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Family Friendly Home-Walk to Dining, Beach & Park!

You'll be close to everything in Cape Charles! Experience a fully renovated 1900’s Victorian duplex centrally-located! Next to the park, 2 short blocks to Main St. & beach! Your upstairs bedrooms share a Jack and Jill bathroom. Full kitchen with washer/dryer. 2 outdoor living areas to sip your coffee or wine! Your family will feel cozy and relaxed while you're on vacation! • Front Porch Swing & Backyard Brick Patio w/Grill • Beach Gear, Fun Toys, Pickleball • Modern Kitchen, Dining, Wood Floors

4BR, Pet-Friendly, 1st Fl Suite *Free cart offer*

Newly renovated! **Winter Golf Cart Special** Book stay for Jan, Feb or March and get free use of 4-seat cart. Charming, spacious 4BR beach house in Cape Charles’ historic district. Pet-friendly w/fenced yard. 1st floor bed/bath perfect for guests with mobility needs. Bright boho-coastal style, laid-back vibe. Relax in 2 living areas + porch + sunset deck. Walk to beach, shops, and restaurants. Ideal vacation spot for families, friends, and pets right in the heart of town. Here Comes the Sun!

Bay Breeze Home on private waterfront

On Virginia's beautiful Eastern Shore, the Bay Breeze Home on Occohannock Creek is the ultimate getaway for two or a large family desiring outside adventures. This 1970's spacious home has plenty of room. Experience the water with our three kayaks or family canoe and watch the abundant wildlife. Right outside your door, you may see Ospreys, Great Blue Herons, Eagles, wild ducks, porpoises, deer, geese, otters, & more. Be our guest and forget your worries in this spacious and serene spot.

Stylishly Renovated | Golf Cart Avail. | Bakery!

Nectarine 15 is 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)

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

Summer Camp Tiny Cottage Walk to the beach & shops

At less than 470 sq feet, this 1920s house is super fun & ready to be enjoyed for a couples, friends, and small families! • King sized bed with smart tv on the first floor • Two twin beds in a cozy sleeping loft • Small kitchen with propane stove, Nespresso maker & living space with a smart tv • Patio w/ charcoal grill, solo stove, & dining table • Paddle board & floats Please read through our totally honest disclaimer below! *We have a security camera on the front exterior of the home.

Kings Creek Cottage | Waterfront Retreat

Bring your boat and unwind. Brand-new waterfront retreat, just a scenic 1.3-mile boat ride to the bay. This 4br 3.5ba set on 2.5 acres features a private dock for boating, fishing, or simply lounging by the water. Relax on the screened-in porch. Gather around the fire pit. Take in stunning sunsets. Thoughtfully designed for comfort and laid-back coastal living, a charming escape inviting families and friends to slow down, savor the beauty of the Shore, and create unforgettable memories.

Coastal Red Barn Retreat

Located on the coastal seaside of Cape Charles, this barn was originally built in 1893. It has been lovingly restored to reflect the area's rich history, while providing modern comforts for today's guests. The Red Barn is nestled in the midst of scenic farmland, yet is only a few miles from the charming downtown, with its eclectic restaurants and unique shops. Enjoy the fresh breezes of the Atlantic and watch the sunrise over the fields from the comfort of the barn's private deck.

Romantic Coastal Retreat w/ Private Balcony

This charming and unique one-bedroom apartment is the perfect retreat. Filled with natural light, it offers picturesque views of Cape Charles’ main street featuring a beautifully crafted, vintage-inspired kitchen. Nestled above Lemon Tree Gallery, experience an ideal blend of character and comfort in a prime location—steps from the best dining, shopping, and attractions. Plus, the beautiful Cape Charles Beach is only a few blocks away, perfect for a relaxing seaside escape.

Cozy Mermaid Hideaway

This lovely downstairs apartment is located in the village of Cheriton. We have a nice park, an antique store and galleries that are open on occasion 🤣. Although we are not a golf cart community, we do have a park and quite streets for walking. The resort town of Cape Charles with it’s beach, restaurants and shops is about four miles to the west and Oyster Seaside boat landing is just to the west. To the south is the beautiful Kiptopeake State Park.

Celebrating 100 years!

Welcome to The MT Nest! Relax in our charming 100 year old Sears house in the heart of historic Cape Charles. Enjoy mornings on the porch in the shade of majestic trees. Walk to the beach in the afternoon. Then stroll a few blocks to restaurants and shops in the evening. Central park across the street offers summer concerts, a playground, and a splash fountain. Enjoy the quiet and slow your life down for a few days of bliss!

Lil Ms. Clementine-Historic District Golfcart opt.

This charming Victorian features a fully equipped kitchen, cozy living area and an additional living area that can double as a game room, eating area or serve as a third sleeping space with a Queen size pullout couch with an Air Dream inflatable sleeper sofa mattress with air over coil technology and door for privacy. The upstairs bedrooms accommodate 4 guests. 1 king, 2 twins, and the front room can accommodate 2 more.