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Oakland Vacation Rentals

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    Travelers to Oakland are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    7 Bedrooms, Sleeps 18Quick View
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    5 Bedrooms, Sleeps 14Quick View
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    About this property
    Treat your family to an enchanted vacation experience at Morningside Lodge. This phenomenal 4 bedroom log home offers you and your family top notch comfort and style. Graceful hardwood floors flow throughout creating a warm ambiance but it is the spectacular lake views that will take your breath...
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    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    • Hot Tub
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    About this property
    You will see nothing but positive Changes in Attitude when you choose to stay in this spectacular 5 bedroom lakefront home. Step inside and immediately become swept away by the majestic lake views! This home has top of the line amenities that guarantee a fun and memorable vacation for all. The...
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    About this property
    You will certainly learn to embrace the motto “Live It, Love It, Lake It” when you choose this charming mountain home for your Deep Creek getaway. Imagine sharing memories with your friends and family as you cozy up around the warm wood fireplace in the Great Room. This massive stone stacked...
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    1 Review
    5 Bedrooms, Sleeps 12Quick View
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    • Hot Tub
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    Excellent of 5 bubbles
    Reviewed August 1, 2016
    Lovely home and grounds. The house was comfortable for our large group that included young children, teenagers, parents and grandparents. Everyone had plenty of room. The main...
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    About this property
    Welcome to one of Deep Creek’s finest homes. Reverie is an exquisite 5 bedroom mountain home that will far exceed your expectations. Combining lavish décor with prime lakefront easily makes this home a Deep Creek gem. Floor to ceiling windows in the Great Room allow you and your guests to bask in...
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, Sleeps 14Quick View
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    About this property
    On Top of the World perfectly defines the way you will feel when you step inside this exquisite 5 Bedroom mountain home. Recently remodeled throughout, this stunning home is located in the prestigious community of Mountainside and features one of the most breathtaking panoramic views of Deep Creek...
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    25 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Excellent of 5 bubbles
    Reviewed 4 weeks ago
    This was our first trip to Deep Creek Lake. Red Run cabin is perfect for a small group, this trip was myself and my three teenagers. The cabin was great for a first-time trip...
    Excellent of 5 bubbles
    Reviewed May 31, 2016
    We had a wonderful time and the house is very well kept. The neighbors were friendly and the dogs loved it! Extremely pet friendly location. We went to swallow falls which...
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    About this property
    Red Run Cabin is a 1 story 3 bedroom cottage with a finished basement on an acre wooded lot near the west end of Deep Creek Lake, accomodating up to 6 people. It has lake access through the Red Run Restaurant property leading to a sandy beach and shallow lake bottom far out into the lake, making...
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    Oakland, Garrett County 21550
    Cabin - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    About this property
    A truly amazing mountain home is just what you need for your relaxing getaway and Log Mahal will not disappoint. This custom crafted 5 bedroom home will quickly win you over with its unique style and décor. Love at first sight is a given when you enter the Great Room. Large vaulted ceilings...
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    About this property
    All About the View is a remarkable lakefront home that encompasses all the qualities that make a vacation truly great. Its unique design, desirable amenities and ideal location combine to create the perfect venue for a vacation with family and friends. Gathering together in the Great Room will...
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    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    About this property
    Casa Montes (“House in the Mountains” in Latin) is an exquisite mountain retreat with over 1.5 acres of seasonal lake views and privacy, yet conveniently located within 5-minute walking distance of the lake, restaurants and shops.  Walk on a path to a pizzeria, a coffee/breakfast spot, and to your...
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    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    5 Bedrooms, Sleeps 12Quick View
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    About this property
    Experience true lake life when you choose to stay in the enchanting home known as Bear's Dream. Tucked among tall trees and within walking distance to Deep Creek State Park, this home easily offers both the peace and privacy you seek. Embracing a cozy cabin spirit, you will instantly fall in love...
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, Sleeps 12Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Ski Season is premiere vacation home that offers guests the best of both worlds: indoor elegance and outdoor fun and adventure! This 4 bedroom lakefront home radiates luxury throughout. Step inside and take in the breathtaking lake views from the floor to ceiling windows. Expansive vaulted...
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    Oakland, Garrett County 21540
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, Sleeps 8Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Do you find yourself daydreaming about a romantic getaway in a charming lakefront home? Golden Retreat is perfect for a couple but is large enough for a small family. You’ll adore the comfortable furnishings and alluring appeal of the interior. Conveniently located a mere 5 minutes from Swallow...
