House holiday rentals in Chesapeake Beach

Find and book unique houses on Airbnb

Top-rated house rentals in Chesapeake Beach

Guests agree: These houses are highly rated for location, cleanliness and more.

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Guest favourite

A bright kitchen is highlighted by light-colored cabinetry and natural wood flooring. The countertop displays a cutting board, and the sink is complemented by a stylish faucet. Large windows allow natural light to fill the space, enhancing the tile backsplash's subtle patterns.

Home in Norfolk

4.82 out of 5 average rating, 392 reviews

Charming Home by the Sea, a block from the beach!

Single family home steps from the beach. Parking for vehicles including garage. Outdoor/indoor dining areas. Gas grill & fully equipped kitchen with cooking essentials for stay at home meals. 3 bedrooms sleeps 8. Can accommodate additional guests for an up charge with air mattress and sheets provided. Pets welcome! Hardwood flooring and central AC/heat throughout. Walking distance to restaurants in the local area. 15 minutes to Norfolk Naval Station, 10 mins to Airport, 20 mins to VB boardwalk.

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Guest favourite

An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.

Home in Portsmouth

4.93 out of 5 average rating, 174 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

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Top Guest favourite

A three-level home is showcased, featuring a wide staircase leading to a spacious front porch. The exterior is complemented by large balconies on the upper levels, while two garages are situated beneath the structure. Lush trees provide shade in the front yard.

Home in Norfolk

4.96 out of 5 average rating, 107 reviews

Oceanview Oasis- Close Beach, Game Rm & Volleyball

Take a load off and relax at the beach! This open concept home is walking distance from the beach (3-5 mins). It has everything you need to enjoy your stay. Enjoy the updated decor, multiple dining areas and plenty of comfortable beds to go around. There's 3 additional pull out beds and an extra mattress for additional sleeping arrangements. In the garage, you'll see plenty of games foosball, ping pong, darts. Enjoy a game of volleyball! Cook out on the grill or sit next to the firepit!

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Superhost

The two-story beach house features a light-colored exterior with decorative red lanterns hanging from the front porch. White railings frame the wide porch, while a round entrance window invites light. A manicured lawn adds to the welcoming appeal of the home.

Home in Norfolk

4.85 out of 5 average rating, 132 reviews

Convenient Beach Home, Beach Access Across Street

Convenient beach house near peaceful East Beach. Beach access across the street. This wonderful home offers 3000 SF, 5 bedrooms, 3.5 bathrooms, 5 off-street parking spaces, tiles, hardwood and laminate floor throughout. Centrally located minutes to Norfolk Outlets Mall, Greenbrier Mall, Town Center, Botanical Garden, Norfolk Airport, and 15 miles from VA Beach ocean front. FOR ADDITIONAL INFORMATION, PLEASE CONTACT THE CO-HOST (Quan-616.340.3328) STR Zoning Permit Number: ZP24-00677

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Top Guest favourite

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, 236 reviews

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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Guest favourite

The living room displays two spacious couches adorned with blue decorative pillows. A white coffee table is centered on a light carpet. Natural light enters through two large windows, highlighting a wall-mounted artwork and a small workspace equipped with a desk and lamp.

Home in Norfolk

4.87 out of 5 average rating, 201 reviews

☼ Coastal Cottage- 5 min walk to beach | parking ☼

Enjoy close proximity to all the best attractions the area has to offer, or simply bum it on the beach while snagging a local cup of coffee or craft beer - all within a few steps! A wonderful location for a beach getaway with friends or family. -5 min walk to the beach -8 min walk to a local coffee shop/brewery -25 min drive to Virginia Beach/boardwalk area -10 min drive to Norfolk Botanical Garden -20 min drive to the Zoo -10 min drive to Ikea / Norfolk Premium Outlets

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Superhost

Large windows provide stunning views of the lake, reflecting vibrant colors of the sunset. A small potted plant sits on a table beside a white chair, while light from the setting sun casts a warm glow across the interior space.

Home in Norfolk

4.94 out of 5 average rating, 139 reviews

THE POINT! Private waterfront Oasis!

