Beach house vacation rentals in Chesapeake

4.95 out of 5 average rating, 111 reviews

A grand deck is viewed, featuring two white rocking chairs overlooking a vibrant sunset over the water. The sky is filled with shades of pink and orange, reflecting on the calm ocean surface. A dark wicker seating area is visible to the right.

Home in Buckroe Beach

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

If you enjoy majestic ocean views from almost every room & your own exclusive beach just steps below, Bay Bliss is for you! The panoramic views from this luxury home are unmatched & sure to relax you! Sip coffee from the grand deck or take a soak in the hot tub w/ breathtaking views. Cook/eat in the high-end chef's kitchen or watch a movie on a 75" TV all with stunning views! Wake up in the plush, king-sized bed and enjoy views of the water without having to get up. Your bliss at the bay awaits!

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A spacious living area is seen, featuring comfortable seating arranged around a natural wood coffee table. Large windows allow for panoramic views of the beachfront. An elegant dining table sits nearby, complemented by a soft area rug, with natural light flooding the room.

4.95 out of 5 average rating, 91 reviews

Sandy Serenity - On Beach- No Pets or Cleaning Fee

Relax with the whole family at this beautiful beachfront retreat nestled among the sand dunes, just steps from the beach. Enjoy breathtaking views of the bay as boats cruise by and dolphins are often seen playing in the water. Proud Superhosts for over four years, we're dedicated to making your stay comfortable and memorable. The hosts and our dog, Sandy live on the first floor of the home with a completely separate private entrance, allowing guests to enjoy their own private accommodations.

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A bright living space features large windows offering panoramic views of Chesapeake Bay. A comfortable leather sofa and colorful area rug are positioned around a wooden coffee table. A decorative mirror and fireplace add interest to the room, while a stylish desk is situated nearby.

4.99 out of 5 average rating, 70 reviews

Private Beachfront Modern Villa: Outdoor Shower!

*Sparkling views* of Chesapeake Bay, direct private beach access, and sleek modern interiors await at *New* 3-story Norfolk Villa. This coastal escape on Ocean View Beach (a hidden gem) has tidal pools, restaurants, parks, and summer live entertainment all within walking distance. Limitless peace and enjoyment. Its central location is perfect for travel enthusiasts routing Virginia Beach, Hampton Roads, Historical Williamsburg, and so much more; or don't get back in your car and just *beach it*

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Superhost

4.82 out of 5 average rating, 17 reviews

Beachy Hot Tub Haven

This modern 2-bedroom beach home is 2 blocks from the beach. It features an open living space, fully equipped kitchen, dining area, and board games. The private backyard features a cedar-stained privacy fence, a volleyball/badminton court, outdoor dining area, and hot tub under string lights — perfect for unwinding after beach time. It is also centrally located between Virginia Beach boardwalk, historical Williamsburg, Busch Gardens Amusement Park, downtown Norfolk and Norfolk Naval Station.

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A spacious kitchen with modern design features white cabinetry and light granite countertops. Stainless steel appliances, including a microwave and oven, are visible. Ample counter space is available for preparation, while soft lighting illuminates the area, creating a bright and functional cooking environment.

4.99 out of 5 average rating, 113 reviews

East Beach Bungalow, 1 block to the beach!

Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! Easy drive to the Naval Bases. A quick walk to the beach or Bay Oaks Park, this four bedroom, three bath home is perfect for a relaxing getaway. This bungalow is great for groups of 8 or fewer. Brand new appliances, washer/dryer, private off-street parking. This house features an open floor plan. Guests are provided with linens, towels, toiletries and high speed internet (SmartTV).

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4.87 out of 5 average rating, 134 reviews

A private pool is surrounded by a spacious patio, featuring lounge chairs and a shaded gazebo. Lush greenery encircles the pool area, providing a sense of privacy. The clear blue water reflects the sky, inviting relaxation and enjoyment.