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    Oakland, Garrett County 21550
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    6 Reviews
    4 Bedrooms, Sleeps 12Quick View
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    Pet friendly
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    Smoking allowed
    Excellent of 5 bubbles
    Reviewed November 28, 2015
    We had a wonderful time staying at this cabin. The place itself is awesome for a group--comfortably slept eight adults and five kids, with plenty of room for hanging out in the...
    Excellent of 5 bubbles
    Reviewed October 29, 2015
    This home was stunning! From the moment you pull in there is peace. The home is nestled in a wooded area the view of the lake and forest.. while sitting in the relaxing...
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    About this property
    Your Deep Creek tradition begins when you choose the delightful 4 bedroom chalet Swimming Bear Lodge for your next stay! Located on a large wooded lot, you will love being surrounded by nature in this tranquil setting. Step inside to the main level and immediately embrace the warmth and comfort of...
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    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    7 Bedrooms, Sleeps 18Quick View
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    Pet friendly
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    About this property
    If you are seeking a large spacious lakefront home, brimming with all desirable amenities, then we have the perfect home for you. Wynsome Run Lodge is a spectacular 7 bedroom home ideally located close to Deep Creek State Park, a movie theater, and area restaurants. The expansive Great Room,...
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    Oakland, Garrett County 21550
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    • Waterfront
    • Hot Tub
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    • Private Indoor Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and stay at Deep Creek's premier lakefront property where dreams do come true, and the fun begins at this exquisite eight bedroom home known as Celebration at Deep Creek. From the moment that you step inside this luxurious mountain home you will be in awe. Walking through the foyer, you will...
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    Oakland, Garrett County 21550
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 26
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    5 Bedrooms, Sleeps 12Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    When you are ready to experience the best of Deep Creek Lake, make Wright Off the Lake your destination for family fun and relaxation! From the moment you enter, you will appreciate the stylish décor and attention to detail throughout this five bedroom townhome. An open concept means that it is...
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vivid and lively are two words that can describe the character displayed in Retro Lake Landing. Its originality is definitely one of a kind and will certainly put that extra little kick into your vacation. If you are looking for something different, fun and exciting, this would be the perfect...
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    Oakland, Garrett County 21541
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, Sleeps 12Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Logxurious is the ideal name for this 5 bedroom lakefront log home that exemplifies the definition of luxury living. Inside the lodge, guests are treated to a warm and charismatic Great Room which features gleaming hardwood floors, dark cherry wood vaulted beams, and a grand stone fireplace. Bright...
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunrise is a spectacular 4 bedroom lakefront home that will quickly become host to your family’s favorite Deep Creek memories. From the moment that you begin pulling up to the home, you will embrace the charm of the serene tree lined drive. Offering over 4 acres of private lawn, outdoor enthusiasts...
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    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    About this property
    Mountain Meadow offers the perfect place to reunite with family and friends for that much needed Deep Creek Lake vacation. Offering an open floor plan, the spacious main level has a wall of windows with beautiful views as the focal point. Lots of natural light, gleaming hardwood floors and...
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    Oakland, Garrett County 21541
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    5 Reviews
    5 Bedrooms, Sleeps 10Quick View
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    About this property
    Valhalla "Hall of the Gods" is a spectacular 5 bedroom home that sits atop a beautiful mountain side. Step inside this wondrous home with large beams encompassing the great room and hardwoods that spread throughout the home. Enjoy exquisite views overlooking Deep Creek Lake while sipping your...
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    13 Reviews
    4 Bedrooms, Sleeps 10Quick View
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    Excellent of 5 bubbles
    Reviewed November 6, 2014
    Beautiful and clean home with plenty of amenities for a memorable vacation, inside and outside! Hotel bedding and comfort with large well stocked kitchen. Rooms are spread out...
    Excellent of 5 bubbles
    Reviewed August 18, 2014
    This is our second year at OZ and couldn't be more pleased. A fantastic vacation home with more amenities that I can list in one of the best locatiosn on the Lake. Working...
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    About this property
    Take your dream vacation at the luxurious Oz, located in the western part of Deep Creek Lake. Oz is the grand of lakefront properties with exquisite decor, a spacious layout, and fantastic ambiance. Oz has two sitting areas for the family to spread out with a large wood fireplace, separate dining...
