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Vacation Rentals in Oakland, MD

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    All 207 Rentals in Oakland
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    Travelers to Oakland are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    $130
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    1 / 13
    5 of 5 stars (12) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 23
    4.5 of 5 stars (6) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    1 / 14
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    1 / 6
    4 of 5 stars (3) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    Amenities & Details
    • Fireplace
    • Grill
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Community: Roman Ridge Bedding: Queen, Queen, Queen Sleeper Sofa Located in the heart of the action, you and the family will quickly call Reardon’s Roost your home away from home, time after time. Imagine enjoying your morning coffee out on the deck as you take in the spectacular lake and mountain... View all property information
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    Location Information
    Oakland, Garrett County 21550
    4 of 5 stars Reviewed July 27, 2014
    We're staying at Reardon's Roost this week for the first time and loving it! First, the location is great! Just uphill from a small mall of stores and restaurants that...
    5 of 5 stars Reviewed July 21, 2014
    I just loved this cozy perch overlooking Deep Creek Lake. The two bedroom with pull out sofa bed was just perfect for our multi-state friend reunion. Tastefully decorated and it...
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    $1,288
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    1 / 20
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Inquiry
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    • Air Conditioning
    • Fireplace
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Want a quiet section of the lake where nature joins you on your vacation? Mallard Cove is a spacious three bedroom home set back off of a quiet cove of the lake. It is a newly finished home with a new hot tub. Just walk across the quiet residential road to your lakefront and dock. There is even... View all property information
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    Oakland, Garrett County 21550
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    $1,128
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Fireplace
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    About this property
    Leisure is yours to be had at Vista on the Lake. This cozy, pet friendly cottage is the perfect getaway for immediate family or to retreat with your special someone to a quiet part of the Lake. The biggest amenity of this charming cottage is its expansive level lakefront, ideal for the family dog... View all property information
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    Oakland, Garrett County 21550
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    $1,491
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    1 / 10
    5 of 5 stars (5) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Located in the picturesque Silver Ridge community, this Craftsman style home is the epitome of style. Relax and enjoy the crisp mountain air from the comfort of the wrap around porch as you plan the day’s activities. With state parks, skiing, golf and more within a short drive, the opportunities... View all property information
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    Oakland, Garrett County 21550
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    $394
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    1 / 28
    5 of 5 stars (4) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (4) Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    UPGRADE ALERT: #386 has upgraded from cable TV to Direct TV AND WIFI! Enjoy The Deep Creek Lake State Park Beach, Swimming, Trails and Boat Launching! Get away from the hustle, bustle and noise of everyday life. A beautiful, secluded lodge surrounded by nature, offers you the chance to ”have it... View all property information
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    Location Information
    Oakland, Garrett County 21550
    4 of 5 stars Reviewed August 23, 2014
    We are not really lake people, but Bear Necessities is in the right place to do what we do like to do on vacation. We like to relax, read, run, rest, and recharge. My wife and I...
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    $1,697
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    1 / 15
    3.5 of 5 stars (9) Average
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    This recently renovated pet friendly home is located on a quiet road with a marvelous level lakefront. The great room boasts a cathedral ceiling, stone fireplace and French doors opening onto the flagstone deck with a bubbling hot tub. A pool table and expansive windows highlight the spacious... View all property information
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    Location Information
    Oakland, Garrett County 21550
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    $217
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    1 / 17
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (3) Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Bedding: Queen, Queen, Queen Sleeper Sofa 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.... View all property information
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    Location Information
    Oakland, Garrett County 21550
    5 of 5 stars Reviewed August 20, 2014
    Loved it here. Could not have found a more perfect location. River right on doorstep. View from sun-deck just beautiful and the hot tub just finished things off perfectly. Very...
    4 of 5 stars Reviewed June 24, 2014
    We chose this house predominantly because we don't have a boat, so staying at a lakefront property seemed a waste money. We were so pleasantly surprised by this home and it's...
