
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
Get the amount of space that is right for you
Popular amenities for Chesapeake Bay beachfront rentals
Pet-friendly beachfront home rentals

Shore to Please-11 Beds-Beach View
wonderful place by the bay to spend Christmas with the family! lots of bedrooms as well as a bunkbed room made it really convenient and nice

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!

Delaware Beach Bliss, steps from the sand & surf!
Well equipped house within very short walking distance to quite, private beach. Great amenities -- including bikes, kayak and paddle board. Private beach was gorgeous and very dog friendly, water was calm and shallow. Short driving distance to Lewes for great food, including terrific crabs.

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.

Steps From The Ocean & Boardwalk On Surf Ave.
Lovely, calming place and location! Place is as shown, and you can hear the ocean and watch sunrise from one of the bedrooms. The front porch was great for relaxing and reading. The fenced yard perfect for our dog; she had so much fun sniffing the ocean air and playing ball. The house is in a quieter part of town, but a 10 min easy walk via beach or boardwalk to shops and restaurants. We misread the kitchenette description: there are no pots/pans for cooking, but making toast or reheating leftovers was easy (and there was also a BBQ grill). Place was clean, and Carol was a great host. Would love to stay again!
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.

Beachfront on Pooldeck 9400 Bldg
This condo was in a great location. Steps to the pool and right on the beach! The place was beautifully decorated in a beachy theme. It was clean. The beds were very comfortable. Across from a grocery store and had a variety of restaurants within walking distance. Would love to book this place again!

Highly Rated Oceanfront Condo w/ Pool & Pick Ball
A haven of peace right next to the sea. Very clean and big enough for 6 people. My boys loved the pool and the pickelball court. Finally, there are plenty of activities to do in this city and the condo is close to everything. We will come back for sure ☺️

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.

4 BR/2.5 BA, Oceanblock w/pool & fantastic view!
Great stay at a fantastic location. This property has a lot to offer with four bedrooms and three decks, lots of comfortable seating and just a 3-minute walk to the beach. We had an enjoyable weekend and would certainly come back again.

Amazing oceanfront view 3 blocks from boardwalk
Beautiful beach location exactly as described.

YEAR ROUND Beachfront Pool Paradise Cape May Beach
10/10 beach home for family and friends. I don’t think I’ve ever stayed at a better Airbnb. Highly recommend staying here.

2BR- St. Tropez Condominiums- Ocean City, MD!
Jenny and Ania's place was as described, beautiful location. The unit was very well maintained and spacious enough for my family to enjoy a relaxing getaway ... We will definitely reconsider staying here next time we come down. Thank. You for your gracious hospitality😊
Private beachfront home rentals

Oceanfront Getaway Private Beach & Stunning View
Had been dreaming about this place for a few years and finally got to go. It did not disappoint. Being right on the beach was so important for our family and the space was very cute and functional. Also had tons of chairs and activities.

Private Beach Getaway at Finest Chesapeake Bay
This home is absolutely beautiful. I loved being able to wake up early and watch the sun rise over the Chesapeake bay. Even though it was cold the kids enjoyed splashing in the water with their rain boots. We spent the Wednesday before Thanksgiving at colonial Williamsburg. Afterwards we ate at Captain George’s, a place Tas recommended. It was absolutely worth it. I was also pleased with being able to make a good Thanksgiving meal. The stay was relaxing and peaceful. We would love to come back in the near future.

Beachfront Home with Beautiful Views of the Bay
We had an absolutely amazing trip thanks to Jess and Tom’s beautiful home. The location/views can’t be beat, everything was very clean in the house, and we felt right at home as soon as we arrived. We’re already planning next year’s trip!

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

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!

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.
Wonderful in every way! Incredible views of Bay. Dolphins! Ospreys! Diving Pelicans! Fabulous song birds! And Bald Eagles in Prime Hook! Perfect for kids and pets.💖 Comfy beds and lovely sheets and towels provided!😍 Best restaurant EVER -Lewes Oyster House!🤩 We have just booked for next year😎Thank you for sharing your beautiful home,Natalie and Brett!

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!!
Destinations to explore
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom