House holiday rentals in Chesapeake

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!

We really enjoyed our stay at Blue Octopus! It was a very nice layout with a family. Loved the connecting bedrooms upstairs, and even a baby gate for the stairs and top locks on the doors to the outside. We loved how easy it was to swim and go to the beach here! We went to Mudita for coffee in the morning which was wonderful. Would love to come back for a longer stay! Willoughby beach was quiet and away from crowds.

Check in was super easy, the AC was on when we arrived which was great after a long Uber. The pool felt nice and the whole backyard area was fantastic. We ended up using the bikes a lot more than we thought which was a lot of fun. It's a quick bike ride to the boardwalk and walking didn't take too much longer. Bradley was very quick to respond whenever I had a question about anything. If we come back to Virginia Beach we will definitely be checking the availability of this house!

The house was super clean when we got there, the temperature of the house was great the entire stay. The pool was certainly clean, but since we went early, June the water was a little bit cold, but it felt really nice and refreshing honestly. There were three beach chairs and a wagon there that were helpful for traveling to the beach. There were available cups plate, utensils, and all the necessities that you would need, they even had shampoo and conditioner bottles there for us. We weren’t aware that there was a code to get into the house so instructions for check-in were a little bit unclear, but all I had to do is message and they responded. Overall, I would recommend staying here because even though the area surrounding isn’t the nicest, I felt safe the entire time at that house!

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

We had a great family visit at this house. We really enjoyed the pool and whole house was very comfortable and clean! It was nice to just hang all day by the pool or top for a sanctuary from a long day of events. Sabrina was very attentive and responsive with questions and situations, appreciate her flexibility as a host!

Mark is a great host. The house is immaculate. Every little detail is perfect. By far the nicest AirBNB I have ever rented. Mark made sure everything was perfect for our visit with our son in the Navy.

Such a wonderful place!! Beverly was more than accommodating and was very responsive to all of our questions🙌🏽 we would love to stay here again in the future

Hearts Blossom by the Sea was absolutely adorable and very clean. The space provided everything we needed. Our hosts were kind and attentive, and the walking distance from Hearts Blossom to the beach is truly amazing. We didn't want to leave!

This was our second stay at this Airbnb and we were incredibly glad we decided to book again! The place is exactly as described, has all the beach supplies so you don’t need to pack it all, is just a quick walk to beach (awesome with kids), and the view can’t be beat. Heidi was an extremely responsive host who went above and beyond to make sure our stay was fantastic - you can tell her priority is the guest! My family of 5 plus a grandma enjoyed lazy mornings on the patio, taking in stunning sunsets over dinner, and long days on the beach (bathroom breaks back at the house are a snap due to the close proximity). The outdoor shower with warm water is especially helpful with kids! We will be back at least twice this upcoming year. Thanks for another great stay!

It was a great place to stay! Super clean and comfortable. Many great places with if walking distances or a short drive. The farmer’s market is a must do! Carrie was super helpful with a question during the stay. We would stay again!

Very nice stay, very nice home and neighborhood. Ideal for a “base camp” to explore all of eastern Virginia and neighboring areas. Sometimes, traveling in this manner, small glitches happen. Most are easily solved with good communication, a responsive host and mutual cooperation. Had a small glitch - easily and quickly solved with these practices. Many thanks to the Host of this property!

We rented Jonathan’s house to attend the local graduation of a family member and to visit other family in the area. Jonathan’s place was perfect! Great location in a beautiful, safe, peaceful neighborhood, minutes from restaurants, grocery stores, banks, etc. The house was clean and tidy, and the backyard deck was great. The fenced-in back yard was a huge plus as well, as we could let our dog run free to get out his “zoomies.” Highly recommended, and we hope to stay here again when visiting the area!

We loved Peggy’s house. It was in a quiet neighborhood, with a nice driveway, good for larger cars. The house was so clean, comfortable, cozy and well equipped with everything. We would certainly come back. Peggy is an excellent host, very flexible and quick to answer any question. I highly recommend her place.

We have just returned home from Deborah’s place and let me just say, after arriving and walking through the home I could feel the warmth and love poured into this home. It was welcoming and peaceful and awww, before long we were home. Deborah thought of everything to ensure the home is comfortable. This home literally has everything we needed for our entire stay. Such a nice touch! The kitchen had everything, and everything worked flawlessly. Deborah, your attention to detail is a gift! My family and I thoroughly enjoyed your home, and are definitely look forward to returning when next we visit Va Beach. Thank you for opening up your childhood home to us. We thought of your family as we moved around the home. See you soon!

Place was as described and all info was given and easy to understand definitely worth staying if your in that area

The place was beautiful inside and out. My family and I felt like we’re at home. I love the outdoor space. Most of the times, my parents and I chilled outside enjoying the weather and chitchatting with each other. My family and I came down from Pennsylvania to visit my sisters who live about 10-15 mins away from the home. My family and I had a great time during our weekend stay. Hopefully one day we’ll come back and stay at this beautiful home again. I highly recommend this beautiful home. Definitely 5 stars :)

This place was everything it is advertised to be. It was the perfect fit for my family of 7. The game room was a great addition for the kids!

One of the best and a really great place We loved our stay and Kiana was really very responsive and very helpful

This tiny home was just the right size. My dogs loved the fenced in yard and my husband and I enjoyed the quiet location. Just close enough to the beach and restaurants. I would definitely consider going back!

Lovely house, super clean, everything we needed. Only a short walk to the beach, quiet neighbors. Would recommend!

What a wonderful job our hosts did! They provided all the supplies we could possibly need and then some! They truly thought of everything. We only had to buy food for ourselves, while most air bnb’s we’ve stayed in have one roll of toilet paper, one roll of paper towels, one trash bag, a tiny bottle of dish soap, etc. It felt more like staying at a friend’s home than a stranger’s. It was very short walk to the beach, which was very convenient. The beds were incredibly comfortable and having a recent back injury, this made a huge difference for me. They provided clear instructions about everything, we never had a need to contact them, though I’m sure they would’ve been very responsive if we had. I don’t have any complaints or suggestions for improvement at all!

Sarah’s Portsmouth home exceeded our expectations. Coming from Phoenix, we were looking for a peaceful, welcoming place to unwind with family and this home delivered. It was clean, cozy, and full of charm. Mornings were especially memorable with coffee on the deck while birdwatching and enjoying the quiet surroundings. We didn’t feel the need to plan activities — simply being together in such a relaxing space was more than enough. It felt like a true retreat. Thank you, Sarah, for sharing your beautiful home!

5 Stars – A Truly Magical Stay! This home was an absolute gem! The hosts were incredibly responsive and kind, making everything from check-in to check-out seamless. The yard was stunning—bursting with colorful flowers, wildlife, and peaceful lake views that made it feel like a private retreat. Inside, the house was spotless, thoughtfully organized, and stocked with everything one could possibly need to feel completely at home. The décor was absolutely beautiful, with an eye for detail that created such a warm, welcoming atmosphere. I would return in a heartbeat—highly recommend!