Enter your name and email to receive alerts when new vacation deals are added to any property in this region.
By clicking "Submit" you are agreeing to the
Terms of Service.
Alert successfully created!
Showing 16-30 of 67 Resorts and Lodges
Built circa 1750, the Waterloo Country Inn is situated on a tidal pond, a paradise for nature lovers, where history is ever present and every sunset a celebration. An outdoor pool, canoes and bicycles give you the opportunity to enjoy the serene, peaceful atmosphere. Stroll through the beautiful gardens and the majestic forest or visit nearby... more
Overlooking beautiful Bringman's Cove on the outskits of Oxford and St. Michaels, the Combsberry Inn is an extraordinary Eastern Shore experience. Rest in one of the Carriage House's signature waterfront rooms, featuring whirlpool tubs and gas fireplaces, or enjoy the stunning garden views from the Manor House. And, if you're feeling a little... more
The Lazyjack Inn, an 1855 waterfront home, located in the village on Tilghman Island, is within walking distance to fine restaurants and antique shops and will take you back in time. The guest rooms are spacious and comfortably elegant, appointed with Antique quilts and furnishings. Tilghman Island is the home of the last working sailing fleet in... more
Listed on the National Register of Historic Places in 1980, Atlantic Hotel - Inn & Restaurant is a beautifully restored Victorian hotel located on Maryland’s magnificent eastern shore, in the center of Berlin, Maryland's historic district, just seven miles from Ocean City and the Assateaque Island National Seashore.... more
Cottage at Long Haul Creek is a newly renovated 3 BR waterfront home with old-fashioned charm. Situated on 6 acres, it is located just 1/2 mile from historic St. Michaels, MD,on the Chesapeake Bay. A maritime atmosphere is just a quick walk or bike ride away from this year round vacation home. Launch/sail your boat from the backyard pier, take a... more
The Tarr House, circa 1667, recalls the quiet elegance of a time past. Guests are lavished with English fabrics and antiques in the richly decorated home of a professiona interior designer. The cozy sitting room features original heart-of-pine floors, a fireplace and windows framing a view of picturesque St. Michaels Harbor. Lodging rates in-... more
When you decide to stay at Sea Hawk Motel, you're making a choice to head to a location that has something for everyone. Whether you're looking for something as simple as laying out on the beach and soaking up the sunshine, or a bit more adventurous like hitting the famous Boardwalk and exploring the shops and boutiques. Either way, you're sure to... more
The Hambleton Inn offers distinctive lodging in the heart of St. Michaels' historic residential district. The inn is located on the harbor and is a short stroll from the finest of restaurants, antique shops, boutiques, and the Chesapeake Bay Maritime Museum. The inn is open year-round.... more
For over 100 years, The Imperial Hotel has stood in the historic district of Chestertown, Maryland. It offers comfortable accommodations in eleven deluxe rooms and two suites, all within walking distance of the best attractions in Chestertown. Take a walk through town for shopping, sightseeing, and Chestertown’s Washington College. Enjoy on-site... more
We welcome you to Ocean City. Crystal Sands Motel is within walking distance to many restaurants, shopping centers and recreational facilities we are also located only 1/2 block from the Boardwalk and Ocean.... more
Located in historic Chestertown on Maryland’s upper eastern shore, Widow’s Walk Inn provides comfortable lodging in its five rooms with the warm atmosphere of a family home. Whether you play a game or read a book in the parlor or relax... more
Located off the Miles River in the quaint town of St. Michael's, the St. Michaels Harbour Inn, Marina & Spa is the perfect place to relax, rejuvenate, and restore! Enjoy the panoramic view from your room's private balcony, cruise the 56-slip transient marina, have a cocktail in The Clubroom, unwind in the boutique spa, and fine dine at the... more
Osprey Point on Maryland's Eastern Shore prrovides a luxurious northern Chesapeake Bay adventure destination located on 30 lush acres of waterfront solitude in the village of Rock Hall. The Inn provides elegant lodging and gourmet dining just a few feet away from our modern world class marina on the Chesapeake Bay's eastern shore, with the... more
Harbourtowne Golf Resort & Conference Center is a relaxing getaway for the entire mid-Atlantic area. Its pristine 153-acre Chesapeake Bay location is an all-waterfront escape that's not too far from home. It's perhaps the most family-friendly destination in St. Michaels with 111 luxury rooms. Charming Colonial history blends into today's resort... more