
Kid-friendly vacation rentals in Chesapeake
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Top-rated kid-friendly rentals in Chesapeake
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chesapeake kid-friendly rentals
Kid-friendly house rentals

Cozy Single Family Home
Great location, close to so much to see and visit. Quiet neighborhood and easy access.

3 bedroom private home a block from the beach!
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!

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

Fully Furnished Home in Hampton 5mins from H Uni
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!

3 bedroom home minutes from Buckroe Beach
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.

Lakefront House @ Oceanfront
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!

Charming house close to beach and shops!
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!

Family Holiday House. Events and Beaches Nearby
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

Close 2 East Beach, EOV, King Bed, Top Floor
Would definitely recommend this place and would stay again ! Great host !

Yorktown on the Waterfront
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.

Private apartment only 3 blocks from the Beach
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 !!!

Best location in Olde Towne Portsmouth
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.

Centrally Located Sleek Studio Apartment
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.

2BR Haven: Modern Comforts, Timeless Charm
My family and i totally loved the stay. Quiet neighborhood and beautiful home. Callon was definitely great in corresponding. Would definitely stay here again.

The SEA-clusion lV
Nice and Cozy. Description was accurate. Could tell the area was properly cleaned. Host was responsive whenever needed. Definitely Recommend.

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

Beautiful Beachfront Condo
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

Spacious Beach Captain’s Quarters Near Rudee Inlet
The place was very clean, close to great restaurants and boardwalk. Would definitely stay there again!

2 Bedroom Condo One Block from the Oceanfront!
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.

Ocean & Bay Views - Local Family Owned & Operated
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.

Oceanfront, beachfront, boardwalk, fun, dolphins
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!!!

Beach Bungalow on the Boardwalk
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!

Beach Bliss Oasis
We had the best stay at Quinn’s place! It was perfect for our Shamrock Marathon weekend

Beach Condo Block Off Boardwalk
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
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- Virginia Beach Oceanfront
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