Holiday rentals with a pool in Chesapeake

Our family had a wonderful time and couldn’t have asked for a nicer property. NorthStar was beautifully furnished, clean as a whistle, very well-stocked and is run by a top-notch management company. Grace was proactive and extremely responsive. We will return next summer when the water is warmer. Thanks Grace and all at Oak Realty for a wonderful weekend of memories and allowing us such a nice home to call ours for Memorial Day Weekend 2025!

Would definitely come back!! Beautiful views and sounds of the ocean waves crashing from the deck. The bed was extremely comfortable. The pool, and all of the beach gear made our stay so nice! We saw wild horses every day of our stay here. Special place and home!!

We had a wonderful stay here! Everything was exactly as described. Eugene was really responsive when communicating and super friendly! I would highly recommend staying here if you get the chance. Thank you again for such a relaxing place to stay!

Amazing home! We loved it and highly recommend it. Beautiful + perfect proximity to beach, stores, etc.

I had a fantastic experience staying at Sandbridge Stay. The property was exactly as described—clean, cozy, and well-equipped with everything I needed. The location was perfect, close to beach, but still quiet and peaceful for a good night’s rest.

Great location and host. The home was the perfect size for my family and friends.

What a great place to stay. Splash of lime worked great for our group. The house is set up nicely and has lots of storage available. We were lucky enough to get daily visits from the wild horses throughout the day. Martin is an excellent host and responded very quickly to answer any questions we had.

We had a wonderful stay at this Airbnb! The house was exactly as described—clean, cozy, and well-stocked with everything we needed. The location was perfect for our trip, quiet and safe, yet close to local attractions and amenities. The host was friendly, responsive, and made check-in a breeze. We especially appreciated the thoughtful touches throughout the home, which made it feel warm and welcoming. The beds were comfortable, and we had plenty of space to relax and enjoy our time. We would absolutely stay here again and highly recommend it to anyone looking for a comfortable and hassle-free Airbnb experience!

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 location! Clean, comfortable stay and the host was helpful and responsive. Would recommend for others.

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.

Susan's Airbnb is the place to be in Virginia Beach. We felt at home right away and loved to short walk to the beach. We would definitely come back!

Colin is an impeccable host! He’s caring-he’s honest- he answers all concerns immediately- His “home” is one of the nicest beautifully decorated homes we have stayed in-and so clean!!! Thank you for the privilege of staying at your place

We had a lovely stay at Crystal’s while in town for a graduation. Crystal was proactive with directions, recommendations, and instructions, and she responded quickly to questions. The place was nicely decorated, and well-stocked with kitchen gadgets, beach chairs, games, and other necessities. This is a nice place for a getaway.

We enjoyed staying at Kelly's place in VB. Its an ideal location for anyone who wants to stay right at the boardwalk. We witnessed amazing sunrises and moonrises. The ocean was right in front of us and from the 6th floor, the view was expansive. A lot of restaurants were also nearby. Kelly was always very communicative, polite and professional. The apartment was clean with the kitchen well stocked with utensils The bedrooms were of a pretty large size. And parking was on the premises. Overall, it was a wonderful experience and holiday for us. We strongly recommend Kelly's place.

Our family had a wonderful stay at the CrabaCabana. It’s about a seven minute walk to the beach and everything was as listed. Kim also provided great suggestions for things to do in the area. She’s an excellent host and took care of anything that needed her attention promptly with perfect communication. We definitely would recommend it to anyone wishing for a home away from home! ♥️