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Oakland Holiday Rentals

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    Travellers to Oakland are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 215 Rentals in Oakland
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    Linwood1 / 18
    (7)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Tranquil Dreams1 / 17
    (4)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Hemlock Chalet1 / 15
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    With a great lakefront and convenient central location, Arrowhead #26 showcases the best of DCL! Arrowhead #26 is a showstopper! It doesn't get more convenient or cozy than this lakefront townhome. Loaded with great amenities, this three-bedroom home is surprisingly spacious, with a stunning level...
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    Oakland, Garrett County 21550
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    AAH Chalet1 / 27
    (13)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    What would you say to the perfect lakefront home, in the perfect location, with the perfect list of amenities? You would say “Aah, Chalet!” You can have it all when you stay at this fantastic retreat! Soak in the home's outdoor hot tub, relax in the loft, or challenge your friends to game of pool...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Beautiful Lake Access Chalet with Boat Slip, Hot Tub, Fireplace & Recreation Room! Home Layout: Main Level: * Great Room - Wood Burning Fireplace * Kitchen * Dining Area * Bedroom - King Bed * Bedroom - Queen Bed * Full Bath Upper Level: * Loft Area - Twin Chase Lounger * Bedroom - King Bed &...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Owl Cabin mixes sweet simplicity with modern elegance to create an irresistible aura of relaxation! Located in the heart of Deep Creek, yet tucked away in the secluded Yellowstone Village community, Owl Cabin offers the best of both worlds! This welcoming two bedroom cabin offers the perfect...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Dream On1 / 12
    (10)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Reviewed 12 March 2018
    This home hosted a annual visit to the Deep Creek lake area for the last 6 years. There were 5 couples 40 and over. On initial glimpse all looked nice. The cushions on both...
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    About this property
    Dream On is rich with contemporary charm! This newly built duplex is a vacationer's haven! A real crowd pleaser, Dream On is a modern duplex that creates a unique vacation haven for any gathering. Professional décor, warm earth tone stylings, a gourmet kitchen and 7 flat screen TV's are just a few...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    It's 5 O'Clock Somewhere1 / 36
    (18)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    It's Five O'Clock Somewhere brings out a new you: ready for fun and ready for a hot tub! Kick back! It's Five O'Clock Somewhere! This warm and wonderful chalet is a treasure-trove of opportunity, where sunny days and lake adventures are all but assured. Featuring expansive windows and knotted-pine...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    Are you looking for a private, quiet getaway?  Look no more, this unique cabin with hot tub & fireplace is minutes from Swallow Falls State Park! Main Floor:  Living Room Kitchen/Dining  Bedroom - Full Bed  Bedroom - Full Bed  Full Bath Upper Level: Master Suite - Queen  Full Bath - Spa...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    Triple-T Lodge1 / 96
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    About this property
    Triple-T Lodge feels just like home, located a short distance from all of Deep Creek's hot spots! Triple-T Lodge offers everything you need for a picture-perfect Deep Creek Lake vacation! Located in the charming Silver Ridge Community, this home is located in central Deep Creek, making it easy to...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Home on the Ridge is a sweet and spacious dwelling with breathtaking mountain-lake views! 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,...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Waterfront
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    About this property
    This Unique Chalet with Exceptional Architectural Details and Spacious Outdoor Areas is Calling Your Name! Home Layout: Main Level: Kitchen - Breakfast Bar Seating for 4 Living Room - Fireplace - Queen Sleeper Sofa Dining Area Bedroom - Queen Bed Full Bath Upper Level: Bedroom - Queen...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    Harmony1 / 35
    (6)Average
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    About this property
    At Harmony, the cozy comforts, lake views, and spacious rooms make it easy to find your zen! This lakefront home is something special! Complete with elegant furnishings and décor- along with picture perfect lake views- Harmony provides indoor comforts and outdoor delights. Come together in the...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    With super close lake access and abundant privacy of the woods, Deer Pass is a proven delight! Unlike any other vacation retreat, Deer Pass offers the opportunity to escape the ordinary and transcend into greatness! It is not often you can enjoy coffee on your deck while watching deer graze at...
