Family-friendly holiday rentals in Chesapeake

We booked Vacation Village 4br timeshare through Andy but it was full. Andy was able to leverage his connections and find us a 3br HOUSE at Kings Creek Plantation through Spinnaker which was better, I think! We had a full 3br/4bath house to ourselves with three porches in a peaceful setting. Absolutely recommend Kings Creek Plantation through Andy. Close to everything and amazing setting. So quiet and pencil. We will be back!

We stayed a week at Kerri’s place in Virginia. She went above and beyond our expectations, very communicative and organized. She offered a ton of information and insights before and during our stay. Her place offers a delightful and relaxing getaway experience. The resort's picturesque location by the ocean provides stunning views and a serene atmosphere. The rooms are spacious, well-appointed, and comfortable, ensuring a pleasant stay. The resort amenities such as the pool, spa, and on-site restaurants add to the overall wonderful experience. The staff is friendly, accommodating, and dedicated to providing top-notch service to guests. Whether you're looking to relax by the beach or explore the nearby attractions, Boardwalk Resort is a fantastic choice for a vacation in Virginia. I would definitely recommend and revisit Kerri’s place.

George was a wonderful host and the house is in a great location.

The villa was the perfect place for our family to stay for graduation weekend at William and Mary. Plenty of space and very comfortable. Setting was lovely and great for walks in our down time. The only issue we had was the villa was not ready at the designated check in time and we had to wait an hour before we could get in.

Great place on a great location with plenty to do.

The location was very convenient, having easy access to Amusement Parks (Water Country/ Busch Gardens) and shopping ). The property itself was very roomy and comfortable. The host provided all of the Linen and kitchen equipment that was needed. The balcony and hot tub were the icing on the cake.

It was a great stay! Easy access to all of Williamsburg!

Great place and location and Brooke was amazing. Absolutely would recommend.

Terra’s place was beautiful. We saw the horses everyday. Her house is an easy walk to the beach. We enjoyed our stay. Terra was very responsive and quick to respond to our questions. She had food and water bowls for our fur babies. 10/10 recommend!!

I can’t begin to describe our recent visit!! We stayed from Sunday 6-1 to Thursday 6-5. My husband and I had our 10 year old daughter and 3 of her best friends along w our 3 small furry babies. The house is “nestled” on a sweet friendly street. The house lake view SURROUNDS the house along with the outside balcony. It was beautiful to see the ducks and various birds every day. The house was extremely clean! I didn’t have to do any cleaning before we unpacked. The garage had everything!!! Bikes, beach stuff along w anything u can think of. There was plenty of outside sitting areas with a private outside shower. I used it!! Water was nice! The beach was literally a 10 mins walk! We rode the bikes and walked to the beach, a couple of times a day. The boardwalk is very dog friendly so we were able to bring them. The pier from the boardwalk has people fishing. I rode 1 of the bikes around the every day! W have been using Airbnb for years and this was the best experience! Bob is the best ❤️

We had a great stay at Eddie's place! Very close to restaurants, Colonial Williamsburg, and Busch Gardens. The unit we stayed in was spotless and had all of the amenities that we needed during our stay. Highly recommended!

absolutely loved staying here once again. we had a blast seeing the horses, driving the seashore, and fishing the beaches. Definitely plan to come back again when we get the chance.

Ryan's place is conveniently located - 10 mins to Colonial Williamsburg, perfect for our family's visit to the city. The house itself is in a quiet neighbourhood. It is spacious, clean, and well-equipped for visitors who'd like to cook inside. We highly recommend Ryan's place for visitors who would like alternative options other than hotels and resorts in the area.

This house and property is really special. It is a beautifully maintained and renovated old house, and has great views of the woods and the creek. We enjoyed evenings on the beautiful porch taking in the views. The house itself was well appointed and clean, with minimal/essential furnishings. A few other reviews did mention the noise from the highway and it is true—though it did not disturb us except for in the night, when an occasional loud truck might pass. It was a great base for my family and two small dogs to explore the local sights. Would definitely consider staying here again.

