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House vacation rentals in Chesapeake Beach

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Top-rated house rentals in Chesapeake Beach

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

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Superhost
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

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.

4.82 out of 5 average rating, 396 reviews
Guest favorite
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

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!

4.93 out of 5 average rating, 176 reviews
Guest favorite
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

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!

4.96 out of 5 average rating, 108 reviews
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

Quiet East Beach Bungalow, 1 block to beach!

Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! A quick walk to the beach or Bay Oaks Park, this bungalow is perfect for relaxing getaways. Fireplace, patio, grill, spacious front porch, new appliances, washer/dryer, private off-street parking. A quick trip to the Naval Bases! Guests are provided with linens, towels, toiletries, and high speed internet(SmartTV). Additional rooms available case by case basis. Please ask.

4.99 out of 5 average rating, 160 reviews
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

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

4.85 out of 5 average rating, 132 reviews
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

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.

4.99 out of 5 average rating, 239 reviews
Top guest favorite
A private pool area features comfortable lounge chairs with floral cushions, surrounded by a clean concrete patio. A screened-in porch is visible in the background, with two inviting chairs for relaxing. The fenced yard offers additional privacy and space for outdoor enjoyment.
Home in Virginia Beach

Artful Retreat with a Private Pool

Take a break and unwind at your private pool! Stylish, updated interior and a spacious backyard with pool and lounge area. Rinse off at the outdoor shower after a day at the beach and enjoy your private retreat! The Rudee Inlet is less than a block away with great restaurants, fishing, and water activities. A path along the Rudee Inlet leads to the beach and shops - a quick 4 block trip with the included bikes! Outdoor seating and gas fire pit added for the cooler months!

4.96 out of 5 average rating, 134 reviews
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

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!

4.93 out of 5 average rating, 141 reviews
Guest favorite
Home in Norfolk

Norfolk 3BR • Near Airport + Botanical Garden

✈️ Minutes from Norfolk International Airport 🌿 Near Norfolk Botanical Garden 🛏️ 3 bedrooms with queen beds 👥 Comfortable accommodations for up to 6 guests 🍳 Fully stocked kitchen for meals at home 🍽️ Large dining space for group meals 💻 Separate office for remote work 📶 Fast WiFi 🧺 In-home washer and dryer 🚗 Free driveway parking 👶 Pack 'n play + high chair provided 🔐 Easy self check-in with electronic keypad 🏡 Convenient single-level living

4.92 out of 5 average rating, 154 reviews
Guest favorite
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

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.

4.91 out of 5 average rating, 115 reviews
Guest favorite
The exterior of the home is presented with a multi-level structure, featuring a balcony above a covered parking area illuminated by warm lights. A decorative planter stands near a pathway lined with pebbles, leading to the entrance of the home.
Home in Norfolk

*Escape to the Tangerine Dream*

**ESCAPE TO THE TANGERINE DREAM** in this stunning beachfront oasis, located just steps away from the sandy shores of Captain's Quarters Park, this 3 bedroom/2 bath home offers the perfect blend of luxury and relaxation. Step inside to the open concept living area which boasts breathtaking views from two balconies, perfect for enjoying your morning coffee or watching the sunset over the ocean.

4.91 out of 5 average rating, 133 reviews
Guest favorite
Home in Norfolk

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.

4.94 out of 5 average rating, 284 reviews

Popular amenities for Chesapeake Beach house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favorite
An outdoor pool is positioned on a deck overlooking a tranquil canal. Surrounding the pool, several lounge chairs are arranged for relaxation. The landscape features houses lining the opposite bank, with greenery in view. A small boat dock is also visible in the distance.
Home in Sandbridge

Ocean Pearl- Canal View and Minutes to the beach

4.85 out of 5 average rating, 106 reviews
Superhost
A two-story house features a light-colored exterior with a peaked roof. A spacious driveway leads to a garage door, framed by manicured grass and trees. A balcony extends from the top floor, providing outdoor space above the ground level.
Home in Norfolk

Gorgeous Vacation House

4.9 out of 5 average rating, 145 reviews
Guest favorite
A two-story house featuring a welcoming porch with white railings and steps leading to the front door. The exterior is clad in light siding, complemented by well-kept landscaping and a driveway leading to a garage on the right. Trees provide a natural backdrop.
Home in Suffolk

Perfect Getaway!

4.85 out of 5 average rating, 117 reviews
Guest favorite
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

4.87 out of 5 average rating, 138 reviews
Superhost
A charming coastal cottage exterior is depicted, featuring a white clapboard façade and a shingled roof. The blue front door is framed by decorative shutters, with a welcoming wreath displayed. An American flag hangs proudly, completing the inviting entrance.
Home in Virginia Beach

Retreat with Pool, Walk to Beach

4.81 out of 5 average rating, 170 reviews
Guest favorite
A welcoming living area features a tan leather sofa and two light-colored armchairs arranged around a wooden coffee table. A textured area rug covers the floor, and large windows provide natural light. The open kitchen is visible in the background, enhancing the spacious feel.
Home in North Virginia Beach

Condo with pool & beach access!