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    $467
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    1 / 10
    4 of 5 stars (7) Very good
    5 Bedrooms / 3 Bathrooms / Sleeps 13
    Overview Reviews (7) Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Come out of your shell and stay at Terp's Hideaway. This chalet is sure to please. You can kick back and relax with all your friends and watch your favorite sport on TV from the comfort of two family areas. Play a fun filled game of pool, or just sit and watch your favorite movie. Take advantage of... View all property information
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    Location Information
    Oakland, Garrett County 21550
    4 of 5 stars Reviewed March 19, 2015
    We shared this house with 3 couples and 2 college aged boys. There was plenty if room. The kitchen and large dining room easily accommodated all of us. It was also nice to have...
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    $2,379
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    1 / 14
    4 of 5 stars (9) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 16
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Beautifully decorated with a woodland theme, this pet friendly lakefront resort home is one of a kind. Treat your family and friends to such amenities as pool table, hot tub, large rooms and quality furnishings. Your dog will love the screened porch, spacious decks with plenty of space to lounge... View all property information
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    Oakland, Garrett County 21550
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    $1,352
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    1 / 12
    4 of 5 stars (4) Very good
    5 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    The epitome of convenience inside and out, Quality Time combines an ideal location with classic décor and an array of amenities. Spend time with the important people in your life including the family dog while chatting by the fire or relaxing under the stars on the deck. Within walking distance... View all property information
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    Location Information
    Oakland, Garrett County 21550
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    $1,392
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    1 / 13
    5 of 5 stars (1) Excellent
    5 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Spend your next getaway relaxing in the heart of Deep Creek! Inside this beautiful duplex is well equipped with all the comforts of home along with exceptional amenities including an outdoor hot tub and pool table. You'll find the public beach, hiking trails and kid-friendly Discovery Center at... View all property information
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    Oakland, Garrett County 21550
    From
    $237
    / Night
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    1 / 10
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Bedding: King, Queen, Queen, Daybed Welcome Home Friends! Paradise at Penn Cove is a captivating 3 bedroom chalet that rests on quiet road overlooking Penn Cove. Cathedral ceilings, bright open windows and an impressive stone fireplace create the perfect atmosphere for spending time with family and... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,658
    / Week
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    1 / 12
    4.5 of 5 stars (12) Very good
    5 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Reviews (12) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Close to state parks, restaurants and lake activities, Almost Heaven is a new vacation retreat that offers carefree convenience for your Deep Creek Lake getaway. All new furnishings and décor are featured throughout this spacious duplex. Pass the time with a game of pool, a dip in the hot tub or a... View all property information
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    Location Information
    Oakland, Garrett County 21550
    5 of 5 stars Reviewed May 29, 2014
    I enjoyed the home 3 master bedrooms and two nice bedrooms in the basement with a full bath. 5 mins to grocery store and about 8mins to Funland and other activities. I would rent...