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    Oakland, Garrett County 21550
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Welcome to a True Cabin in the Woods Getaway!This cute and cozy 2 level private cabin in the woods just outside of historic Oakland and within minutes to Deep Creek Lake is waiting for you!Home Layout:Main Level:* Kitchen* Dining Area* Living Room - Queen Sleeper Sofa* Half BathLower Level:*...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Designed for relaxation, the spectacular charisma of Tree Haus warms and welcomes all who visit! Nestled within the picturesque Yelllowstone Village community, Tree Haus offers convenience and charm! Situated in central Deep Creek, you are never far from family-friendly fun and entertainment with...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    About this property
    Boasting modern upgrades and a cheerful color palette, Almost Heaven is ready to delight! Close to state parks, restaurants and lake activities, Almost Heaven is a Deep Creek vacation retreat that offers carefree convenience for your getaway. All new furnishings and décor are featured throughout...
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    Oakland, Garrett County 21550
    Condo/Apartment - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Log Heaven1 / 12
    (1)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Log Heaven was crafted for comfort! This ‘mountain chic' hideaway is rich with rustic-style warmth! Looking for a quiet wooded retreat? Log Heaven wraps you in nature's comforting embrace with the rich and rustic charm found throughout the space. One master suite and 3 additional bedrooms give...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Willow Point1 / 41
    (11)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2014
    The location was great, just what we wanted for our lab puppy. Nice big yard going right to the water. The hot tub was great because it was a bit chilly. The house itself is a...
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    About this property
    You'll love the setting of Willow Point, a cozy cottage with sprawling lakefront and classic appeal! Willow Point is a wonder! Fill your days with soft winds and crystal waters at this charming lakefront stone cottage. The delightful décor and exquisite lakefront add together to build a wonderland...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Crowd Pleaser1 / 14
    (11)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    Sacrifice nothing at Crowd Pleaser! There is so much to do and so much to see here! Looking to satisfy a variety of vacation needs? Crowd Pleaser is the solution! Offering convenient location, nearby lake access, and a modern interior, this home is a must! Perhaps the best feature? All four...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    Blue Spruce1 / 43
    (15)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Reviewed 25 March 2013
    Last winter, we were planning to on a vacation trip with my friends and relatives. We finally picked blue spruce after an extensive search and soon after reaching the vacation...
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    About this property
    Tranquil and inviting, serenity can be found from the private dock and quiet forest at Blue Spruce! Tucked among the trees, Blue Spruce is the perfect place to relax and renew amidst the beauty of nature. Recently remodeled, you'll find attention to detail throughout and charming touches sure to...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Papa Bear1 / 11
    (11)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    About this property
    Colorful walls and accents prevail at Papa Bear- a cute home situated in central Deep Creek! Papa Bear is one enchanting cottage! With bright and cheerful interior stylings, nearby lake access, and charming decorative touches, this home will make you want to stay forever! You will love relaxing...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Creature Comforts1 / 52
    (9)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
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    About this property
    The modern and stylish touches of Creature Comforts make this home the envy of all others! Don't miss the comforting splendor of this fabulous lakefront resort home! Creature Comforts promises to provide a series of little luxuries and patent charms guaranteed to make you feel relaxed and warm....
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    Oakland, Garrett County 21550 
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    Bella Vista1 / 52
    (3)Average
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    Gorgeous lake views, private dock, and central location: it doesn't get better than Bella Vista! The newly updated Bella Vista is the ideal 5-bedroom vacation destination. Offering an exclusive view of picturesque Deep Creek Lake from the two-level deck, this custom-built lakefront cabin allows...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    About this property
    Simply Cozy Describes this Lovely Duplex Unit at Deep Creek Lake Perfectly!  Once you step through the front door of this lake area unit, you will instantly feel the warmth surround you. A gorgeous corner kitchen greets you with a beautiful contrast between the wood accents and black and stainless...
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    Oakland, Garrett County 21550
    Condo/Apartment - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    About this property
    What an adorable log cabin home! Whitewater Lodge is a three-bedroom log home in the picturesque Yellowstone Village cabin community in the central Deep Creek area. Inside, the charming wood styling, open layout, and fun vacation amenities transform this charming little cabin into a modern retreat...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Wispering Ridge1 / 24
    (4)Average
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 3 January 2017
    We stayed at Wispering Ridge in Oakland Maryland for our annual NYE trip to Deep Creek Lake. We had a group of 6 so we needed a smaller place. Pros:- Gorgeous view- Well...
