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Exclusive Beachfront Home w/ 180° Views & Hot Tub!

If you enjoy majestic ocean views from almost every room & your own exclusive beach just steps below, Bay Bliss is for you! The panoramic views from this luxury home are unmatched & sure to relax you! Sip coffee from the grand deck or take a soak in the hot tub w/ breathtaking views. Cook/eat in the high-end chef's kitchen or watch a movie on a 75" TV all with stunning views! Wake up in the plush, king-sized bed and enjoy views of the water without having to get up. Your bliss at the bay awaits!

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

Modern Bayfront Escape with Sweeping Water Views

Modern bayfront retreat blending bold design and serene comfort. Floor-to-ceiling windows frame sweeping Chesapeake views, while elegant furnishings and open-concept living invite relaxation. Pet and child friendly with elevated essentials for every guest. Lounge by the fire pit, dine with a view, and wake to the sound of the water. A sophisticated escape for families, couples, or friends seeking style, space, and calm on the coast. Art is for sale + supports charity. Redfish Gallery Irvington.

Bayside Bonanza | Off-street Parking | EV Charger

"Bayside Bonanza" is special. Ideally located with the main street of Cape Charles around the corner in either direction, and a 5 minute walk to the bay or Central Park. There's nothing like sitting on the front porch swing, sipping morning coffee or an evening cocktail. The home is bright and cozy, with efforts made to keep as much of the original 1890's charm as possible. We're family owned and managed, and it's our priority to help you have the most relaxing and enjoyable vacation possible!

Bakery Next Door | Renovated | Golf Cart Avail.

Nectarine 13 is a 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)

Woody's Place on Plum

Welcome to Woody's Place. Restored in the spring of 2026, this home is effectively, a brand new, 106 year old house right in the center of the Cape Charles Historic District. Just steps to Central Park and a few blocks to the beach and shopping; all of town is walkable from this central location. The home features all new fixtures and systems and includes off-street parking on a corner lot (more space and privacy), with a large porch, deck tv, and outdoor shower for after beach relaxation.

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

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!

Anne's Beachfront Shangri-La

Enjoy spectaular views in this peaceful, well-appointed beachfront cottage on the Chesapeake Bay. Two bedrooms, one bath on the main level with an open kitchen and great room plus a huge loft space and second bath above, all with giant picture windows facing the Chesapeake Bay. A large screened-in porch just off the kitchen is perfect for gathering and relaxing by the gentle tides. Beach-level has another large deck and built-in seating, with the inviting waters just steps away.

The Peach House: close to the shops, beach + park

LAST SUMMER DATES: 8/15-17, 8/24-9/3 Loads of historic charm - between the park, downtown & the beach • Contact us to rent our 4-seater golf cart more affordably than in town! • Two screened porches, outdoor shower, front porch • Kayak/Paddleboard/Life vests included • Two king bedrooms & a bunk room w/ smart TV & NES Classic Please read through our totally honest disclaimer below! *We have a security camera at the front door. • outdoor shower is available March - October

Garden Cottage in Downtown Mathews

Wake up surrounded by greenery, sip coffee on a quiet porch, and unwind in the hot tub after a day exploring coastal Virginia. Sugartoad Cottage is a calm, plant-filled retreat designed for couples who want comfort, privacy, and walkable access to the best of small-town Chesapeake Bay life. Though located on Mathews Main Street, the cottage feels surprisingly secluded, with gardens, multiple decks, and thoughtfully designed outdoor spaces that make it easy to slow down.

Steps to the Sea at Salt Box

Escape to The Salt Box, a charming 1915 duplex just one block from the beach in the heart of Cape Charles' Historic District. This cozy, private retreat sits on a peaceful, tree-lined street and is a short stroll to the beach, pier, shops, restaurants, and more! Check out our local Guidebooks or text us anytime—we're happy to share our favorite local spots! Looking for even more space? You can also book the other half of our duplex, Salt Box II!