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    $2,108
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    1 / 13
    5 of 5 stars (9) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Let yourself be transported by Lake Shore Dreams to a place where the pace is a little slower, the stars shine brighter and air is crisp and clear. You’ll awake feeling completely refreshed and ready to tackle the many activities that are at your fingertips. Enjoy boating, swimming and fishing from... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,765
    / Week
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    1 / 18
    4 of 5 stars (1) Very good
    5 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    If you seek the perfect vacation retreat, Summer Song will be music to your ears! The house has been beautifully renovated in 2014 with new furniture, carpet, paint, furnishings, hot tub and new lakefront bedroom in the basement. Enjoy dining on the spacious deck offering lovely lake views. The... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,747
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    1 / 12
    4.5 of 5 stars (18) Very good
    5 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Reviews (18) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    When it’s time to unwind, It’s 5 O’clock Somewhere is the place to kick back, relax and enjoy the best of Deep Creek Lake. This brand new chalet features a wall of windows and a wrap around deck from which to enjoy the view of the lake and surrounding mountains. Well designed and beautifully... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $2,152
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    1 / 13
    3.5 of 5 stars (9) Average
    6 Bedrooms / 5 Bathrooms / Sleeps 15
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Vibrant and uplifting, Tamaqua Lodge will lift your spirits to new heights. Beautifully appointed rooms accented with eye-catching flair and style provide ample space for your family and friends. Although interior rooms provide outstanding views, you'll want to escape to your expansive deck to take... View all property information
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    Oakland, Garrett County 21550
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    $1,553
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    1 / 14
    4 of 5 stars (6) Very good
    5 Bedrooms / 5 Bathrooms / Sleeps 13
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    This beautiful mountainside chalet offers an ideal getaway retreat for a gathering of family or friends. The spacious great room is highlighted by cathedral ceilings, stone fireplace, hardwood floors and access to the expansive deck. The relaxed atmosphere of the family room makes it the right spot... View all property information
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    Oakland, Garrett County 21550
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    $3,297
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    1 / 12
    4 of 5 stars (7) Very good
    8 Bedrooms / 7 Bathrooms / Sleeps 22
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Plan your Deep Creek getaway with a stay at the spacious and professionally decorated Enchantment. With amenities such as free high speed wireless internet, 2 dishwashers, 2 refrigerators, and the convenience of a washer/dryer, this custom log home has everything you will need for an unforgettable... View all property information
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    Oakland, Garrett County 21550
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    $1,697
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    1 / 15
    4.5 of 5 stars (20) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 16
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    If it’s a breathtaking view that you’re looking for, you’ll find it at Scenic Overlook. Truly spectacular, this mountainside chalet offers sweeping lake views from the upper and lower decks, as well as the great room, dining room and family room. Spacious and well-appointed, the interior features... View all property information
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    Oakland, Garrett County 21550
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    $1,473
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    1 / 11
    4.5 of 5 stars (11) Very good
    5 Bedrooms / 5 Bathrooms / Sleeps 14
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Papa Bear is a lovely home that will make you want to stay in the story forever. You will love relaxing in nicely decorated master suites and bedrooms. One room even overlooks the great room and windows are abundant throughout the house. The kitchen and dining room provide plenty of seating for the... View all property information
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    Oakland, Garrett County 21550
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    $347
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    1 / 17
    4 of 5 stars (19) Very good
    4 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Reviews (19) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Community: Mountainside Bedding: King, Queen, Double, Queen & Bunk, Queen Sleeper Sofa For a mountain side oasis with captivating views, 'Tall Castle' is just what will set the mood. Sparkling water views and light, airy spaces reign in this Deep Creek home. Watch the moon rise between the... View all property information
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    Oakland, Garrett County 21550
    1 of 5 stars Reviewed February 3, 2015
    After reading negative past reviews of Tall Castle I contacted Taylor Made to verify the condition of the this property and was told that repairs were made and it was good. This...
    2 of 5 stars Reviewed July 18, 2014
    The service that we received from the booking company, "Taylor Made" rentals located in Deep Creek Maryland was Exceptional when dealing with all of the issues we encountered with...
