
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.

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.
ValueLocationWalkability

Mason Manor - Downtown Smithfield next to WCP
Historic Smithfield 233 S Mason Street 2 Bedrooms 1 Bath Located in the heart of historic Smithfield boasts old world charm and character with a touch of today’s conveniences. The living room has gas fireplace for cool evenings & leads to dining area & updated fully equipped kitchen. The full bath is updated with jetted tub. Front porch swing for relaxing and back deck for entertainment. Windsor Castle Park just steps away. Located just around the corner from restaurants, shopping & more.
LocationFamilyParking

Dog-Friendly Norfolk Cottage Near Ocean View Beach
🏡 Cozy 3BR cottage sleeping up to 6 guests 🐶 Dog-friendly with pre-approval and fully fenced backyard 🌊 Only minutes from Ocean View beaches 🚗 Ample driveway parking for multiple vehicles 🍽️ Fully stocked kitchen for easy meals at home 📺 Smart TV & high-speed Wi-Fi included 🧺 In-home washer and dryer for added convenience 🌳 Quiet residential neighborhood near local attractions ⚓ Close to Naval Station Norfolk and Little Creek Base 🎨 Easy access to downtown Norfolk, Ghent, and Waterside
ValueLocationSleep quality

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!
LocationValueIndoor spaces

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.
LocationFamilyHospitality

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!
ValueLocationCondition

The Cozy Beach House
We keep it simple here in this small, cozy, clean, and charming, home. House is great for 1 or 2 maybe 3 people. A 10 minute walk, to a public access, that takes you straight to the beach. Golf cart available for use . There are a few public parking spaces. 10 minutes to Norfolk International Airport. The Oceanview Pier is a great place to fish and have dinner and is only 3 miles away. Come and enjoy! There is also a NEW CASINO only 20 minutes away.
ValueFamilyCheckout

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.
ValueLocationAmenities

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!
ValueLocationHospitality

*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.
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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.
FamilyValueAmenities

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.
LocationFamilyOutdoor spaces
Popular amenities for house rentals in Chesapeake Beach
House rentals with a pool

Artful Retreat with a Private Pool
LocationValueBiking

Ocean Pearl- Canal View and Minutes to the beach
ValueLocationNearby

Perfect Getaway!
ValueFamilyQuiet

The Great River Escape *Hot Tub!
FamilyValueHospitality

Gorgeous Vacation House
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Country Comfort Close to the Beaches
LocationValueAmenities

Condo with pool & beach access!
LocationFamilyGetting around

Salida del Sol, North End Beach / Oceanfront Area
ValueLocationLong stay
Weekly house rentals

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

Walk to Beach! Fully Updated + Hot tub!
ValueFamilyCheck-in

@Whit’s End? Come in and Relax
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Oceanview Oasis- Close Beach, Game Rm & Volleyball
LocationFamilyHospitality

Ghent on the Corner: Cozy 3 bed 2.5 bath home
FamilyValueWifi

Beachfront 2 Dwellings EV charger
FamilyLocationLaundry

New Beach Home on the Chesapeake Bay
FamilyValueComfort

Grandview Island Beach Cottage Private Fenced Yard
FamilyValueAccuracy
Private house rentals

Norfolk Beach Bungalow | Pet-Friendly + Deck
LocationValueNearby

Beach Hideaway 2 bdr/2bth- Pet friendly!
ValueFamilyCheck-in

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

Convenient Beach Home, Beach Access Across Street
LocationFamilyTV

Casa del Pez • Bright Coastal Home Walk to Beach
LocationFamilyLong stay

Seize the Bay
FamilyValueAccess

Sandy Serenity - On Beach- No Pets or Cleaning Fee
FamilyLocationParking

Norfolk 3BR Home Walk To Ocean View Beach
FamilyLocationQuiet
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- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chesapeake Bay
- Corolla Beach
- Cape Charles Beachfront
- Carova Beach
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Currituck Club
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- The Mariners' Museum
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- Town Point Park
- Chrysler Museum of Art





