Boutique hotel vacation rentals near Chesapeake Bay

Deluxe King Suite in Boutique Hotel

SCH is Fredericksburg’s newest luxury boutique hotel offering the comfort of a First Class hotel with the ease of a fully automated check-in experience. Perfect for those guests needing an Extended Stay in the Fredericksburg area as every guest suite is a welcoming residential style retreat featuring a spacious living room - a separate well appointed bedroom - full kitchen equipped with Whirlpool appliances including a full size refrigerator - range - dishwasher - microwave - as well as a washer and dryer. At SCH our guests have exclusive access to our 16000 square foot Clubhouse offering complimentary daily continental breakfast and shared coworking spaces equipped with all the essentials you will need for on-the-road productivity. Our Clubhouse access includes state-of-the-art fitness center - resort style pool - game room - spa area with steam and sauna as well as a massage room. Amenity offerings can change due to the COVID19- pandemic.

Location · Family · Access

Top guest favourite

Guest favourite

The Laughing King Retreat, Honeymoon Island Suite

The Laughing King Retreat is an adults only, organic waterfront farm situated directly on the peaceful waters of the 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. For a complete list of all the retreat rooms click the photo of me and Suzanne.

Family · Location · Checkout

Top guest favourite

Guest favourite

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.

Location · Value · Checkout

Sea Grass Room - Pool, Hot Tub, Sauna, Spa

No kids, no pets. The Sea Grass Room is a luxury bedroom decorated in coastal style with a queen-size bed, and ensuite bathroom. Includes mini-fridge, 4k UHD smart TV, Mar Bella robes and more. Enjoy the large in-ground pool, huge jetted spa/hot tub and Himalayan salt sauna. 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!

Location · Value · Backyard

Top guest favourite

Guest favourite

“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.

Value · Location · Heating

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!!

Family · Value · Getting around

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 · Indoor spaces

Charming Boutique Haven on C&O Canal! Lock3

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!

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.

Family · Value · Beach

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 · Comfort · Hospitality

Historic DuPont Circle Inn ~ Canopy Room

Indulge yourself in the rich history of one of DC's most historic and cherished Inn's The DuPont Circle Inn. An elegantly furnished Victorian Brownstone situated on DuPont's most ideal corner Q Street, steps to the metro,the famous Kramer books and the world class living Washington has come to love. Each room comes fully appointed with a Queen tempurpedic bed, microwave and kettle, desk and soft luxurious linens.

Value · Location · Getting around

★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.

Location · Value · Condition