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    $2,367
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    1 / 14
    4.5 of 5 stars (3) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 16
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Translate serenity by the lake into a fantastic chalet, and Southern Comfort is the result. Located on 417 feet of gently sloping lakefront with rolling hills and scenic vistas, this beauty has incredible lake views visible from 4 of the 6 bedrooms. The 2 master suites opening onto a deck and a two... View all property information
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    Location Information
    Oakland, Garrett County 21550
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    $1,784
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    1 / 14
    5 of 5 stars (6) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Its All Good will help you to release the stresses of life and recharge your batteries. This lake area home is situated on the peaceful Lake Shore drive. You can even catch glimpses of the lake through the trees. The lodge-like decor makes you feel right at home in the mountains yet surrounds you... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,360
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    1 / 9
    5 of 5 stars (9) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Segue from one season to the next without missing a beat – Tees-n-Skis can fulfill your vacation dreams all year long. Clean lines, professional décor and attention to detail create an atmosphere of quiet sophistication throughout this Craftsman style home. Indulge your need to relax with a lazy... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,009
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    1 / 10
    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Fireplace
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Located at the top of idyllic Paradise Ridge, Lake Summit is an excellent escape for all seasons. Attractive décor and a well planned layout combine to make this a cozy haven for time spent with family and friends. Early risers will enjoy lounging on the wrap-around deck, as they are warmed by the... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $355
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    1 / 20
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    About this property
    This charming home accented with antiques will hug you when you walk through the door. Located near Swallow Falls State Park, Herrington Manor State Park and minutes from Deep Creek Lake; this home offers a great location for local activities and events, or just stay back and relax by the... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $6,451
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    1 / 19
    4.5 of 5 stars (14) Very good
    9 Bedrooms / 8 Bathrooms / Sleeps 28
    Overview Reviews (14) Make Inquiry
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    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    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 masterpiece offers 100 feet of beautiful lakefront decorated with fragrant mountain laurel and towering hardwoods. Elegant... View all property information
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    Oakland, Garrett County 21550
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    $1,894
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    1 / 15
    4.5 of 5 stars (16) Very good
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (16) Make Inquiry
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    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    A place of repose, a place to reflect and to rekindle the spirit---that is the American Dream. Located on a quiet wooded lot atop Mountainside, the view knows no end and the essence of privacy and quietude surround you. This beautiful chalet boasts four master suites, a prow front great room warmed... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,028
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    1 / 9
    5 of 5 stars (7) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Fireplace
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Ready for a little R&R? Restful Retreat possesses all of the essentials for a soothing and fun vacation experience. Gleaming hardwood floors, artful craftsmanship and beautiful décor create an inviting atmosphere that makes you feel instantly at ease. The unique two sided fireplace emits a soft... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $547
    / Night
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    1 / 10
    4.5 of 5 stars (5) Very good
    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Bedding: King, King, Queen, Queen, Queen, Queen, Queen Sleeper Sofa 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... View all property information
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    Location Information
    Oakland, Garrett County 21550
    4 of 5 stars 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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    $125
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    1 / 24
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Fox Den Lake House is an affordable, year-round, 2-bedroom, 1-bath vacation rental home with views of Deep Creek Lake from every room. Walk across the road to rent a boat or take a quick stroll down the street for some ice cream and nice restaurants. The Wisp Ski Resort is only a short ten-minute... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $3,712
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    1 / 23
    5 of 5 stars (9) Excellent
    7 Bedrooms / 7 Bathrooms / Sleeps 18
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    Life is full of surprises an you will find the most wonderful ones at Hollywood! Recently completely revamped, this lovely lakefront chalet is sure to be a favorite. Glowing hardwood floors, lofty cathedral ceilings and a huge native stone fireplace create a feeling of spacious welcome. Large,... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $329
    / Night
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    1 / 13
    4.5 of 5 stars (3) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    Amenities & Details
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Bee Tree II is a log cabin style home nestled in a quiet cove on the shores of Deep Creek Lake. You will be able to enjoy all of the area’s four seasons on this home’s wooded lot. This is the perfect place to enjoy a snowy day, through a line in the lake during the spring fishing season, swim and... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $11,414
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    1 / 37
    4 of 5 stars (2) Very good
    10 Bedrooms / 10 Bathrooms / Sleeps 34
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Looking for a royal retreat? With 17,000 sq. ft., The Herrington will make you will feel as if you were living in a castle. From the circular driveway, beauti ful estate, and 11 acre lake, to the grand entryway, ballroom, and elaborate pool room, attention to detail and luxury are spread throughout... View all property information
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    Location Information
    Oakland, Garrett County 21550
    3 of 5 stars Reviewed March 19, 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 need...
