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House holiday rentals in Chesapeake Beach

Find and book unique houses on Airbnb

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Popular amenities for Chesapeake Beach house rentals

House rentals with a pool

Top Guest favourite
Home in Gloucester Point
4.99 out of 5 average rating, 184 reviews

York River Vacation Home

AdamRating, 5 stars1 week ago
We had a wonderful stay here! Everything was exactly as described. Eugene was really responsive when communicating and super friendly! I would highly recommend staying here if you get the chance. Thank you again for such a relaxing place to stay!
Top Guest favourite
Home in Norfolk
4.98 out of 5 average rating, 56 reviews

The Seaglass Cottage

BarbaraRating, 5 stars1 week ago
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 :)
Guest favourite
Home in Norfolk
4.95 out of 5 average rating, 104 reviews

Gorgeous Vacation House

AlexisRating, 5 stars2 weeks ago
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!
Superhost
Home in Virginia Beach
4.84 out of 5 average rating, 129 reviews

Stunning Views of Back Bay & Seconds to the Beach

GregRating, 5 stars2 weeks ago
Great location and host. The home was the perfect size for my family and friends.
Guest favourite
Home in Suffolk
4.84 out of 5 average rating, 95 reviews

Perfect Getaway!

JimRating, 5 stars2 weeks ago
We had a great family visit at this house. We really enjoyed the pool and whole house was very comfortable and clean! It was nice to just hang all day by the pool or top for a sanctuary from a long day of events. Sabrina was very attentive and responsive with questions and situations, appreciate her flexibility as a host!
Top Guest favourite
Home in Virginia Beach
4.97 out of 5 average rating, 202 reviews

Salida del Sol, North End Beach

CraigRating, 5 stars2 days ago
Mark is a great host. The house is immaculate. Every little detail is perfect. By far the nicest AirBNB I have ever rented. Mark made sure everything was perfect for our visit with our son in the Navy.
Top Guest favourite
Home in Corolla
5 out of 5 average rating, 20 reviews

Splash of Lime Carova 4x4 Beach Cottage

KristenRating, 5 stars1 week ago
What a great place to stay. Splash of lime worked great for our group. The house is set up nicely and has lots of storage available. We were lucky enough to get daily visits from the wild horses throughout the day. Martin is an excellent host and responded very quickly to answer any questions we had.
Superhost
Home in Virginia Beach
4.86 out of 5 average rating, 134 reviews

Beach Home, Upscale Croatan Resort + Private Pool

DylanRating, 5 stars1 month ago
Such a wonderful place!! Beverly was more than accommodating and was very responsive to all of our questions🙌🏽 we would love to stay here again in the future

Weekly house rentals

Top Guest favourite
Home in Hampton
5 out of 5 average rating, 64 reviews

The Canary Island … Keep Calm and Fish On

MichaelRating, 5 stars1 week ago
The property is spectacular. Everything about the accommodations was excellent. Not one complaint. Just praise. The host was very friendly and helpful. So were the neighbors!
Guest favourite
Home in Hampton
4.89 out of 5 average rating, 35 reviews

Hearts Blossom By the Sea

LadonnaRating, 5 stars1 week ago
Hearts Blossom by the Sea was absolutely adorable and very clean. The space provided everything we needed. Our hosts were kind and attentive, and the walking distance from Hearts Blossom to the beach is truly amazing. We didn't want to leave!
Guest favourite
Home in Virginia Beach
5 out of 5 average rating, 5 reviews

941 Coastal Luxury Retreat

Sarah and CoreyRating, 5 stars1 week ago
It was a great place to stay! Super clean and comfortable. Many great places with if walking distances or a short drive. The farmer’s market is a must do! Carrie was super helpful with a question during the stay. We would stay again!
Top Guest favourite
Home in Hampton
4.96 out of 5 average rating, 71 reviews

*Semi-Priv Beach*King Bed* Waterfront*EV Charger

MonicaRating, 5 stars1 week ago
Home is very clean, comfortable & beautifully decorated. Surprisingly it is equipped with extras like paper towels, toilet paper, trash bags, detergent, coffee & water. The Host goes the extra mile they have made this a beautiful home away from home! I highly recommend this property, you won’t regret it.
Guest favourite
Home in Virginia Beach
4.96 out of 5 average rating, 70 reviews

