Boutique hotels in Maryland

The Stockett Room at the Vandiver Inn

Experience the style of a downtown boutique hotel, with the comfort of a country inn. Stay and play in a beautiful waterfront town at the award-winning Vandiver Inn, located just blocks from the Chesapeake Bay in historic Havre de Grace, Maryland. Surrounded by historic homes, museums, and close to golf, shopping, antique stores, marinas and water-oriented activities, the Inn consists of the Historic Vandiver Mansion, the adjacent Kent & Murphy Houses, the year-round Pavilion and our Gardens.

Location · Outdoor spaces · Decor

Sandaway Suites & Beach Waterfront Hotel Oxford MD

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.

Location · Value · Indoor spaces

C&O Oasis, Private Room & Bath, WIFI, Bike Storage

Great location for hikers and bikers on the C&O Canal! Located just steps from the trail with secure bike storage in a garage located on the property. If you are traveling by car we have a large parking pad and plenty of street parking. The house offers 4 BR's total and each one has a private bath. This room has two twin beds and is located on the 2nd floor. A self serve breakfast is included in the kitchen area. Other rooms available or book the whole house. check our website bayfarmsbnb

Family · Location · Biking

Guest Quarters at the Inn - 103

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.

Location · Family · Air conditioning

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.

Value · Family · Kitchen

Escape. Unwind. Indulge.

Nestled in a private estate and the rolling hills in Howard County, named by Forbes Magazine as "Top 25 Places to Live Well", The Columbia Inn at Peralynna is a boutique hotel unlike any other. Our inn features a unique blend of chic and elegant style, exceptional world-class amenities and gracious hospitality. We are honored to receive the Diamond Award and Sapphire Award for twelve years in a row. Our beautiful Inn now qualifies for the Columbia Business Hall of Fame.

Location · Value · Nearby

Sandaway Suites & Beach Boutique Hotel, Water View

Sandaway Suites & Beach is located in historic Oxford, MD, within walking distance of local shops and dining. Our boutique hotel offers stunning waterfront views and a private sandy beach on the Eastern Shore. Stay in one of our beautifully restored water-view rooms, blending in-room comforts with in-town convenience. Take a day trip to St. Michaels, Easton, or Cambridge, then return to Sandaway’s private beach to experience an unforgettable sunset.

Value · Location · Kitchen

Sandaway Suites & Beach Boutique Hotel, Water View

Sandaway Suites & Beach is located in historic Oxford, MD, within walking distance of local shops and dining. Our boutique hotel offers stunning waterfront views and a private sandy beach on the Eastern Shore. Stay in one of our beautifully restored water-view rooms, blending in-room comforts with in-town convenience. Take a day trip to St. Michaels, Easton, or Cambridge, then return to Sandaway’s private beach to experience an unforgettable sunset.

Location · Value · Comfort

Sandaway Suites & Beach | Town View Eastern Shore

Sandaway Suites & Beach is located in historic Oxford, MD, within walking distance of local shops and dining. Our boutique hotel offers stunning waterfront views and a private sandy beach on the Eastern Shore. Stay in one of our charming town-view rooms, blending in-room comforts with in-town convenience. Take a day trip to St. Michaels, Easton, or Cambridge, then return to Sandaway’s private beach to experience an unforgettable sunset.

Location · Getting around · Cleanliness

The Tydings Room at the Vandiver Inn

Premium Room | Second Floor, Vandiver Mansion The Tydings Room is a spacious retreat featuring calming sage and white décor, an elegant four-poster king bed, French poster art, a beautiful white brick mantel with a clean-burning eco-fireplace, a mini refrigerator, and a charming vintage pink bathroom with a tub/shower. Connect to the adjoining Fair Room through a private hallway to create a spacious two-bedroom, two-bath Grand Suite.

Location · Amenities · Comfort

Vandiver's Cockburn Room: Lots of space, great po

Premium Room | First Floor, Kent House The Cockburn Room offers a bright and inviting retreat on the first floor of the Kent House. Featuring a king bed, cozy sitting area with a small sofa bed, and sunlit windows, this spacious room is perfect for relaxing after a day of exploring. Enjoy a jetted tub with shower, private entrance, microwave, mini refrigerator, and access to a semi-private porch with comfortable outdoor seating.

Location · Hospitality · Cleanliness

The Fair Room at the Vandiver Inn

Premium Room | Second Floor, Vandiver Mansion The Fair Room is a spacious retreat on the second floor of the historic Vandiver Mansion. Decorated in calming seafoam and white, it features a stunning four-poster queen bed, a glass-enclosed winterized sleeping porch with a twin trundle bed, and an updated walk-in shower. Connect to the adjoining Tydings Room to create a private two-bedroom, two-bath suite for families or groups.

Location · Breakfast · Layout