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    About this property
    When you come to stay at Wispering Ridge, you get the best in both convenience and comfort! Come away to a quiet retreat! Wispering Ridge is the perfect getaway for your small family getaway or a reunion among close friends. This duplex proves that you don't have to be large to have an...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Edgewater1 / 15
    (8)Average
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    About this property
    For lakefront living full of perks, look no further than Edgewater. When you book a stay at this three-level family home, you get five bedrooms, four bathrooms, and the home's peaceful wooded setting all to yourself. Located along a quiet corner of the lake, the home's dock is the perfect place for...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Enjoy this Quaint and Cozy Deep Creek Lake Log Cabin for Your Vacation Getaway! This cute white washed home located in the Deep Creek Lake log cabin community of Yellowstone Village is waiting for your small family or romantic getaway. The covered front porch beckons you to step inside, take your...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Mountaineer1 / 48
    (6)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Mountaineer will make an adventurer out of you! You'll love the lush natural splendor all around! Soar to great heights at Mountaineer! Freed from the burdens of everyday life, emerge refreshed, renewed, and ready for adventure in this charming three-bedroom chalet. Located on a lush wooded lot in...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    About this property
    Mother Nature is always on the guest list at Sylvan Sweet thanks to a great yard and sunny windows! Life is good at Sylvan Sweet! This serene retreat will wrap you in the tranquility of a private wooded setting, yet keep you in close proximity to area activities, state parks, restaurants, and...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Crosswinds1 / 47
    (9)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Waterfront
    • Mountain Views
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    Pet friendly
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    Smoking allowed
    Reviewed 25 February 2016
    I stayed at Crosswinds for two nights this month with a group of 10 people. The house was very nice, cozy but not small, and had all the amenities as advertised. The kitchen was...
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    Excellence abounds at Crosswinds! Whether you are seeking outdoors thrills or indoors comforts, Crosswinds offers a luxurious experience every time, every season of the year! Come in and feel the welcoming ambiance of home. Sit by either of the crackling fireplaces and snuggle up. The...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    The name says it all! Open pastures, rolling hills, and blue skies follow you home to Just Perfect! Summer skies or winter flurries, the time is always ‘Just Perfect' for a trip to this charming 4 bedroom chalet! Merging together lake and mountain views creates an outdoor ambiance steeped in...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Cozy Lake Cabin1 / 30
    (13)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Parking
    • Grill
    • Central Heating
    • Cable/satellite TV
    • Patio
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Everything was so perfect. Super cozy and spacious. Everything was as expected. We even got to use the grill to cook! We had such a relaxing weekend, it was great!
    Reviewed 21 February 2019
    Did a long weekend at WISP and really enjoyed our stay at Ski Solitude. You can easily tell that the owners put a good deal of effort in keeping their guests comfortable and...
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    About this property
    Classic lake cabin totally updated offering three bedrooms and two full baths. Cabin is situated on one acre of wooded grounds surrounded by large boulders and a pond. The stately stone fireplace is the centerpiece of this home. The soaring ceiling in the main living area and wall of sliding...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sunset Dream1 / 26
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    • Housekeeping Included
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious and stunning, Sunset Dream is a lakefront home that is swimming in luxury amenities! At Sunset Dream, you really can have it all! Thoughtfully situated along more than an acre of level lakefront, this well-appointed 4,500 square foot home sits on a quiet cove in the highly sought-after...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
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    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a peaceful family retreat at this charming vacation home, complete with an outdoor hot tub, a pool table, and a phenomenal location just minutes from the beautiful waters of Deep Creek Lake. Located on a quiet road that runs along the western banks of Maryland's largest lake, this house is...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Red Run Cabin1 / 22
    (29)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2018
    My family had a lot of fun staying at this house for a long weekend getaway! When the weather is hot, the house is warm and stuffy because there is only one small air...
    Reviewed 7 May 2018
    Had a wonderful time. Very peaceful and serene. The house is beatifully done and very homey. The pictures dont do it justice. Only downfall was it rained most of our stay...
