Middleburg Vacation Rentals, Houses & More


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Areas near Middleburg

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The Orchard

  • 3
  • 6
  • 1 night min

$65

Details

Great rentals within 30 miles that match your search

1 / 38

Look-Out Lodge on Lake Cumberland

  • 5
  • 12
  • Min stay varies

$400

Details

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1 / 51

Look Out Lodge on Lake Cumberland

  • 5
  • 12
  • 2 nights min

$425

Details

1 / 6

The Blue Heron

  • 1
  • 2
  • 2 nights min

$100

Details

1 / 18

The Best Lake House On Lake Cumberland

  • 4
  • 10
  • 3 nights min

$400

Details

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1 / 18

3 bdr house overlooking Lake Cumberland tributary

  • 3
  • 8
  • 1 night min

$150

Details

1 / 10

313 Old Waitsboro Road

  • 4
  • 12
  • 1 night min

$200

Details

1 / 15

108-3

  • 3
  • 8
  • 1 night min

$200

Details

1 / 21

012-4

  • 3
  • 10
  • 1 night min

$190

Details

1 / 17

106-2

  • 3
  • 8
  • 1 night min

$190

Details

1 / 9

790

  • 2
  • 8
  • 1 night min

$150

Details

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1 / 22

Cabin on the Hill Bed & Breakfast

  • 3
  • 3
  • 2 nights min

$135

Details

1 / 14

Lighthouse Landing at Green River Lake

  • 1
  • 7
  • 2 nights min

$90

Details

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House on Lake Cumberland

  • 3
  • 8
  • Min stay varies

$95

Details

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022-4

  • 2
  • 6
  • 1 night min

$100

Details

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056-4

  • 2
  • 4
  • 1 night min

$111

Details

1 / 8

Lake Cumberland Log Cabin W/ Dock---Pets Welcomed

  • 4
  • 7
  • 1 night min

$299

Details

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058-2

  • 3
  • 10
  • 1 night min

$140

Details

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052-2

  • 3
  • 8
  • 1 night min

$140

Details

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043-1

  • 2
  • 6
  • 1 night min

$111

Details

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