Beverly's home was perfect for our family and situation: family vacation with a 2 year old. The neighborhood is gorgeous and very peaceful; access to a very quiet beach is one block away. The aquarium, dolphin tours, and several dockside restaurants are 3 minute drives. The main boardwalk is a 5 minute drive. The home itself was nicer than pictured, and had just about everything we needed, including linens and towels, beach wagons, chairs, and umbrellas. The pool was extremely well-designed, and terrific for warm days before/after the beach. The Internet was not the most reliable, and the cable TV would cut out for 3-5 seconds every 30 minutes or so... these may have been attributed to the storms early in our trip Recommendations: 1. Bring a coffee machine or k cup filter for ground coffee (only Keurig is available) 2. Be aware there are plenty of stairs (30) in this 3 story home. Beverly communicated very well, and gave the number of her nextdoor neighbor for any timely needs.

Place was beautiful, roomy, clean, and perfect for our stay!! I want to return to this place and location in the near future!

This house and stay were exactly what we needed! We are a quiet family that loves peaceful spaces. The home was beautiful, well maintained, clean, updated, and extremely well appointed. Access to both the beach and lake was easy, as was getting into and out of town. Jack proactively reached out to us when we got there to ensure everything was in order and offered assistance if we needed anything. We didn’t need anything during the week but we felt good knowing he was available. We met some of the neighbors in passing and they were friendly and welcoming, too. Wonderful experience!

This location could not have been more perfect for our family….. out the door, across the street, down the short boardwalk and you are at the beach. It was so comfortably convenient. The house is amazing: everyone had their space, super clean, easy to prepare meals… 2 dishwashers and 2 ovens, attractively decorated, ping pong/pool table, foos ball table and a beautiful pool area. We had a plumbing issue in two of the bathrooms, but Tanya called someone over and the situation was remedied in an hour. We would love to stay there again.

Melissa‘s house is beautiful with a wonderful view of the sound. The kids enjoyed the pool even though it was still a bit chilly in April. (Just remember to take your own pool/beach towels!) We explored historic Corolla, the lighthouse, the wonderful bookstore, the beach and several Minigolf places by bike since the location was great for that. If you like cooking you will find that the kitchen has everything you need. Melissa was very responsive and helpful and did everything to make our stay great!

The house was beautiful it's perfect Very quiet neighborhood!! National always respond less than 20 minutes

Beautiful Home located in a beautiful location. With the pool, hot tub, and beach access we had everything we needed right at the property. Plenty of space for all the adults and kids/teens! The kids had their own hangout spot downstairs. This is the perfect place to get up in the morning. Have coffee on the deck make your own breakfast. Take a walk on the beach and hang out at the pool. Grill out in the evening and do more relaxing on the deck. That’s our thing and it was the perfect place to do it. And it’s a quiet area. Very relaxing - chillaxin’. Any shopping is very convenient and close by. Corrine was very responsive to any questions or any issues that came up. Keep in mind if something is not right you need to message her and she will make it right. We loved our stay and would stay again!

Big, roomy house on a beautiful horse farm. We loved seeing the horses in the backyard and front yard while we were in the house. The host allowed our large group to come over to the barn to meet the horses and ponies. The house is in such a private spot but still close to the beach and all types of restaurants, stores, and entertainment. There were plenty of beds, bathrooms, seating for eating. The hot water was fast and plentiful. We cooked a lot and there were TONS of pots, pans, dishes, silverware, small appliances, etc. We enjoyed the fireplace, hot tub, sauna, foosball, pool table. It was a perfect spot for our extended family to gather for a long weekend.

We had a wonderful stay at this guesthouse! The location couldn't be more perfect for a relaxing visit to the beach. Our group of 16 ranged in age from 7 to 74 and everyone was able to find something to keep them busy. The beach was gorgeous and a very short walk away. When we wanted variety, the nature preserve was right there to the west, offering fabulous sunset views. The house also had a swimming pool and a hot tub, both of which got extensive use while we were there! We worried that we would be in each other's way, but there was so much to do that that was never a problem. Plenty of space, plenty of bathrooms, plenty of decks to spread out on. The kitchen was more than sufficient to cook for a large group. Overall, we had a great time and are already considering a repeat for next year!

Great experience stay this place love it. I could walk every where to the center and is front of to the ocean.I am very happy.Thank you very much . We will be back.