
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.
FamilyLocationWalkability
4.82 out of 5 average rating, 395 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!
ValueFamilyBarbecue
4.93 out of 5 average rating, 176 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!
FamilyLocationCheck-in
4.96 out of 5 average rating, 107 reviews
Beach Hideaway 2 bdr/2bth- Pet friendly!
Great home for days at the beach and a fire pit at night! Beach access 1 1/2 blocks from the home. Heat/AC, dishwasher, w/d, and deck. Linens, bath towels, beach chairs, and beach towels are provided. Quiet family beach, bay water is calm- perfect for children. Large back yard for kids to run around, deck, and enclosed front porch. Close to Virginia Beach, Norfolk military bases and ODU, EVMS, NSU, Virginia Wesleyan, Hampton Univ. Approx 25 min from downtown Virginia Beach and W-burg.
ValueLocationParks
4.86 out of 5 average rating, 173 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
FamilyValueIndoor spaces
4.85 out of 5 average rating, 132 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.
LocationFamilyOutdoor spaces
4.99 out of 5 average rating, 237 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!
ValueLocationDecor
4.94 out of 5 average rating, 140 reviews
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
ValueFamilyAmenities
4.92 out of 5 average rating, 154 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.
FamilyValueNearby
4.91 out of 5 average rating, 115 reviews
Historic Gem - Walk to Dining, Ferry & Waterfront
Full of historic charm, modern in all the right places! This 1880s home is located in the heart of Olde Towne Portsmouth, just one block from the Elizabeth River harbor. Walk 3 minutes to the ferry stop and ride across the river to Norfolk's downtown and waterfront restaurants, or walk 5 minutes to Portsmouth's High Street to enjoy Olde Towne's charming coffee shops, restaurants, museums, and theaters. This location is unbeatable!
LocationValueComfort
4.99 out of 5 average rating, 217 reviews
*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.
ValueLocationCleanliness
4.91 out of 5 average rating, 131 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.
LocationValueHospitality
4.94 out of 5 average rating, 283 reviewsPopular amenities for Chesapeake Beach house rentals
House rentals with a pool

Artful Retreat with a Private Pool
ValueFamilyOutdoor spaces
4.96 out of 5 average rating, 134 reviews
Gorgeous Vacation House
ValueLocationTV
4.9 out of 5 average rating, 145 reviews
Ocean Pearl- Canal View and Minutes to the beach
ValueLocationView
4.86 out of 5 average rating, 105 reviews
Perfect Getaway!
LocationFamilyCheckout
4.85 out of 5 average rating, 117 reviews
Retreat with Pool, Walk to Beach
ValueLocationLaundry
4.81 out of 5 average rating, 170 reviews
Private Pool at the Oceanfront in a Spacious Home
ValueLocationCleanliness
4.87 out of 5 average rating, 138 reviews
Condo with pool & beach access!
FamilyLocationBathroom
4.96 out of 5 average rating, 102 reviews
Designer Beach House | Pool, Hot Tub, Walk to Sand
ValueLocationAccess
4.96 out of 5 average rating, 134 reviewsWeekly house rentals

Exclusive Beachfront Home w/ 180° Views & Hot Tub!
FamilyValueHospitality
4.96 out of 5 average rating, 112 reviews
Norfolk Beach Bungalow | Pet-Friendly + Deck
ValueFamilyKitchen
4.87 out of 5 average rating, 109 reviews
Cozy North End Cottage 1 block to sand! *NEW HVAC
FamilyLocationAmenities
4.91 out of 5 average rating, 159 reviews
Norfolk 3BR | Near Beach + Fenced Backyard
LocationFamilyParking
4.89 out of 5 average rating, 109 reviews
1 Block to Beach • Hot Tub • Fire Pit • Game Room
ValueFamilyCheck-in
4.83 out of 5 average rating, 139 reviews
@Whit’s End? Come in and Relax
ValueLocationAccuracy
4.91 out of 5 average rating, 235 reviews
Family hideaway
LocationValueParks
4.94 out of 5 average rating, 178 reviews
Bay and Sea
LocationValueBackyard
4.97 out of 5 average rating, 117 reviewsPrivate house rentals

Hidden Gem.4/bedroom cozy home fenced in yard
LocationFamilyKitchen
5.0 out of 5 average rating, 114 reviews
Beachfront 2 Dwellings EV charger
FamilyLocationNearby
4.99 out of 5 average rating, 132 reviews
10 min to Ocean View Beach: 20% Off Aug
FamilyLocationBarbecue
4.87 out of 5 average rating, 145 reviews
Pet Friendly Beach King Bed
LocationFamilyBathroom
4.92 out of 5 average rating, 163 reviews
Beach Ranch House Sleeps 9 and Pet Friendly
FamilyValueQuiet
4.91 out of 5 average rating, 523 reviews
Casa del Mar • Artful Cottage – Walk to Beach
FamilyValueQuiet
4.93 out of 5 average rating, 72 reviews
Seize the Bay
FamilyValueHiking
4.99 out of 5 average rating, 92 reviews
Norfolk 3BR Home Walk To Ocean View Beach
ValueFamilyGetting around
4.99 out of 5 average rating, 69 reviewsDestinations to explore
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