House holiday rentals in Cape Charles

Bayside Bonanza | Off-street Parking | EV Charger

"Bayside Bonanza" is special. Ideally located with the main street of Cape Charles around the corner in either direction, and a 5 minute walk to the bay or Central Park. There's nothing like sitting on the front porch swing, sipping morning coffee or an evening cocktail. The home is bright and cozy, with efforts made to keep as much of the original 1890's charm as possible. We're family owned and managed, and it's our priority to help you have the most relaxing and enjoyable vacation possible!

Bakery Next Door | Renovated | Golf Cart Avail.

Nectarine 13 is a centrally located. Next door, you’ll find the Coastal Bakery. A great place for breakfast or Treat. Relax on the charming front porch and soak in the calm, historic vibe of Cape Charles. A Quick walk to historic Downtown, Take a swim in the bay or cast a line off the dock. Central Park is also nearby, offering a great spot for a family picnic while the kids enjoy the playground. Golf carts are available to rent(Cart Rentals are only available during the House rental period)

Chesapeake Shore Cottage: Private Beach w/Kayaks

Bayside Getaway on the Chesapeake in Port Haywood: Steps to the Sand! Welcome to your perfect coastal escape! Nestled right on the tranquil shores of the Chesapeake Bay in beautiful Port Haywood, Virginia, this charming beachfront cottage offers the ultimate blend of secluded relaxation and small-town convenience. Whether you’re sipping your morning coffee on the porch as the sunrises over the water or launching a kayak for an afternoon adventure, this is the place where memories are made.

A Charming Low Key Luxe Retreat

Your perfect escape where sophisticated elegance meets coastal charm located in the heart of historic Cape Charles. This stylish, cape-chic getaway offers a serene retreat with everything you need, just steps from pristine beaches, local eateries, quaint shops, and the infamous central park. The beautifully appointed interiors offer every comfort, featuring cozy bedrooms, inviting living spaces, and a well-equipped kitchen, perfect for unwinding or entertaining after a day of beachside fun.

Private Country Beach Retreat

Welcome to Mason Jar Retreats Beach Home. Our home is a private beachfront property with the best of both country and beach living. Located on 6 acres on a private road with only a few steps to take to your private oasis on the Chesapeake Bay. Enjoy sunsets from the beautiful porches while taking in the natural surroundings. Our home is only three miles from a vineyard and winery and 20 minutes to Cape Charles with lots of shopping and dining in a quaint beach town. *LGBTQ+Friendly Home

Bay Breeze on Tazewell (Sun-Sun rental June-Aug.)

Bay Breeze on Tazewell is a recently remodeled Cassatt cottage with historic charm and modern amenities. The home includes a fabulous, sunny kitchen stocked to meet your needs. We provide fresh linens and towels for your stay. In the shed, you will find lots of items for the beach, a wagon, and bikes which we are happy to share. Bay Breeze is just a short walk to the beach, various restaurants, boutiques, and marina. If our home is not available, try our new Airbnb home ...Harbor View!

Amenities in this walk to Beach, New 3bed/3.5bath

Getaway to this Newer home that has everything you need for the perfect coastal retreat. You will love the modern beach theme decor. Open floor plan, Kitchen essentials to prepare meals. 3 ensuite bedrooms offering privacy, no wait times, ensuring relaxation and tranquility with unlimited hot water to wash the sand away. BBQ and Firepit. Enjoy cornhole, tetherball, Giant Connect 4. Chesapeake Bay, main street shops and restaurants are all a short stroll or golf cart ride away.

Eden Lake House Cape Charles

Eden House is a perfect fairytale hideaway. Surrounded by family farms and a very short drive to the Chesapeake bay beaches and Cape Charles, this is the ultimate Eastern Shore getaway. You are welcome to fish, kayak or SUP from the dock on Lake Allure. Or take a walk on our nature trail and see Bald Eagles, turtles, deer and if you’re lucky - otters! If you have a large group consider also booking the separate unit on this property the eden garden guest suite.

Steps to the Sea at Salt Box

Escape to The Salt Box, a charming 1915 duplex just one block from the beach in the heart of Cape Charles' Historic District. This cozy, private retreat sits on a peaceful, tree-lined street and is a short stroll to the beach, pier, shops, restaurants, and more! Check out our local Guidebooks or text us anytime—we're happy to share our favorite local spots! Looking for even more space? You can also book the other half of our duplex, Salt Box II!

The BeeHouse

Breathe in the Beehouse! Newly built, this well equipped modern house features high ceilings with a clean crisp design with bright tropical colors and natural touches that truly transport you! Treat yourself to the tranquil Cape Charles lifestyle where you won’t see a clock because the local church chimes on the hour. Huge outdoor living space embraces you and allows you to take it all in. Have the sweetest vacation at the Beehouse!

"Awenasa" Luxury Beach Retreat

Welcome to Awenasa, your sanctuary located at the newly constructed 2 Moon Court in the Signature Homes of Bay Creek. This exquisite retreat, whose name means 'My Home' in Cherokee, seamlessly blends luxury with comfort, making it the perfect destination for both relaxation and entertainment. Awenasa boasts 4 spacious bedrooms, 4 and a half baths, and comfortably sleeps 10 guests, making it ideal for families or groups.

The Love Shack

Have fun with the whole family at this stylish place. Decorated with the Mid-Century Modern style that fits the song. The Love Shack is perfect for a family and offers convenient access to the beach Stright down Washington Ave. The house is furnished with a comfortable sofa that allows great views of the lake across the street. Relax on the front porch and enjoy the constant breeze and views of the Gesse on the lake.