Maryland Vacation Rentals


Properties Available 5 properties available
Spanning an impressive 7,000 square feet, this luxurious abode can effortlessly accommodate up to 20 guests, featuring two regal King and eight indulgent Queen beds, ensuring absolute comfort and indulgence. Your very own private dock beckons, complemented by the provision of two kayaks for an exhilarating exploration of the tranquil waters. This o
Hot HOT 22
Chesapeake Point
House -
From $563 / per night
Bedrooms 7 bedrooms
Bathrooms 4 baths
Guests 20 guests
Rating 5 (34)
Set back in a picturesque oasis, this exquisite waterfront property offers an unparalleled escape into luxury and relaxation. Boasting captivating views of the bay, the property features a private dock, inviting boating adventures and serene moments of reflection as the sun sets over the bay in a breathtaking display of colors. The allure continues
Hot HOT 15
Veazey Cove
House - Pet Friendly
From $501 / per night
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 5 (65)
This home was renovated with attention paid to every detail, and it shows! This gorgeous home has large windows that flood in natural light, and cozy places to sit and relax around the indoor wood-burning fireplaces at every turn. Start your day on a soothing note by indulging in a steaming cup of coffee, then nestle into one of our inviting egg ch
Hot HOT 23
Langford Creek Estate
House -
From $500 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (18)
Get ready to experience this incredible waterfront property located in the serene countryside of Chestertown, Maryland! Expansive windows throughout this stunning home offer breathtaking panoramic views of the Chesapeake Bay. When you first enter the home, you are greeting by a modern and comfortably designed living room with plush seating and a la
Hot HOT 19
Harbor View Haven
House -
From $225 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 (40)
Step through the double-entry doors (salvaged from a historic church in town) and into this stunning mountain retreat! Enjoy your morning cup of coffee from the comfort of one of the egg chairs on the beautiful screened-in porch, then spend your days exploring the Appalachian mountains or basking in the sun from the nearby Potomac River. Thanks to
Happy Harbor
House -
From $194 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 16 guests
Rating 5 (81)

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