
Beach house vacation rentals in Chesapeake Bay
Find and book unique beach houses on Airbnb
Top-rated beach house rentals in Chesapeake Bay
Guests agree: these beach houses 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 beach house rentals
Beachfront house 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.

Endless Beach #unitA-3bedrooms-steps to the ocean
Was offered early check in and late check out in which was awesome but we left really early in morning to get home.

Beach Cottage #1 on 19th - 3 Blocks from Beach
Great place, perfect for our girls trip.

Beachfront Home with Beautiful Views of the Bay
This place is such a gem! The home was exactly what we expected — and more! The location is amazing and the setting is so serene and peaceful. The house was well-equipped with towels, linens and kitchen essentials. Four bedrooms and two bathrooms make it perfect for a family! Tom and Jess answered our questions quickly and were laid back and respectful of our time there. We will definitely book again.

Lakefront House @ Oceanfront
Responsive even before I booked. As pictured. Accommodated 5 of us very comfortably. Friends stayed one half block up I liked our place much better!

The Beach House
We had a small family group stay at the Beach House in North East for Thanksgiving, and it was perfect in every way for our group. Plenty of room, fantastic location and water views, easy beach access, very well-equipped kitchen, warm and cozy living room area, and great communication from Alexis. We hope to return again soon!

Chesapeake Bay Beach house (Chic’s Beach) 1 block!
This place was perfect for the kids and parents and grandparents. We enjoyed our stay here walking distance to the beach was perfection. It was so peaceful, clean and spacious. We enjoyed the downstairs yard & patio area. We didn’t get to use the bbq grill but next time we stay here we will. Beautiful home. Thank you

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 house rentals with a pool

Pool is open! Beach house with, large private yard
Elizabeth's place was so cozy and it felt very welcoming! We got in late on check in day and everything was easy to find in the house. . The house feels very much like home. The kitchen had everything we needed too. Our family of 5 and our 2 dogs loved the space inside as well as the fenced backyard. It had plenty of room and the beds were all very comfortable. Elizabeth was very quick to respond when we had a question too! We would definitely stay here again!!

Stunning Home with a Heated Pool!
This house was everything I could have asked for! Easy to find, cozy beachy vibe, and a short walk to town and the beach. The host listed everything included in the house to help us pack beforehand which I appreciated! There was even salt water taffy waiting for us when we arrived! I would definitely stay here again in the future.

Hot Tub Backyard Oasis, Private Beach, Local Pool
The house was even nicer than it appeared in the pictures. The living area is spacious and the bedrooms and bathrooms comfortable for our family's needs. The outdoor area was very enjoyable as well. It is evident that Heather has put a lot of care into creating a welcoming vacation home.

Dodd House Beach Home w/private pool and hot tub
Lynn and Brian’s house was amazing. It was perfect for our large group! The house had everything we needed and more. The hot tub and outdoor area were a huge plus! The house was very clean and they supplied us with sheets and towels which was a huge help. Brian was very responsive and super easy to communicate with. Couldn’t have asked for a better house or hosts!

Heated Pool Paradise - North Cape May
Beautiful property! So close to the bay with absolutely beautiful sunset’s. Convenient to downtown Cape May. Great backyard! Entire family enjoyed the pool, fire pit, & having a fenced in yard. Would highly recommend this place.

Entire Beach House with Pool and Hot Tub
We had a great stay at this clean, comfortable, convenient and cozy house. We were impressed by the attention to detail. Every time we needed something, it was there. The kitchen was fully stocked and had everything we needed to cook our Thanksgiving meal. We were close to Annapolis And had an easy drive to the museums of DC. We took several walks to the nearby beach, and enjoyed both sunrises and sunsets. We would definitely come back! Thank you, Peggy!

Beautiful Beach House in Rehoboth
We had a wonderful stay at Autumn's house. The house itself was really lovely - clean, spacious, comfortable, and beautifully decorated. And the location was unbeatable: near enough to the beach and restaurants in town to walk everywhere, but in an adorable and quiet neighborhood. (We were visiting in the off season, so probably things are more hectic in the summer, but I would absolutely pick this house over other options in the future). Autumn was also very communicative and responsive. A great find all around.

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.
Private beach house rentals

Secluded beach front cottage on the Chesapeake Bay
My absolute favorite airbnb ever ! This was the 3rd time I've stayed here, and if I could afford it, I'd go monthly. The location is perfect, right on the water, small private beach, lots of privacy and soooo incredibly relaxing. The house is very well laid out, super clean and comfortable. Keri provides more than most hosts, from the kitchen and bathrooms, to beach gear, movies, books, games, and the kayaks ! I love love love this house and location so very much. It feels like "my" home away from home and I'll continue to go back as much as possible. THANK YOU again Keri, for another amazing getaway !

Sunset Escape: Cozy Beach House
Nancy is a very nice host! She was always responsive and proactive in providing useful reminders before check-in and check out. Her place is beautiful, new, clean and very cosy. My family loved it and I would book again!

Private Beachfront Modern Villa: Outdoor Shower!
I’ve been at many Airbnbs all over the world, and Heidi’s Airbnb is the best we’ve stayed at. It wasn’t just the beautiful view… it was all of the thoughtful touches throughout the home that made it feel more like home. It was very well stocked with quality items. Lots of towels and kitchen items to comfortably live for a few weeks or more. We stayed 24 nights and we were sad to leave. Heidi was always available to resolve any issues that came up. We were there for a stressful competition, and it was a perfect place to recharge. I hope I have the chance to come back. Also breakfast next door and Mexican across the street are so convenient!! I wanted to move there! Thank you Heidi for everything!

Deborah's Beach House
Deborah's place is so peaceful and quiet. You are literally ON THE BAY. Every window has a view. I spent my time walking and staring at the water. With the sliding doors open, you can hear the waves. HEAVEN. Important to note: You are on a beach with only several houses — adjacent to a coastal preserve. It's a private beach. This is not your typical beach town location. This is exactly why it's so delightful and perfect. The house was super clean, beds were comfy, kitchen was well-stocked. I almost don't want anyone to know how great it is. Ha! Thanks for sharing your home Deborah!!!

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!

Waterfront Home, Spectacular View & Private Beach!
I had a wonderful stay at this beautiful house over looking the bay! The views all around the property were absolutely stunning, creating such a peaceful and relaxing atmosphere. I was on a work trip with several coworkers, and the house was incredibly comfortable and spacious —it truly felt like home. The space was clean, safe, and well-maintained, making it the perfect retreat after long workdays. The kitchen was fully stocked with everything needed to prepare a large family meal, which was a huge plus. Most importantly, our host was amazing—she was incredibly kind, attentive, and thoughtful, anticipating our needs before we even had to ask. I would absolutely stay here again and highly recommend this property to anyone looking for a serene and welcoming getaway. Thank you, for such a great experience!

Spacious Home w/ private beach access close 2 City
House was comfortable and located in a beautiful location. Easy check in and Mai was super responsive. Would stay again
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