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Kid-friendly vacation rentals in Chesapeake

Find and book unique kid-friendly rentals on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chesapeake kid-friendly rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Kid-friendly house rentals

Top guest favorite
A charming blue house features a welcoming front porch with white railings and steps leading up to the entrance. Well-maintained landscaping includes small shrubs and a brick pathway. The property is surrounded by trees, providing a sense of privacy, and a gravel area can be seen nearby.
Home in Williamsburg
4.99 out of 5 average rating, 275 reviews

Cozy Single Family Home

Guest favorite
A spacious living room features a comfortable sectional sofa, a wooden entertainment center with a large TV, and a decorative console table. Light-colored walls complement the area rug, and framed artwork adds interest. A staircase is visible, leading to the upper level.
Home in Norfolk
4.92 out of 5 average rating, 131 reviews

3 bedroom private home a block from the beach!

Guest favorite
A spacious second-floor bedroom is shown, showcasing a queen-size bed and a separate area with a toddler's princess castle bed. A ceiling fan is present, and a door leads to a full bathroom. Soft gray carpeting and light-colored walls contribute to a gentle ambiance.
Home in Hampton
4.95 out of 5 average rating, 115 reviews

*Grotto Waterfall* Bethel Oasis | 2masters | 5bdrs

Guest favorite
A welcoming living area features a comfortable brown leather sofa adorned with colorful accent pillows. Two small potted plants are placed on a light blue table, complemented by decorative trays showcasing vibrant patterns. A mounted television and a floor lamp are visible in the background.
Home in Hampton
4.97 out of 5 average rating, 100 reviews

Fully Furnished Home in Hampton 5mins from H Uni

Guest favorite
Home in Buckroe Beach
4.91 out of 5 average rating, 109 reviews

3 bedroom home minutes from Buckroe Beach

Guest favorite
An open and inviting living area features two sofas in blue and gray, complemented by a light wooden coffee table. Natural light filters through large windows, highlighting the subtle wall art and a mix of seating options including stylish chairs and a lamp.
Home in Virginia Beach
4.94 out of 5 average rating, 114 reviews

Lakefront House @ Oceanfront

Guest favorite
A dining area features a round table surrounded by four colorful chairs in red, green, black, and natural wood. The light, neutral walls and tiled floor create a spacious feel, while a doorway leads to a bright blue room visible in the background.
Home in Cape Charles
4.93 out of 5 average rating, 201 reviews

Charming house close to beach and shops!

Guest favorite
A spacious backyard is featured, showcasing a large green lawn under the shade of mature trees. A red wooden fence encloses the area, while several steps lead to the house. The landscape offers ample room for outdoor activities and relaxation.
Home in Hampton
4.84 out of 5 average rating, 355 reviews

Family Holiday House. Events and Beaches Nearby

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Kid-friendly apartment rentals

Superhost
The living area features a modern sofa and an armchair, creating a comfortable seating arrangement. A patterned area rug lies beneath a coffee table, while wall art complements the decor. Large windows allow natural light to fill the space, emphasizing the warm tones of the wood flooring.
Apartment in East Ocean View
4.9 out of 5 average rating, 105 reviews

Close 2 East Beach, EOV, King Bed, Top Floor

Guest favorite
The living area features a black coffee table centered on a dark rug, complemented by a plush white sofa and an upholstered armchair. A fireplace is centered beneath a wall-mounted TV, while large windows with sheer curtains allow natural light to brighten the space.
Apartment in Williamsburg
4.85 out of 5 average rating, 169 reviews

Westgate Historic Williamsburg One Bedroom

Guest favorite
A spacious backyard features a firepit surrounded by concrete benches, creating an inviting area for gatherings. The yard is bordered by a wooden fence and includes patches of grass and a few shrubs, offering a serene outdoor setting.
Apartment in Virginia Beach
4.91 out of 5 average rating, 529 reviews

Private apartment only 3 blocks from the Beach

Guest favorite
A comfortable living room features a floral patterned sofa accented with decorative pillows. A glass coffee table rests on a patterned area rug, surrounded by framed art on the walls. A doorway leads to the kitchen, enhancing the open space feel.
Apartment in Olde Towne
4.96 out of 5 average rating, 114 reviews

Best location in Olde Towne Portsmouth

Top guest favorite
An outdoor space features a circular fire pit surrounded by stone seating, with two green adirondack chairs and matching black chairs. A deck is visible in the background, alongside a small building and uneven bare trees. The area is paved with patterned stones.
Apartment in Newport News
4.97 out of 5 average rating, 194 reviews

