Vacation home rentals in Oakland, Maryland

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.

Apple Cottage Holiday Home is a charming lodging located at 560 Glendale Road in Oakland, Maryland, United States. Nestled in a picturesque setting, this cozy cottage offers a peaceful retreat for guests looking to unwind and relax. The cottage features comfortable accommodations, modern amenities, and a welcoming atmosphere. Whether you're looking for a romantic getaway or a family vacation, Apple Cottage Holiday Home is the perfect destination for your next escape. Enjoy the beauty of nature, explore the nearby attractions, and make unforgettable memories at this lovely holiday home.

OffLake Realty & Rentals is a premier real estate and travel agency located in Oakland, Maryland. Our team of experienced professionals is dedicated to helping clients find the perfect property for their needs, whether it be a permanent residence or a vacation rental. With a prime location on Garrett Highway, we specialize in properties located near the beautiful Deep Creek Lake area. Let us help you find your dream home or vacation rental today!

Bear Paws Vacation Rental is a premier real estate and travel agency located in Oakland, Maryland. Situated at 18025 Garrett Highway, this institution offers a wide range of vacation rental properties for visitors looking to experience the beauty of the area. From cozy cabins to luxurious lakefront homes, Bear Paws Vacation Rental has something for everyone. With top-notch customer service and a commitment to providing unforgettable experiences, this agency is the perfect choice for your next getaway in Maryland. Book your dream vacation today with Bear Paws Vacation Rental.

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.

Wisp Away Cabin is a charming real estate and travel agency located at 83 Boston Post Road in Oakland, Maryland, United States. Specializing in vacation rentals and property sales in the picturesque Wisp Resort area, Wisp Away Cabin offers a wide range of cozy cabins and luxurious homes for visitors looking to escape and unwind in the beautiful mountains of Maryland. With a dedicated team of professionals, Wisp Away Cabin ensures a seamless and unforgettable experience for all clients, whether they are looking to rent a vacation property or purchase their dream mountain home. Plan your next getaway with Wisp Away Cabin and let the magic of the mountains whisk you away.

Gather Inn at Deep Creek Lake Maryland is a premier real estate and travel agency located at 307 Winding Trail Lane in Oakland, Maryland. Specializing in vacation rentals and property management services, Gather Inn offers a wide range of luxurious accommodations and personalized services to make your stay at Deep Creek Lake unforgettable. Whether you are looking for a cozy cabin for a romantic getaway or a spacious lakefront home for a family vacation, Gather Inn has the perfect property for you. With a team of dedicated professionals who are passionate about providing exceptional customer service, Gather Inn is committed to helping you find the perfect home away from home in the beautiful Deep Creek Lake area.

Timber Rock Village is a premier real estate and travel agency located at 45 Stanton Lane in Oakland, Maryland, United States. Our agency specializes in helping clients find their dream homes in the tranquil setting of Timber Rock Village, nestled in the picturesque mountains of Maryland. Whether you are looking to buy or rent a property, our experienced team is dedicated to providing personalized service to meet your needs. Additionally, we offer travel services to help you explore the beauty of the surrounding area and make the most of your time in this charming location. Contact us today to start your journey towards finding your perfect home or planning your next adventure in Timber Rock Village.

Property Management Services Rent is a reputable real estate agency located at 104 East Oak Street in Oakland, Maryland, United States. We specialize in providing top-notch property management services for both residential and commercial properties. Our team of experienced professionals is dedicated to ensuring that your property is well-maintained and profitable. Whether you are a landlord looking to rent out your property or a tenant in search of a new home or business space, we are here to help. Contact us today to learn more about our services and how we can assist you with all of your property management needs.

Traditions On The Lake is a premier real estate and travel agency located at 20654 Garrett Highway in Oakland, Maryland. Situated along the picturesque shores of a tranquil lake, this institution specializes in providing clients with exceptional properties and vacation rentals in the area. Whether you are looking to buy a lakeside retreat or plan a relaxing getaway, Traditions On The Lake offers personalized service and expertise to help you find the perfect place to call home or escape to. With a focus on quality, comfort, and creating lasting memories, this institution is dedicated to helping clients make their dream of lakeside living a reality.

Railey Realty is a reputable real estate agency located at 19567 Garrett Highway in Oakland, Maryland. With a strong presence in the local real estate market, Railey Realty is dedicated to helping clients buy, sell, and rent residential and commercial properties. Their team of experienced agents provides personalized service and expert guidance to ensure a smooth and successful real estate transaction. Whether you're looking to purchase your dream home or sell your current property, Railey Realty is committed to helping you achieve your real estate goals. Contact them today to learn more about their services and how they can assist you with all your real estate needs.

Mountaintop Condos is a premier real estate and travel agency located at 66 Meadow Court in Oakland, Maryland, United States. As a member of the Pocahontas County Chamber of Commerce, we are committed to providing exceptional service and accommodations for our clients. With dynamic pricing on all channels including Booking.com, Expedia, Airbnb, and more, we ensure that our clients receive the best deals and options for their stay. Whether you are looking for a cozy mountain retreat or a luxurious condo with breathtaking views, Mountaintop Condos has something for everyone. Book your next vacation with us and experience the beauty of the mountains in style and comfort.