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    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, Sleeps 12Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Time and Again is genuinely true to its name. Once you have visited this beautifully constructed chalet, you will want to come back time and time again. Nestled close to the shoreline, it ensures that guests will enjoy many starry nights or lazy summer afternoons relaxing on the expansive deck that...
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    Oakland, Garrett County 21541
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome View Point is an enchanting 5 bedroom home that offers plenty of privacy combined with lakefront luxuries. From the moment that you pull into the circular drive, you will know that you found your way home. Step into the Great Room and be awed by the impressive stone fireplace. Imagine...
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    About this property
    Located on the shores of Deep Creek Lake, Majestic View is a delightful three bedroom townhouse with a name that says it all. Hardwood floors throughout the great room beautifully compliment the wall of windows that showcase breathtaking lake views that change with the seasons. When you are not...
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    Oakland, Garrett County 21550
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Reviews
    6 Bedrooms, Sleeps 14Quick View
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    Smoking allowed
    Very good of 5 bubbles
    Reviewed April 14, 2013
    If you are just sleeping and eating in this house, and then headed out for a full day of whatever, then read no further, get this house, and don't worry about it. For some...
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    About this property
    Fir Shore is a lovely and spacious log home that is just awaiting your arrival. A perfect home for the multi-family or a couples retreat, this home has 6 beautifully decorated bedrooms, 3 of which are master suites. Lacking nothing, this home offers something for everyone. The overstocked kitchen...
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    Oakland, Garrett County 21550
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    17 Reviews
    4 Bedrooms, Sleeps 12Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed October 14, 2013
    Rocky Top is a very nice cabin with enough privacy even though there are other cabins nearby. There is enough room to be comfortable without being in each others way. There were...
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    About this property
    Spend your vacation in a beautiful log home nestled in the woods in a new community off of Lake Shore Drive. Rocky Top is a 4 bedroom 3 bath property that intertwines nature with modern day conveniences. It boasts tongue and groove walls, wide hardwood plank floors, a great stone gas fireplace and...
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    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    About this property
    Explore, relax and take a well-deserved break at Deep Breath! Convenient to area activities and attractions, it is the perfect home base for your Deep Creek Lake vacation. The spacious interior of this Craftsman-style home is brimming with attention to detail. Upon entering, a dual sided gas...
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    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    About this property
    If you are looking for a home that goes “Above and Beyond”, this 4 bedroom mountain home is the ideal choice for you and your family! Located on top of a quiet mountaintop, here you will find the privacy you need but still relish the close proximity to all area shopping, dining, and state parks!...
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    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, Sleeps 14Quick View
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    • Waterfront
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There is no better place to reunite with friends and family than Nature’s Retreat. This spectacular 5 bedroom lakefront home offers all of the amenities of home and more! Glistening hardwood floors, a massive stone stacked fireplace and leather furnishings create a warm and comforting gathering...
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    About this property
    Windsor House is the perfect choice for vacationers interested in Deep Creek Lake’s numerous attractions. Thanks to its convenient location, you’re within a short drive from state parks, skiing, restaurants, shops and many other lake activities. This home of distinction features tasteful décor...
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    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    37 Reviews
    5 Bedrooms, Sleeps 14Quick View
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    • Grill
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    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed February 18, 2015
    We stayed at this location with 10 adults (5 couples) and it was perfect. For a group who loves to cook the kitchen was stocked with everything that was needed. The home felt...
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    About this property
    American Pride is an inviting 5 bedroom 3 bath chalet nestled among the trees in one of the most requested communities in Deep Creek Lake. A few steps into the home and you will find yourself entering into the elegantly decorated Great Room which features large cathedral ceilings, a massive stone...
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    5 Bedrooms, Sleeps 10Quick View
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    Look no further! Whispering Pines is an extraordinary five bedroom home that will warmly welcome you and your family. Highlights of the spacious main level include gleaming hardwood floors, warm earth tones, and an open floor plan that is just right for spending time with your favorite people....
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    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    This beautiful townhome will make your next Deep Creek Lake getaway a memorable one! The comfortable furnishings create a home away from home with three levels to spread out and enjoy. This lovely three bedroom, three bathroom home offers top amenities such as lake access, wifi, a fire pit and...
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    Oakland, Garrett County 21550
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, Sleeps 14Quick View
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    Ready to discover your favorite Deep Creek vacation home? Everyone in your group will love the style, spaciousness and comfort of Just About Paradise! Offering plenty of indoor and outdoor gathering spaces, it is the perfect place for get-togethers.  Start your day with a home cooked breakfast --...