4.96 out of 5 average rating, 102 reviews
Guest favorite
A welcoming living area features a large orange sofa adorned with white cushions, paired with two light-colored armchairs. A round wooden table sits at the center, complemented by a beige area rug. The open kitchen behind includes modern bar stools and stylish pendant lighting.
Home in Sandbridge

Designer Beach House | Pool, Hot Tub, Walk to Sand

4.96 out of 5 average rating, 134 reviews
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 North Virginia Beach

Salida del Sol, North End Beach / Oceanfront Area

4.97 out of 5 average rating, 250 reviews

Weekly house rentals

Guest favorite
The exterior of the beach house features a multi-level structure with a broad staircase leading to an expansive covered porch. Multiple fans are visible on the upper deck, surrounded by greenery and flowers. A driveway accommodates parking, and nearby vehicles are present.
Home in Norfolk

PETS Welcome! 4Bed Beach View Privately Managed

4.95 out of 5 average rating, 122 reviews
Superhost
A hot tub rests in the foreground, surrounded by warm evening lighting from string lights overhead. Comfortable seating is set in the backyard, with a shaded area provided by a large umbrella, creating a relaxed outdoor environment.
Home in Norfolk

1 Block to Beach • Hot Tub • Fire Pit • Game Room

4.83 out of 5 average rating, 139 reviews
Top guest favorite
The living room features comfortable navy sofas with decorative cushions and an ottoman in a warm tone. A lamp stands beside a built-in bookshelf adorned with books and decor. Light streams through the windows, and a decorative fireplace adds to the room's character.
Home in Portsmouth

Historic Gem - Walk to Dining, Ferry & Waterfront

4.99 out of 5 average rating, 218 reviews
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

10 min to Ocean View Beach: 20% Off Aug

4.87 out of 5 average rating, 146 reviews
Guest favorite
A cozy living area features two armchairs and a leather sofa, arranged around a circular coffee table on a patterned rug. A fireplace is situated against the wall, complemented by a television mounted above. Natural light is allowed in through the window with white blinds.
Home in Norfolk

Beach Hideaway 2 bdr/2bth- Pet friendly!

4.86 out of 5 average rating, 174 reviews
Top guest favorite
The living area features a comfortable sectional sofa paired with an accent chair. A coffee table sits between the seating arrangements, and a large flat-screen TV is mounted above an electric fireplace. Natural light enters through multiple windows, creating a bright and inviting space.
Home in Virginia Beach

3 Blocks 2 Beach at Oceanfront Lakefront Getaway

4.96 out of 5 average rating, 240 reviews
Guest favorite
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

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

4.87 out of 5 average rating, 203 reviews
Guest favorite
The exterior of the three-story vacation home features a light-colored facade with pink door accents. A welcoming porch with multiple white railings is visible, alongside neatly arranged landscaping. The surrounding area includes multiple parked vehicles and trees, creating a pleasant setting.
Home in Norfolk

Coastal Family Retreat • Fire Pit • Walk To Beach

4.92 out of 5 average rating, 213 reviews

Private house rentals

Superhost
Home in Norfolk

Norfolk 3BR Cottage • Dog Friendly + Fenced Yard

4.83 out of 5 average rating, 119 reviews
Guest favorite
Home in Ocean View

Pet Friendly Beach King Bed

4.92 out of 5 average rating, 163 reviews
Guest favorite
Home in Virginia Beach

Beach Ranch House Sleeps 9 and Pet Friendly

4.91 out of 5 average rating, 523 reviews
Guest favorite
A modern living space showcases a dark sectional sofa, a wooden coffee table, and various decorative cushions. A large window allows natural light to illuminate the area. The kitchen is visible, featuring white cabinetry and stainless steel appliances, while a dining area is arranged with colorful chairs.
Home in Norfolk

Norfolk Beach Bungalow | Pet-Friendly + Deck

4.87 out of 5 average rating, 110 reviews
Top guest favorite
The exterior of a two-story home is showcased, featuring natural wooden siding and two private balconies. Each balcony is equipped with a railing and simple seating, providing a comfortable space to enjoy the outdoors. A surrounding green area offers a touch of nature.
Home in Norfolk

One block from the Beach

4.97 out of 5 average rating, 141 reviews
Top guest favorite
A well-appointed bedroom features a spacious bed with a textured white cover. Colorful accent pillows add depth to the decor. A wooden dresser stands against one wall, while a bedside lamp illuminates the space. Natural light filters through a window adorned with light curtains.
Home in Smithfield

Mason Manor - Downtown Smithfield next to WCP

4.97 out of 5 average rating, 331 reviews
Top guest favorite
A cozy living room space is presented, featuring a dark leather sofa adorned with a small green plant and a decorative lamp. A simple mantel with decor elements, including a wall art piece and woven baskets, creates a welcoming ambiance. Natural light filters through the curtains.
Home in Virginia Beach

Beautiful 3bdrm near beach, Wi-Fi & parking

4.92 out of 5 average rating, 154 reviews
Top guest favorite
An aerial view captures a coastal neighborhood bordered by greenery, showcasing several houses with varied colors. The beach is visible in the distance, with a stretch of sand lined by vegetation. A shared parking area is discernible, accommodating multiple vehicles.
Home in Virginia Beach

Seize the Bay

4.99 out of 5 average rating, 92 reviews

Destinations to explore