Vacation Rental Homes

Set in the boutique residential community of Oyster Bay I, 'Charlotte's Morning Sun' is a stunning 5-star waterfront home that offers unobstructed water views and breathtaking vistas of Oyster Bay. Flowing generously over two levels, Charlotte features 4.5 bathrooms and 4 light-filled bedrooms, one of which has it's own balcony that feels like it's floating on water. The stylish design offers private and peaceful lounge and dining areas that embrace sweeping bay views that stretch uninterrupted to the horizon. A state-of-the-art chef's kitchen, a generously-sized waterside screened porch as well as a large observation area allows effortless indoor outdoor living. On the first level you'll find the living room, observation area, chef's kitchen, dining area, 2 bedrooms and a wonderful waterside screened porch. Upstairs you'll find 2 more bedrooms, one with a private balcony. Outside, enjoy exclusive access to the bay via a private dock/boat-slip, or bathe in the outdoor beach shower surrounded by a grassy coastal garden. Just a short drive to the beach, local restaurants and shops, 'Charlotte's Morning Sun' offers an opportunity to secure a luxury vacation home in an exceptional setting. Note: The Oyster Bay I community where this property is located offers a boat ramp that is exclusive to the homes in this community. Water depth may not be suitable for all boats and dock/ramp usability cannot be guaranteed. You can crab and fish at this community harbor area.

- SPECIAL NOTE: This rental home has a 5 night minimum during the off season. 

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- No pets are permitted on the premises. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Welcome to your idyllic retreat in the charming coastal community of Cape Charles. This brand new three-bedroom, two-and-a-half-bathroom residence offers the perfect blend of comfort and sophistication for your Eastern Shore getaway.

Step inside to discover thoughtfully designed living spaces, including a spacious living room and a versatile loft area upstairs (with Queen Sleep Sofa) —perfect for a quiet reading nook, or entertainment zone. The convenience of a first-floor primary bedroom suite means accessibility and privacy for the discerning tenant.

The backyard presents a picturesque setting with a scenic pond, offering tranquil views and a peaceful atmosphere for morning coffee or evening relaxation. Imagine watching herons glide across the water as the sun sets—nature's own entertainment system!

The stunning Cape Charles Beachfront is nearby, providing endless opportunities for seaside adventures. After a day of exploration, return home or indulge in a delicious meal at the local restaurants. This exceptional rental property offers more than just a place to stay—it's a gateway to the coastal getaway you've been dreaming about.

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Come for an old fashioned family vacation. This wonderfully maintained classic Chincoteague-style home features a large screened porch and beautiful, spacious yard for those warm summer evenings. A great enclosed outside shower comes in handy for rinsing the sand off after a long day at the beach. Downstairs there is a family room with a wood stove, living room/library with a TV and an eclectic selection of books, a formal dining room, full bath and kitchen. Upstairs there are three bedrooms and a full bathroom. Bring your kids and pets along, there is plenty of room to play!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Welcome to Oyster Catcher! This home offers a prime location, beautiful views and a deep water dock (6 feet at low tide)!  We encourage you to sit and relax on the large screened porch and enjoy all nature has to offer. Upon entering the home from the side door, you'll be greeted by the the fully equipped kitchen that provides all the essentials for meals at home, while overlooking some of the most beautiful views the Island has to offer. The living room does not lack views either- sit and relax while opening one, or all four, of the large panoramic folding doors that span across the kitchen and living area. Enjoy the sounds of nature or feel the cool salt air breeze. There is a first floor bedroom, with a full size bed and a separate full bath (tub/shower combo) - you have your own access to the screened porch from the first floor room.  The living room also has a queen sleep sofa.  Upstairs you will find two more bedrooms, one with two twins and another with a full. All bedrooms showcase breathtaking views of Deep Creek. Venture outside to the private guest cottage that holds much history from one of the Islands most plentiful seafood shacks. The guest cottage features a queen bed and full bathroom with shower, as well as a floating twin bed. Drop a line or a crab pot at the end of your private dock- maybe you will even get to enjoy a fresh catch for dinner! Oyster Catcher offers a private setting with bountiful plants and greenery, plenty of yard for whole family including your fur babies!  Other amenities include a gas grill and WIFI.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet (Max: 1 large/med. dog, or 2 small dogs). Pet fee is $150 per pet. All pets must be disclosed prior to arrival. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Picture yourself sipping morning coffee on the water's edge, watching herons wade along the shoreline while the Chesapeake Bay stretches endlessly before you. This stunning waterfront rental delivers the kind of coastal living most people only dream about. Tucked away in a beautifully secluded mid-shore location, this three-bedroom, two-bathroom home offers a rare combination of peaceful seclusion and everyday convenience. The star of the show? A long private pier that extends into the bay, practically begging you to launch a kayak, or simply sit at the end with a fishing rod and zero responsibilities.

Inside, the home has been thoughtfully updated to match the magnificence of its surroundings. The renovated kitchen features brand new appliances and a fresh, modern feel that makes meal prep genuinely enjoyable — whether you're cooking up the catch of the day or just reheating leftovers without judgment. Both bathrooms have been completely redone, offering crisp, clean finishes that feel wonderfully indulgent after a long day on the water. The three bedrooms provide comfortable retreats, with the primary bedroom serving as your personal sanctuary overlooking the bay. Natural light pours through the home, connecting every room to the breathtaking waterfront scenery outside.

Despite the gloriously remote feel, practical amenities remain within easy reach. Grocery shopping at Food Lion is a short drive away, and the iconic Chesapeake Bay Bridge-Tunnel provides a scenic connection to the broader Hampton Roads region whenever adventure calls.

This is a home where the rhythm of the tides replaces the noise of daily life. Waterfront rentals like this book quickly - reserve your dates and experience a vacation full of lasting memories!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- No pets are permitted on the premises. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.