Family-friendly vacation rentals in Chesapeake Beach

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.

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.

Spacious with lots of good amenities. Colleen was very helpful.

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.

Amazing house with even better location. The walk to the beach is incredibly close. Beautiful spacious house. The backyard is Al equipped to with a beautiful deck to lounge and relax.

Nice condo, clean and quiet location. Lots of amenities. Glad we chose this place for our weekend visit to Williamsburg.

Lovely, lovely place! Very comfortable. Super clean. Carefully stocked. Wonderful community ammenities. Ideal location for Williamsburg, Jamestown, and Busch Gardens. Will choose to stay there again if we return to the area. Thank you!

The place was perfect. Very well stocked and pet friendly. We saw horses daily by the rental. Very easy access to the beach. Only thing it needs is a sign out by the entrance of the driveway with house #. We came in at night during a storm and it took us a few minutes to find the drive. I definitely recommend.

Bob’s house was just as described. It was clean and comfortable. There were lots of extra towels and quilts. The outdoor space was extraordinary. We saw herons, ducks and ducklings, geese and goslings, turtles and fish. There are plenty of chairs and tables. The yard was fenced and secure for our dog.

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!

Our stay was fantastic! The location couldn't be better, just a stone's throw from the beach. The property itself was clean and well-stocked with everything we needed. Mary was prompt and helpful in addressing the one minor issue that came up. We highly recommend this spot for a worry-free beach getaway!

It's great when reality meets expectations - and the posting for this place was exactly that. In addition, Lynn was quick and responsive to our questions - which was a great help in moving in. The past month in this setting was just what we needed!

Ron was great with communication. And the place was exactly as described.

The cottage was in a nice quiet neighborhood, could walk the dog, it also has a fenced in yard. The home was exceptionally clean, it has all amenities needed, even a few extras, gas grill, beach chairs etc.. The bed was comfortable. Also enjoyed the water and snack basket that was left with a welcome note. Definitely recommend! Really felt like home! Short drive to restaurants and shops and a 2 minute drive to a cute little beach with lifeguards, restrooms and a free parking lot!

We had a lovely short visit. The house is comfortable and full of charming, quirky art. It's very convenient to all the attractions we wanted to visit. The neighborhood is safe and quiet. Overall it was exactly what we were hoping for and we would stay again! Thanks Ryan!

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!

Clean and comfortable condo! Just the right size for our small family. The location is amazing! Wonderful restaurants so close! Amazing sunrises each morning to sip coffee to! The beach and boardwalk are steps away!

Beautiful place, such a great view of the beach. Beach access right across the street. Loved it. Spacious area, lots of room.

Perfect location, just steps away from the beach. Amazing views! Absolutely loved our stay here! Before we left to come home the kids were asking to return! Definitely will be booking again, not only this listing, but with Reggie as well!

Chillaxin is a beautiful home and had everything my HUGE family needed for the perfect getaway. We truly enjoyed our stay—so much that we didn’t want to leave! Corrine was a wonderful host, very accommodating with check-in and check-out, and always quick to respond whenever I reached out. There was one piece of feedback we shared directly, but it didn’t take away from our overall experience. We had a fantastic time and would absolutely stay again!

We stayed here 4 years ago for our first road trip… and decided for our 4 year anniversary to come back.. It was amazing only this time we got to enjoy the beach! The place is small and cute .. perfect just for 2.. and the Balcony is a plus!!!! We will be back next year!!!! We will be back

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.

The location was great. Two streets walk to the boardwalk and two streets over to Neptune Statue on 30th Street. Supermarket for groceries was across the street from condo. The washer and dryer and dishwasher made everything so easy to keep up with. Keyless entry is perfect. There are many fun things to do in the area that is either a short walk or short drive. Examples are iFly indoor skydiving, parasailing, kayaking with dolphins, riding bikes/skateboards, mini-golf, etc. We had a great time!