Cape Charles: Vacation Rental By Owner

Experience the small town of Cape Charles when you stay at 'Ivey Mill,' a newly renovated 4-bedroom, 1.5-bathroom vacation rental house! Standing majestically at... ...more

When you are ready to book or want to just check the rates, please enter the dates and number of guests and click “Request to Book”. This will give you a total... ...more

Flip Flop Inn has just a 2 night minimum! Stay for the weekend or longer. During the summer months a week stay would be only $1,180! Remodeled in 2018, including... ...more

Sand Castle is a weekly rental. The location of this one will make you want to stay 7 nights or more!! 3 bedrooms, 2 full bathrooms (handheld showers), sleeps 6... ...more

Baydream is a Sunday to Sunday weekly rental in the summer. Enjoy the best Cape Charles has to offer in Baydream, a light-filled Victorian cottage in the heart... ...more

Chessie View is steps from the beach! Chessie View is a weekly Friday to Friday rental in the summer months. 2 night minimum during the off season. Completely... ...more

Great location! A short walk to shops and restaurants and just 4 blocks to the beach! 2-story beach house with screened porch (circa 1888) is fully remodeled.... ...more

Oyster Shell is a weekly Friday to Friday rental in the summer months. Call our office with any special requests. 1894 renovated Cape Charles Victorian Beach... ...more

Easter Special Reduced Rates!! Nestled in a wooded, one and a half acre landscaped park, minutes away from Chesapeake Bay, Camelia Cottage is a 4 bedroom, 31/2... ...more

'A Bayview Beauty' sits 100 Yards from the Chesapeake bay on a quiet, crape myrtle lined blvd. Relax and enjoy views of the bay from the huge screened front... ...more

The new owners have transformed and updated our newest listing. Located 3 blocks to the town's white sandy beach and 4 blocks to downtown. It sits diagonally... ...more

Vacation BY THE BAY! 4 blocks to the Beach and 1 block to downtown Cape Charles. This 4 bedroom 2 bath Eastern Shore style home is our newest listing. Offering a... ...more

DUNE BRIDGE in Cape Charles is a pristine beachfront custom built home with unobstructed views of the Chesapeake Bay and beyond located just south of town. Inside... ...more

When you are ready to book or want to just check the rates, please enter the dates and number of guests and click “Request to Book”. This will give you a total... ...more

When you are ready to book or want to just check the rates, please enter the dates and number of guests and click “Request to Book”. This will give you a total... ...more

Historic Dryden House, as featured in 2015 Real Simple Magazine: "6 Historic Homes You Can Vacation In". The Dryden House is available as a weekly private rental... ...more

This historic home, built in the early 1900's, when Cape Charles was born, has just been newly renovated for the 2017 rental season. This 3500 sq. foot home is a... ...more

Newly Renovated cottage, located 2 short blocks to the beach and nestled on a quiet lane More spacious than a hotel room, this sweet cottage has all the creature... ...more

Seashell Cottage is a relaxing three story home with wrap around porch that faces our historic little town of Cape Charles. Seashell cottages' first floor... ...more

Yes, this is it! The house featured on a 2019 episode of HGTV's Beachfront Bargain Hunt. On the show, it was called "The Crown Jewel"... but we call it "The... ...more