Boutique hotel vacation rentals near Chesapeake Bay

Water View with Beach, Walk to restaurants & shops

Sandaway Suites & Beach is located in the historic district of Oxford, MD where you can walk to several restaurants and shops. With stunning waterfront views and a private sandy beach on the Eastern Shore of MD rests our boutique hotel. We invite you to stay in one of our beautifully restored water view rooms. Experience in-room comforts and in-town conveniences. Take a day trip to St. Michaels, Easton, or Cambridge. At the end of the day, see an awesome sunset at Sandaway's private beach.

Armistead House - Room 203 (2nd Floor)

This listing is for The Darwin Room at the historic Armistead House, which offers a total of 5 separate bedrooms. It is conveniently located within a short two block walk to the Colonial Williamsburg Historic District and its iconic Duke of Gloucester Street, museums, shopping and restaurants. It's also a short walk to The College of William & Mary and the Williamsburg Train Station. Leave your car in our free private parking lot and enjoy the short stroll to the heart of Williamsburg.

Barksdale Suite - Strawberry Hill Petersburg

Stay a short walk away from Petersburg's urban amenities in Strawberry Hill, a one-of-a-kind, lovingly restored home built in 1792. Once you arrive you will feel like you stepped into the 18th century. Named for Strawberry Hill’s first owner and inhabitant, the Barksdale suite impresses in black and gold splendor. Complete with a king bed, attached sitting room, and private bathroom, this room is Strawberry Hill’s most accessible room, just steps from the front door on the first floor.

Blue Heron Room - Pool, Hot Tub, Sauna

No kids, no pets. The Blue Heron Room is a spacious luxury bedroom with a vaulted ceiling, king-size bed, private ensuite bathroom and private garden patio. Enjoy the large in-ground pool, the huge jetted spa/hot tub and Himalayan salt sauna, hammocks, fire pits and more. 10 minutes to the Rehoboth Beach boardwalk, just minutes from a wide array of great dining and 130 outlet stores, a short hop to Cape Henlopen State Park, Lewes, Dewey beach and much more. It's time to hit the beach!

The Laughing King Retreat, Parramore Island Suite

The Laughing King Retreat is an adults-only, organic waterfront farm situated directly on the peaceful waters of Chesapeake Bay. Your private guest suite will enjoy breathtaking sunrises and sunsets, private waterfront pool, private beach, hiking trails, miles of soft sugar sand sandbars to explore and enjoy. Private Chesapeake Bay water access for boating, swimming, paddle boarding, fishing or just soaking. Dig for clams, collect wild oysters, or just sit and marvel at the beauty.

Maurice Inn and Fusion Bistrot Yellow Room

Beautiful Boutique Inn in beautiful Onancock. Close to everything with a fine dining fusion restaurant on premises offering fresh local produce prepared with international flair. Nearby is Onancock Wharf where you can kayak, paddle board or take a trip to unique Tangier Island in the middle of The Chesapeake Bay. A short drive away is international tourist destination Assateague National Wildlife Refuge with its beautiful beach and wild ponies. Come unwind for a day or a week!!

“Out to Sea” at the Terry House !

The Terry House, a Federal Townhouse circa 1860, is located in historic New Castle, Delaware. This room is on the 2nd floor, featuring a historical nautical theme in one room and historical classic cars in the other room. This suite features, a queen and a full beds as well as private baths and a mini fridge in each room. There is a common area space called the parlor room on the first floor to work, hangout, or play games. ** Not serving breakfast at the moment.

The Garden Bedroom at Grandiflora Wine Garden

We welcome all guests who will treat our beloved property with care and respect. The Garden bedroom is on the second story of Grandiflora, our vegetarian natural wine bar and 2-bedroom inn. Your spacious room overlooks the patio and herb garden with a view of the sunset and the nearby shipyard. In your TV-free room you have your own bathroom (with a tub), as well as a desk for laptop and two comfortable chairs for lounging and enjoying a glass of wine!

★Historic Harrison Room -The George of Old Town★

The William Harrison room is a great place to call home while you're visiting Old Town. On the third floor of the George, this room can accommodate up to 2 guests with its lush velvet headboard on king bed with small balcony and exterior circular staircase. The en suite bathroom has a large walk-in shower and white subway tile and plush towels. Views of the back patio area and surrounding buildings.