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Oakland Holiday Homes

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    Travellers to Oakland are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Oakland
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    Red Run Cabin1 / 44
    (28)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Captivating Cabin located on wooded lot and short stroll to lake and dock!1 / 26
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    *Secluded & Quiet UNIQUE OUTSIDE FIREPLACE *XL HOT TUB*Pool Table-5 Star QUALITY1 / 56
    (5)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Patio
    • Housekeeping Included
    • Central Heating
    • Washer
    • Hot Tub
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your mountain vacation will be filled with magical memories when you choose to stay in this spectacular 3 master suite bedroom log home. You and your guests will immediately feel at home when you step through the front door. Luxurious décor compliments the gorgeous hardwood floors giving the...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Mountaineer1 / 20
    (6)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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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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    Unreel1 / 55
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    About this property
    Unwind in Unreel! This lovely lakefront home boasts the perfect location for four-season fun! A Signature Collection home! This beautiful log chalet offers the charm and aesthetic appeal of yesteryear alongside all the contemporary comforts you'd expect in a luxury lake retreat. Pamper yourself...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 13
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    Hilltop Happy Hour1 / 23
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    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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    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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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    At Last1 / 60
    (5)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Reviewed 13 June 2017
    This is truly a stunning home, with fabulous décor and a great games room that our kids and us adults just loved! We were a few families that stayed, and the layout and fact...
    Reviewed 26 October 2016
    We love this house! We've been here several times and will keep going back. Best location at DCL. Walk to Unos, movies, Honi Honi, grocery story, etc. Gorgeous lake view from...
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    About this property
    At Last! This premium estate is absolutely laden with top-of-the-line amenities and upgrades! A Signature Collection home! Come winter, come summer, come autumn, come spring, Deep Creek Lake is never more beautiful than from the shores of At Last! Here, the sun sparkles over calm waters and time...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Diamond on the Lake1 / 13
    (4)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    Reviewed 17 July 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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    Diamond on the Lake's plush upscale furnishings, stylish décor, and premium lakefront are sure hits! A Signature Collection home! 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...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    About this property
    Get all the comforts of home with all the thrills of a DCL vacation at Providence at Penn Cove! Paradise is perfected at Providence at Penn Cove! This warm country home offers the ideal setting for an unforgettable Deep Creek Lake getaway! The beautifully landscaped backyard features a small...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    Arctic Retreat1 / 13
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Glistening Waters1 / 14
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    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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    Oakland, Garrett County 21550 
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Pine Oasis1 / 75
    (4)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    About this property
    Pine Oasis creates an immaculate haven among the trees with a quiet lakefront and lush level lawn! Pine Oasis offers everything one needs for a relaxing Deep Creek Lake vacation! This lakefront home boasts five bedrooms, as well as an open kitchen, game room, and soaring stacked stone fireplace;...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    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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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Remedy1 / 27
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Absolute Delight1 / 25
    (2)Very good
    8 Bedrooms, 7 Bathrooms, Sleeps 25 Quick View
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    Pet friendly
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    About this property
    Stylish and luxurious, Absolute Delight is an 8-bedroom lake estate with all your favorite amenities! Superior in every way, Absolute Delight is an absolute dream! Located in the elite community of Alpine Shores, this spectacular 8-bedroom chalet reigns supreme with its lush wooded setting and top...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 25
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    Timberlodge1 / 72
    (14)Very good
    9 Bedrooms, 7 Bathrooms, Sleeps 28 Quick View
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    About this property
    Extravagant comfort and mountain style reign supreme at Timberlodge! You'll love the private pool! If bigger is better, this fantastic chalet is the absolute best! Timberlodge excels in every way imaginable when it comes to your comfort and pleasure. This exquisite log home is a masterpiece of...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 9 Bedrooms, 7 Bathrooms, Sleeps 28
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    Swallow Falls Inn Cabin 31 / 10
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
    Reviewed 16 August 2015
    This was a perfect getaway for 2, It was very clean, private, plenty of space for the two of us, and provided everything we needed! We can't wait to make a trip back! Check in...
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    You can stay just around the corner from the popular State Park at Swallow Falls Inn Cabin 3! Relax in the peaceful Swallow Falls Inn Cabin 3! Located near Swallow Falls State Park, it has never been easier to start your day with a visit to Muddy Creek Falls, one of Deep Creek's most popular...
