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Kid-friendly vacation rentals in Chesapeake

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Chesapeake kid-friendly rentals

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

MarciaRating, 5 stars2 weeks ago
Great location, close to so much to see and visit. Quiet neighborhood and easy access.
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!

JennRating, 5 stars1 week ago
Kate’s place was perfect for our family’s first trip to Norfolk! The beach is literally less than a 5 minute walk away. Her home is adorable and her neighbors are the sweetest people! My kids loved their little dog. We felt very comfortable in the house — very nice neighborhood and the home had everything we needed! We were very close to downtown as well. We will definitely be coming back if we make it back to Norfolk! Thank you Kate!
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

DavidRating, 5 stars3 months ago
Our experience was fantastic! The place was spotless, well-equipped, and in a great location. The host was incredibly accommodating. We’ll definitely stay here again!
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

JoEllenRating, 5 stars5 months ago
The home was great for our small group of friends, and made getting to and from the local university and downtown area very convenient. There is ample space for parking in the backyard, front and side. Area has supermarket and other convenience stores very easily accessible. Although it was just a small girls trip, I can also see how this home would work for those with young kids, as it provides comforts for smaller ones such as a highchair for eating and stair safety devices. I will look into staying here with my young ones in the future, as I know the home has those comforts and safety tools here. When in the area, I will definitely stay there again!
Guest favorite
Home in Buckroe Beach
4.91 out of 5 average rating, 109 reviews

3 bedroom home minutes from Buckroe Beach

CiaraRating, 5 stars1 month ago
Had a great time staying at Lisa's home. The place was a very beautiful home and a peaceful neighborhood. Spacious living area as well as the bathrooms and rooms.
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

CelestineRating, 5 stars8 months ago
Responsive even before I booked. As pictured. Accommodated 5 of us very comfortably. Friends stayed one half block up I liked our place much better!
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!

MitziRating, 5 stars2 months ago
Heron House was perfect! Great location to walk to the beach and to Mason Street shops. Our party of four was completely satisfied with the layout of the house and the many amenities. We will stay here again!
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, 354 reviews

Family Holiday House. Events and Beaches Nearby

BeverlyandHerbRating, 5 stars1 week ago
Perfect for a sibling gathering and hosting our deceased parent’s cousins. Handicap accessible was an added plus as we are not as young as we used to be! Kitchen was well stocked for cooking a full meal to share.

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

CierraRating, 5 stars6 days ago
Would definitely recommend this place and would stay again ! Great host !
Top guest favorite
The spacious living area includes a comfortable seating arrangement with white leather furniture. A stone fireplace serves as a focal point, while large glass doors offer views of the outdoor space. Decorative elements include wall art and a potted plant.
Apartment in Yorktown
4.98 out of 5 average rating, 130 reviews

Yorktown on the Waterfront

JessicaRating, 5 stars2 days ago
Beautiful, spacious property with fantastic hosts. Home is extremely well kept inside and outside. Beautiful backyard with scenic views that are well maintained with flowers and seating. Comfortable beds with large bedrooms. Home is in a very nice neighborhood near many food options.
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

DanielleRating, 5 stars3 days ago
We really enjoyed our long Easter weekend at Nataly’s 1st floor apartment in Virginia Beach! Great location:quiet,private,pretty backyard with nice deck,outside shower, and view of the water & lots of animal entertainment: Herons,Egrets,Mallards,fish,squirrels and 1 possum at night! 😆 The apartment is perfect for 2 people: Very Clean,comfy, & the Queen size Bed was very comfortable and the linens smelled so good! Loved the bathroom too! There’s so much to do, so many great places to eat at & funky bars & beer places to experience! Do yourself a favor and take a walk or rent bikes: You’re close enough to the beach-go enjoy it! We recommend “Rudee’s Tours”-The Dolphin Boat Cruise was AWESOME! We’ll be back! Danielle & Phil …2 Airbnb Superhosts from Pennsylvania !!!
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

