
Beach house vacation rentals in Chesapeake
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Top-rated beach house rentals in Chesapeake
Guests agree: these beach houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chesapeake beach house rentals
Beachfront house rentals

Water Oaks at Chic's Beach
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!

THE OLD BEACON 1 | Beach Living
Great place located walkable to the Boardwalk and the entire Beach. We loved have the grocery store a block away and walking everyday on the Boardwalk.

New Beach Home on the Chesapeake Bay
David’s place is fantastic, just a few steps from the beach. We had a great stay!

Beachfront Getaway, pet friendly
Our family enjoyed our weekend at Big Blue. It was special because it was my wife's birthday and there was plenty of family with us. We really liked how the 2nd and 3rd floor are duplicates of each other. It's like 2 different apartments , but we had access to both. The kids on the 2nd floor and the adults on the 3rd. Very clean open spaces. The host were responsive and proactive. We hope to make the Willoughby Spit area a regular vacation spot, very lovely.

Breathtaking Ocean views at Pinch Me, 8bdrm, 6bath
Beautiful home in a wonderful location. Tanya was very friendly and communicative throughout the process.

Lakefront House @ Oceanfront
Responsive even before I booked. As pictured. Accommodated 5 of us very comfortably. Friends stayed one half block up I liked our place much better!

Chesapeake Bay Beach house (Chic’s Beach) 1 block!
This place was perfect for the kids and parents and grandparents. We enjoyed our stay here walking distance to the beach was perfection. It was so peaceful, clean and spacious. We enjoyed the downstairs yard & patio area. We didn’t get to use the bbq grill but next time we stay here we will. Beautiful home. Thank you

Quaint and Comfortable Buckroe Beach Getaway.
My family of four had a great stay. The house is perfect for young kids, with plenty of space for everyone but easy to keep an eye on young ones. No stairs or extra stuff around to keep them away from. The fenced in backyard was great to have. The house is as described, stocked with essentials, and very clean. Douglas was a helpful host and even delivered a corn hole set after we asked about it from the listing photos. In my opinion, the neighborhood isn’t an attraction itself but the location is convenient to get to places across the area.
Beach house rentals with a pool

The Golden Hour Pool is Open!
We really enjoyed staying at the golden hour! The hosts were very responsive and helpful! They had sound machines in every bedroom which if you have kids is a big deal. The toys and kids activities there were a big hit! The pools are pristine and the whole outdoor area is very nice! Very short walk to beach which was also convenient! They literally thought of everything, if you forgot something chances are they had it! Definitely recommend staying here if you have children and want a nice low key place to stay!

LUX Oceanview•Heated Pool•2-Min Walk to Beach
This was a beautiful place with lots of room. The host was super responsive to any questions and also offered up local adventures to enjoy. House was clean and in great shape. I would recommend this vacation home to anyone and would use again. The kitchen was stocked perfect with all plates and cookware you need to host meals for a large family

Nature Lovers Retreat~ Pool & 7Min Walk to Beach!
This is the perfect place for a family vacation. Very short walk to the beach (5-10 minutes) with a good bit of shade. Biking/longer walking distance to the Corolla lighthouse and Whalehead home. The backyard is pretty private and we never heard much sound from the neighboring homes. It looks exactly like the listing and has all the listed amenities. Would love to stay here again!

Paint The Beach Pink! Full House | Private Pool
The house design and decor was even better in person! The outdoor space is fantastic, very stylish and functional and we spent a lot of time at the pool. TVs in every location allowed us to cohabitate and enjoy music or shows of our liking. The neighborhood felt very safe and an easy walk to the beach and restaurants near 5th street. As a mom with two teenage girls sharing the one bathroom was a bit cramped but we made it work. I would've liked a nightstand lamp or bench to plop stuff on, but the furnishings were flexible and I was easily able to create a makeshift office in the LR and as a bonus, take calls by the pool. Overall, a charming place and very enjoyable stay for a mini beach week with teenagers. Thank you, Bradley!

Hot Tub - Massage Chair - Golf Cart - Beach Gear
The house was wonderful, the location was beautiful. We enjoyed watching the sunrise and listening to the birds on the back deck. So peaceful! We were away from the crowds but could easily bike or ride the golf cart into town to walk, shop, or visit the restaurants and bars. Highly recommend!

