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Walk 2 Beach & Restaurants-Central Park- King Bed!

You will be close to everything in Cape Charles! Experience a fully renovated 1900’s Victorian duplex centrally-located! Next to the park, 2 quick blocks to Main St. & beach! The 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, Games, Pickleball • Modern Kitchen, Wood Floors, King Bed

Family-Friendly Home Near Beach, Trails & Golf

Nestled near the shores of the Chesapeake Bay and historic downtown Cape Charles, Wave Haven offers a tranquil escape for up to 10 guests. The kid-friendly 3-bedroom, 2.5-bath home is a short walk to a private beach and nature preserve within Bay Creek. Contact host to add the resort package for access to 2 pools, 2 golf courses, and a fitness center ($75/day). The home has two separate workstations, ideal for remote work. The cleaning fee includes fresh linens ($100) and a deep clean ($200).

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.

Parkside South, Cape Charles

Parkside offers the perfect getaway for families and/or friends! Conveniently located next to Central Park, 2 blocks from the beach and the main street (Mason Ave). In peak summer we have full weeks available (Sun-Sun) or partial (Sun-Thurs). We open corresponding weekends once the Sun-Thurs books. Check our calendar or social media for weekend openings! We recommend a max of 4 adults or 2 adults and 3 (possibly 4) children, depending on their ages. Our family of 5 stays comfortably!

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.

Golf Cart Included! Pet Friendly

Welcome to Tazewell House! Explore Cape Charles in style with free use of our golf cart—a fun, convenient way to discover the town! Our spacious, pet-friendly 2-bedroom, 2-bath retreat spans two floors of a beautifully preserved historic quadplex in the heart of the Historic District. Ideal for families, friends, or couples, it comfortably sleeps up to 6. Whether you're here for a weekend or a longer stay, you'll love the comfort, space, and character of this charming home.

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.

Eastern Shore Secluded Getaway

Have fun with the whole family at this cabin inspired fully furnished apartment. Located 20 minutes from Cape Charles our dwelling sits on 175 acres of property. The Sunset views are one of a kind and the location is very remote. There is one bedroom, a bunkbed, and also pullout couch for sleeping spaces.  The kitchen has all the amenities of home and there’s also a full dining room area.  We do provide linens and towels.

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!