
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.

Cozy beach cottage! One block to the beach!
House was great! Small but not too small and perfect for vacation rental. Med sized dog, husband, and toddler loved it. Kenzie leaves you everything you need from a raised double dog dish to dishwasher and laundry pods….awesome attention to detail. Pics don’t do it justice as more outside and living room seating have been added. Fire pit was really cute and everything to get it started and have a fire were there even though we didn’t get a chance. Reasonable driving distance to VA beach, zoo, and playgrounds. Food easily accessible both driving and walking. Grocery store is close drive but don’t forget your butter. The corner store sees you coming! It was super clean well done and would love to stay again. Thank you Kenzie for being a great host!

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

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!

$1000 off 6/7 OceanFront! pool, VIEWS, pets ok!
We enjoyed our vacation at this home very much. the description was accurate and the house very clean and well organized. We had to reach out to the host a few times and they were extremely responsive in a timely manner. The location of this house is awesome, grocery store and restaurants are just a short drive or walk. We enjoyed the 2nd story hot tub and the beach access was very convenient. The large recreational room on the 1st floor kept the kids entertained!! Overall, we had a fabulous week at this home and it was perfect for our large family.

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!

Be The Ocean | 5min Walk to Beach w/ Pool & HotTub
Excellent location with a quick walk to the beach. The house was super clean and well maintained. What we liked most, was the nicely fitted kitchen with anything we needed to prepare and cook meals- pots, pans, utensils, flatware, and silverware. It was one of the best we have experienced. We also appreciated all the beach gear available to use, such as chairs, umbrellas, and sand toys.

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!

Oceanside,Pool,Spa,GameRm,7MinWalk2Beach&Sound New
Lisa's house was perfect for our family getaway. the house was big, comfortable, spacious, and the kids loved the pool and hot tub! it was walkable to the beach, and the beach chairs and wagon provided made it even easier. Lisa was extremely responsive and the manual was a great resource. thank you for hosting us!

Family friendly 5 bedroom beach getaway!
Great place to stay! Hosts were kind and responsive to any questions we had. The home was very clean and children friendly. I really appreciated the built in child gate on the top floor. Bathrooms and showers were great, including an outdoor shower to rinse off after being in the pool. Overall, we really enjoyed our stay! Plenty to do nearby, seaside beach access was a short car ride away, and the pool was private and relaxing.

Splash of Lime Carova 4x4 Beach Cottage
Martin’s place was BEAUTIFUL and SO clean! Very roomy and beautifully decorated with all the amazing attention to details! The wild horses that came to visit the property were so beautiful and fascinating to watch! I will absolutely be back and 1000% recommend Martin’s place! Martin was also an incredible host with his attentiveness and even talked me through driving on the beach since it was my very first time ever driving on sand… I was terrified lol But he was able to calm me down via the phone and I got there safe and sound with no issues! Awesome stay!! 😁

Soundfront, Pool, Hot tub, Dog Friendly! Elevator
The salty swan was perfect. The house was just as described and hosted the most beautiful sunsets. Hands down my favorite part of the house is the elevator! I walk with a cane, the sloth is my spirit animal; that elevator was a life saver! The sound was quiet and peaceful. So close to everything yet a reserved peaceful retreat. Can’t wait to come back.

Private Pool, Close to the Beach and Spacious!
Overall very nice stay at Stephanie's home. She was excellent at communication leading up to the visit and during the trip as well. Had everything we needed and the beds were really comfortable. The location is very close to the 4x4 entrance to Carova which was super convenient, and the main reason we stayed in this area. But it was also close to restaurants, walking distance to the beach, and lots of activities nearby. The house itself is spacious, and the pool and hot tub were great to have for kids and adults alike. The home is showing some signs of wear and tear (decks, furniture, floors, paint) but honestly that's to be expected in OBX homes. Salt and sun aren't kind to upkeep! Thanks again, will consider Stephanie's home for next trip.
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!!!!

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.

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.
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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