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Private Beach Getaway at Finest Chesapeake Bay

Beach House Getaway, exclusive location on "Chesapeake Bay" with private beach, claiming a waterfront paradise. View the sunrise on the Chesapeake Bay side on the right and watch the sunset on Milford Haven on the left. Property boasting 8 acres of wilderness and private beach stretching over 800 feet of sandy shores, offering wide water views of Milford Haven across from Gwynn's Island. House is truly a getaway but at the same time, has access to everything within few miles to life essentials.

Walk to Dining-Fire Pit- King bed! Family Friendly

This charming four-bedroom home combines nostalgic charm with modern amenities, promising relaxation and adventure. With a blend of comfort and convenience, this is your ideal getaway. The home is located within walking distance to amazing restaurants & local shops as well as a few minutes' drive to multiple 🏖 beaches! You can pick up fresh seafood & meats locally and prepare a delicious meal in the kitchen or outside on the grill. 🥩 Don’t wait—book your stay today and start making memories!

The Nook; Peaceful 2 bedroom cottage by the bay

Relax or go-for-it! The Nook is a stylish cozy cottage with great indoor/outdoor space. With water view and access including pier and boat ramp enjoy your coffee on the deck before taking to the water in one of the two kayaks or canoe or enjoying a bike ride (4 available) to get up close with nature. Catch fish, crabs or just a sunburn while enjoying time on the water. When ready there's plenty of shopping, eating and beaching to do in nearby towns! All topped off with a sunset over the water!

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.

Piankatank Riverfront Perch in Mathews County, VA

Make peaceful & playful memories on the Piankatank River in Mathews County VA. Cozy Condo-style riverfront space with enclosed breezeway, fenced yard, paved access to sandy beach waterfront & covered dock where you can catch some Fish or catch some Rays. Fully equipped for your River Escape with family and/or friends. Sleeps up to 6 with queen bed, twin trundle, & bunk beds. Access to 2+ acre property and waterfront “crabshack”. Explore & Enjoy at your own pace.

Piankatank Shore

Kick back and relax in this calm, stylish space. Whether you choose a romantic getaway or just need a few days away you will enjoy the waterfront view. You can fish, crab, swim, soak up the sun on your private beach. Boat parking on property as well as mooring at pier/Please note: you will have to climb stairs to reach this elevated loft. Property amenities such as 1000 mb internet,parking, beach and dock are shared with the Gold Coast (adjacent rental).

Still Waters Cottage

Relax with the whole family at this peaceful place to stay. Read a book, enjoy a cup of coffee with loved ones, or take a nap in our beautiful, peaceful haven. Enjoy some time outdoors on our patio or use our golf cart to adventure to either one of our two private beaches! We also have a variety of docks to select from! We are sure you will enjoy your stay in the magical place that is Gwynn's Island!

Crabber's Cottage on Mill Lane

Welcome to our charming river house nestled in Mathews, Virginia, where the tranquil waters of the Chesapeake Bay meet the picturesque East River. Located right on the water, it's the ideal getaway for families, friends, or couples looking to escape the hustle and bustle of everyday life. This newly-listed gem on Airbnb offers a perfect blend of Southern charm, amenities, and breathtaking natural beauty.

Saint Salty | Private Beach, Hot Tub + Bay Views

Welcome to Saint Salty — your private beachfront retreat on the Chesapeake Bay. With water views from nearly every room, room for the whole crew, and a private beach just steps away, this 4BR/3BA home is made for memory-making. Hot tub, paddle gear, cozy spaces — everything you need for the perfect bayfront escape.