TOP 30 Hotel rooms for rent in Oakland, Maryland

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.

Fox Den Holiday Home is a charming lodging facility located at 137 Paradise Gardens Road in Oakland, Maryland, United States. Nestled in a peaceful and serene setting, this cozy holiday home offers guests a comfortable and relaxing retreat during their stay. The property features well-appointed rooms, modern amenities, and a welcoming atmosphere that makes guests feel right at home. Whether you're looking for a romantic getaway or a family vacation, Fox Den Holiday Home is the perfect destination for your next trip. Experience the beauty of Maryland while enjoying the comforts of this lovely accommodation.

Love and Memories Deep Creek Lake Rental is a charming lodging institution located at 77 Meadow Court in Oakland, Maryland, United States. Situated in the Paradise Ridge Community at Deep Creek Lake, this home offers access to the Community Aquatic Recreation Center (CARC) with a gym and indoor pool for guests to enjoy during their stay. The layout of the home includes a Great Room, Kitchen, Dining Area, Screened-in Porch, Bedrooms with comfortable beds, and a Recreation Room with additional sleeping options. The fenced-in yard is perfect for guests with pets, providing a safe space for furry friends to roam. Guests can relax in the hot tub, gather around the fire pit, or enjoy games like skee ball and foosball. The house offers beautiful views and a peaceful atmosphere, making it a great spot for a relaxing vacation. While some aspects of the home may show signs of wear and tear, the cleanliness and functionality make it a comfortable choice for a getaway. With convenient access to local amenities and activities, Love and Memories Deep Creek Lake Rental is a wonderful place to create lasting memories with loved ones.

Serenity Shores is a charming 4-bedroom lodging located at 3084 Lake Shore Drive in Oakland, Maryland, United States. This tranquil retreat is nestled among trees, offering guests a peaceful getaway with modern amenities. The spacious deck is perfect for relaxing in the summer breeze or enjoying the vibrant autumn foliage. Guests can grill meals, dine al fresco, and gather around the campfire for s'mores. The hot tub provides a soothing experience after a day of lake activities. Nearby attractions include Deep Creek Lake for swimming and boating, Swallow Falls State Park for biking and hiking, as well as ropes courses, a movie theatre, and go-karts. The community offers free access to the Community Aquatic Recreation Center for fitness and wellness activities. The home features a fully equipped kitchen, cozy living room, and comfortable bedrooms. Guests can unwind in the oversized jetted bathtub or by the fireplace. Whether visiting for relaxation or adventure, Serenity Shores offers a home away from home experience. Book your stay today and enjoy the serenity of this beautiful retreat.

Lakefront Leisure is a cozy and comfortable lodging institution located at 19956 Garrett Highway in Oakland, Maryland, United States. Situated in the Creekside Community at Deep Creek Lake, this institution offers direct access to the community lake and dock. The layout includes a spacious great room, fully equipped kitchen, dining area, multiple bedrooms with attached baths, a den/game area with a wet bar, and a laundry area. Guests can enjoy beautiful views of the lake from the living room, kitchen, and bedrooms, as well as relax by the fireplace or in the hot tub. The location is convenient, with easy access to restaurants, shops, and recreational activities. While some guests have noted minor maintenance issues and noise from roadside traffic, overall feedback is positive, with many guests praising the cleanliness, spaciousness, and amenities of the property. Lakefront Leisure is the perfect vacation home for families and groups looking to unwind and enjoy the beauty of Deep Creek Lake.

Four Hooppole South is a charming lodging institution located at 144 Wanderer Lane in Oakland, Maryland, United States. Nestled in a serene and picturesque setting, this cozy retreat offers a relaxing atmosphere for guests to unwind and rejuvenate. The accommodation features comfortable rooms, modern amenities, and personalized service to ensure a memorable stay. Whether you're looking for a weekend getaway or a longer vacation, Four Hooppole South is the perfect destination for those seeking a peaceful and tranquil escape.