Holiday rentals with breakfast in Chesapeake

I wish I could give Three Little Birds more than five stars! Every little detail exceeded our expectations. My three children and I were very comfortable inside and felt like we were in paradise outside. We enjoyed fishing, birdwatching, reading, and soaking in vitamin D from Virginia's perfect sunshine. The indoor space is private, quiet, well equipped and cozy. The location is convenient to everything. I can honestly say that this was the best overall experience at an Air BnB we have ever had. Bridget and Carley are beyond friendly, helpful, accommodating and overlooked no detail. Thank you!

I stayed at Mark’s place while visiting my daughter, who’s in the Navy, and it was the perfect spot for some peaceful downtime. Even though it’s a shared home, the bedroom and bathroom felt very private and exceptionally clean. I was comfortable the entire time and slept well. The house itself is like walking into an art installation—colorful, unexpected, and full of personality. You never quite know what light or feature will come to life next, which made it fun and memorable. Both hosts are clearly creative souls with a flair for design. The backyard was my favorite part—lush with plants, fountains, and statues, all backing up to the Chesapeake waters. At night, it turns into a magical light show with just the sounds of nature and water features. So peaceful and calming. They even had a little breakfast area set up with bakery items and coffee—such a thoughtful touch. I’d definitely stay again and recommend it to anyone looking for a one-of-a-kind and restful experience.

This is a great host family who went above and beyond to make my stay comfortable, enjoyable and safe. They went from being hosts to friends during my stay.

Perfect for our group!

Gerda was great and nice to work with! The place is beautiful and we would stay here again!

Wonderful place with great walk ability to the beach. Great place for larger groups to stay. Good view of the sunset over the sound and in a nice quiet area.

My stay at Ethel's was amazing. The entire room was exactly like the pictures. I felt completely at home. The room was spotless, and the bed was super comfortable. I will reserve her space when I come back to VA. I really enjoyed my stay there. She was very responsive and her instructions for the check in are great.

My friends and I had a wonderful time at Matt and Katey’s home. They were great hosts and very responsive when we needed something. Everything in the house was exactly as described. The house was a perfect size for our group and we especially loved the back patio! The house had everything we could need and we were able to cook dinners at home each night. The grill and hot tub were really nice amenities to have. The location is so perfect - it was so close to the beach! I would definitely recommend this house for someone else to stay at.

Really enjoyed staying here! Easy to find, walkable to the beach and surrounding shops, clean, and we loved the breakfast provided by the local bakery!

I really enjoyed my stay! It was very close to the beach and within walking distance of amazing restaurants. They were very quick to respond to my messages whenever I needed assistance as well. I would 100% recommend this place to anyone who is looking to stay at the oceanfront.

This place was fantastic. Loved the walkability factor to the beach. Also, the hot tub and breakfast spread in the morning were a great addition. This is the second time I've stayed here, I will be back!

The place was exactly like the pictures. The breakfast every weekend was great and the place was so close to the beach too. I will be back for sure!

Great location, and super clean!! Dimitri was extremely communicative, and the check in process was seamless. Would 100% recommend this Airbnb.

We had a great stay at The Inn at Old Beach over memorial day weekend! The location of this air bnb was ideal- it was off the busy main strip but still close enough so that you can easily walk to the beach and restaurants. The check in was smooth and easy and the hot tub was a fun addition to the stay.

Great communication Sparkling Clean Great location

Peter's place is an oceanfront unit, on the boardwalk. The building was somewhat older, and the pool was somewhat small, but the staff were friendly and accommodating. The Ocean view was spectacular, and the convenience to the beach, restaurants and attractions was excellent. I had looked up reviews on the building online, and became a bit skeptical as to how our stay might turn out. As it turns out, we had a great time on the beach, and relaxing on the balcony. The unit has a flat-screen with cable in the bedroom and livingroom. We would gladly stay again.

This was my first time with Airbnb as a guest I am a host as well it's really nice to be on the other side and let me tell you about Debora she is extremely clean she is always smiling her house is very lovely she has a very unique taste of art Asian art her husband was very nice person we shared a lot of stories she is a people person The room was extremely clean the whole neighborhood was nice and quiet the breakfast was excellent I had everything I need for breakfast fruit juice coffee tea bacon sausage cereal and milk and many more I had access to Netflix TV everything in this house I loved my wife didn't want to leave she wanted to stay there longer that's how nice our first experience was just make sure you don't bring any seafood with you she is so allergic to seafood she opened her patio for us so we can eat our seafood out there and I highly appreciate it that her husband was helping us with everything simply I miss that place as well as my wife we will definitely come back again and we will definitely recommend you to stay at Debora and her husband's house.

My fiancé and I had a wonderful stay at this charming bed and breakfast in Colonial Williamsburg. From start to finish, the experience was top-notch. The host was incredibly communicative and made sure everything was smooth and stress-free. The room was beautifully decorated, spotlessly clean, and had all the amenities I needed for a comfortable stay. The rest of the house was just as lovely—warm, welcoming, and tastefully furnished, with a cozy outdoor space perfect for relaxing. The innkeeper was so kind and hospitable, and the breakfasts each morning were absolutely delicious—clearly made with care and attention to detail. I highly recommend staying here if you’re visiting the area. It’s a perfect blend of comfort, charm, and hospitality.

Wonderful stay!! My flight was canceled and I needed a place to stay last minute! They were flexible. I got in right away. They had wine and treats ready for guests. It truly was a gem of a stay. I’m so glad my flight got canceled. Best hospitality!! And met incredible people at breakfast. Which btw was also amazing!! Quiche with baked oatmeal and a side of ice cream.

I had a very comfortable and peaceful stay at this Bed and Breakfast. Hosts were kind and made me feel at home. Easy to walk to the historic district and eat dinner. Breakfast was very good.

A TRUE Bed and Breakfast. Great location and great hosts. The home is spectacular and the location is very peaceful.

Holly and Michael were excellent hosts and extremely friendly! The room was super clean and adorable. They made sure I had everything I needed. Would absolutely stay here again!

Absolutely loved our stay! Karen was amazing and so helpful. Our room was one of the cleanest airbnbs I e been in yet! The most comfortable bed and pillows. We slept amazing and felt right at home. The breakfast was so delicious and she was able to accommodate my gf requirements. We will definitely be coming back!

This was my second start at the Culpeper Inn and this place never disappoints. we stayed in the Rose Room which was a wonderful experience in the main house with super high ceilings even in the bathroom. Just lovely! we will be back again soon.