Condo holiday rentals in Chesapeake

My family had a wonderful stay at Anne and Bill's place. Their home was perfect for a beach getaway in Sandbridge. It was very comfortable, clean, and had all of the necessities to make for an easy, relaxing trip. Bill met us to let us in and show us around the property and was very friendly. It felt more like staying at a friend's home than a rental. We would love to stay there again any time we make it back to Sandbridge.

Checked in the Friday before Memorial weekend 2025 for a NHSCA national dual tournament, it was already busy in the area. The listing was literally about a block and a half from the beach and on Pacific Ave. close to Atlantic Ave. so much more quiet that the walking traffic on Atlantic Ave. The listing was clean and taken care of. Jackie was accommodating with some requests and personable. I highly recommend her listing and we will absolutely book again. Thank you Jackie!!! Genyl Bayona

This is truly a hidden gem in Cape Charles! We recently stayed for the long holiday weekend and loved every minute of our trip. The apartment is absolutely beautiful and the location couldn't be better. We enjoyed having the ability to walk around town and have stores and restaurants so close by. The host was friendly and helpful and quick to respond to any questions we had. We look forward to staying here again!

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

Excellent location and responsive host. Great amenities for children and adults. I would definitely stay again!

Squeaky Clean-Extremely Responsive Host-Room looked exactly like the booking images-we were able to check in early-we would stay in this unit again-Thank you Niko!

We liked the location of this apartment and the lovely extra hospitality touches. There is noise from the above apartment, so make sure to bring your earplugs in case you get heavy footed neighbors. Beds were comfortable, blackout curtains were a nice touch, and the place was nice and clean and pretty.

Arica' place was perfect for 2. It was in a great location. Everything was in walking distance and there were a lot of things to do. Her place was clean and beautifully decorated and the local restaurant close by were great places to try out as well. it was the perfect place for a perfect stay!

He had a great time

What an amazing stay! I've never been satisfied with an Airbnb, the photos always are so much nicer than the reality - but Big Blue was actually even better than advertised! Merlyn's communication prior to arrival made things very easy. Accessing the unit was simple, and I felt safe with the self-locking doors. The unit was clean and so comfortable, with many personal touches - I instantly felt at home. I was overjoyed when I arrived and toured the unit. Really exceeded my expectations which was such a different feeling than all the other Airbnb I've rented over the years. The beach access was tidy and pretty, the gym and beach gear a nice touch, and the foot wash station was appreciated after my morning walks with the dog. I really can't say enough great things about my stay here. Hosts were friendly and helpful every step of the way. We mostly spent our time traveling around the area from VA Beach to OBX so I can't speak much about Norfolk/Ocean View. I would def rent Big Blue again.

loved our stay. cozy home with everything you need and FANTASTIC host who meets all yours demands without hesitation.

The house is in an amazing location with lots to do and the host is very communicative and helpful.

Lynn's place was comfortable, convenient, and clean. We appreciated how stocked and organized the home was as well. It was an easy walk to the beach. We were spending time with family staying at Corolla Light and this was a very convenient spot to do so.

Perfect accommodations for family of 3 and 2 small dogs. Friendly walking area for dogs. The condo was perfectly clean. We loved sitting outside drinking coffee and letting our dogs enjoy the outdoors. We were in a B unit. Pool was perfect and clean after a long day at the beach. We appreciated the wagon to hall our beach gear. We used the public parking which was a 3 minute drive. We are not much for crowds so the location was ideal. I like to cook and the kitchen has everything you need. Local restaurants and fish markets were friendly and helpful. Highly recommend this condo and Lisa was very helpful. We will return!

What a lovely gem of a home! Perfect location as it was walkable to beach. Very kind to provide beach chairs, wagon, beach towels and beach umbrella. Spotlessly clean. Only surprise was no shampoo/body wash which was unexpected. Otherwise a perfect experience!

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! ♥️

My family and I had a great stay at Pam's condo. Condo had plenty of room for our family of 5 and had great views of the ocean from all rooms. The condo was very close to my favorite 2 VB restaurants (Waterman's and Chix on the Beach), which made it nice. I would recommend the trolley to go to the north side of VB as it's about a 2 mile walk from the condo. Great place though and highly recommend Pam's condo.

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.

Our stay was wonderful! We were steps away from the beach and were provided a wagon to haul the chairs, umbrellas and cooler to the beach. Everything was clean and looked exactly like the photos. Great location to get to the wild horse tour and many restaurants within a 30 minute drive. Lynn always responded immediately with clear directions. Thank you

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.

Beautiful home and very spacious. Lynn was very helpful and came very late at night to help us with a lock box issue. Very close to the beach and had lots of beach items provided

Fantastic location and clean, well-equipped place! Would come back.

Outstanding spring vacation spot. My favorite time to visit the beach, just before it gets busy. Sammie’s space is everything you’ll need for your next beach sojourn.

Book this condo! It was the cleanest AirBnB I’ve ever rented but was still warm and comfortable. You can tell the condo is well taken care of. The neighborhood was charming. The pool was closed but the beach within the community was nearby and quiet. We were a short drive from Cape Charles town center and parking was a breeze. The host was incredibly accommodating; her restaurant recommendations were spot on. I wish we could’ve stayed longer!