cottage

A spacious outdoor pool is surrounded by lounge chairs and umbrellas, providing an inviting space for relaxation. The building features large windows and a distinctive architectural design, enhancing the overall ambiance of the resort.
Condo in Williamsburg
4.54 out of 5 average rating, 13 reviews

King's Creek Plantation: 2-BR, Sleeps 6, Kitchen

A spacious bed is centered against a light wall, featuring a blue upholstered headboard. Two bedside tables with navy lamps are positioned on either side, providing balanced lighting. Crisp white linens are layered on the bed, enhancing the serene atmosphere.
Townhouse in Williamsburg
4.33 out of 5 average rating, 15 reviews

Beautiful 1 bedroom accommodations Kings Creek

Top guest favorite
The exterior of the house is framed by lush green grass and large trees. A spacious screened porch extends along the front, featuring multiple windows. The simple architectural design emphasizes a welcoming feel, surrounded by a serene outdoor landscape.
Home in Cobbs Creek
5 out of 5 average rating, 42 reviews

Gulway

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Destinations to explore