LynneRating, 5 stars7 months ago
It was nice to get to, and my trip was good. Unfortunately the day before I twisted my knee while packing for the trip, and was limping a bit. I was so hapoy to have happened to book on the first floor. There were 4 steps up to the front door and I was parked a bit far away, which I corrected when I was able, but when I arrived, some kind neighbors helped me with my bags up the steps. It was super peaceful and within a few days my knee was better. This was close to my Norfolk event, and it was really awesome to have a quick trip after some late parties. There was not much noise ever and the neighborhood was so sleepy we were surprised to find an event had blocked off and rerouted a few streets. It wasn't difficult to get around as there were lots of alternatives. Next time I hope to get on the ferry....with no injured knee. :) Great job from my host.
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

KarenRating, 5 stars2 weeks ago
We were delighted with our stay. The location was extremely convenient, the neighborhood quiet and pretty, and the outdoor area was private and soothing. Every possible amenity was provided, including lots of extras. My 17-y.o, granddaughter and I cooked a few meals and even baked her birthday cake. Steff's place was the ideal combination of home and vacation.
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

AzoniaRating, 5 stars2 weeks ago
My family and i totally loved the stay. Quiet neighborhood and beautiful home. Callon was definitely great in corresponding. Would definitely stay here again.
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

ShaniquaRating, 5 stars2 months ago
Nice and Cozy. Description was accurate. Could tell the area was properly cleaned. Host was responsive whenever needed. Definitely Recommend.
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

Jess MillerRating, 5 stars1 month ago
Clean and spacious, there were a few issues with the television's smart cast, but overall it was a great stay.

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

StevenRating, 5 stars3 days ago
Our stay at Pam's place was fantastic. We love the beach and it was so nice to have the balcony, as well as both bedroom windows facing the ocean. The location was perfect. The space itself was very clean and larger than expected. Everything was outstanding
Top guest favorite
The living room showcases two spacious leather sofas facing a flat-screen television. Natural light floods the room through two large windows, adorned with light-colored blinds. A coffee table centers the space, complemented by decorative plants and artwork on the wall.
Condo in Virginia Beach
4.94 out of 5 average rating, 126 reviews

Spacious Beach Captain’s Quarters Near Rudee Inlet

DebbieRating, 5 stars1 month ago
The place was very clean, close to great restaurants and boardwalk. Would definitely stay there again!
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!

BrittneyRating, 5 stars1 week ago
Nicole was great! The place was great! Everything was so clean & neat! We had a little hiccup with someone parking in the spot we were assigned, I had no clue what to do all I could think was “we’re going to get towed if we park in another spot”. I messaged Nicole on the app & let her know what was going on & she immediately called my phone & took care of everything! Luckily the person parked somewhere else before my husband got back.
Superhost
Condo in Sandbridge
4.92 out of 5 average rating, 125 reviews

Ocean & Bay Views - Local Family Owned & Operated

JoshuaRating, 5 stars1 month ago
The condo was great very clean and more than enough room for my guest and I. The beach was so close we did not have to walk far at all. Crystal was very responsive and made sure getting to parking to checking in to helping us find places to eat and things to do was easy you practically don’t have to look up anything cause everything was in the messages.
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

AliRating, 5 stars3 weeks ago
Great place to stay with family where enjoyable waves, sunrise, sunset. We loved every moment of it, specially at night when people are sleeping and earth became quite then sounds of ocean and waves makes a different level of happiness!!! Kelly was quick responsive and flexible on check in and check out. I would love to stay there again and again whenever go there!!!
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

LinneaRating, 5 stars2 weeks ago
Beautiful, cozy space within walking distance of the beach and many great restaurants. Made our weekend all the better, having a nice place to stay!
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

EllieRating, 5 stars1 month ago
We had the best stay at Quinn’s place! It was perfect for our Shamrock Marathon weekend
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

DavidRating, 5 stars2 weeks ago
Excellent place to stay for a couple that’s looking to spend some time at the beach. Easy walk to the boardwalk and beach. Awesome host and great place, very satisfied with our experience!

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

  • Total rentals

    130 properties

  • Nightly prices starting at

    $30 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