TOP 30 Country inns in Oakland, Maryland

The Garrett Inn is a charming lodging establishment located at 17848 Garrett Highway in Oakland, Maryland, United States. Nestled in the picturesque countryside, this cozy inn offers comfortable accommodations and a warm, inviting atmosphere for guests to relax and unwind. With its convenient location near outdoor recreational activities, shopping, and dining options, The Garrett Inn is the perfect choice for those looking to experience the beauty of Western Maryland. Whether you are visiting for a weekend getaway or an extended stay, The Garrett Inn welcomes you to enjoy a peaceful and memorable experience in this scenic region.

Dock Holiday Cottage is a charming and cozy vacation rental located at 1465 Mayhew Inn Road in Oakland, Maryland. Situated in a picturesque setting, this cottage is the perfect destination for those looking to escape the hustle and bustle of everyday life. As a real estate and travel agency, we take pride in providing our guests with top-notch accommodations and exceptional customer service. Whether you're looking for a romantic getaway or a fun-filled family vacation, Dock Holiday Cottage has everything you need to make your stay unforgettable. Book your stay with us today and experience the beauty of Maryland's countryside.

Some Kind of Wonderful is a charming lodging located at 8 Trailside Way in the picturesque town of Oakland, Maryland. This cozy retreat offers a warm and inviting atmosphere, perfect for travelers looking for a comfortable and relaxing stay. The institution boasts well-appointed rooms, friendly staff, and a convenient location near local attractions and outdoor activities. Whether you're visiting for a weekend getaway or an extended stay, Some Kind of Wonderful is the ideal choice for your accommodations in Oakland.