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Beach house vacation rentals in Chesapeake Bay

Find and book unique beach houses on Airbnb

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Popular amenities for Chesapeake Bay beach house rentals

Beachfront house rentals

Guest favorite
The living room showcases a neutral palette with two cozy sofas and a light-colored coffee table at the center. Wall art adorns the space, complemented by natural light filtering through the windows, creating a relaxed atmosphere perfect for gathering.
Home in Virginia Beach
4.96 out of 5 average rating, 320 reviews

Lakeside Oasis - Walk 2 everything! 3Blocks2Beach

Liz Rating, 5 stars7 months ago
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.
Superhost
The living area features light-colored sofas accompanied by a wicker chair, set against neutral walls. A glass coffee table sits on a patterned rug, while natural light filters through plantation shutters on multiple windows. Decorative elements include a vibrant blue mirror and soft throw pillows.
Home in Virginia Beach
4.92 out of 5 average rating, 13 reviews

Endless Beach #unitA-3bedrooms-steps to the ocean

JeanRating, 5 stars1 week ago
Was offered early check in and late check out in which was awesome but we left really early in morning to get home.
Superhost
A welcoming living area features a ceiling fan accompanied by natural light streaming through windows. A comfortable leather sofa is paired with a patterned armchair. A coffee table sits at the center, and a television is positioned against the wall, enhancing the conversational space.
Home in Virginia Beach
4.8 out of 5 average rating, 108 reviews

Beach Cottage #1 on 19th - 3 Blocks from Beach

SharonRating, 5 stars4 months ago
Great place, perfect for our girls trip.
Guest favorite
The exterior of a rustic beachfront home is depicted, featuring weathered wood siding and multiple large windows. The structure is two stories, with a sloped roofline and steps leading to the entrance. A sandy path and grassy area are visible, creating a natural coastal setting.
Home in Milton
4.94 out of 5 average rating, 81 reviews

Beachfront Home with Beautiful Views of the Bay

LisaRating, 5 stars1 day ago
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.
Guest favorite
An open and inviting living area features two sofas in blue and gray, complemented by a light wooden coffee table. Natural light filters through large windows, highlighting the subtle wall art and a mix of seating options including stylish chairs and a lamp.
Home in Virginia Beach
4.94 out of 5 average rating, 114 reviews

Lakefront House @ Oceanfront

CelestineRating, 5 stars8 months ago
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!
Guest favorite
A spacious deck features a dining table surrounded by several chairs, providing a comfortable outdoor dining area. A grill is positioned nearby for cooking, with views of the surroundings, including trees and the shoreline of Chesapeake Bay in the distance.
Home in North East
4.86 out of 5 average rating, 72 reviews

The Beach House

KarenRating, 5 stars5 months ago
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!
Superhost
A balcony area features two brightly colored chairs, one blue and one red, positioned on a wooden deck. The view includes tree-lined surroundings and a quiet street, emphasizing a tranquil outdoor space.
Home in Virginia Beach
4.8 out of 5 average rating, 145 reviews

Chesapeake Bay Beach house (Chic’s Beach) 1 block!

KiovenyRating, 5 stars7 months ago
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
Top guest favorite
A spacious wooden deck overlooks a serene beach scene. A sandy path leads to the water, framed by natural dunes covered in understated vegetation. The sky is clear blue, enhancing the peaceful ambiance and inviting the sense of relaxation by the seaside.
Home in Milton
4.99 out of 5 average rating, 222 reviews

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.

BarbaraRating, 5 stars5 days ago
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

Guest favorite
Home in Lower Township
4.95 out of 5 average rating, 20 reviews

Pool is open! Beach house with, large private yard

TravisRating, 5 stars1 month ago
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!!
Guest favorite
Home in West Cape May
4.88 out of 5 average rating, 74 reviews

Stunning Home with a Heated Pool!

SierraRating, 5 stars3 weeks ago
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.
Top guest favorite
Home in Villas
4.99 out of 5 average rating, 126 reviews

Hot Tub Backyard Oasis, Private Beach, Local Pool

KaylaRating, 5 stars1 week ago
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.
Guest favorite
A spacious living room and kitchen area is shown, featuring two dark leather chairs and a light coffee table. Bar stools can be seen near the kitchen counter, with large windows allowing natural light into the room. A mix of wood and laminate flooring creates a warm ambiance.
Home in Rehoboth Beach
4.87 out of 5 average rating, 229 reviews

