Vacation rentals in Chesapeake Beach

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Top-rated vacation rentals in Chesapeake Beach

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Top guest favourite

Guest suite in Virginia Beach

4.9 out of 5 average rating, 678 reviews

Quiet Neighborhood 7 Miles From the Beaches

Be sure to read about the pricing using both bedrooms below in 2nd paragraph. My house is in a quiet neighborhood by a creek of the Lynnhaven River 7 miles from the Oceanfront/Chesapeake Bay with easy access to the interstate and surrounding cities in Hampton Roads. Only minutes from Town Center and local malls. Your private area is the 1st level with your own private entrance, but no kitchen. There is small microwave and a coffee machine in the unit , & a small fridge on the screened-in-porch.

Top guest favourite

Cottage in Virginia Beach

4.97 out of 5 average rating, 193 reviews

The Seaglass Cottage by the Chesapeake Bay

The Seaglass Cottage by the Bay is located in the charming & beautiful neighborhood of Ocean Park just a quick 5-10 minutes stroll to the Chesapeake Bay beach. Our vintage beach house from the 1940’s has been fully remodeled and decorated in local art and beach décor. There are beautiful live oaks on the property and 3 private parking spaces for you and some first-come-first-serve street parking in front of the house. Easy load in with a ramp into the house and a mudroom for all your beach toys.

Top guest favourite

Home in Virginia Beach

4.99 out of 5 average rating, 73 reviews

Seize the Bay

Tell them your new favorite home is between North End and Chix Beach… Welcome to Virginia Beach as a local! - 3 lots back & on the beach side (no crossing the road with all your gear!) - Borders First Landing State Park w/ biking & hiking trails - Walk to some of our favorite brunch spots and fun dinner/bar hangouts - 10 min. to the boardwalk (if you’re tempted to see the tourist section!) On the table, find a detailed binder of our Virginia Beach favorites so you can experience VB as a local!

Top guest favourite

Place to stay in Virginia Beach

4.99 out of 5 average rating, 195 reviews

Salty Willow-a “suite retreat” in the heart of VB!

We love welcoming people to our home in the heart of Virginia Beach! Come and go as you please in our guest suite with a separate entrance and privacy latches-no one will enter your space. You will also have the added convenience of having the host family on site. We do our best to provide the comforts of home. -fridge/freezer -beach essentials -toaster -coffee bar -extra essentials We want you to make yourself at home with us. Maybe we’ll enjoy a summer night together on the porch soon!

Top guest favourite

Cottage in Norfolk

4.99 out of 5 average rating, 269 reviews

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.

Top guest favourite

Home in Norfolk

5 out of 5 average rating, 123 reviews

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.

Superhost

Cottage in Norfolk

4.91 out of 5 average rating, 191 reviews

Poseidon - Beach Carriage House - 120 Years Old

Your Bayfront Vacation Spot. If you want to spend good family time, a romantic getaway, or live in a cool place while working here, this is your spot. Our neighborhood is located on the shores of the historic Chesapeake Bay. Step onto our beach and you will see that we are the perfect spot for sunrises/sunsets, fishing/crabbing, sunbathing, grilling & hot tubbing. The rental isnt on the beach-side of the property so walk around the building to the beach which is only 30 feet away.

Guest favourite

Townhouse in Norfolk

5 out of 5 average rating, 12 reviews

On Beach 3BD+Loft: Sauna|HotTub|Billard|FencedDeck

Located right on the beach and overlooking the scenic Chesapeake Bay, this beachfront home is the perfect place for a family retreat, romantic getaway or friends seeking adventure. Marvel at the panoramic views and dramatic colors from sunrise to sunset. Go for a swim or relax, soak up the sun & let the gentle sea breeze wash your worries away! You’ll love the direct private beach access, hot tub, sauna, chef’s kitchen, game room with pool table, bar areas, large deck and more!!

Guest favourite

Home in Gloucester Point

5 out of 5 average rating, 5 reviews

“ Driftwood” River View Retreat

If you love peace and comfort you’ve found the right spot! Overlooking an open field in a quiet friendly neighborhood our new build “Driftwood” welcomes you. The perfect place to be away from it all while centrally located 10 minutes to town and 30 mins to Williamsburg, VA (Busch Gardens/Water Country) and the Historic Triangle. Several public beaches are nearby, with public fishing piers. Owners are proud Super Hosts whom have designed this to make sure guests have a great stay.

Top guest favourite

Home in Virginia Beach

4.99 out of 5 average rating, 206 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.

Top guest favourite

Home in Norfolk

5 out of 5 average rating, 15 reviews

Modern Cottage 2 Blocks to Beach

Discover your coastal oasis in this bright, modern 3BR/2BA Norfolk beach bungalow—just two blocks (5-7 min walk) from the sand. Fully renovated in 2022, the open-concept living area and stainless-equipped kitchen invite gatherings. Unwind on the fenced deck around the fire pit or stay connected with high-speed Wi-Fi. Driveway parking for 3 and easy access to Atlantic Ave, I-64, shops, and dining. Book now for an unforgettable coastal getaway!

Top guest favourite

Guest suite in Norfolk

4.93 out of 5 average rating, 603 reviews

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