Centrally Located Sleek Studio Apartment

Guest favorite
An overhead view showcases a one-story building surrounded by green grass and trees. Two vehicles are visible parked on a gravel area beside the structure, while a white tent can be seen at the edge of the lawn. The nearby street is partially visible.
Apartment in Phoebus
4.84 out of 5 average rating, 106 reviews

2BR Haven: Modern Comforts, Timeless Charm

Superhost
A modern bathroom is featured, showcasing a white vanity with a mirror above. A patterned shower curtain complements the clean design. Stylish tile flooring is visible, and a gray bath mat is placed in front of the toilet. Natural light illuminates the space through a nearby window.
Apartment in Norfolk
4.77 out of 5 average rating, 406 reviews

The SEA-clusion lV

Guest favorite
A cozy living space features a light-colored sofa with blue cushions and an armchair. A wooden coffee table sits on a patterned rug, accompanied by two lamps providing soft light. Artwork adorns the walls, and a small plant adds a touch of greenery.
Apartment in Portsmouth
4.94 out of 5 average rating, 105 reviews

Lovely Two Bedroom, 1 1/2 bath, King bed Townhouse

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Kid-friendly condo rentals

Superhost
A view of the ocean from a living area is presented through sliding glass doors. Natural light fills the space, enhancing the sea view. The patio features a railing and two outdoor chairs, inviting relaxation while taking in the coastal scenery.
Condo in Virginia Beach
4.84 out of 5 average rating, 280 reviews

Beautiful Beachfront Condo

Guest favorite
A spacious living area is shown, featuring a blue sectional sofa and a decorative rug in light tones. A flat-screen TV is mounted on the wall, and an adjacent dining area includes a white table with four chairs. Natural light filters through the windows.
Condo in Virginia Beach
4.92 out of 5 average rating, 194 reviews

2 Bedroom Condo One Block from the Oceanfront!

Superhost
The exterior of the Beach Quarters resort is showcased, featuring a contemporary architectural design with a circular entryway. The building stands three stories high, adorned with beige and white stripes. Lush greenery surrounds the entrance, and a multi-level parking structure is visible behind.
Condo in Virginia Beach
4.76 out of 5 average rating, 17 reviews

Beach Quarters Resort- Oceanfront 1 bdrm sleeps 6

Guest favorite
A sunset view over the ocean is captured from a balcony, where warm colors blend in the sky. Gentle waves lap at the shore, and silhouettes of distant boats are visible on the horizon. The sandy beach offers a serene atmosphere.
Condo in Virginia Beach
4.86 out of 5 average rating, 136 reviews

Oceanfront, beachfront, boardwalk, fun, dolphins

Superhost
The living area features a light-colored sofa positioned across from a modern coffee table. A bar area with two stools is visible in the background, leading to a kitchen with white cabinetry. Natural light illuminates the space, creating a bright and open atmosphere.
Condo in Virginia Beach
4.84 out of 5 average rating, 132 reviews

Beach Bungalow on the Boardwalk

Top guest favorite
An aerial view showcases the surrounding area of the condo complex, with a direct line of sight to the beachfront. Nearby buildings and establishments are visible, providing a visual reference for the convenient location relative to the beach and boardwalk.
Condo in Virginia Beach
5 out of 5 average rating, 15 reviews

Paradise Cove

Guest favorite
A private balcony offers two wicker chairs with light cushions, positioned around a glass-topped table. Potted plants add greenery to the space. The view includes nearby buildings and trees, showcasing the outdoor setting. The railing provides a safety feature while enjoying the fresh air.
Condo in Virginia Beach
4.8 out of 5 average rating, 167 reviews

Beach Bliss Oasis

Guest favorite
A bright and airy living space features a gray sectional sofa and a matching armchair, providing seating options. A white dining table with blue chairs occupies one side, and a flat-screen TV is mounted on the wall. Light enters through multiple window panes, accented with white shutters.
Condo in Virginia Beach
4.94 out of 5 average rating, 283 reviews

Beach Condo Block Off Boardwalk

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Quick stats about vacation rentals that are kid-friendly in Chesapeake

  • Total rentals

    130 properties

  • Nightly prices starting at

    G$6,276 GYD before taxes and fees

  • Total number of reviews

    7.3K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore