
Beachfront vacation rentals in Chesapeake Bay
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Chesapeake Bay
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chesapeake Bay beachfront rentals
Pet-friendly beachfront home 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!

Cozy beach cottage! One block to the beach!
We stayed at the cozy beach cottage for a "girls trip" for three busy moms looking for a peaceful retreat for the weekend. The house was just as described - cute, clean, and cozy. We appreciated Kenzi's attention to detail and clear instructions, as well as local restaurant recommendations. This house is one block from the ocean; an easy stroll to watch the sunset from beach. We appreciate that the house had everything we needed and required no tasks for checkout. Thank you Kenzi for allowing us a weekend of rest and relaxation!

3 bedroom private home a block from the beach!
Kate’s place was perfect for our family’s first trip to Norfolk! The beach is literally less than a 5 minute walk away. Her home is adorable and her neighbors are the sweetest people! My kids loved their little dog. We felt very comfortable in the house — very nice neighborhood and the home had everything we needed! We were very close to downtown as well. We will definitely be coming back if we make it back to Norfolk! Thank you Kate!

Modern. Spacious. Pets Yes! 2Min Walk to Beach
Space was perfect for us staying as a family of 6. Bedrooms were great and the home offered plenty of space throughout. Awesome backyard, although we did not really use - very close beach access. Had all the amenities we needed for a long weekend!

Quiet East Beach Bungalow, 1 block to beach!
A+++ From the front door to the sand is only a football field away! New and pristine house. Host is incredibly responsive. Peaceful and clean beach. Close to shopping and VA beach boardwalk is only 20 minutes. Highly recommended.

The Happy Place-Quiet, North End 1 block to ocean!
We had the most wonderful stay at this beach house! Walking into the home was like walking into your own home - stocked with everything you could possibly need, and then some. I love that we didn't have to pack all the bulky beach gear and bikes! They provided EVERYTHING you would want. All we needed were our clothes and personal items. The game cabinet was a huge hit as was the Wii which had all the best games! I'm always concerned renting homes that allow pets, but you would never know this was a pet home - there was no pet odor or stains, and the fenced front yard was very convenient. A short walk to a beautiful beach, and an access rode for easy bike riding made this the perfect location. Mary was an amazing host - responsive and very kind. Loved our stay so much we are hoping to return some day.

Lovely Ocean View Cottage
We had such an enjoyable trip staying at this perfect cottage. The location was amazing-short walk to a tranquil beach that felt like our own little escape. The landscaping and yard were beautiful! The place felt like a peaceful retreat. The cottage itself was cozy, clean, and had everything we needed even a thoughtful welcome basket. It truly was the perfect getaway and just what we needed to recharge. Highly recommend!

Harbor View- (Sun - Sun rental June- Aug.)
Overall, this was an amazing place to stay. Very close to the water and plenty of space. Perfect house for your next vacation!
Beachfront home rentals with a pool

Positano Villa
Roger’s beach house was charming. It was an older-style home with many modern updates. Quick and easy walking path to the beach. The pool in the backyard was lovely. It was a little dirty upon arriving and Roger came right over and got it all cleaned up for us during our stay. The neighborhood was a little rough we did have a few uncomfortable encounters with homeless people being two girls alone it was a little unsettling. Overall, I would definitely come back again. The weather was absolutely beautiful for our stay.

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! Oceanfront / Sunset Bay, 3 Bd / Pool
What a great getaway! I brought two other moms. We had three children under 12 and the beaches are pristine. Home was exactly as described and very clean and it was just a lovely time. I highly recommend this unit and the location.

IslandCoveParadise: Luxury-NewlyBuilt/Brdwalk/Pool
Great place to stay and had great time with my family. The house had everything described as per instructions listed. Very clean and great getaway place. Must recommend to visit without any doubts.

Stunning Views of Back Bay & Seconds to the Beach
What a beautiful and serene space for a women’s retreat! It is very obvious that the home is very well loved as well as very special. We all discussed coming back again because we enjoyed the space, the comfort and the scenery very much. We thoroughly enjoyed the great blue heron right outside the window each day as well as breathtaking sunsets. It was hard to get back to the grind after such a beautiful sanctuary weekend away.

Oceanfront: beach, sky, & dolphins
Communication was great right from the start. Place is even better than what the pics show. Very clean which I really appreciated! The location was quiet and felt very safe! Definitely recommend this place to others!