Enjoy breath taking views & a fully equipped home w/ many amenities. Looking for a private & intimate experience of quality time & a relaxing retreat w/ nature & ample space to spread out, this is IT! Convenient to VB Oceanfront, Downtown Norfolk, Rivers Casino, Waterside & a host of popular attractions. Wheelchair accessible, Tesla charging stations 3 minutes away, perfect family/friends group trips, 12 minutes from Carnival Cruise Port. Bring your fishing poles!

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Guest favourite

The living room features a welcoming layout with plush blue couches and two light-colored round ottomans. A ceiling fan hangs above, and natural light streams in through multiple windows. The front door is painted in a vibrant teal, adding a cheerful touch.

Home in Norfolk

4.91 out of 5 average rating, 112 reviews

Cozy 3BD Beachfront | Foosball & Yard Games w/ BBQ

Escape to our charming Airbnb, just steps from the beach! Perfect for groups up to 8, our home offers ultra-fast 1Gbps fiber internet, a dedicated workspace, and delightful amenities including a SCA-approved coffee maker, a grinder, and fun games like a giant Connect 4 and Foosball. Enjoy the outdoors with our two patios and a BBQ grill. With numerous local restaurants nearby, it’s the ideal getaway for both relaxation and adventure.

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Guest favourite

A vibrant yellow bungalow is framed by lush greenery and a large, mature tree. The front walkway is lined with a variety of plants, and brick steps lead to a welcoming front door, inviting guests into a tranquil outdoor space.

Home in North Virginia Beach

4.91 out of 5 average rating, 156 reviews

Cozy North End Cottage 1 block to sand! *NEW HVAC

Welcome to our one-of-a-kind 3-bedroom beach bungalow in the heart of Virginia Beach’s historic North End. Located one block from wide, white-sand beaches and one block from the serene trails of First Landing State Park, we offer stylish and pragmatic accommodations all tucked gracefully under two beautiful Live Oaks. If you’re looking for the most relaxing house in Virginia Beach’s most relaxing neighborhood you have found it.

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Guest favourite

The living area is designed with a mix of modern furnishings and artwork. A comfortable sectional sofa and an accent chair surround a coffee table. Light streams in through a window, highlighting a TV and a decorative cabinet. Artwork adds a pop of color to the neutral walls.

Home in Norfolk

4.92 out of 5 average rating, 152 reviews

3BR Mid-Century Modern Home • Near Airport

Welcome to our beautifully updated 3-bed, 2-bath home in Norfolk. Featuring a spacious layout with cozy beds, it’s ideal for families or groups. Enjoy a gourmet kitchen, a huge dining space, Wi-Fi, a washer and dryer, and all the amenities needed for a relaxing stay. Located next to Norfolk Airport and the Botanic Gardens, you’ll have easy access to all of Hampton Roads. Book your extended getaway today!

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Superhost

The living room features a cozy seating arrangement, including an orange couch and a blue armchair. A round coffee table sits in the center, adorned with books. A mounted TV can be seen on a light-colored wall, contributing to a welcoming atmosphere.

Home in Norfolk

4.87 out of 5 average rating, 143 reviews

10 min to Ocean View Beach: 20% Off Aug

Welcome to our charming 3-bedroom retreat nestled near the lake and Ocean View beach, just a short 10-minute drive away. Our property has an outdoor patio with firepit and balcony deck for alfresco dining area. Our Volleyball net in the large backyard is also available for use. This cozy haven is designed for comfort and entertainment, with thoughtful touches to make your stay truly memorable.

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Top Guest favourite

Home in Norfolk

4.94 out of 5 average rating, 280 reviews

Cozy beach cottage! One block to the beach!

Beach cottage! Dogs sleep for free! One block to the beach. 3 bedroom. 1 bath. 1 king, 1 queen and 2 twin beds. Large deck with outdoor seating and grill! One block from Karla’s Beach House (brunch and lunch). One block from Jessy’s Taqueria. About a mile from Cova Brewing Co. (Brewery and Coffee) and East Beach Farmer’s Market (Saturdays from 9-12). Up to 2 dogs allowed.

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