Coral Point - Updated Cozy 4 bedroom w/ Salt Water
Lovely CLEAN beach home. Easy 5 min walk ( with toddler) to a beautiful beach. The short walk made it easy for us to go to the beach several times/day. Gorgeous sunrise! We really appreciated how kid/family friendly the home was! Our young kids felt safe just across the hall from us and my parents were able to have their own bedroom and bathroom on the other side of the house. Thank you Pip and Sheryl! We hope to be back in the future!

Splash of Lime Carova 4x4 Beach Cottage
Martin’s home is absolutely beautiful! His place is very clean with a large, fully equipped kitchen. We saw horses everyday! This was our first time visiting the area. He was very quick answering our many questions. It was private, peaceful and just what we needed- a true get away!! Perfect 😎

Coconut Cottage-Sleeps 2,Pool,Beach
Denise and her dog Murphy were incredible host. The air bnb was comfortable and relaxing, Denise really goes out of her way to make you feel comfortable. Provides coffee, water, and light breakfast options. Really was a relaxing stay and there was nothing better then waking up and getting into the pool. 100% recommend
Private beach house rentals

Small Dream FantaSEA
Very cute rental! Very responsive owners. Pictures are accurate, outside area was lovely. Cape Charles is a quaint town.

Stylish Beach House, Hot Tub, Pet Friendly
The walk to the beach was so quick and easy. We traveled with two kids 5 and 8 and the walk back and forth had zero complaints :). Kids loved the hot tub and the super cool shower on the first floor. The decor of the home was beautiful. The beach had a magical low tide for kids to play in and the locals were supper friendly. The house is right up on the highway so at night it’s pretty noisy. We just cranked up our white noise machines and on the second night no one noticed. Thank you for opening up your home and letting us create some more great memories.

Downtime Beach House
The kitchen had everything you would want. My grandkids loved the video games. The closets were so large my grandkids called one of them their secret fort. We all had a wonderful time! This was our first Airbnb experience. We will definitely try again.

Private Beachfront Modern Villa: Outdoor Shower!
I’ve been at many Airbnbs all over the world, and Heidi’s Airbnb is the best we’ve stayed at. It wasn’t just the beautiful view… it was all of the thoughtful touches throughout the home that made it feel more like home. It was very well stocked with quality items. Lots of towels and kitchen items to comfortably live for a few weeks or more. We stayed 24 nights and we were sad to leave. Heidi was always available to resolve any issues that came up. We were there for a stressful competition, and it was a perfect place to recharge. I hope I have the chance to come back. Also breakfast next door and Mexican across the street are so convenient!! I wanted to move there! Thank you Heidi for everything!

Beach Bungalow - 1 Block to Beach - Pets Welcome!
Such a lovely place. Well kept and very very clean. The hosts were so gracious and easy to get a hold of. Can’t recommend this location enough for your next stay!!!!

Serene Beach Retreat - Just Steps from the Sand!
Yun was very responsive and very accommodating. The house was everything we needed for our family trip! Great location, walking distance to everything you need at Virginia Beach. I would love to come stay again whenever we come down to visit again. AND pet friendly with is a BIG PLUS for me when it comes to road trips like this one!

Coastal Living Marina & Beach House
Brandon was an awesome host. The location is amazing. Really was great to walk to any nice restaurant, but you weren't located on the main street. Better than I could have imagined.

Beachfront 2 Dwellings EV charger
Great place, great views !! This is probably the best Air Bnb that we have stayed. All our family members had great time in the house. Gina has planned the house so well, very clean and all household items you can imagine are available. Simply a great Host !!
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- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Kingsmill Resort
- First Landing State Park
- Currituck Beach Lighthouse
- Virginia Beach National Golf Club
- Buckroe Beach and Park
- Grove Beach
- Grandview Beach
- Golden Horseshoe Golf Club
- Norfolk Botanical Garden
- Sarah Constant Beach Park
- Jamestown Settlement
- Water Country USA
- Cape Charles Beachfront
- Haven Beach
- Chrysler Museum of Art
- Bayville Golf Club
- Little Creek Beach
- Jungle Golf