Riverfront Retreat with PRIVATE POOL and BEACH!!
This was a wonderful getaway for my family and friends. We had two toddlers that loved the river beach and pool. There were plenty of toys to keep the kids and adults busy!

Beach Retreat
Beautiful spot and gracious host. This was exactly as described, had all the amenities we could want, and Frank was incredibly clear in instructions, responsive and organized. We spent a lovely week in a gorgeous, soothing location with our pup — fully refreshed after only 4.5 days!
Private beachfront home rentals

Lakeside Oasis - Walk 2 everything! 3Blocks2Beach
We cannot thank Star & Austin enough for opening up their beautiful home! Very easy to find, close to restaurants, activities and the beach. The home was immaculate. We will stay here again in the future.

Anne's Beachfront Shangri-La
Our family Thanksgiving was great! What a beautiful home with a breathtaking view of the water!! Just waking up each day with that beautiful sunrise over the water was wonderful to see. What a hidden gem! Everything you possibly have needed was provided in the home. The fireplace was very nice especially on those cold evenings! We can't wait to return! Thank you Brandon for opening up your home to my family. We all felt relaxed & right at home!! Thanks Again Nicholas & Crouch family

Waterfront Guesthouse II on the Rappahannock
Our stay at this charming cottage was absolute perfection. From the moment we arrived, we were captivated by the stunning views— picturesque and ever-changing, perfect for bird watching and just soaking in nature's beauty. The setting is incredibly peaceful and private, making it the ideal escape from the hustle of everyday life. The cottage itself is full of character and warmth, thoughtfully maintained and beautifully cozy. Marjorie has some of her gorgeous paintings decorating the space, as well. Parke and Marjorie truly have a piece of paradise to share with you, if you’re looking for the ultimate in relaxation. Delightful people to meet, and we so hope to stay again one day. Kimberly & Robert

Play by the Bay 1 MIN TO WATER
We had a wonderful stay at Diana’s Airbnb off Shore Drive on Denwiddie From the moment we walked in, we could tell how much thought and care went into this place. The attention to detail was incredible—from the beautifully curated décor to the small but thoughtful touches like Band-Aids, cooking essentials, and other convenient extras that made a big difference. The location was perfect, and the space truly felt like home. Thank you, Diana, for creating such a welcoming and comfortable space!

Waterfront Bay Cottage w/ Your Own Private Beach
We booked this beautiful beachfront home for my husband's birthday, and it was perfect. Check-in was seamless, and the breathtaking water view greeted us upon entry. The house was spotless and peaceful, with only the soothing sound of waves. We enjoyed most meals in the sunroom overlooking the water and took advantage of the outdoor seating as the weather warmed. Fawn, a great coffee and breakfast/lunch spot, was just five minutes away. The well-equipped kitchen allowed us to cook fresh seafood from Little River Seafood. Mornings were magical with stunning sunrises, and the nearby beach access was perfect for walks, yoga, and birdwatching. A highlight was Hughlett Point, a hidden nature preserve 30-40 minutes away, leading to a secluded beach with only 11 parking spots. Thank you for sharing your home—it made for a peaceful and unforgettable celebration!

Beach Front and 'Perfectly Placed'
It is the perfect location for a relaxed getaway. Several lovely state parks within a short distance. The space is well equipped and comfortable with magical sunsets over the Potomac. Theresa is super responsive.

Beach House with Private Beach, Kayak, and Canoe
This is our fourth? fifth? stay at Sundar's lovely spot. Private, gorgeous beach out back, great expansive views out front with ships in the distance. Home is very comfortable. We are always there in November so don't swim, or kayak, or fish. Just enjoy the comfortable home and the walks on the beach. Sundar is always very responsive and available. Kitchen has everything you need. Appliances are great. Beds are comfortable. No clutter of owner's cast-offs which many airbnb homes have. We will be back next year!!

Private beach retreat in historic St. Mary's City
Spectacular place! Four stars! This place is beautiful! It’s in a peaceful neighborhood with other beautiful homes and on a quiet cul-de-sac. It has impressive, high-end appliances, lots of porches to enjoy the view of the water, a huge kitchen with lots of pots, pans, dishes, etc. The entire house is very large! We loved the big closet of games. We fished everyday off the dock, enjoyed the small beach area, and made a fire most nights. The hot tub was a nice extra too. We listened to Taps being played every night at 7:45 pm from the local navy yard. Everything was very clean and modern. Absolutely beautiful place!!
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