Mountain Escape at Yough Mtn Resort is a premier real estate and travel agency located in the picturesque town of Oakland, Maryland, United States. Situated at 327 Birchwood Drive, our institution offers a range of luxurious mountain escape properties within the stunning Yough Mountain Resort. Whether you are looking for a cozy cabin for a weekend getaway or a spacious vacation home for your family, our experienced team is dedicated to helping you find the perfect escape in this tranquil mountain setting. With unparalleled customer service and a deep knowledge of the local area, Mountain Escape at Yough Mtn Resort is your go-to destination for a memorable and relaxing retreat.

April Sound at Deep Creek Lake is a premier real estate and travel agency located in Oakland, Maryland. Situated at 46 Hummingbird Court, this institution specializes in providing luxurious vacation rentals and properties around the stunning Deep Creek Lake area. Whether you are looking for a cozy cabin for a weekend getaway or a spacious lakeside home for a family vacation, April Sound has a wide range of options to suit every need. With their expert knowledge of the area and dedication to customer service, April Sound at Deep Creek Lake is your go-to destination for an unforgettable experience in this beautiful region of the United States.

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.

Blarney Stone Manor is a charming and reputable institution located at 412 Tanglewood Road in Oakland, Maryland. As a real estate agency, we specialize in helping clients find their dream homes or investment properties in the beautiful state of Maryland. Our team of experienced agents are dedicated to providing top-notch service and guidance throughout the buying or selling process. In addition to our real estate services, Blarney Stone Manor also operates as a travel agency, offering personalized travel packages and itineraries for those looking to explore the wonders of Maryland and beyond. Whether you're searching for the perfect vacation rental or planning a memorable trip, our knowledgeable staff is here to assist you every step of the way.

Deep Creek Paradise is a stunning lake-front home located at 1738 Paradise Point Road in Oakland, Maryland. This dreamy retreat is perfect for nature lovers, offering beautiful wooded areas, a private dock, and plenty of spots for sunbathing right outside your door. From swimming and boating on the lake to relaxing on the raised deck with a cup of coffee, this property has everything you need for a peaceful getaway. Inside, you'll find cozy amenities like fireplaces, a jetted bathtub, and multiple TVs, as well as a pool table for entertainment. With private lake access and a dock slip, you can enjoy all that Deep Creek Lake has to offer. Plus, guests have free access to the Community Aquatic Recreation Center for fitness and wellness activities. Whether you're planning a summer vacation, holiday celebration, or weekend escape, Paradise at Deep Creek is the perfect destination. Book your stay today and experience true paradise in Maryland!

Shiver Me Timbers is a charming store located at 80 Whitetail Court in Oakland, Maryland, United States. This true oasis in a cabin shell offers accommodation for twelve guests in four bedrooms. The open layout of the home allows for group activities such as cooking, dining, and entertaining in the lofty great room. The warm glow of rich wood gives the cabin a feeling of rustic splendor. Guests can enjoy the bonus room with a hot tub, fireplace, television, and conversation set, perfect for entertaining. The home provides 2 seasonal state park passes for access to nearby state parks. Located in the Yellowstone Community at Deep Creek Lake, this home features a main level with a kitchen, living area, dining area, and two bedroom suites. The upper level has a loft and another bedroom suite, while the lower level includes a den/game area, wet bar, and bedroom. Guests have praised the cozy and welcoming atmosphere of the house, as well as its proximity to outdoor activities and amenities. Overall, Shiver Me Timbers is a perfect retreat for families and groups looking to relax and enjoy the beauty of Deep Creek Lake.

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.

Welcome to Owls Nest, your premier destination for real estate and travel services in Oakland, MD. Conveniently located at 240 Penelacre Ln, Owls Nest is dedicated to helping you find your dream home or plan your perfect getaway. As a dual-purpose agency, we specialize in providing comprehensive real estate solutions, whether you're buying, selling, or renting, as well as offering expert travel planning services to ensure your vacations are memorable and stress-free. Our team of experienced professionals is committed to delivering personalized service and expert advice tailored to meet your unique needs. Discover the difference at Owls Nest, where your home and travel dreams take flight.

Owls Nest, located at 240 Penelacre Ln, Oakland, MD 21550, is a unique and versatile local business serving both the real estate and travel needs of the community. As a trusted real estate agency, Owls Nest specializes in helping clients buy, sell, and rent properties in the picturesque Oakland area. Whether you're looking for a cozy family home, a scenic vacation property, or a lucrative investment opportunity, our experienced agents are dedicated to providing personalized service and expert guidance through every step of the process. In addition to our real estate services, Owls Nest also operates as a travel agency, offering customized travel planning and booking services to ensure unforgettable experiences. From arranging dream vacations and romantic getaways to coordinating business trips and group tours, our knowledgeable travel consultants are committed to helping you explore the world with ease and confidence.