TOP 30 Waterfront vacation rentals in Oakland, Maryland

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Raccoon Lagoon Deep Creek Lake Front Vacation Rental is the perfect destination for a relaxing and adventurous getaway in Oakland, Maryland. This lakefront and ski house vacation rental offers 5 bedrooms and 4 bathrooms, with stunning views of Deep Creek Lake from the open floor plan living areas. Guests can enjoy boating, skiing, rafting, hiking, biking, or simply relaxing by the fireplaces or fire pits on the property. Each bedroom and common area is equipped with flat screen smart televisions and expanded cable, perfect for unwinding after a day of outdoor activities. The 8-person hot tub offers a relaxing spot to soak while enjoying views of the lake, and guests can stream music through Bose speakers.

Deep Creek Vacation Rentals by Vacasa is a premier lodging, real estate, and travel agency located in Oakland, Maryland. Situated at 19509 Garrett Highway, this institution offers a wide range of vacation rental properties in the scenic Deep Creek Lake area. With a focus on providing exceptional customer service and high-quality accommodations, guests can expect a seamless and enjoyable vacation experience. Whether you are looking for a cozy cabin for a romantic getaway or a spacious lakefront home for a family retreat, Deep Creek Vacation Rentals by Vacasa has something for everyone. Book your next vacation with them and create lasting memories in this beautiful destination.

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.

Welcome to Deep Creek Vacation Rentals by Vacasa, your premier destination for exceptional vacation rental experiences in the heart of Deep Creek Lake, Maryland. Nestled in the scenic town of Oakland, our agency specializes in offering a diverse range of vacation homes tailored to meet your every need. Whether you're planning a family getaway, a romantic retreat, or an adventure-filled trip, our extensive portfolio of properties ensures that you find the perfect home away from home.

Lure of the Lake is a charming institution located at 410 South Blakeslee Road in Oakland, Maryland, United States. As a unique blend of lodging, real estate agency, and travel agency, Lure of the Lake offers a one-of-a-kind experience for visitors looking to explore the stunning beauty of Deep Creek Lake and its surrounding areas. Whether you are seeking a cozy cabin rental, interested in purchasing a lakefront property, or in need of expert guidance for planning your next adventure, Lure of the Lake has you covered. With a team of knowledgeable professionals and a passion for all things lake-related, Lure of the Lake is your gateway to an unforgettable experience in this picturesque region.

Almost Heaven 5BR Lakefront is a premier real estate and travel agency located at 2150 Stockslager Road in Oakland, Maryland, United States. Offering luxurious lakefront properties with five bedrooms, this institution provides a truly heavenly experience for those looking to escape the hustle and bustle of everyday life. Whether you are seeking a peaceful retreat or a fun-filled vacation, Almost Heaven 5BR Lakefront has the perfect property for you. With stunning views, top-notch amenities, and exceptional customer service, this institution is dedicated to making your stay unforgettable. Book your dream getaway with Almost Heaven 5BR Lakefront today and experience a slice of paradise in Maryland.

Riverside Suites is a charming lodging establishment located at 1503 Maryland Highway in Oakland, Maryland, United States. Nestled along the picturesque riverside, this cozy retreat offers comfortable accommodations and stunning views of the surrounding natural beauty. Guests can enjoy a peaceful and relaxing stay in well-appointed suites, complete with modern amenities and thoughtful touches. Whether you're seeking a romantic getaway or a family vacation, Riverside Suites provides a tranquil setting for your next escape. Experience the beauty of Maryland's countryside while staying at Riverside Suites.

Sweet Dream Stays is a reputable real estate agency located at 5000 Thayer Center in Oakland, Maryland, United States. Specializing in vacation rentals and short-term stays, Sweet Dream Stays offers a wide range of properties to suit every traveler's needs. Whether you are looking for a cozy cabin in the woods or a luxurious waterfront villa, our team of experienced agents is dedicated to helping you find the perfect accommodation for your stay. With a commitment to exceptional customer service and attention to detail, Sweet Dream Stays ensures that every guest enjoys a comfortable and memorable experience during their time in Maryland. Book your dream stay with us today!

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.