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.

Red, White & Waterview Studio Apt with pool

One bedroom, one full bath, studio apartment. Private off the street parking and entrance. We invite you to enjoy everything our private residence has to offer: private inground pool, seasonal hot tub, lush grounds and outdoor seating. The space is well equipped w/ a queen sized bed, linens, washer/dryer, microwave, fridge, dinette, full size sofa bed, toiletries... everything you could possibly need to escape the hustle and bustle of life. Flat walk to the historic Chestertown waterfront!

New, Luxe 2BD/1BA, <15mins to most of DC, +parking

Luxury 2BD/1BA. Perfect for traveling professionals or tourist-ing couples. High-end furnishings, full kitchen w/new appliances, washer+dryer, & office/workspace. Clean, comfortable, great light. NoMa, the best neighborhood in DC: ‣ Several bustling hubs w/ food, art, events, & shopping nearby, homes tucked between on quiet streets ‣ Transportation paradise, walk score 95%, bike score 98%, walk to 2 metros & MBT, DCA airport 15-min taxi ‣ Central location, ~15-20 minutes to see most of DC

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.

Kingsmill Resort Hotel room with 2 queen beds

Hotel room with queen bed and queen sofa bed on the 9th green of the river course. No smoking unit and property . Walkable to the convention center, fitness center and pools . Only 3 mile drive to William and Mary College and next door to Bush Gardens . The mill is a short walk for coffee and sandwiches. . The Kingsmill resort pools, courses, the resort Health Club, Lazy River, and the full-service restaurants are restricted to Kingsmill Members only. Inquire access from host

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!!

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!

The "Cookie B", Private, Cozy and One of a Kind

The "Cookie B" is easily accessible from our adjacent parking lot via our newly lighted stairs and ramp and her position in the marina offers maximum indoor and outdoor privacy. Her bow deck is huge so catch some rays by day and star gaze by night. Then enjoy morning coffee on a covered aft deck. And the view!!!The "Cookie B" enjoys one of the most beautiful, unobstructed and unique sights to be found at any place along the James River.

King Studio Accessible | 2500 Penn by Placemakr

Once an established hotel, this building has been reimagined as residential apartment living. These are hospitality-infused homes, with amenities such as complimentary wi-fi & cable, a la carte cleaning services, and on-site support all at your disposal. You'll get a professionally managed, dynamic space, in an interesting neighborhood that feels part-residential, part-hotel - the best of both. You've never lived in a space like this.