Beachfront vacation rentals in Chesapeake

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Chesapeake

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Superhost

Home in Virginia Beach

4.87 out of 5 average rating, 101 reviews

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

Nicest area in VA Beach & 5 minute walk to the beach! Enjoy a private, peaceful, vintage beach house and fully fenced yard in exclusive North End's quiet family neighborhood! Away from the crowds w/ easy access to everything. Great for surfing, swimming, walking, biking (1st State Landing park nearby), kayaking, fishing, dreaming, or reading. Cul-de-sac location. Detached house with dog-friendly yard! Comes w/ sheets & towels, 3 bikes, surfboard, beach chairs, buggy & umbrella. Equipped kitchen.

Guest favorite

A bright living area features expansive floor-to-ceiling windows with ocean views. A spacious sectional sofa is arranged around a central coffee table. Two upholstered chairs and a small dining table offer additional seating options. The walls are painted in a calming blue, complementing the decor.

Condo in Virginia Beach

4.86 out of 5 average rating, 137 reviews

Oceanfront, beachfront, boardwalk, fun, dolphins

Fantastic condo on the beach. Floor to ceiling windows in living-room, bedrooms. Watching waves, sunrise, dolphins. Enjoy the ocean, boardwalk, beach gym, playground right at downstairs. Extra-large end-unit with fully equipped kitchen, saves you $$$ on meals. One free parking. Walking distance to restaurants, bars, stores, beach concerts, activities, art shows, performance. New 65” QLED TV, new sofa and dining set. Ask for extended stay discount! Up to 45% off Winter Special Deals. Book now!

Top guest favorite

A spacious living area is shown, featuring a large blue couch and a wooden coffee table placed on a textured area rug. A flat-screen television is mounted on the wall, and a colorful artwork adorns the space. Soft lighting is provided by a lamp next to a comfortable chair.

Home in Corolla

4.97 out of 5 average rating, 31 reviews

Brand-New Luxury Condo, Steps to the Beach

Your family will be close to everything when you stay at this centrally located brand new luxury condo, Seaduced! Steps to the beautiful wide beach, the large pool, and the Currituck lighthouse. We have provided everything you need to come relax at the beach in a clean, stylish, modern place. Comfortable beds and furniture await you, fully equipped large kitchen with lighthouse view while you enjoy breakfast at the extra long kitchen island. This will feel like your home away from home!

Guest favorite

A charming private balcony offers a dining setup for two with white Adirondack chairs and a table, overlooking the beach. A stunning sunset illuminates the horizon, while the seaside view provides a serene backdrop for the table adorned with floral centerpiece and tableware.

Condo in Virginia Beach

4.9 out of 5 average rating, 210 reviews

Oceanfront Gem VaB Studio Exceptional Views

Newly renovated modern studio condo, owners personal getaway now open to guests. This corner unit, the largest and most private in Oceans ll Condominium complex, is on the 3rd floor and offers beautiful, expansive views at both sunrise and sunset. Just off the boardwalk with community pool, this unit sleeps three. Right on the oceanfront, you won't find a more peaceful getaway! Beach chairs and towels provided. Please note: due to the open layout of the building, there is no elevator.

Superhost

An open living area features a comfortable couch facing a stylish coffee table. Natural light floods through the large windows, illuminating a well-equipped kitchen and dining space in the background. Decorative fish wall art and green plants add a coastal touch to the decor.

Apartment in Virginia Beach

4.84 out of 5 average rating, 159 reviews

THE OLD SALT A | Beach Living

Relax in the historic home of The OLD SALT. built in 1910 and renovated in 2021 this home is the perfect beach getaway. Nestled in heart of the highly sought after Virginia Beach Boardwalk area, close to the area’s best attractions, top restaurants and bars, you will find yourself right at home in this cozy haven. Just steps to the boardwalk and a beautiful view of the Atlantic Ocean. This unit is 3 bedrooms, 2 bathrooms, sleeps 6, and has the private second story deck.

Guest favorite

An aerial view captures the expansive beachfront property, showcasing multiple colorful buildings arranged around inviting swimming pools. The sandy beach extends along the coastline, with beachgoers visible near the water's edge, highlighting direct beach access.

