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Peach Perfect | Chesapeake Properties

An amazing in town location on a tree lined street, that will book quickly! This beautifully renovated Victorian home has all the modern updates that meet period charm! Peach Perfect, Home Features: • 2 Bedroom, 2.5 Bath - Available for up to 6 Guests! • Modern Gourmet Kitchen • Cape Charles art by Eastern Shore artists • Stereo System, Games & Books • Free WiFi & Smart TVs Please SEE: Other Things to Note For Area Details, Please SEE: Where You'll Be (Located under the map!) This is a no pe

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.

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.

Sweet Bay | Chesapeake Properties

Situated by the shore of the Chesapeake Bay within the private Bay Creek community and historic Cape Charles. Just a short walk to a beautiful exclusive 2 mile beach! Please SEE: Other Things to Note For Area Details, Please SEE: Where You'll Be (Located under the map!) *This is a no pet/animal home. *See "The Space" for Bay Creek amenities information (complimentary) and Bay Creek's Life Center access information (fee applies).

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. *See "The Space" for complimentary Bay Creek amenities information

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. *See "The Space" for complimentary Bay Creek amenities information

Fireplace, Bikes, Community Pool | Bay Bliss

Enjoy this coastal-inspired condo, with nearby beach access and a community pool! Please SEE: Other Things to Note For Area Details, Please SEE: Where You'll Be (Located under the map!) *See "The Space" for Bay Creek amenities information (complimentary) and Bay Creek's Life Center access information (fee applies).