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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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    Location Information
    Oakland, Garrett County 21550
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Arctic Retreat1 / 13
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Arctic Retreat is one tranquil oasis! Embrace the wild and restless energy of this wooded retreat! Perched quietly along the back deck of Arctic Retreat, watch as the splendor of nature comes to life with an early dawn. See the deer trailing along the fringes of the forest, wild turkey, rabbits,...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lakeshore Breeze1 / 43
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2017
    The house was advertised as sleeping 10, which, while physically possible, would be impracticle. We had a party of 6 and any more would have been a crowd. The house has only...
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    About this property
    The sun, the shade, the shore? All yours! Lakeshore Breeze is a rustic and warm waterfront oasis! Come catch some divine ‘Lakeshore Breeze' at this cozy lakefront cabin! Boasting a prime location near McHenry Cove on Deep Creek Lake, this home is just a few miles away from all your favorite lake...
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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Don't Miss Out on Staying in a Cute Log Cabin with a Year-Round Hot Tub Room and Two Fireplaces! This adorable log cabin is waiting to make your Deep Creek Lake vacation memorable! Walk up the path and around the bushy pine tree to find a cozy, covered front porch peeking out between even more...
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    Location Information
    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    About this property
    Enjoy Deep Creek Lake in this Original Bungalow Nestled between Towering Pines and Lush Rhododendrons with an Amazing Deck Space, Stone Fireplace, WiFi, and a Boat Slip! Home Layout: Main Level: * Living Room with Gas Fireplace * Kitchen with Breakfast Bar * Dining Area * Bedroom - Queen Bed *...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lake It Easy! Updated and spacious, this charming home boasts a great central location at the lake! This beautiful townhome will make your next Deep Creek Lake getaway a memorable one! The comfortable furnishings and stylish decor fuse to create a ‘home away from home' with three levels of...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Hilltop Happy Hour1 / 27
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Internet Access
    • Grill
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    • Housekeeping Included
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 November 2016
    This house is wonderful, very spacious with a lovely lake view. The photos in the listing don't do it justice. It has three living/sleeping levels, plus a loft, which was...
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    About this property
    Raise a glass to Hilltop Happy Hour and its splendid views, modern upgrades, and convenient location! Convenience and luxury converge at Hilltop Happy Hour! The bright and spacious interior provides a comfortable oasis to rest the head and mend the spirit, readying you for all the action and...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Peregrine's Perch1 / 30
    (12)Very good
    8 Bedrooms, 9 Bathrooms, Sleeps 24 Quick View
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    • Sauna
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 June 2011
    We had a wonderful week stay at Peregrine's Perch. Our group included an 84-year old, eight 18 year olds, parents, cousins and neighbors. The PROS:The house accommodated...
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    About this property
    A Signature Collection home! Elegant, Extravagant, Extraordinary… the praises for this sensational estate go on and on! Uncommon quality can be found in the smallest details at this palatial home! Possessing a spectacular, sweeping view of Deep Creek Lake, Peregrine's Perch is a premium home that...
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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 24
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your worries will melt away in this open and airy lakefront home! Summerside is a sensation! Great memories are the best souvenirs you can take home from any vacation and Summerside is the ideal spot to create them! Enshrined within a canopy of trees, this sensational chalet is the perfect place...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be in the Middle of the Resort Area with Activities and Amenities All-Around in this Beautiful Townhome Unit! Arrowhead Townhomes are centrally located along Deep Creek Lake with a private entrance to Arrowhead Market, while Uno's Pizzeria, the Honi Honi Bar, and Garrett 8 Cinemas are right next...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Glistening Waters1 / 14
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Where can you revel in the ambiance of wood fires and water views? Glistening Waters, that's where! Tucked away along a quiet corner of the lake, Glistening Waters is everything you would expect- and more! The lake is never brighter and more beautiful than from the shores of this charming lake...
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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Remedy1 / 27
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Washer
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    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come on over to Remedy! The fire is warm, the lakefront cool, and the nights always star studded! This beautiful Deep Creek Lake chalet will be the remedy to all of your vacation troubles! The classic feel of this warm and rustic lake home is highlighted by tasteful updates and colorful accents...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Bunbury Cottage1 / 35
    (3)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rustic and warm, Bunbury Cottage is a charming Lincoln-lodge style home with lots to offer! Want to try and solve a vacation riddle? What's charming and irresistible, immensely private, with 2 streams running on either side, and guaranteed to refresh your spirit? Here's a hint: it's tucked away...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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