Winchester Vacation Rentals, Houses & More


1 - 11 of 11

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Areas near Winchester

Great rentals within 20 miles that match your search

1 / 9

Lost Creek Retreat

  • 3
  • 11
  • Min stay varies

$150

Details

1 / 12

Bluff View Cabin with breathtaking view & hot tub!

  • 3
  • 8
  • 2 nights min

$275

Details

1 / 36

One-of-a-Kind 2BR Lynchburg House w/Outdoor Fire Pit, Large Horse Barn

  • 2
  • 6
  • Min stay varies

$176

Details

1 / 18

Cedar Cabin Lynchburg, TN

  • 2
  • 4
  • 1 night min

$150

Details

1 / 11

Chanticleer

  • 3
  • 6
  • Min stay varies

$100

Details

1 / 13

The 'Perfect Location' for your visit to Southern Middle Tennessee.

  • 3
  • 8
  • 1 night min

$250

Details

1 / 18

Monteagle Treehouse Hideawa-Eagle

  • 1
  • 6
  • 2 nights min

$125

Details

1 / 5

Lynchburg Barrel Cottage

  • 3
  • 6
  • Min stay varies

$130

Details

1 / 12

A 3 bedroom home with an amazing and serene view

  • 3
  • 6
  • 2 nights min

$216

Details

1 / 15

Cozy Cottage on Lavender Farm near Jack Daniel Distillery, with Breakfast option

  • 1
  • 2
  • Min stay varies

$120

Details

1 / 22

Lil' Bear Log Cabin with Breath-taking Bluff View!

  • 3
  • 9
  • 2 nights min

$201

Details

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