Oakland Maryland Vacation Rentals and Vacation Homes

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Deep Creek Lake, MD Rates start at $445/week Vacation homes convenient to rafting, fishing, hiking, hunting, skiing, biking, and every other outdoor activity.   Click for 33 Vacation Rentals

 14 Rentals in Oakland

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Property 24228

Serenity- Accident, MD

  • Serenity - Western Maryland Chalet
  • House in Deep Creek Lake (Near Oakland)
  • 5 Bedroom(s), Sleeps 14
  • 3 Bathroom(s)
  • Weekly Rates from $650
Property 33045

Shendandoah

  • Shenandoah-Beautiful lake front home
  • House in Oakland (Near Deep Creek Lake)
  • 5 Bedroom(s), Sleeps 14
  • 3.5 Bathroom(s)
  • Weekly Rates from $1,380
Property 14712

Bear Crossing

  • Bear Crossing Cabin - Yough Mountain Resort
  • Cabin in Oakland (Near McHenry)
  • 3 Bedroom(s), Sleeps 11
  • 2 Bathroom(s)
  • Weekly Rates from $765
Property 16840

AASHE Lodge

  • AASHE Lodge - minutes from Lake & slopes
  • Cabin in Deep Creek Lake (Near Oakland)
  • 3 Bedroom(s), Sleeps 8
  • 2 Bathroom(s)
  • Weekly Rates from $595
Property 19070

Harrigan House

  • Harrigan House- Maryland Vacation Rental
  • House in McHenry (Near Oakland)
  • 3 Bedroom(s), Sleeps 8
  • 2 Bathroom(s)
  • Weekly Rates from $900
Property 19162

Blarney Stone Manor

  • Blarney Stone Manor- Oakland Vacation Rental
  • House in Oakland (Near McHenry)
  • 3 Bedroom(s), Sleeps 6
  • 3 1/2 Bathroom(s)
  • Weekly Rates from $900
Property 23902

Arrowhead 25

  • Arrowhead - Near Honi, Theaters, Lakefront
  • House in Oakland (Near Deep Creek Lake)
  • 3 Bedroom(s), Sleeps 12
  • 3 Bathroom(s)
  • Weekly Rates from $890
Property 28405

Hilltop Hideaway

  • Hilltop Hideaway- Oakland Maryland Vacation Rental
  • House in Deep Creek Lake (Near Oakland)
  • 3 Bedroom(s), Sleeps 10
  • 2 Bathroom(s)
  • Weekly Rates from $800
Property 28406

Kendall Retreat

  • Kendall Retreat - Yough River access
  • House in Deep Creek Lake (Near Oakland)
  • 3 Bedroom(s), Sleeps 7
  • 2.5 Bathroom(s)
  • Weekly Rates from $650
Property 33043

Wild Yough

  • Wild Yough - hundreds of acres of forest
  • Apartment in Oakland (Near Deep Creek Lake)
  • 3 Bedroom(s), Sleeps 8
  • 2 Bathroom(s)
  • Weekly Rates from $885
Property 33046

Timberloft

  • Timberloft - Boat slip
  • House in Oakland (Near Deep Creek Lake)
  • 3 Bedroom(s), Sleeps 8
  • 3.5 Bathroom(s)
  • Weekly Rates from $820
Property 21677

Bear Paws

  • Bear Paws log cabin
  • House in Deep Creek Lake (Near Oakland)
  • 2 Bedroom(s), Sleeps 4-6
  • 2 Bathroom(s)
  • Weekly Rates from $865
Property 23182

Swallow Hollow

  • Swallow Hollow - Swallow Falls State Park
  • House in Deep Creek Lake (Near Oakland)
  • 2+ Bedroom(s), Sleeps 8
  • 2 Bathroom(s)
  • Weekly Rates from $835
Property 33042

Peaceful Retreat

  • Peaceful Retreat - Pastoral Setting
  • House in Oakland (Near Deep Creek Lake)
  • 2 Bedroom(s), Sleeps 6
  • 1 Bathroom(s)
  • Weekly Rates from $750


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