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Beachfront vacation rentals in Chesapeake Bay

Find and book unique beachfront homes on Airbnb

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Popular amenities for Chesapeake Bay beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
An aerial view captures the two-level beach home surrounded by lush greenery, with the Chesapeake Bay visible in the background. Neighboring properties are seen, along with a pier extending into the water, enhancing the coastal setting.
Home in Virginia Beach
4.96 out of 5 average rating, 129 reviews

Water Oaks at Chic's Beach

ClaireRating, 5 stars1 month ago
I could not recommend this place and these hosts enough! The place was warm and welcoming and I absolutely love the location. A very peaceful neighborhood with easy bay access. The hosts were amazing and responsive. The house had some maintenance problems but at no fault of theirs…just typical house problems and they handled everything extremely well and we were not inconvenienced at all! Also our dog loved the place and they were stocked will all the dog necessities which was very helpful!
Guest favorite
A dog stands on sandy beach, facing the sunset over the ocean. The vibrant colors of the sky create a serene backdrop, reflecting on the water. The dog's black and white coat contrasts softly with the warm tones of the setting sun.
Home in Norfolk
4.91 out of 5 average rating, 158 reviews

Cozy beach cottage! One block to the beach!

TaraRating, 5 stars2 weeks ago
We stayed at the cozy beach cottage for a "girls trip" for three busy moms looking for a peaceful retreat for the weekend. The house was just as described - cute, clean, and cozy. We appreciated Kenzi's attention to detail and clear instructions, as well as local restaurant recommendations. This house is one block from the ocean; an easy stroll to watch the sunset from beach. We appreciate that the house had everything we needed and required no tasks for checkout. Thank you Kenzi for allowing us a weekend of rest and relaxation!
Guest favorite
A spacious living room features a comfortable sectional sofa, a wooden entertainment center with a large TV, and a decorative console table. Light-colored walls complement the area rug, and framed artwork adds interest. A staircase is visible, leading to the upper level.
Home in Norfolk
4.92 out of 5 average rating, 131 reviews

3 bedroom private home a block from the beach!

JennRating, 5 stars1 week ago
Kate’s place was perfect for our family’s first trip to Norfolk! The beach is literally less than a 5 minute walk away. Her home is adorable and her neighbors are the sweetest people! My kids loved their little dog. We felt very comfortable in the house — very nice neighborhood and the home had everything we needed! We were very close to downtown as well. We will definitely be coming back if we make it back to Norfolk! Thank you Kate!
Guest favorite
Home in Norfolk
4.9 out of 5 average rating, 137 reviews

Modern. Spacious. Pets Yes! 2Min Walk to Beach

AshleyRating, 5 stars3 days ago
Space was perfect for us staying as a family of 6. Bedrooms were great and the home offered plenty of space throughout. Awesome backyard, although we did not really use - very close beach access. Had all the amenities we needed for a long weekend!
Top guest favorite
A modern kitchen features white cabinetry and a granite countertop, equipped with stainless steel appliances including a stove and a refrigerator. Under-cabinet lighting enhances the space, and ample storage is provided by multiple upper and lower cabinets. A sink is positioned near a window, allowing natural light.
Home in Norfolk
5 out of 5 average rating, 113 reviews

Quiet East Beach Bungalow, 1 block to beach!

D1Rating, 5 stars1 week ago
A+++ From the front door to the sand is only a football field away! New and pristine house. Host is incredibly responsive. Peaceful and clean beach. Close to shopping and VA beach boardwalk is only 20 minutes. Highly recommended.
Superhost
A spacious backyard is presented with lush green grass and mature trees providing ample shade. A small patio area with black metal chairs is visible, alongside a storage shed in the background. The serene outdoor space invites relaxation and outdoor activities.
Home in Virginia Beach
4.87 out of 5 average rating, 101 reviews

The Happy Place-Quiet, North End 1 block to ocean!

LindaRating, 5 stars4 months ago
We had the most wonderful stay at this beach house! Walking into the home was like walking into your own home - stocked with everything you could possibly need, and then some. I love that we didn't have to pack all the bulky beach gear and bikes! They provided EVERYTHING you would want. All we needed were our clothes and personal items. The game cabinet was a huge hit as was the Wii which had all the best games! I'm always concerned renting homes that allow pets, but you would never know this was a pet home - there was no pet odor or stains, and the fenced front yard was very convenient. A short walk to a beautiful beach, and an access rode for easy bike riding made this the perfect location. Mary was an amazing host - responsive and very kind. Loved our stay so much we are hoping to return some day.
Top guest favorite
A charming cottage is presented with a well-maintained front yard, featuring blooming trees and vibrant flower planters. A covered porch is visible, framed by decorative railings and welcoming steps that lead from a concrete driveway. The surrounding greenery adds a peaceful ambiance.
Cottage in Norfolk
4.97 out of 5 average rating, 324 reviews

Lovely Ocean View Cottage

JeromeRating, 5 stars6 days ago
We had such an enjoyable trip staying at this perfect cottage. The location was amazing-short walk to a tranquil beach that felt like our own little escape. The landscaping and yard were beautiful! The place felt like a peaceful retreat. The cottage itself was cozy, clean, and had everything we needed even a thoughtful welcome basket. It truly was the perfect getaway and just what we needed to recharge. Highly recommend!
Guest favorite
Home in Cape Charles
4.95 out of 5 average rating, 139 reviews

Harbor View- (Sun - Sun rental June- Aug.)

