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Bayfront Retreat w/ Game Room + Outdoor Pool!

An excursion to the Eastern Shore of Virginia is your perfect chance to unwind and enjoy a waterside getaway! Settled on 3 acres in Exmore, this 4-bedroom, 3-bathroom house gives you the solitude you need to relax with loved ones. Spend time soaking in the pool, playing foosball in the game room, kayaking on the bay, or simply watching the sunset on the dock. Plus, this abode offers the chance to explore beaches, farmers’ markets, and local shops in the nearby towns of Cape Charles and Onancock.

Restored 1930’s Tiny Home 3 min to Cape Charles

Step into Cape Charles history when staying in this newly restored 1930’s tiny home! The vintage series of tiny homes is one of 10 located in the 4-acre community. The home features a queen-sized bed with plenty of room for 2 guests, a full bathroom, microwave, mini fridge, coffee pot, a Smart TV, a private porch & access to the largest firepit you may ever see! Enjoy all that Cape Charles has to offer, while being immersed in the history that has allowed the city to grow into what it is today!

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

Hosting picture-perfect views both inside and out, this 4-bedroom, 2.5-bath, Machipongo vacation rental offers waterfront living at its best. During the day, soak in the luxuries of kayaking and shellfishing just steps from the front door, and when evening falls, view breathtaking sunsets on the private dock. For a dose of local charm, explore the Cape Charles Historic District. Whatever brings you to the area, whether it be outdoor fun or a family wedding, this spacious home is sure to please.

Stunning Cape Charles Retreat ~ 1 Mi to Beach

The whole family will enjoy a relaxing trip to this Cape Charles vacation rental. This 4-bedroom, 3.5-bathroom home offers a warm and open interior with a ping pong table and Smart TVs so everyone has something to do. There's also a deck with a grill and a fire pit to cozy around after a day out. Kiptopeke State Park is less than a mile away with a beautiful beach and incredible views of Chesapeake Bay. Make the trip to Cape Charles to experience excellent dining and shopping options.

Charming Cape Charles Vacation Rental Home!

Head across the bay from the Norfolk/Virginia Beach area for a more laidback atmosphere when you book this charming home in the Cheriton area. The 3-bedroom, 3-bathroom home offers the New England charm you've been craving, perfectly combined with updated finishes to ensure top-notch quality. The vacation rental offers easy access to the Chesapeake Bay's endless recreation and natural spots and the Cape Charles Historic District for that quintessential coastal feel!

Fins Up - Chesapeake Properties

Charming Coastal Escape Just Steps from Downtown Cape Charles! Fins Up offers a comfortable Cape Charles retreat just two blocks from downtown! This charming duplex features a spacious layout, private balconies, a cozy fire pit, and easy access to shops, dining, and the beach—perfect for a memorable coastal escape. Please SEE: Other Things to Note For Area Details, Please SEE: Where You'll Be (Located under the map!) *Pet Friendly, fee applies per pet.

Pebble Beach East - Chesapeake Properties

"Pebble Beach East" 3 bedroom, 2.5 bath home on the bay side! Say Hello to "Pebble Beach East" an adorable home in the picturesque Bayside Village within the Bay Creek community in Cape Charles, VA. Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *This is a no pet/animal home. Please SEE: The Space for "Bay Creek" Complimentary Amenities & Optional "Life Center" Purchase

Bayside Getaways Crab Crib - Chesapeake Properties

Welcome to Bayside Getaways–Your Modern Loft Getaway in Historic Cape Charles. Nestled in the heart of downtown Cape Charles, Bayside Getaways' "Crab Crib" offers the perfect blend of modern loft-style living with the comfort of a four-star hotel. Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *This is a no pet/animal home.

Coastal Charmer - Chesapeake Properties

Coastal Charmer - 4 bedroom, 2 bath, sleeps 8-10 with 2 sets of bunk beds. - Completely Renovated! Cozy and comfy interiors, with an amazing backyard for outdoor dining or relaxing under the stars around the stone firepit! Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *This is a no pet/animal home.

123 Sunset - Chesapeake Properties

Gorgeous beachfront home, brand new for 2023, 4 bedroom, 4 bath, sleeps up to 12! New! Escape to sunsets on the beach at this beachfront home. Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet. Please SEE: The Space for "Bay Creek" Complimentary Amenities

Beach Bums Only - Chesapeake Properties

Beach Bums Only - 4 bedroom, 3 bath home on Sunset Blvd across the street from the beach; sleeps 11. Beach House with Private Pool! Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *This is a no pet/animal home. Please SEE: The Space for "Bay Creek" Complimentary Amenities

Seagrass - Chesapeake Properties

Just steps away from the beach, "Seagrass" is situated on a corner lot on the town's beautiful tree lined street! Spacious 3 bedroom, 3 bath duplex with lots of curb appeal! Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet.