Vacation rentals in Craddockville

Modern 2nd-Story Studio Apartment

Our guests can't say enough & pictures just don't do it justice! From the luxury linens & complimentary amenities, we have tried to think of everything! Enjoy a quiet get-a-way just for two or relax with the whole family at this beautiful, newly constructed home located 1/4 mile off Route 13 & less than an hour from area beaches. There are two units with separate outside entrances, but they can be rented together if you need more space. This listing is for the upstairs open studio apartment.

Pretty Byrd Cottage, a Victorian Bayfront Getaway!

Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!

Camp Belle Haven

Save now! Welcome to Camp Belle Haven, a vacation rental alternative to Cape Charles. Relax with the whole family at this peaceful waterfront getaway in Northampton County on the Eastern Shore of Virginia. The owners are opening camp to non-family campers. Enjoy assorted water activities with only two neighbors on this private road outside of Exmore. Close enough to enjoy day trips to Cape Charles and Chincoteague. Enjoy the charming towns then escape the crowds to your private retreat.

Private romantic pet friendly waterfront cottage

On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

The Waverly Treehouse

Reconnect with nature and sway with the trees in this rustic treehouse nestled away in the woods with a gorgeous view of Hungar's creek. Enjoy the view from the front porch or while relaxing around the fire pit. Visit the adorable beach town of Cape Charles, complete with a beautiful beach, brewery, distillery and plenty of restaurant options, or stop by the nearby vineyard for some local wine. Usage of dock, kayaks, grill, and fire pit all included. Beach towels and cooler also provided.

Cottage by the bay (private peaceful surroundings)

Privacy, peace, relaxation, togetherness … this cottage is the perfect place for memory-making with your family and friends!     The kitchen is stocked with every spice and tool you may require to create a delicious meal, which can be enjoyed at the breakfast bar, large dining table, or outside, surrounded by the tranquil Virginia ambience.     The shed, equipped with kayaks, paddle board, crabbing gear, bicycles, beach stuff chairs, has all you may need for a day on the bay or at the ocean.

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.

Chesapeake Shore Cottage: Private Beach w/Kayaks

Bayside Getaway on the Chesapeake in Port Haywood: Steps to the Sand! Welcome to your perfect coastal escape! Nestled right on the tranquil shores of the Chesapeake Bay in beautiful Port Haywood, Virginia, this charming beachfront cottage offers the ultimate blend of secluded relaxation and small-town convenience. Whether you’re sipping your morning coffee on the porch as the sunrises over the water or launching a kayak for an afternoon adventure, this is the place where memories are made.

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

Spacious 3BR w/ Dock on Working Farm w/ Pool Table

At this peaceful 3BR home on the shore of Pungoteague Creek, watch the sun sink over the water while the kids roast s’mores by the firepit. Mornings mean crabbing off the dock, while afternoons are for paddling, pool tournaments in the garage, or just enjoying the breeze with the garage doors open. A classic Chesapeake retreat tucked at the edge of a 513-acre working farm, with birdlife, quiet, and space to unwind. When you’re ready to explore, Onancock Wharf is just a short drive away.

Egret’s Point on the Creek

Egrets Point on the Creek, is a beautiful and peaceful place to relax and plan your Eastern Shore exploration. Whether you are enjoying the fire pit by the creek, or taking a nap in the hammocks, canoeing, walking or exploring historic Onancock, life by the creek is sweet. Chincoteague to the north, Cape Charles to the south. Excitement abounds. Coastal exploration, boating, fishing, fine dining, artisan shops, art galleries, farmers markets and sandy beaches. Come and enjoy!

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.