Last Resort,family friendly,child care available

AlexRating, 5 stars6 days ago
Rented the Airbnb for me and my daughter for Father’s Day weekend. We felt comfortable and right at home. The reservation of peace and comfort was very much appreciated. The host, “Jaimee” was very professional, kind and attentive to any needs upon request. She checked in to see how the check-in process was which was easy and simple. In addition, she checked in to see how well our stay was going which was very much appreciative. She didn’t have to, but the fact that she took the time and initiative was beyond thoughtful. I would absolutely recommend this piece of comfort and peace to anyone and would definitely look to rent again in the near future. Thank you for welcoming your home to me and mine and the extension of care and hospitality.
Guest favourite
Home in Port Haywood
4.92 out of 5 average rating, 38 reviews

Anne's Beachfront Shangri-La

KimRating, 5 stars2 days ago
We had a great couple of days together with our family. Really great place particularly for littles!
Guest favourite
Home in Norfolk
5 out of 5 average rating, 8 reviews

Backyard Bungalow | Near Beach

AileenRating, 5 stars2 days ago
The house was spotless, cozy, and exactly what we needed for a relaxing stay. We felt right at home and truly enjoyed every moment. We’d definitely love to return!
Superhost
Home in Norfolk
4.79 out of 5 average rating, 274 reviews

Charming Home by the Sea, a block from the beach!

SylviaRating, 5 stars6 days ago
Lovely house, super clean, everything we needed. Only a short walk to the beach, quiet neighbors. Would recommend!

Private house rentals

Top Guest favourite
Home in Hampton
4.99 out of 5 average rating, 73 reviews

Waterfront House on the Bay/River

ChantolRating, 5 stars3 weeks ago
This place is exactly as described. The location is beautiful and very peaceful
Top Guest favourite
Home in Norfolk
5 out of 5 average rating, 49 reviews

2 Blocks to Beach, 5 Bed, Deck, Grill, Big Kitchen

SteveRating, 5 stars6 days ago
This house was perfect for our family of six. Our sons are all tall and this house had plenty of space and beds for everyone. The kitchen was great--I did a lot of cooking and everything was provided that I needed--like pots, pans, serving dishes and the like. plenty of grocery stores nearby too. The beach was two blocks away and clean. We had an issue with the freezer/fridge and they were quick to get it fixed the same day--we were so thankful! This place was really great and we would highly recommend staying here.
Top Guest favourite
Home in Portsmouth
4.95 out of 5 average rating, 62 reviews

R & R River House

KarolinaRating, 5 stars5 days ago
We enjoyed our stay at this location. The beautiful expansive water views were calming and pleasant. The amount of water fowl was amazing and we put our ornithological skills to the test, identifying the many herons, egrets and other birds we saw right outside our window. With sliding glass doors on both the first and second level, there were options to sit both inside and outside for the view. A most enjoyable stay!
Superhost
Home in Norfolk
5 out of 5 average rating, 26 reviews

Family & pet friendly home.

AshleyRating, 5 stars1 week ago
Very nice family with a cozy & clean home! Very responsive. Nice neighbors and near a lot of fun places. Great for kids. Would 100% recommend!
Superhost
Home in Hampton
4.78 out of 5 average rating, 115 reviews

Coastal Comfort: 2BR Retreat near Beaches/King Bed

RobinRating, 5 stars1 week ago
We had a great stay at Ali’s place! It was very clean and the beds were so comfortable! The location is wonderful and near shopping, restaurants, and Buckroe Beach is just minutes away. I would highly recommend and will stay again when back in town!
Top Guest favourite
Home in Virginia Beach
4.98 out of 5 average rating, 45 reviews

Convenient Location!

DawnRating, 5 stars1 week ago
We have just returned home from Deborah’s place and let me just say, after arriving and walking through the home I could feel the warmth and love poured into this home. It was welcoming and peaceful and awww, before long we were home. Deborah thought of everything to ensure the home is comfortable. This home literally has everything we needed for our entire stay. Such a nice touch! The kitchen had everything, and everything worked flawlessly. Deborah, your attention to detail is a gift! My family and I thoroughly enjoyed your home, and are definitely look forward to returning when next we visit Va Beach. Thank you for opening up your childhood home to us. We thought of your family as we moved around the home. See you soon!
Guest favourite
Home in Virginia Beach
4.88 out of 5 average rating, 32 reviews

Home away from Home.

SunnieRating, 5 stars2 weeks ago
Far enough away from the busiest sections but close enough to get to where we needed in a short amount of time. Only one suggestion....maybe some lamps in the bedrooms. It was SUPER clean and Criska was AMAZING
Top Guest favourite
Home in Gloucester County
4.95 out of 5 average rating, 57 reviews

York River | Chesapeake Bay Bliss: Fishing Retreat

AmyRating, 5 stars6 days ago
We had a two night stay at this beautiful house. Everything was nice and clean. We loved sitting on the deck, overlooking the river. It was a perfect place to drink our morning coffee!

Destinations to explore