Condo in Sandbridge

4.94 out of 5 average rating, 62 reviews

Cher's Place @ The Beach

Relax with the whole family at this peaceful place to stay in Sandbridge! This property is ON the beach (unit itself is not facing the ocean) with access to 3 pools, a gym, local restaurants and much more! As you can see, guests LOVE my place! I frequently travel for work, spending a lot of time in hotel rooms. I know the NECESSITIES! ** I am currently replacing furniture and bedding so pics may not match perfectly. Need more room?? See my other property!

Guest favorite

A wide paved boardwalk stretches along the beachfront, lined with colorful banners. Various green shrubs and trees provide a natural border, while the ocean is visible in the background under a partly cloudy sky. Beachfront buildings stand alongside the pathway.

Apartment in Virginia Beach

4.88 out of 5 average rating, 188 reviews

Va.Beach/Oceanfront Studio, Boardwalk, Beach, Pool

Nestled on the desirable north end of the boardwalk, close to the area’s best attractions, the top restaurants and bars. Just steps to the boardwalk, beach and ocean. Enjoy a nice meal or a early morning cup of coffee while enjoying a beautiful view of the Atlantic Ocean. Our studio includes a reserved parking space, saltwater pool, large BBQ deck area and a lawn on the beach. This small oceanfront complex is a great place for couples or a small family.

Top guest favorite

A modern kitchen area is visible, featuring stainless steel appliances and a granite countertop with bar seating. Two stylish light fixtures hang above, while the space is illuminated by natural light from large windows covered with light curtains. A seating arrangement includes sleek black bar stools.

Home in Virginia Beach

4.96 out of 5 average rating, 194 reviews

Sunrise, North End Beach

The beach AND privacy! Wide open residential beaches, with plenty of "distancing space"! Best kept secret at the beach! Fully stocked, fully furnished, immaculate Vacation rental on Va Beach North End. 5 star rating says it all. Atlantic Ocean across the street. Public beach access. 3 flat screen TVs, Wifi, cable, beach cart, chairs &'umbrella. Outdoor grill. Private parking. 2025 Pool Season... May 23–September 7. NO HAIR DYE!

Top guest favorite

Home in Cape Charles

5 out of 5 average rating, 17 reviews

FREE Luxury Golf Cart - across from CC Beach

🏖 Steps from the Sand – Unbeatable Location! This stunning, single-story ranch home is directly across from the Cape Charles beach, sitting on the corner of Bay Ave & Monroe Ave—the most coveted location in town! Enjoy breathtaking sunsets, walk to local dining, golf cart or bike through charming streets, all from your front door. Just purchased a 6 seater golf cart, and decided to make it free for the 1st year!

Guest favorite

A panoramic view showcases a tranquil oceanfront scene, with a pool area framed by landscaped greenery. The beach is visible in the distance, alongside nearby buildings. A clear blue sky enhances the light and open atmosphere, presenting an inviting retreat by the water.

Condo in Virginia Beach

4.85 out of 5 average rating, 141 reviews

WOW Location! Beach Paradise on Boardwalk w/Pool

Enjoy a piece of the Oceanfront with this gorgeous updated condo! Walk out your front door to the beach, pool, boardwalk, the historic Cavalier hotel, restaurants, shops and many entertainments on the beach! Newly renovated, this beachy North End paradise is the perfect getaway for a couple. One parking spot, deck area , a lawn on the beach with lounge chairs and coin operated laundry available on premises.

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

Beautiful lakefront townhome located 3 blocks from the beach - walking distance to ocean, boardwalk, best restaurants in Virginia Beach, shopping & entertainment! Perfect for groups of 6 or less. 2 large bedroom suites - great for friends/families that want to get away together yet still have their own space. We provide complimentary beach chairs, umbrella, cooler & boogie boards. Just bring the sunscreen!

Guest favorite

A wooden deck offers a view of the nearby beach, with gentle waves lapping at the shore. A blue adirondack chair is positioned for relaxing moments. The background features beach houses and a distant pier under a bright blue sky with scattered clouds.

Home in Chic's Beach

4.95 out of 5 average rating, 161 reviews

Steps to Beach at Chics Beach! Sleeps 12 + Garage!

Experience the perfect blend of convenience and excitement at this beautiful 3 bedroom, 3 1/2 bath home in Virginia Beach. Featuring 3 king size beds and 2 fulls, it’s ideal for a family getaway. Enjoy a fully stocked kitchen, Wi-Fi, Smart TV, and laundry. We are only a 20 second walk from the beach! Whether for a weekend or an extended stay, this home has it all!