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    Oakland, Garrett County 21550
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Mountain majesty comes to life at Lost Bearadise. This quaint forest cabin is as charming as can be! This charming mountain cabin sets the mood for an unforgettable vacation! The rustic furnishings and wood accents found throughout create a cozy getaway any time of year. The loft opens out onto...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Crosswinds1 / 12
    (9)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    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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    About this property
    Crosswinds combines an ideal location with the right blend of comfort, style, and convenience! Outside or in, Crosswinds is the ideal choice for your next Deep Creek Lake vacation! Within a short walk from the home's front door, you'll have easy access to the home's lake access point - including a...
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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Making Memories1 / 16
    (1)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 May 2016
    I stayed here back in January with a group of close friends and family and we were so impressed with this house. It is even more beautiful in person than the photos. The layout...
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    Refined elegance meets lakefront living at Making Memories! This exquisite home is a sure thing! This beautiful lake home delivers one warm welcome! From the moment you arrive, this home will surround you in an easy elegance for perfection that feels effortless. With a natural stone fireplace,...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    About this property
    Want it all? Mountain High delivers! Mountain setting, lake access, and plush furnishings? Got it! A Signature Collection home! Mountain High is the ideal choice for your next Deep Creek Lake getaway. Nestled on 2 acres in the Mountainside Community, you are just minutes away from local shopping,...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Peregrine's Perch1 / 30
    (12)Very good
    8 Bedrooms, 9 Bathrooms, Sleeps 24 Quick View
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    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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    The exquisite comfort of Peregrine's Perch spellbinds with a panorama that'll leave you speechless! 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,...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 24
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    Scenic Serenity1 / 15
    (9)Very good
    8 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    Pet friendly
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    Reviewed 15 May 2017
    I am still amazed at the weekend we just had with family and friends for my daughter's graduation from WVU. A beautiful 45 minute drive to campus was so easy to take back and...
    Reviewed 5 January 2012
    When everyone walked in they were VERY pleased with this lake house. Beautifully decorated and very roomy. The view was great. We had 22 guests and we never seemed to be on...
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    Centrally located and blessed with lake views, you'll love simmering in Scenic Serenity's hot tub! A Signature Collection home! Scenic Serenity offers an incredible lakefront setting and a location close to it all! This eight-bedroom Deep Creek vacation retreat is located on one of the most...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 24
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    Linwood1 / 18
    (7)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    The traditional comforts and community amenities at Linwood make for proven vacation bliss! Let Linwood take your spirit to a place where everyday concerns are left behind and relaxation and felicity can take hold, unchecked and unencumbered. With tree covered lot, nearby lake access, and...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Hemlock Chalet1 / 15
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    About this property
    At shaded and secluded Hemlock Chalet, you'll find a perfect fusion of nature and homey comforts! Hemlock Chalet is a hit! Located in the prestigious Blakeslee community, this marvelous chalet offers your favorite amenities and all the little luxuries you are looking for in a vacation retreat....
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    Oakland, Garrett County 21550 
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Bear Foot Cove1 / 18
    (1)Very good
    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    Reviewed 10 February 2015
    Bear Foot Cove is a fairly new rental in Deep Creek Lake. It is an easy drive to the ski slopes that are 9 miles away. The home is layed out well so 12 people had a places to...
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    The tall ceilings, modern upgrades, and open layout of Bear Foot Cove make for great gatherings! This new construction will wow you at every turn! Located along a quiet cove, your private dock is just a short walk away; all you have to do is stroll across the street and you're there! Bear Foot...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    Magnificent View Point1 / 19
    (6)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    About this property
    Light and bright with ample windows and level lakefront, Magnificent View Point was built to please! Situated along a quiet peninsula, Magnificent View Point promises to provide the ideal perch for quiet lake mornings, busy days under the sun, and sunset views that will stay with you always!...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Willow Point1 / 14
    (11)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 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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    Summer Song1 / 48
    (1)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    About this property
    Hitting all the right notes, Summer Song is a symphony of natural accents along tranquil waters! Seeking the perfect vacation retreat? Summer Song will be music to your ears! Modern and enjoyable, you'll love the plush home furnishings, warm decor, outdoor hot tub and more. Take advantage of all...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Creature Comforts1 / 20
    (9)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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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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    Triple-T Lodge1 / 10
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    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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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Wispering Ridge1 / 8
    (4)Average
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 4 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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    It's 5 O'Clock Somewhere1 / 12
    (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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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    Sundance1 / 37
    (11)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    Reviewed 9 July 2012
    Just returned from a super-fantastic vacation at Deep Creek Lake. We stayed at a property called Sundance and it was perfect for our extended family of 17 people. The home is...