EricaRating, 5 stars3 weeks ago
Overall, this was an amazing place to stay. Very close to the water and plenty of space. Perfect house for your next vacation!

Beachfront home rentals with a pool

Top guest favorite
A private saltwater pool is depicted, surrounded by a spacious patio area. The pool's clear blue water is inviting, with a ladder providing easy access. Lush greenery and a white fence frame the background, enhancing the serene ambiance near the Chesapeake Bay.
Cottage in Norfolk
4.97 out of 5 average rating, 240 reviews

Positano Villa

DanicaRating, 5 stars2 days ago
Roger’s beach house was charming. It was an older-style home with many modern updates. Quick and easy walking path to the beach. The pool in the backyard was lovely. It was a little dirty upon arriving and Roger came right over and got it all cleaned up for us during our stay. The neighborhood was a little rough we did have a few uncomfortable encounters with homeless people being two girls alone it was a little unsettling. Overall, I would definitely come back again. The weather was absolutely beautiful for our stay.
Superhost
A serene outdoor area features a sparkling blue pool surrounded by a sunlit patio. Comfortable seating arrangements are positioned beneath a white pergola, enhancing the inviting space. The building's light-colored siding and a mural in the background create a relaxed atmosphere of leisure and comfort.
Home in Virginia Beach
4.83 out of 5 average rating, 122 reviews

THE OLD BEACON 1 | Beach Living

KyleRating, 5 stars3 weeks ago
Great place located walkable to the Boardwalk and the entire Beach. We loved have the grocery store a block away and walking everyday on the Boardwalk.
Superhost
Condo in Virginia Beach
5 out of 5 average rating, 3 reviews

NEW! Oceanfront / Sunset Bay, 3 Bd / Pool

SonyaRating, 5 stars2 weeks ago
What a great getaway! I brought two other moms. We had three children under 12 and the beaches are pristine. Home was exactly as described and very clean and it was just a lovely time. I highly recommend this unit and the location.
Guest favorite
Townhouse in Ocean City
4.93 out of 5 average rating, 146 reviews

IslandCoveParadise: Luxury-NewlyBuilt/Brdwalk/Pool

TejRating, 5 stars2 weeks ago
Great place to stay and had great time with my family. The house had everything described as per instructions listed. Very clean and great getaway place. Must recommend to visit without any doubts.
Superhost
A clear, inviting pool is surrounded by lounge chairs and a shaded gazebo. Lush palm trees are visible, enhancing the outdoor area. In the background, a serene body of water stretches towards a lush green landscape under a bright blue sky dotted with fluffy clouds.
Home in Virginia Beach
4.84 out of 5 average rating, 124 reviews

Stunning Views of Back Bay & Seconds to the Beach

FrancescaRating, 5 stars2 months ago
What a beautiful and serene space for a women’s retreat! It is very obvious that the home is very well loved as well as very special. We all discussed coming back again because we enjoyed the space, the comfort and the scenery very much. We thoroughly enjoyed the great blue heron right outside the window each day as well as breathtaking sunsets. It was hard to get back to the grind after such a beautiful sanctuary weekend away.
Guest favorite
Apartment in Virginia Beach
4.98 out of 5 average rating, 49 reviews

Oceanfront: beach, sky, & dolphins

MakylaRating, 5 stars3 weeks ago
Communication was great right from the start. Place is even better than what the pics show. Very clean which I really appreciated! The location was quiet and felt very safe! Definitely recommend this place to others!
Superhost
A private, fenced-in pool area is shown, featuring a clear blue pool surrounded by a spacious patio. Lounge chairs are set around the pool, and a covered seating area is visible nearby, providing options for relaxation in a tranquil outdoor setting.
Cottage in Heathsville
4.83 out of 5 average rating, 75 reviews

Riverfront Retreat with PRIVATE POOL and BEACH!!

AllyRating, 5 stars8 months ago
This was a wonderful getaway for my family and friends. We had two toddlers that loved the river beach and pool. There were plenty of toys to keep the kids and adults busy!
Superhost
Villa in Montross
4.85 out of 5 average rating, 95 reviews

Beach Retreat

CharlotteRating, 5 stars1 month ago
Beautiful spot and gracious host. This was exactly as described, had all the amenities we could want, and Frank was incredibly clear in instructions, responsive and organized. We spent a lovely week in a gorgeous, soothing location with our pup — fully refreshed after only 4.5 days!

