Jacksonville Vacation Rentals, Houses & More


1 - 38 of 57

View larger map

Areas near Jacksonville

1 / 15

Private Entrance. Clean. Comfortable.

  • 1
  • 4
  • 1 night min

$95

Details

1 / 8

Center of Town!

  • 2
  • 2
  • 7 nights min

$71

Details

1 / 25

Private Mountain View Suite

  • 1
  • 5
  • 1 night min

$95

Details

1 / 14

Plymale Cottage, Bed & Biscotti

  • 2
  • 4
  • 1 night min

$144

Details

Great rentals within 20 miles that match your search

1 / 29

Gorgeous Italian Hillside Villa sleeps 10

  • 4
  • 10
  • Min stay varies

$392

Details

1 / 12

Dream Cottage on the Rogue

  • 1
  • 4
  • 1 night min

$125

Details

1 / 11

2nd Street Cottages, GARDEN SUITE

  • 2
  • 5
  • Min stay varies

$239

Details

1 / 18

The Cottage at Dunmovin'

  • 1
  • 4
  • 1 night min

$99

Details

1 / 7

Oberon -Second Spring Property 1-3 Bedroom Luxury

  • 1
  • 3
  • 2 nights min

$194

Details

1 / 5

Tina's Luxury Studio II

  • 3
  • 2 nights min

$89

Details

1 / 16

2nd Street Cottages, HERITAGE HOUSE

  • 4
  • 8
  • 2 nights min

$417

Details

1 / 9

Oak Street Cottages~Tower Townhouse ~ 1.5 Blocks to Oregon Shakespeare Festival!

  • 2
  • 8
  • 2 nights min

$258

Details

1 / 25

Perfect vacation cottage

  • 2
  • 6
  • 2 nights min

$283

Details

1 / 12

Oak Street Cottages ~ Sherwin ~ 1.5 Blocks to Oregon Shakespeare Festival!

  • 4
  • 11
  • 2 nights min

$348

Details

1 / 34

Waverly Cottage 1898 Historic Victorian

  • 2
  • 4
  • 1 night min

$144

Details

1 / 16

Relaxing Suburban Home with Large Yard

  • 3
  • 6
  • Min stay varies

$158

Details

1 / 8

RedTail Inn ~ The Orliena McCall Suite ~ Sleeps Four

  • 1
  • 4
  • 1 night min

$293

Details

1 / 8

Walk to Downtown/Theaters from this Charming Home

  • 2
  • 6
  • 2 nights min

$194

Details

1 / 24

New! Quaint 3BR Talent Home w/Yard & Mountain Views!

  • 3
  • 6
  • Min stay varies

$194

Details

1 / 12

Romeo

  • 2
  • 4
  • 2 nights min

$214

Details

1 / 11

RedTail Inn ~ The "Red" McCall Suite ~ Sleeps Six

  • 2
  • 6
  • 2 nights min

$343

Details

1 / 24

Affordable, Private Retreat for 2 with Great Views

  • 1
  • 2
  • 3 nights min

$144

Details

1 / 7

Tina's Luxury Studio I

  • 3
  • 2 nights min

$79

Details

1 / 20

Abigail's Cottage, 10-min. walk to plaza/theaters

  • 2
  • 6
  • 2 nights min

$184

Details

1 / 46

NEW! Talent Studio on Vineyard w/Shared Hot Tub!

  • Studio
  • 2
  • Min stay varies

$110

Details

1 / 9

Nancy's Garden Cottage

  • 1
  • 2
  • 30 nights min

$83

Details

1 / 14

Luxurious Home near Downtown Ashland and Theaters

  • 3
  • 9
  • 2 nights min

$283

Details

1 / 26

Private and Luxurious Cottage Constructed in 2015 with High End Amenities

  • 1
  • 2
  • 30 nights min

$100

Details

1 / 13

Oak Street Cottages ~ Oak Lawn ~ 1.5 Blocks to Oregon Shakespeare Festival!

  • 2
  • 6
  • 2 nights min

$219

Details

1 / 22

Hopyard Views Villa - Minutes to Downtown Ashland!

  • 2
  • 4
  • 2 nights min

$144

Details

1 / 22

Pioneer House ~ One Block from OSF

  • 3
  • 8
  • 1 night min

$323

Details

1 / 7

Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In The Heart Of Ashland

  • 1
  • 3
  • 2 nights min

$298

Details

1 / 23

Stone's Throw Bungalow - Licensed, Private Garden

  • Studio
  • 2
  • 2 nights min

$134

Details

1 / 15

Juliet

  • 2
  • 4
  • 2 nights min

$214

Details

1 / 29

Riverfront oasis with pool

  • 2
  • 6
  • 2 nights min

$159

Details

1 / 13

Bel Canto ~ Ashland Hillside ~ Five Minutes from OSF

  • 2
  • 4
  • 2 nights min

$174

Details

1 / 14

Historic Craftsman in Downtown Medford

  • 2
  • 3
  • 2 nights min

$138

Details

1 / 16

'1900' House ~ Downtown Ashland - Near Oregon Shakespeare Festival ~ Sleeps 8

  • 3
  • 8
  • 2 nights min

$293

Details

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more
See only the properties that can be booked online with Payment Protection.
Learn more