
Beachfront vacation rentals in Chesapeake
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Chesapeake
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

Tropical 2BR Condo Getaway 1 Block from the Beach!
Unwind at this gorgeous fully renovated getaway for your family and friends! This two bedroom, one bath beach home is one block from the ocean. This unit accommodates up to 4 adults. Each room is equipped with a smart TV and internet is provided. Our kitchen provides refrigerator, microwave, oven, dishwasher, toaster, Keurig, dishes, cutlery, bowls, pots and pans, and much more! Steps away from shopping and restaurants! This highly sought after vacation spot really is a home away from home.

Ocean & Bay Views - Local Family Owned & Operated
Just steps away from the sand, "Carolina on My Mind" is a 2b/2ba oceanside condo at the exclusive Sanctuary at False Cape, the only Oceanfront complex at Sandbridge in Virginia Beach. You'll enjoy a private patio with both Ocean and Bay views and you'll have access to all the exclusive amenities of the complex. The condo features a large open-concept living space and a fully equipped gourmet kitchen. The master has a king bed, the second bedroom has king bed w/ twin loft. Queen sleeper sofa.

Peaceful beach @Courtyard Cottage+No Cleaning Fee!
There is no congestion, crowds, or large commercial beach resorts here. Experience the exact opposite at Courtyard Cottage, steps away from a quiet, peaceful beach surrounded by sand dunes for a special getaway. A park across the street offers playgrounds and pet-friendly walks, and a local farmers' market opens from 9 a.m. to noon. Saturdays, May 4 - Nov 23. A past guest wrote, "This place brings beach home nostalgia, peace, and a time to relax". No parties, quiet hours after 10 pm.

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.

Oceanfront Gem VaB Studio Exceptional Views
Newly renovated modern studio condo, owners personal getaway now open to guests. This corner unit, the largest and most private in Oceans ll Condominium complex, is on the 3rd floor and offers beautiful, expansive views at both sunrise and sunset. Just off the boardwalk with community pool, this unit sleeps three. Right on the oceanfront, you won't find a more peaceful getaway! Beach chairs and towels provided. Please note: due to the open layout of the building, there is no elevator.

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.

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.

VB. Oceanfront/ Boardwalk,Beach, Pool, Balcony
Nestled on the desirable north end of the boardwalk, close to the area’s best attractions, the top restaurants and bars. Just steps to the boardwalk, beach and ocean. Enjoy a nice meal or a early morning cup of coffee on the balcony while enjoying a beautiful view of the Atlantic Ocean. Our studio includes a reserved parking space, saltwater pool, large BBQ deck area and a lawn on the beach. This small oceanfront complex is a great place for couples or a small family.

Quaint and Comfortable Buckroe Beach Getaway.
Our quaint, cozy and comfortable, 1,100sf house is perfect for a small family or small group of friends, 4 guests MAX, to relax from the hustle and bustle of life. Take a nap or watch a movie while relaxing on the cozy and comfortable power reclining living room furniture. Enjoy the patio and firepit in the spacious fenced backyard. This getaway is located a short two-minute car ride or ten-minute walk from the beautiful and family-friendly Buckroe Beach.

Positano Villa
This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.

Beachfront Exclusive Bay front Suite
This comfortable private beachfront suite with kitchenette has magnificent views of the sunrise and sunset that you can enjoy from your own private deck, with a 180 degree views of the beach front with easy access to the water's edge, just steps away. If you want to experience life on the beach this is as close as you can get. This suite represents our personalities and everything we love about living at the beach on the Chesapeake Bay

Your family beach house
1. Your family beach house is only one block away from the beach of Chesapeake Bay! A well known Mexican restaurant is right cross the street. 2. Self check in time is 4 pm. The access code for the smart lock will be send through app message once you make the reservation. You can press the ‘Yale’ button, the numbers will light up; and press the code with green “check” mark. It’ll be valid during the time of stay.
Popular amenities for Chesapeake beachfront rentals
Pet-friendly beachfront home rentals

Minutes to the Beach! Navy Base and Fishing Pier!

The White Lotus- Luxe Oceanview Stay + Wild Horses

*New*OceansideCondo PetsOK Pool GameRoom No Stairs

"BEACH DUNE" - 3 King Bed condo w Private Hot Tub

Saltwater Seaclusion- Corolla-Walk to Everything!

Semi-Oceanfront Beauty and the Beach

Oceanfront, Pets Ok! Amazing Views in Corolla!

Sleeping with the Fishes, Oceanside - Hot Tub
Beachfront home rentals with a pool

Direct Beachfront on Boardwalk facing Ocean

FourSailsResort Double Balcony OceanfrontJettedTub

LA Bella Beach House (2 BR)

Ocean Sand Beach Front Apartment

Milk 'N' Honey at the 4X4 Carova Beach

Oceanfront | Balcony Views | Walk to Beach & Shops

Waterfront On Back Bay In Sandbridge.

Barclay Towers Ocean Front 1, Virginia Beach
Private beachfront home rentals

Pacific Shack @ the Oceanfront

Riverfront Oasis | Kayaks, Private Beach, & More

1BR / Boardwalk Location / Hot Tub / Heated Indoor

Renovated Modern Beach condo in front of the Sand

The Barefoot Bungalow-Unit A-Steps From The Sand!

1 Block to Oceanfront & Boardwalk

Relaxing home on the Beach

FREE Luxury Golf Cart - across from CC Beach
Destinations to explore
- New York Vacation rentals
- Washington Vacation rentals
- Jersey Shore Vacation rentals
- Myrtle Beach Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Jersey City Vacation rentals
- Cape Fear River Vacation rentals
- Rappahannock River Vacation rentals
- James River Vacation rentals
- Rentals with breakfast Chesapeake
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with lake access Chesapeake
- Beach house rentals Chesapeake
- Rentals with beach access Chesapeake
- Cottage rentals Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with pools Chesapeake
- Condo rentals Chesapeake
- Rentals with outdoor seating Chesapeake
- House rentals Chesapeake
- Townhouse rentals Chesapeake
- Fitness-friendly rentals Chesapeake
- Waterfront rentals Chesapeake
- Rentals with a washer and dryer Chesapeake
- Smoking-friendly rentals Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Rentals with an EV charger Chesapeake
- Apartment rentals Chesapeake
- Guesthouse rentals Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with a fire pit Chesapeake
- Beachfront rentals Virginia
- Beachfront rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Buckroe Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Jamestown Settlement
- Grandview Beach
- Bethel Beach
- Outlook Beach
- Kiptopeke Beach
- Golden Horseshoe Golf Club
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Chrysler Museum of Art
- James River Country Club
- Cape Charles Beachfront
- Wilkins Beach
- Red Wing Lake Golf Course
- Little Creek Beach




