Family-friendly vacation rentals in Chesapeake Beach

This was an amazing place! We loved the clean, comfortable rooms, the service was great, the pool and mini golf were so fun! And location- perfect!!

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.

It was a perfect little get away, while learning colonial history! Definitely recommend coming back when it is warmer out!

Great place in a great location. We loved having our own space with two bedrooms and a full kitchen only a short drive from Colonial Williamsburg.

10 minutes from everything to do. Great restaurants in the area. Quiet peaceful place. Hot tub and pool amenities were excellent.

The home is gorgeous, and the neighborhood is serene and charming. Betsy made sure we settled in smoothly and had no trouble accessing the property. I highly recommend this place for a family beach vacation.

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

I could not recommend this place and these hosts enough! The place was warm and welcoming and I absolutely love the location. A very peaceful neighborhood with easy bay access. The hosts were amazing and responsive. The house had some maintenance problems but at no fault of theirs…just typical house problems and they handled everything extremely well and we were not inconvenienced at all! Also our dog loved the place and they were stocked will all the dog necessities which was very helpful!

Thanks again for another relaxing stay at “Breakin’ Wind”! It’s been 5 years since our last trip here and we loved coming back to Terra’s place. We especially loved the hot tub, shelling and walks on the beach and seeing the horses again.

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!

Charlene is a wonderful and very responsive host. This was our second time staying there when we visit Williamsburg. The location is great and only a few minutes from everything. The house was comfortable and had everything we needed to enjoy our week. We look forward to staying again in the future.

Mona is a sweetheart, and her place was perfect for my dog and me. It was clean and had the cutest backyard. Will definitely book again with her if I’m back in Virginia Beach

We stayed for 2 nights with our 3 dogs and everybody had a blast. The barn was very clean, cozy, and welcoming when we arrived. They had an essential oil diffuser on which made it smell lovely. There was a little binder left for us with everything we needed to know and some amazing sight seeing recommendations! The bed was comfortable and cooling/heating system worked great. Their stairs are a little steep and didn’t have runners so just keep that in mind with pets. Overall, this stay is perfect for 2 adults and their fur babies! Will definitely be booking again!

We had such an enjoyable trip staying at this perfect cottage. The location was amazing-short walk to a tranquil beach that felt like our own little escape. The landscaping and yard were beautiful! The place felt like a peaceful retreat. The cottage itself was cozy, clean, and had everything we needed even a thoughtful welcome basket. It truly was the perfect getaway and just what we needed to recharge. Highly recommend!

We had a great stay! The house was clean ans quiet, and the kitchen had all of the essentials you would need (spices, condiments, etc.). The house is close to all of the major attractions/downtown Williamsburg! The deck and fenced-in backyard were perfect for our toddler and pup!

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!

Beautiful home in a wonderful location. Tanya was very friendly and communicative throughout the process.

This was better than expected. The condo was well appointed in all aspects, especially for a small space, it didn't feel small. location was perfect and views from this corner unit were amazing. I would absolutely stay here again.

He was so nice and everything!!

What a beautiful and serene space for a women’s retreat! It is very obvious that the home is very well loved as well as very special. We all discussed coming back again because we enjoyed the space, the comfort and the scenery very much. We thoroughly enjoyed the great blue heron right outside the window each day as well as breathtaking sunsets. It was hard to get back to the grind after such a beautiful sanctuary weekend away.

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!

My husband and I along with our 2 dogs had great weekend stay at the Williamsburg campground. The cabin was just very clean and comfortable with all we needed for the weekend. The campground itself was wonderful with plenty of things to do, although we were there to explore Williamsburg and surrounding areas. overall a great stay and would definitely return again!!

Jenna is a great host. Very responsive, personable throughout the process. Location is great. Right in the beach. Several restaurants are walkable. Beach here has a playground for the kids and a work out set up for those inclined. Pools and spa were great, especially on bad weather days.