Kid-friendly holiday rentals in Chesapeake Beach

second time staying here and it was better than i remembered. the house itself is incredible.. huge kitchen island for entertaining, immaculate bedrooms, and that back window wall is just spectacular. 10/10 vibes, love this place!

We spent 6 days in this lovely little place and absolutely loved it. It was clean, functional, had a charming private yard, easy parking, and the neighbourhood is really quiet. We experienced the host’s excellent customer service when we encountered an issue during our stay, and the host immediately put in all the necessary effort to resolve the problem very quickly to our complete satisfaction. Naturally, we highly recommend this accommodation.

It was a great place to stay! Super clean and comfortable. Many great places with if walking distances or a short drive. The farmer’s market is a must do! Carrie was super helpful with a question during the stay. We would stay again!

Exactly as advertised! Nice home in a great location near the beach. Francisco was very responsive, seemed like he replied immediately every time I reached out. Home was clean, quiet, and ideal for my short stay. Enough space for a small family or a few friends visiting the area. Would absolutely consider this home on my next visit to Norfolk!

Family vacation for almost a week and everyone loved it! We definitely recommend families to come to the Blue Octopus for their next visit to Ocean View-Willoughby Spit. Friendly, clean and with all the amenities for the whole family.

This place is so amazing from the way its decorated to how clean everything is in every room..it has anything and everything you would need for the beach or in the beach house and a quiet neighborhood i will definitely be staying here again 😊

Whit’s end was a wonderful vacation for my family. Perfect size place for my family of 6. Very short walk to the beach where we spent most of our time. Felt like we had the whole beach to ourselves which I loved. Nice playground very close by. Farmers market on Saturday which was very popular. Golf course 2 miles away that my husband and boys explored. Also a brewery in the neighborhood that was a nice bonus.

The host was so kind and made sure we had a comfortable stay! The AC ended up not working due to an accidental mishap when she was working on her yard! She was able to get the AC fixed as we arrived to the Air BNB and we had the coolest room ever ( which we love) especially on a hot day! We are thankful for the time she took to get that done ASAP! She also had a wonderful cute cottage with all that you’d need for a short stay! It was equipped with great dishes and all the things you’d need for a perfect stay in a home :) it was extremely clean and decorated nicely for your small family! It also has a beautiful back yard oasis to sit out and relax or go for a swim :) you won’t want to miss this Airbnb!! Located near the beach and a great park and walking paths for you kiddos!! All you need nearby just a short walk away!! It was a great getaway for the weekend with a very kind host who is always there to help if needed :)

Great place to stay away from lots of people. Super quiet and neat.

Leo’s Airbnb was GREAT. He was extremely responsive and helpful. Had great recommendations for places to grab a bite to eat. The Airbnb itself was great, quiet, and clean. I would definitely suggest booking with him!

Callon’s place was in a great location to meet our needs. We were in town for a funeral and it was close to where we needed to be. The place was cozy and inviting. Beautifully decorated! The outside was well lit and felt safe and secure.

Seamless, easy, clean. The location was perfect for us with easy access to the beach and major roads. Our stay here was amazing and simple.

We loved this space! We stayed the night for a concert in the area and were able to walk to and from the venue which was awesome! We got to the space and everything was very nice and felt like home! Would definitely recommend and stay here again!

I happened to be visiting during a holiday weekend while lots of events were happening in the downtown that I didn’t know about, and they were all just a short walk from this place! I would absolutely stay here and visit Portsmouth again :)

This apartment is a hidden gem. Great location, felt completely safe, loved the added snacks and water and Brittany was very responsive.

Incredible place to stay at! Only 30 minute drive from VA beach. This is a nice, private and peaceful place at stay. 10/10 I highly recommend. Kati and Robert were fantastic hosts, who were both incredibly helpful and quick to respond if we had any questions.

The only issue we had was our code for the building and parking did not work at first! Pam was very quick to resolve! There are no elevators in parking garage, I would take my stuff in at the entrance and then park! Dolphin run staff was not much help! We had a second car that we were supposed to get a parking permit for. They just told us to park and not worry about signs that clearly stated towed with no permit. Our car did NOT get towed!

Great place, just as advertised. thanks for everything, Samantha!

Tara's place was perfect for our family getaway. The inside was clean and tidy, the location was perfect walking distance to the beach, restaurants, and shops. Our kids thoroughly enjoyed the convenience of having sand toys readily available to play with. Tara had a great binder put together of things to do and places to eat with not only top favorites and recommendations but also local favorites. Our family would stay at one of Tara's places again.

This was our second time staying at one of Rebecca and Sean’s VA Beach condos — and the experience did not disappoint! This is just a perfect location, at the very end of the Boardwalk, with a private grassy lawn and outdoor seating just for the condo residents. Lots of restaurants in the surrounding blocks. Our favorite thing is the view — you look right out onto the ocean from the patio, and you can see the beach and the sunrise from the comfortable bed each morning. We spent unhurried hours sitting on the patio in the evenings enjoying the sound of lapping waves and the night sky. This cozy studio was just right for the two of us. Highly recommend. I’ve no doubt we’ll stay there again in the future!

Beautiful home! Very close to the beach and boardwalk. Overall we had a pleasant stay!

My family really enjoyed our vacation. It was a great location to the beach and a private pool. It was our first vavation w/ an 18month old and 1 on the way. Randy was very quick to respond to any questions. A+

The condo was very clean with all necessary essentials. We loved sitting on the porch watching the wildlife, especially the numerous ospreys. It is centrally located, only a short drive to historic Williamsburg, Jamestown and Yorktown. Plan for about a day at each to fully enjoy everything. The grounds of the resort are lovely and a great place to walk or ride bikes. Rodica was very easy to communicate with and was most helpful with all checking instructions, especially with our late arrival. We would definitely like to return.

Great stay, very responsive host. Plenty of extra goodies there (beach gear, baby plates and utensils, high chair, board games). Would highly recommend taking your family to this condo.