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    Location Information
    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    6 Bedrooms, Sleeps 16Quick View
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    You will truly feel like you are in a magical place when you take in the exquisite lake and mountain views from the deck of Scenic Overlook. This marvelous 6 bedroom mountain home with all of the creature comforts of home combined with desirable vacation home amenities that you need for a fun...
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    Oakland, Garrett County 21550
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    4 Reviews
    5 Bedrooms, Sleeps 14Quick View
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    • Housekeeping Included
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    • Mountain Views
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed July 16, 2016
    Diamond on the Lake was delightful! Beautiful sunsets...beautiful yard! The home is spectacular, with a screened in gazebo eating area. We take our children and grandchildren...
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    Pay attention: vacation retreats like this are hard to find! Diamond on the Lake is truly a gem, offering a grassy level lakefront with scenic lake views, upscale home furnishings, and everything you could possible want in a vacation home. The attention to detail, stylish decor, and abundant...
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    Oakland, Garrett County 21550 
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    6 Bedrooms, Sleeps 14Quick View
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    About this property
    Looking for the finest, most preeminent home to pamper you while on vacation? This stunning and impressive home has so many unique and elegant features, it will let you heartbroken when it is time to depart. From the moment you enter, you will be in awe of how delicately detailed every room has...
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    Location Information
    Oakland, Garrett County 21541
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Nestled in the woods, Hideaway is an adorable A-frame mountain chalet that is the perfect getaway for a small family or a couple’s retreat. Recently renovated, this home offers a cozy Great Room with stylish furnishing and glistening hardwood floors. Family time will be spent watching your favorite...
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    Oakland, Garrett County 21550
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    8 Reviews
    5 Bedrooms, Sleeps 12Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed August 17, 2015
    This was our second trip to Deep Creek Lake & we chose to stay right on the lake this time and were not disappointed. The house was beautiful. The location perfect - tucked...
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    About this property
    Surround yourself with nature in this majestic log home. Three master suites make it an excellent choice for couples as well as family gatherings. On the entry level, hardwood floors, cathedral ceilings and large windows adorn the great room, and the stone fireplace and stylish furnishings accent...
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    Location Information
    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Classic Americana is a marvelous 4 bedroom/ 2.5 bath lake access home that will surprise and delight you from the moment that you pull into the driveway. Enter from the covered front porch into the majestic Great Room. Embrace the country charm of the hardwood floors, the white washed wooden beamed...
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    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Review
    4 Bedrooms, Sleeps 14Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Where memories Imagine sitting on the deck overlooking Deep Creek Lake with your mornings first cup of coffee and feeling your cares gently float away. Meander down the lit path to a stone patio and relax on the bench to take in the serene view of the lake. While away the hours in the bubbling hot...
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    Location Information
    Oakland, Garrett County 21541
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    About this property
    Looking for a comfortable roost to rest the head? Someplace bright and cheery where relaxation and rejuvenation can take hold? Look no further than Home on the Ridge! Perched atop a quiet wooded community, this mountainside home is the perfect place to sit back and unwind. Whether spending time...
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    Location Information
    Oakland, Garrett County 21550
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    16 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    About this property
    El Dorado is a delightful lake cottage with cozy furnishings, warm pine walls, beamed cathedral ceilings and a beautiful stone fireplace. Stunning views of Deep Creek Lake can be seen from almost every room in this charming chalet. Relax in the bubbling hot tub after a day on the lake or fish off...
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    Location Information
    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When you want to be off-the-beaten-path and still have convenient access to favorite activities, look no further than Whisked-A-Way! Situated on the shores of Red Run Cove, this attractive home is equipped with all of the vacation essentials plus lots of fun extras! Kick-back and relax in the...
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    Location Information
    Oakland, Garrett County 21550
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    About this property
    Rich in Deep Creek history, this cottage was built as company housing for Deep Creek’s Hydro Electric Dam workers in 1925. Featuring private Youghiogheny River frontage in the protected Wild and Scenic Corridor, this home is completely unique in Deep Creek. Private yet within a five minute...
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    Location Information
    Oakland, Garrett County 21550
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, Sleeps 12Quick View
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    About this property
    Craftsman-style details, tasteful décor and a central location make Just Relax the perfect choice when you want to unwind at Deep Creek Lake. Step inside, and the first thing you will notice is the open floorplan that is ideal for entertaining. Natural light reflects off of gleaming hardwood...
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    Location Information
    Oakland, Garrett County 21550
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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