Boutique hotel holiday 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.

“Pretty In Pink” at the Terry House !

This stylish and unique place sets the stage for a memorable trip. We purchased The Terry House, in January of 2023 and have been renovating the home for the last two years. This room is on the 2nd floor inspired by Jackie Kennedy featuring antique and historic art work. This private room is spacious, with a queen bed as well as private baths and a mini fridge in the room. There is a common area space called the parlor room on the first floor with a Keurig and microwave for you to use.

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!!

Guest Quarters At The Inn - 205

The Guest Quarters at the Inn is a vacation rental site situated one block from the Chesapeake Bay in the historic and charming town of North Beach MD. The Guest Quarters are partnered with The Westlawn Inn, an award-winning fine dining restaurant with early-evening live music on the weekends. The five-unit building is in the Arts and Crafts style of the 1920s and boasts special hand-crafted detailed trim work that fits the historic charm of days gone by in the coastal town.

Charming Boutique Haven on C&O Canal! Lock6

Experience the charming boutique setting of The Georgetown House by staying in this lovely private room, ideally situated directly on the picturesque C&O Canal in the heart of Georgetown. Enjoy the area's scenic beauty and diverse activities, attractions, and landmarks. After a day of exploring, return to the room for a rejuvenating stay. ✔ Comfortable Queen BR ✔ Workspace ✔ Bathroom ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Shared Spaces (Kitchen, Porch) See more below!

The Garden Bedroom at Grandiflora Wine Garden

Welcome to the Garden bedroom on the second story of Grandiflora! We are a vegetarian natural wine bar and 2-bedroom inn located in the heart of Chelsea. Your spacious room overlooks the patio and vegetable garden with a view of the sunset and an intriguing view of the nearby shipyard. In your TV-free room you will have your own full bathroom (with a tub), as well as a desk for laptop work 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.

1 BR Platinum Suite/Walk to White House Nat'l Mall

These spacious renovated and upgraded suites with a king-sized bed and 1.5 baths offer ample living space on the enhanced upper floors of this urban high-rise. Living rooms have elegant, upgraded, and contemporary furniture which includes a sofa, comfortable chair and a dining area. Two flat screen TV’s and digital premium cable with HBO.