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    About this property
    The relaxed furnishings and clear mountain air highlight the best of both worlds at Sundance! A Signature Collection home! Inspired by the majesty of the surrounding area, Sundance offers enjoyment on a grand scale! Echoing the wide-open feel of the lake and mountains, this incredible chalet...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
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    Just Breathe Inn1 / 18
    (2)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Immerse in nature! Life is unspoiled and unforgettable at the lakefront of Just Breathe Inn! Leisure time is perfected at Just Breathe Inn! Spellbinding and spectacular, this lakefront chalet is rich with charm. You'll feel rested and ready for adventure when you take in a morning sunrise from the...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Emerald Bay1 / 13
    (5)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Emerald Bay gives you everything: an expansive lakefront, large deck and plenty of indoor comforts! A gorgeous lake view greets you at Emerald Bay! This beautiful chalet, located along quiet Paradise Point, features a quiet lakefront, sunny views, and open skies for an utterly ideal lakefront...
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    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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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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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    Sunset Dream1 / 26
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    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 12
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Perfect for an intimate escape, Swallow Falls Inn Cabin 4 is your ideal home away from home! Spend your next vacation in peace and comfort with the relaxing ambiance of Swallow Falls Inn Cabin 4! Located near Swallow Falls State Park, you can visit Muddy Creek Falls- one of Deep Creek's most...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Blue Spruce1 / 23
    (15)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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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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    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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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Telstar.gon1 / 16
    (7)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    Let the bright walls, abundant windows, and natural light of Telstar.gon elevate your vacation! This stunning Deep Creek vacation home is situated on a tranquil cove, offering a peaceful setting with incredible views. Just steps from the water's edge, Telstar.gon has a large private dock and a...
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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 15
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    Almost Aspen1 / 41
    (3)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    Location, location, location- Almost Aspen has it! Plus, seven large bedrooms and tons of amenities! A Signature Collection home! A vacation you will never forget awaits you at Almost Aspen! Located on the lakefront of scenic Deep Creek Lake, this expansive chalet is the ideal spot for a getaway...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
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    Dream On1 / 12
    (10)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Reviewed 13 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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    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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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Amazing Love1 / 12
    (5)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    The dramatic wood ceilings and warm décor of Amazing Love make for vacation perfection! Looking for the ultimate vacation experience? Amazing Love has you covered! This five-bedroom vacation rental was recently remodeled and features a host of fantastic amenities, including an air hockey table,...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Baldwins Domain1 / 12
    (3)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    With community perks and tranquil wooded setting, serenity can always be found at Baldwin's Domain! Pure mountain air mixes with comforting home-style touches at Baldwin's Domain to create an appealing signature aesthetic. Catch the view from the sunny living room and stay warm beside the home's...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Bella Vista1 / 17
    (3)Average
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    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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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    The Herrington1 / 77
    (2)Very good
    10 Bedrooms, 15 Bathrooms, Sleeps 34 Quick View
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    Reviewed 20 March 2015
    This was my second time staying at this house and I must say that I was disappointed both times. Although it is a very beautiful house, it has many maintenance problems that...
    Reviewed 29 June 2014
    I can't believe there are no reviews on this property. So feel inclined to make one. I've visited Deep Creek several times now, and absolutely love renting through Railey...
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    Treat yourself to a stay at The Herrington with the luxury estate's private pool, ballroom and more! Looking for a royal retreat? The Herrington will make you will feel as if you are living in a castle. Whether on a family vacation or a business trip, The Herrington is equipped with multiple...
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    Location Information
    Oakland, Garrett County 21550 
    Holiday Rental House - 10 Bedrooms, 15 Bathrooms, Sleeps 34
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