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Family Fun-Next to Central Park-2 Blocks to Beach!

You'll be close to everything in Cape Charles! This is a fully renovated 1900’s Victorian duplex centrally-located! Next to the park, 2 short 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, Fun Toys, Pickleball • Modern Kitchen, Hardwood Floors, desk

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.

Bay Breeze on Tazewell (Sun-Sun rental June-Aug.)

Bay Breeze on Tazewell is a recently remodeled Cassatt cottage with historic charm and modern amenities. The home includes a fabulous, sunny kitchen stocked to meet your needs. We provide fresh linens and towels for your stay. In the shed, you will find lots of items for the beach, a wagon, and bikes which we are happy to share. Bay Breeze is just a short walk to the beach, various restaurants, boutiques, and marina. If our home is not available, try our new Airbnb home ...Harbor View!

The Ladybug - arcade, dog-friendly, firepit, & EV

A peaceful, secluded, dog-friendly farmhouse escape on Virginia’s Eastern Shore. Located ten minutes from beautiful downtown Cape Charles. Numerous amenities include retro game arcade, Peloton, level 2 EV charger, fire pit, grill, beach chairs & towels, Xbox, vinyl record collection, multiple smart TVs, smart-home integration, and fast fiber internet. Take in nearby public beaches, bike and hiking trails, shopping, and outstanding restaurants that cater to wide ranging budgets and tastes.

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.

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Ultimate Cabin Farm Stay Cape Charles

Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

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.

The Shore House on Madison - Pet Friendly Unit!

The Shore House on Madison was fully renovated in 2019 and located in the Cape Charles Historic District within walking distance to the beach, park, the shops and restaurants. Our pet friendly unit can host up to 7 guests with 3 bedrooms, 2 full baths and 1 outdoor shower. Bedroom #1 includes 1 Queen bed, TV and work desk. Bedroom #2: 1 Queen bed. Bedroom #3: Bunk Bed (1 double / 1 twin). Fenced in backyard with patio.