Private beachfront home 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.
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 stars4 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
A bright loft bedroom features large windows offering expansive views of the water, with soft natural light illuminating the space. A spacious bed is complemented by a ceiling fan and a comfortable chair, creating a serene environment for relaxation.
Guesthouse in White Stone
5 out of 5 average rating, 236 reviews

Waterfront Guesthouse II on the Rappahannock

KimberlyRating, 5 stars1 week ago
Our stay at this charming cottage was absolute perfection. From the moment we arrived, we were captivated by the stunning views— picturesque and ever-changing, perfect for bird watching and just soaking in nature's beauty. The setting is incredibly peaceful and private, making it the ideal escape from the hustle of everyday life. The cottage itself is full of character and warmth, thoughtfully maintained and beautifully cozy. Marjorie has some of her gorgeous paintings decorating the space, as well. Parke and Marjorie truly have a piece of paradise to share with you, if you’re looking for the ultimate in relaxation. Delightful people to meet, and we so hope to stay again one day. Kimberly & Robert
Top guest favorite
A sandy beach stretches into the distance, bordered by gentle dunes and green grasses. A wooden walkway leads to the shore, where several figures can be seen walking. The calm ocean reflects the blue sky, dotted with fluffy white clouds.
Home in Virginia Beach
4.99 out of 5 average rating, 190 reviews

Play by the Bay 1 MIN TO WATER

JayRating, 5 stars3 days 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!
Guest favorite
A tranquil beachfront cottage is depicted, with a stone exterior and a sloped lawn leading to the water's edge. The expansive sky features scattered clouds, while the house overlooks the serene Chesapeake Bay. An American flag gently waves in the foreground.
Cottage in Reedville
4.88 out of 5 average rating, 43 reviews

Waterfront Bay Cottage w/ Your Own Private Beach

AmeliaRating, 5 stars3 weeks ago
We booked this beautiful beachfront home for my husband's birthday, and it was perfect. Check-in was seamless, and the breathtaking water view greeted us upon entry. The house was spotless and peaceful, with only the soothing sound of waves. We enjoyed most meals in the sunroom overlooking the water and took advantage of the outdoor seating as the weather warmed. Fawn, a great coffee and breakfast/lunch spot, was just five minutes away. The well-equipped kitchen allowed us to cook fresh seafood from Little River Seafood. Mornings were magical with stunning sunrises, and the nearby beach access was perfect for walks, yoga, and birdwatching. A highlight was Hughlett Point, a hidden nature preserve 30-40 minutes away, leading to a secluded beach with only 11 parking spots. Thank you for sharing your home—it made for a peaceful and unforgettable celebration!
Guest favorite
A charming cottage sits at the water's edge, surrounded by lush greenery. A wooden staircase leads down from an elevated deck to the sandy beach. Two blue chairs are positioned on the deck, inviting relaxation as the sun sets in the background.
Cottage in Leonardtown
4.96 out of 5 average rating, 182 reviews

Beach Front and 'Perfectly Placed'

BenjaminRating, 5 stars1 week ago
It is the perfect location for a relaxed getaway. Several lovely state parks within a short distance. The space is well equipped and comfortable with magical sunsets over the Potomac. Theresa is super responsive.
Guest favorite
A spacious deck overlooks calm waters, framed by white railings that provide an unobstructed view of the bay. The horizon showcases soft colors of the evening sky, complementing the rocky shoreline visible in the distance.
Home in White Stone
4.81 out of 5 average rating, 53 reviews

Beach House with Private Beach, Kayak, and Canoe

LindaRating, 5 stars4 months ago
This is our fourth? fifth? stay at Sundar's lovely spot. Private, gorgeous beach out back, great expansive views out front with ships in the distance. Home is very comfortable. We are always there in November so don't swim, or kayak, or fish. Just enjoy the comfortable home and the walks on the beach. Sundar is always very responsive and available. Kitchen has everything you need. Appliances are great. Beds are comfortable. No clutter of owner's cast-offs which many airbnb homes have. We will be back next year!!
Top guest favorite
A wooden pier extends over calm water, leading to a two-story home with large windows and a welcoming deck. Brightly colored chairs sit in the yard, alongside a grassy area and trees. Two kayaks are visible on the pier, ready for use.
Home in Lexington Park
4.96 out of 5 average rating, 162 reviews

Private beach retreat in historic St. Mary's City

LeslieRating, 5 stars4 days ago
Spectacular place! Four stars! This place is beautiful! It’s in a peaceful neighborhood with other beautiful homes and on a quiet cul-de-sac. It has impressive, high-end appliances, lots of porches to enjoy the view of the water, a huge kitchen with lots of pots, pans, dishes, etc. The entire house is very large! We loved the big closet of games. We fished everyday off the dock, enjoyed the small beach area, and made a fire most nights. The hot tub was a nice extra too. We listened to Taps being played every night at 7:45 pm from the local navy yard. Everything was very clean and modern. Absolutely beautiful place!!

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