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Holiday Rentals with Pools in Oakland

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    $677 Average
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    Travellers to Oakland are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    7 Matching Rentals in OaklandView all 255 rentals
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    5 Bedroom Immaculate Chalet with Dock Slip and Community Indoor Pool1 / 28
    (37)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Attractive & Inviting 4 Bedroom home with hot tub in prestigious community!1 / 38
    (11)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Waterfront
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There is no better place to reunite with friends and family than Nature’s Retreat. This spectacular 5 bedroom lakefront home offers all of the amenities of home and more! Glistening hardwood floors, a massive stone stacked fireplace and leather furnishings create a warm and comforting gathering...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Parking
    • Grill
    • Hot Tub
    • Waterfront
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunrise is a spectacular 4 bedroom lakefront home that will quickly become host to your family’s favorite Deep Creek memories. From the moment that you begin pulling up to the home, you will embrace the charm of the serene tree lined drive. Offering over 4 acres of private lawn, outdoor enthusiasts...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    8 Bedrooms, 8 Bathrooms, Sleeps 26 Quick View
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    Amenities & Details
    • Waterfront
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Private Indoor Pool
    • Sauna
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and stay at Deep Creek's premier lakefront property where dreams do come true, and the fun begins at this exquisite eight bedroom home known as Celebration at Deep Creek. From the moment that you step inside this luxurious mountain home you will be in awe. Walking through the foyer, you will...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 26
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Satellite TV
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Red Run 1A3 is an alluring 3 bedroom condominium located in the desirable Red Run Community. Summer days don't get better than this as you and your guests relish time spent swimming & playing from the nearby beach area or lounging lazily around the outdoor community swimming pool. Winter evenings...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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