Middlebury Vacation Rentals, Houses & More


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Areas near Middlebury

1 / 29

The Wellington Lake Cottage on Stone Lake

  • 3
  • 8
  • 2 nights min

$140

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Great rentals within 20 miles that match your search

1 / 23

Birds Nest

  • 2
  • 5
  • 2 nights min

$125

Details

1 / 17

Huge 4800 Lakefront Home with 6 BR perfect for Family Reunion or Vacation

  • 6
  • 16
  • Min stay varies

$530

Details

1 / 14

Lake Wawasee Contemporary Channel Front with Pier

  • 2
  • 8
  • 3 nights min

$226

Details

1 / 11

Mirror Lake Bed and Breakfast LLC

  • 1
  • 7
  • 2 nights min

$110

Details

1 / 24

The River House is a Peaceful Oasis

  • 2
  • 6
  • 2 nights min

$150

Details

1 / 7

Folk Cottage - Lakefront Cottage, Semi-private Lake, Beach Boats

  • 4
  • 8
  • 2 nights min

$100

Details

1 / 3

Daily Vacation Cottage Rental On The Lake

  • 1
  • 2
  • 1 night min

$57

Details

1 / 1

Vacation Cottage Rental On The Lake

  • 1
  • 4
  • 3 nights min

$95

Details

1 / 8

Weekly Vacation Cottage Rental on the lake

  • 1
  • 5
  • 7 nights min

$73

Details

1 / 24

Lake Wawasee Channel Front with Partial Lake View

  • 2
  • 6
  • Min stay varies

$201

Details

1 / 5

Clear View Cottage - On All Sport Clear Lake / Family and Pet Friendly

  • 2
  • 6
  • Min stay varies

$100

Details

1 / 24

New! 2BR Waterfront Syracuse House w/Private Deck!

  • 2
  • 9
  • Min stay varies

$245

Details

1 / 18

Waterfront Getaway Baldwin Lake

  • 3
  • 9
  • Min stay varies

$201

Details

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