    5 of 5 stars Reviewed June 29, 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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    $1,148
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    1 / 10
    4 of 5 stars (11) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Enter a world of soft winds and crystal waters at this charming pet friendly cottage. The delightful décor adds to the pleasure you will experience at Willow Point. Enjoy the sunshine with the family dog from your exceptional lawn, recline in the shade of graceful willows, or bring the day to a... View all property information
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    Oakland, Garrett County 21550
    3 of 5 stars Reviewed May 27, 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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    $974
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    1 / 12
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Fireplace
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    When looking for a mountain retreat you will find everything you need at Bella Cava! Built for taking in the picturesque surroundings this log home has ample outdoor living space with a covered hot tub and attached gazebo, with seating designed for enjoying a meal. Inside, the large main family... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,082
    / Week
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    1 / 11
    4 of 5 stars (1) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Fireplace
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    Key to Paradise is set on a secluded and peaceful lot, making guests feel like they are worlds away from it all. This charming cabin in the woods features three bedrooms and three bathrooms, with a large and unique master suite. An incredible two-story fireplace built from native stone is the... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $742
    / Night
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    1 / 23
    5 of 5 stars (5) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Satellite TV
    • Sauna
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Community: Mountainside Bedding: King, King, King, King, King Valhalla 'Hall of the Gods' is a gorgeous 4 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... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,352
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    1 / 12
    4.5 of 5 stars (9) Very good
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Exceptional in every way, Dream On is a brand new duplex that creates a unique vacation haven for any gathering. Professional décor, a gourmet kitchen and 7 flat screen TV’s are just a few of the upscale amenities that enhance the attractive interior. Relax in the bubbling outdoor hot tub as the... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,315
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    1 / 19
    4.5 of 5 stars (12) Very good
    3 Bedrooms / 4 Bathrooms / Sleeps 11
    Overview Reviews (12) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    If you and your dog have a longing for wide open spaces, filled with the sights and sounds of nature, remember Forget-Me-Not when selecting your pet friendly vacation destination! Splendid serenity awaits you at this enchanting haven with it’s spacious lawn and surrounding woodlands. With room... View all property information
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    Location Information
    Oakland, Garrett County 21550
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    1 / 18
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Experience the lake in an atmosphere only an authentic cabin can provide. Cochran’s Cabin makes an ideal mountain getaway for a couple or small family. The charming interior features a great room and lower level family room, three bedrooms, hardwood floors, and a cozy fireplace. Step outside to... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,278
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    1 / 12
    4.5 of 5 stars (4) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    About this property
    Inspired by the movie of the same name, “Casablanca” is a mountain retreat you and your dog will love! Utter bliss awaits you at this fantastic lakefront chalet with its magnificent wooded surroundings and beyond-belief interior. Comfort and luxury know no bounds in every room of Casablanca and the... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,363
    / Week
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    1 / 14
    4 of 5 stars (9) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (9) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Perched on a hillside, Misty Ridge offers the perfect vantage point from which to survey the sparkling waters of Deep Creek Lake and the emerald green mountains that surround it. Take advantage of the spectacular view through the wall of windows in the great room or step out onto the expansive wrap... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $297
    / Night
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    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Community: Mountainside Bedding: KIng, King, Queen, Daybed with Trundle, Queen Sleeper Sofa Luxury and convenience come together when you choose to stay in the delightful home known as Wine Down. Fall in love with the Great Room which boasts wooden beamed cathedral ceilings, an impressive stone... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,146
    / Week
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    1 / 12
    4 of 5 stars (1) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Fireplace
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Looking for a quiet wooded retreat? Log Heaven brings nature to you with its rustic charm throughout the house. One master suite and 3 additional bedrooms give everyone enough space to spread out and then regroup in the living room while enjoying a movie on the big flat screen LCD TV. Other... View all property information
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    Location Information
    Oakland, Garrett County 21550
    From
    $1,946
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    1 / 17
    5 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    The peaceful location of this beautiful five bedroom mountain home create the perfect setting for a relaxing vacation. The cozy fireplace and spacious living room are an inviting spot for family and friends. With amenities including a pool table and outdoor fire pit there will be something for... View all property information
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    Location Information
    Oakland, Garrett County 21550