Home in Virginia Beach

Private Pool at the Oceanfront in a Spacious Home

Private Pool at the Oceanfront in a spacious 2600 sq ft home. 3 blocks from the Virginia Beach Boardwalk, Vibe District. 4 bedrooms in a three-story Private Home. 1st Flr: 2 bathrms, a bedrm with Full-bunk bds, kitchen, dining rm & living rm. 2nd lvl contains a lux Mstr ste with massive jacuzzi, dbl shwr and living rm . 3rd Lvl: 2+ bedrms, bathrms & prvt balconies (queen in 1 room and 2 doubles in the other). Two-car garage and driveway, NOT a duplex. Pool unheated. Modern Tvs and cable!

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5.0 out of 5 average rating, 23 reviews

Home in Ocean View

Walk to Beach, Fire Pit, Game Room, King Beds

“Peace of Blue” - Relax in this bright modern beach home with a game room, fire pit, two King Suites, and lightning-fast fiber Wi-Fi in the heart of Ocean View! Just steps from sand between your toes and surf on your feet, welcome to your coastal getaway just one block from the beach! Watch a movie while the kids enjoy Mario on the Nintendo Switch or sit around a cozy lit fire outback until it's time to unwind in one of our king beds. It's totally up to you... Get your “Peace of Blue!”

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4.95 out of 5 average rating, 19 reviews

Home in Sandbridge

Luxe Sandbridge Beach, Waterfront, Pool, Arcade

Welcome to your luxury Sandbridge canal retreat, where peaceful waterfront living meets entertainment and adventure. This spacious coastal home offers everything you need for the perfect beach vacation, private pool, hot tub, decks for sunrise coffee and sunset wine, and a full arcade game room. Located in the quiet coastal community of Sandbridge Beach, this home blends family relaxation, outdoor adventure, and entertainment, making it ideal for family vacations, and group retreats.

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The image captures a serene beach scene at sunset, with soft pink and orange hues reflecting off calm waters. The sandy shoreline features gentle dunes and sparse vegetation, creating an inviting atmosphere for relaxation and contemplation.

4.92 out of 5 average rating, 414 reviews

New Beach Home on the Chesapeake Bay

New Beach House on the Chesapeake Bay. Entire 2500 SF Home, 1st, 2nd and 3rd floors. Three King size bedrooms, third floor with 2 Sofa Beds. One Full kitchen and one Kitchenette. House on the dune 40 steps to the sandy beach. Balcony view of bay for sunrise coffee & sunset wine. New & old homes surround this newly built home in "East Ocean View." Restaurants short walk, more only a two min. drive. Summer Sailing regattas on Weds. and Sun. evenings, live music at the Pavilion.

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4.99 out of 5 average rating, 233 reviews

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

Play by the Bay 1 MIN TO WATER

LESS THAN 1 MIN WALK TO WATERS EDGE. Fantastic beach home with 3 bdrms, 3 baths, Living room-dining rm combo with vaulted ceilings, kitchen, TV in 4 rooms, Wi-Fi, large deck with natural gas Weber grill, Washer-dryer. Great water views while you are relaxing on the deck. Many amenities! Just bring your bathing suit. Our guests have all said they love this place! Very close to many wedding venues, restaurants, state park, oceanfront boardwalk is closeby, military bases, etc.

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Superhost

A modern living area features a comfortable sofa adorned with decorative pillows and a cozy throw. A large dining table with natural wood tones is visible in the background, contrasting against a blue accent wall decorated with serene artwork. Ample lighting brightens the space.

4.93 out of 5 average rating, 105 reviews

Stylish Beach House, Hot Tub, Pet Friendly

Welcome to your coastal oasis of relaxation & fun. Enjoy beach fun, hot tub & games in a modern open concept living space. This stylish, pet friendly home away from home is perfect for families. It's 1.5 blocks from the beach. This charming SFH offers 2 bedrooms, loft, chef's kitchen, game room, spacious backyard with deck, hot tub, fire pit, BBQ grill, & volleyball/badminton court. It's centrally located near VA Beach, Williamsburg, & Downtown Norfolk.

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