Dodd House Beach Home w/private pool and hot tub

MorganRating, 5 stars2 days ago
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!
Top guest favorite
A bright living area features a sectional sofa adorned with nautical-themed cushions. A blue accent chair complements a coffee table and dark wood side table. Natural light enters through large windows, highlighting a colorful wall art piece and a ceiling fan above, creating a relaxed ambiance.
Home in Lower Township
5 out of 5 average rating, 26 reviews

Heated Pool Paradise - North Cape May

LoriRating, 5 stars6 months ago
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.
Top guest favorite
The living room features a cozy arrangement of two armchairs and a sofa, complemented by a decorative area rug. Natural light flows through windows, illuminating the space. A television is positioned on a wooden cabinet, and starfish decor adds a coastal touch to the walls.
Home in Edgewater
4.98 out of 5 average rating, 53 reviews

Entire Beach House with Pool and Hot Tub

DianeRating, 5 stars5 months ago
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!
Top guest favorite
The private pool is surrounded by a spacious wooden deck. Two lounge chairs and a small side table are positioned adjacent to the pool, along with additional seating in the background. Clear water can be seen invitingly reflecting the daylight.
Home in Rehoboth Beach
5 out of 5 average rating, 192 reviews

Beautiful Beach House in Rehoboth

JenniferRating, 5 stars2 days ago
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.
Guest favorite
An indoor heated pool area is enclosed with a glass structure, featuring a water slide and tropical plants. Comfortable lounge chairs are positioned along the pool's edge, offering a relaxing space. Sunlight filters through the glass, creating a bright atmosphere.
Home in Lower Township
4.95 out of 5 average rating, 78 reviews

YEAR ROUND Beachfront Pool Paradise Cape May Beach

SamRating, 5 stars2 days ago
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

Top guest favorite
Home in Kilmarnock
5 out of 5 average rating, 58 reviews

Secluded beach front cottage on the Chesapeake Bay

AngieRating, 5 stars1 week ago
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 !
Top guest favorite
An aerial view showcases a cozy beach house surrounded by well-maintained lawns and neighboring residences. The serene ocean is visible in the distance, highlighting the property's proximity to the water. A private yard with outdoor space is also included.
Home in Cape May
5 out of 5 average rating, 17 reviews

Sunset Escape: Cozy Beach House

AlenaRating, 5 stars2 weeks ago
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!
Guest favorite
A landscape view from a wooden deck showcases a serene expanse of Chesapeake Bay, bordered by grassy dunes. Soft clouds are visible in a bright sky, while neighboring properties in light shades provide a coastal charm.
Home in Norfolk
4.97 out of 5 average rating, 29 reviews

Private Beachfront Modern Villa: Outdoor Shower!

PattiRating, 5 stars3 weeks ago
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!
Guest favorite
An aerial view of a beach home situated near the shoreline, surrounded by lush greenery. The property includes multiple structures, with a wide sandy beach extending along the water's edge and scenic marshland in the background.
Home in Milford
5 out of 5 average rating, 11 reviews

Deborah's Beach House

KellyRating, 5 stars2 months ago
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!!!
Guest favorite
A spacious wooden deck features built-in seating with soft cushions, overlooking sandy shores and tranquil waters. Potted plants add greenery to the scene, creating a serene space for relaxation. The beach is visible in the background, complementing the inviting outdoor atmosphere.
Home in Port Haywood
4.91 out of 5 average rating, 32 reviews

Anne's Beachfront Shangri-La

AntinnetteRating, 5 stars5 months ago
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
Top guest favorite
The exterior view of the beach home showcases a charming two-story structure with a shingle facade. A well-maintained pathway leads to the entrance, surrounded by landscaped plants and a spacious driveway accommodating two vehicles. A deck is visible above, offering potential outdoor relaxation areas.
Home in Virginia Beach
4.99 out of 5 average rating, 190 reviews

Play by the Bay 1 MIN TO WATER

JayRating, 5 stars1 week ago
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!
Superhost
Home in Saint Leonard
5 out of 5 average rating, 3 reviews

Waterfront Home, Spectacular View & Private Beach!

AmberRating, 5 stars1 month ago
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!
Superhost
The exterior of the two-story home is surrounded by lush greenery, with a well-maintained lawn in the foreground. Large windows provide ample natural light, while the entrance features a central front door with an oval window. A set of steps leads up to the porch, framed by neatly trimmed bushes.
Home in Chesapeake Beach
4.58 out of 5 average rating, 92 reviews

Spacious Home w/ private beach access close 2 City

LesRating, 5 stars2 weeks ago
House was comfortable and located in a beautiful location. Easy check in and Mai was super responsive. Would stay again

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