
Beachfront holiday rental in Chesapeake Beach
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Top-rated beachfront accommodation in Chesapeake Beach
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Chesapeake Beach beachfront rentals
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

Shorehaven II: A Mid-Century Beach Bungalow
Great location and nice place for a beach getaway. The description and photos matched perfectly. We would absolutely return the next time we are looking for a place.

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 Blue Octopus~Private Pool~HotTub~Beach~FirePit
Family vacation for almost a week and everyone loved it! We definitely recommend families to come to the Blue Octopus for their next visit to Ocean View-Willoughby Spit. Friendly, clean and with all the amenities for the whole family.

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
The host was so kind and made sure we had a comfortable stay! The AC ended up not working due to an accidental mishap when she was working on her yard! She was able to get the AC fixed as we arrived to the Air BNB and we had the coolest room ever ( which we love) especially on a hot day! We are thankful for the time she took to get that done ASAP! She also had a wonderful cute cottage with all that you’d need for a short stay! It was equipped with great dishes and all the things you’d need for a perfect stay in a home :) it was extremely clean and decorated nicely for your small family! It also has a beautiful back yard oasis to sit out and relax or go for a swim :) you won’t want to miss this Airbnb!! Located near the beach and a great park and walking paths for you kiddos!! All you need nearby just a short walk away!! It was a great getaway for the weekend with a very kind host who is always there to help if needed :)
Beachfront home rentals with a pool

Sanctuary on Sandpiper - Bayfront in Sandbridge
What a beautiful place to stay. The house is lovely, the back yard was packed full of entertainment: salt water pool, fire pit, corn hole, fishing in the canal and if that isn’t enough it’s a short walk to the beach. The sunrises on the beach and sunsets on the canal were spectacular. We were a family of 8 and there was plenty of room. Christina was very responsive when we reached out and she put together an amazing house manual that included everything you needed to know from A-Z. Couldn’t be happier!!!

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
We really enjoyed our stay at Josh & Maegan’s place right on the beach! The building is on the last block of the boardwalk, which is a great location because you can get right on the boardwalk directly outside the building, but since it's at the end of the boardwalk, it is much quieter and less busy than further down. The building is older but very well kept up, as was the apartment. The building's pool is small but nice, and there is a grassy sitting area with chairs and tables directly off the beach, which was lovely to sit at. The apartment is small (would not recommend three people squeezing in there), but perfect for two people if you are not spending much time inside and has all the amenities you need to cook simple meals. I would absolutely stay again!

Oceanfront, beach, boardwalk, fun, dolphin, sunris
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.

Oceanfront Views! 2 BR, 2 BATH!
Our stay was amazing!. Sierra's place was impeccable. The place was spotless, just as advertise in the pictures. I'll be booking again soon.

Beach Luxury Oceanfront
We have visited Virginia Beach numerous times in the last 20 years. This was, by far, the most pleasant visit we ever had. Magued was an exceptional host, responding quickly to any questions. The unit was immaculately clean and well furnished. Sitting on the balcony, listening to the ocean's roar, and watching the dolphins' daily migration was the best part! We would definately stay again.
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!

Fully Renovated Beach Loft Block Off OceanFront
We loved our stay, it’s easy walking distance to the beach and other attractions, 5 min drive to the aquarium. The place was very clean, no sand or anything in the unit upon check in and we overall had a very positive experience.

The Salty Pearl - Your Perfect Beach Getaway!
We were more than impressed with the place. It was so comfortable, so clean, so beautiful. Lots of places in the house to hangout outside. The walk to the beach is so short. The street that the house is on has a lot of places of entertainment, shopping, and food. Yun was always available if I needed anything and her instructions were clear and she was so kind. If I go back to Virginia Beach, I will definitely be looking for her place again.

~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😎

Modern 4br beach house - Norfolk
Beautiful home close to the beach with walkable restaurants/ coffee shops/ brewery/ farmers market/ Chesapeake bay. We particularly preferred the bay for calmer waters as we have young children. Beautiful spacious home. Huge fenced in yard. Convenient side spigot for rinsing fear post beach. Helpful responsive hosts. Thanks for having us!!
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Bethel Beach
- Water Country USA
- First Landing State Park
- Kingsmill Resort
- Buckroe Beach and Park
- Grandview Beach
- Currituck Beach Lighthouse
- Jamestown Settlement
- Sarah Constant Beach Park
- Haven Beach
- Virginia Beach National Golf Club
- Ocean Breeze Waterpark
- Norfolk Botanical Garden
- Wilkins Beach
- Bonito St. Public Beach Access
- Little Creek Beach
- Outlook Beach