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

Villa Positano
We had an amazing time. The house was perfect for us. We really enjoyed the pool and short walk to the beach. We could hear the ocean from the master suite. The upstairs deck had view of the water. Everything about our stay was perfect. The area was nice and was quiet and peaceful. We will definitely go back and stay longer next year. Thank you!!!

3 bedroom private home a block from the beach!
I had a wonderful stay at Kate’s home, it was easily 3 minutes to the beach, she had all the needed cooking utensils and even more! And even had some bathroom essentials that was really appreciated

Modern. Spacious. Pets Yes! 2Min Walk to Beach
The house as advertised! Clean and very supplied. The beach was small and the area does not have much options to eat. Neighborhood was ok.

The Happy Place-Quiet, North End 1 block to ocean!
Our stay was fantastic! The location couldn't be better, just a stone's throw from the beach. The property itself was clean and well-stocked with everything we needed. Mary was prompt and helpful in addressing the one minor issue that came up. We highly recommend this spot for a worry-free beach getaway!

Exclusive Beachfront Home w/ 180° Views & Hot Tub!
I could not wait to write a review about our stay. So much so that we are not even home yet. We had a glorious week at Bay Bliss! Bliss is the perfect description. Anywhere in this beautiful home you can hear the waves of the ocean. There was nothing better than listening to that while falling asleep on the comfiest bed in the master bedroom. Hosts were extremely responsive, helpful with local recommendations and extremely friendly. I have stayed at lot of AirBnb’s and hotels. Honestly, I have never felt so at home and I felt that way from the second I walked in the door. We will definitely be back.

The Seaglass Cottage
Nancy was super kind and friendly during our stay! She gave a great seafood restaurant recommendation that was both delicious, affordable, and right down the road. The cottage is quaint and a charming place to stay for a young couple. We had plenty of space, and the cottage was accurately represented by the photos available. We would definitely stay here again if we are in the area!

Lovely Ocean View Cottage
The cottage was in a nice quiet neighborhood, could walk the dog, it also has a fenced in yard. The home was exceptionally clean, it has all amenities needed, even a few extras, gas grill, beach chairs etc.. The bed was comfortable. Also enjoyed the water and snack basket that was left with a welcome note. Definitely recommend! Really felt like home! Short drive to restaurants and shops and a 2 minute drive to a cute little beach with lifeguards, restrooms and a free parking lot!

Gorgeous Vacation House
The house was super clean when we got there, the temperature of the house was great the entire stay. The pool was certainly clean, but since we went early, June the water was a little bit cold, but it felt really nice and refreshing honestly. There were three beach chairs and a wagon there that were helpful for traveling to the beach. There were available cups plate, utensils, and all the necessities that you would need, they even had shampoo and conditioner bottles there for us. We weren’t aware that there was a code to get into the house so instructions for check-in were a little bit unclear, but all I had to do is message and they responded. Overall, I would recommend staying here because even though the area surrounding isn’t the nicest, I felt safe the entire time at that house!
Beachfront home rentals with a pool

Beautiful Beachfront Condo
My family and I had a great stay at Pam's condo. Condo had plenty of room for our family of 5 and had great views of the ocean from all rooms. The condo was very close to my favorite 2 VB restaurants (Waterman's and Chix on the Beach), which made it nice. I would recommend the trolley to go to the north side of VB as it's about a 2 mile walk from the condo. Great place though and highly recommend Pam's condo.

THE OLD BEACON 1 | Beach Living
Beautiful home within walking distance to everything you need, especially the beach and restaurants. Clean home with cozy feel. My son never wanted to leave the beautiful pool at the property. Would recommended to families!!

Beach & Bay Stay at Sandbridge Beach this summer!
We had the best weekend at Harriet’s cottage. Peaceful, walkable and cozy with great food and things to do in the area. Highly recommend booking.

Ocean & Bay Views - Local Family Owned & Operated
We had a lovely stay at Crystal’s while in town for a graduation. Crystal was proactive with directions, recommendations, and instructions, and she responded quickly to questions. The place was nicely decorated, and well-stocked with kitchen gadgets, beach chairs, games, and other necessities. This is a nice place for a getaway.

VA Beach Oceanfront Studio, Beach, Boardwalk, Pool
Great location, right on the beach. The place was clean and had everything I needed for my stay. Josh and Maegan were very detailed in their instruction I didn’t have to reach out to them for anything.

Oceanfront, beachfront, boardwalk, fun, dolphins
We enjoyed staying at Kelly's place in VB. Its an ideal location for anyone who wants to stay right at the boardwalk. We witnessed amazing sunrises and moonrises. The ocean was right in front of us and from the 6th floor, the view was expansive. A lot of restaurants were also nearby. Kelly was always very communicative, polite and professional. The apartment was clean with the kitchen well stocked with utensils The bedrooms were of a pretty large size. And parking was on the premises. Overall, it was a wonderful experience and holiday for us. We strongly recommend Kelly's place.

Stunning Views of Back Bay & Seconds to the Beach
Great location and host. The home was the perfect size for my family and friends.

Sunrise, North End Beach
The best spot. Super nice amenities and very clean, great location, right across the street from beach access.
Private beachfront home rentals

Fantastic Getaway
Mr. Vincent’s place exceeded our expectations. It was very peaceful, relaxing and clean. I would definitely book again!

The Canary Island … Keep Calm and Fish On
We made wonderful memories at this beautiful place. Would definitely recommend!

Life on a Sandbar right on Chesapeake Bay
The cottage was perfect for us and had everything that we needed! Jimmy was an awesome host and even shared that there was a pod of dolphins in the vicinity of the cottage! We had an amazing time!

North End Beach Cottage Apt - One Block from Beach
Our stay here was fantastic! Very close to the beach which you can walk to, and only a short drive away from the waterfront that has great restaurants and lots to do! The place itself was clean, quiet and the perfect size for 2 people. If you’re looking for something with great amenities for the size, and in a great location this is it!

5 Bedrooms in Vibe District! Great for Families!
Beautiful home within walking distance to the beach and restaurants. The provided beach gear and wagon made beach days so simple and easy. Pictures matched location. Being as close as it was to the boardwalk and the Virginia Beach jet flyovers the home was very quiet and peaceful. You would never know you are in such a prime location. Provided parking was especially nice being so close to the boardwalk and beach. We stayed with mixed family including grandparents, married couple, and a teenager and we all really enjoyed our stay.

~Summer Fun~ at "Family Retreat by the Beach"
My family really enjoyed our stay. The home was very clean, beautiful and well stocked with snacks are treats! We received great communication from check in to check out. The location was right across the street from the beach and my grandkids absolutely loved it! We will definitely stay here again😎

2 Bedroom w/ King Beds walk to beach - top floor 7
We absolutely loved our stay! We we're here for almost a month. I brought quite a few things I thought we would need, but in reality, we didn't need much of anything! They thought of pretty much everything. The only thing I wish I would've brought for this longer stay was my personal blender because I use it daily. Being steps away from the beach was an added bonus, too! The apartment looks exactly like the pictures! I felt safe here and our vehicles were safe as well. The cameras on the property made me feel safe, too. Pip is an amazing host! Very responsive and incredibly helpful. I would stay here again in heartbeat!

Glam Beach House • 1 block from beach
We felt right at home here. The home was stocked with everything we needed for a long Mother's Day weekend. An easy walk to get to the beach. I would love to stay here again!
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
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- Busch Gardens Williamsburg
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- Virginia Beach National Golf Club
- Norfolk Botanical Garden
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- Bonito St. Public Beach Access
- Little Creek Beach
- Kiptopeke Beach