Waynesboro Vacation Rentals, Vacation Home Rentals & more


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Great rentals within 20 miles that match your search

1 / 64

Fit for a KING ( king size beds!)

  • 5
  • 10
  • Min stay varies

$450

Details

1 / 22

Elegant Jefferson-era Farmhouse - Charlottesville

  • 3
  • 8
  • 3 nights min

$171

Details

1 / 17

Ramsay Estate | Carriage House on Historic Estate with Blue Ridge Views

  • 1
  • 2
  • Min stay varies

$226

Details

1 / 24

Spacious 6 Bedroom Home in the Wintergreen Resort

  • 6
  • 14
  • 2 nights min

$330

Details

1 / 22

Comfortable 3BR Wintergreen House w/Wifi, Multiple Decks & Resort Shuttle

  • 3
  • 8
  • Min stay varies

$191

Details

1 / 20

The Cottage at Sunnybank B&B

  • 1
  • 2
  • 2 nights min

$165

Details

1 / 18

Penmerryl Farm Bed and Breakfast- Cabin B

  • 3
  • 8
  • 2 nights min

$186

Details

1 / 5

Fab mountaintop condo at Wintergreen Resort

  • 3
  • 6
  • Min stay varies

Inquire for Rates

Details

1 / 5

Affordable Blue Ridge Mountain Cottage

  • 3
  • 6
  • 2 nights min

$250

Details

1 / 11

Three Sisters Log Cabin

  • 1
  • 6
  • 2 nights min

$155

Details

1 / 19

Martin Suite | Scenic Views, Close to the Heart of C'ville - LT Stays Welcome!

  • 1
  • 2
  • Min stay varies

$201

Details

1 / 20

Braeside Annex | Comfort Close to UVa & Boars Head - LT Stays Welcome!

  • 2
  • 3
  • Min stay varies

$226

Details

1 / 41

The Warren | Country Home - 1 Mile from King Family Vineyards in Lovely Crozet

  • 3
  • 6
  • Min stay varies

$551

Details

1 / 29

Penmerryl Farm

  • 16
  • 48
  • Min stay varies

$1201

Details

1 / 25

NEW LISTING! NEW HOME WITH ALL THE UPDATES! QUIET AREA, PASSES, CLOSE TO ALL

  • 3
  • 8
  • 1 night min

$250

Details

1 / 22

Escape to Campbell's Creek

  • 2
  • 5
  • 2 nights min

$250

Details

1 / 12

Wintergreen Resort 2 BR 2 BA Condo with LOW Rates

  • 2
  • 6
  • 2 nights min

$105

Details

1 / 14

Ivy Guest | Spacious Above-Garage Apartment Convenient to C'ville & Crozet

  • 2
  • 3
  • Min stay varies

$150

Details

1 / 22

Bed & Breakfast at Penmerryl Farm - Cabin A

  • 3
  • 8
  • 2 nights min

$191

Details

1 / 22

Pet Friendly 2BR Cabin in Blue Ridge Mtns of VA

  • 2
  • 6
  • Min stay varies

$129

Details

1 / 41

CRAZY AMAZING get-a-way! (Crazy, in a GOOD way)

  • 5
  • 13
  • Min stay varies

$551

Details

1 / 40

Four Seasons Annex | Beautifully Decorated, Ivy Area Central to Town & Wineries

  • 3
  • 6
  • Min stay varies

$326

Details

1 / 24

Maren Estate (Mountain Estate 20 min to UVA)

  • 6
  • 14
  • 3 nights min

$1700

Details

1 / 9

The Mountain House

  • 5
  • 10
  • 2 nights min

$275

Details

1 / 4

Cozy in Crozet

  • 2
  • 4
  • 1 night min

$186

Details

1 / 28

Peaceful Seclusion in The Blue Ridge,Pet friendly

  • 2
  • 6
  • Min stay varies

$119

Details

1 / 9

4 Season Mountain Inn Retreat

  • 1
  • 4
  • 2 nights min

$95

Details

1 / 7

Dogwood Haven

  • 2
  • 4
  • Min stay varies

$155

Details

1 / 5

Osceola Mill Cabins

  • 1
  • 3
  • 1 night min

$150

Details

1 / 17

Mountain Escape in the Spring

  • 2
  • 5
  • Min stay varies

$110

Details

1 / 11

Mountain Chalet in Heart of Resort Sleeps 6-8

  • 3
  • 8
  • Min stay varies

$196

Details

1 / 7

Crabtree Falls Vista Vacation Home

  • 3
  • 8
  • 2 nights min

$250

Details

1 / 21

The Retreat at Wintergreen

  • 4
  • 10
  • 3 nights min

$396

Details

1 / 20

The Bear Dance Cabin at Wintergreen

  • 3
  • 6
  • Min stay varies

$125

Details

1 / 16

Tyro Slope-Side House Ski In/Out Yr Rnd Views w/AC

  • 3
  • 8
  • 2 nights min

$171

Details

1 / 17

WINTERGREEN MOUNTAIN HOUSE

  • 4
  • 8
  • Min stay varies

$201

Details

1 / 8

Spacious house located in Shenandoah Valley

  • 4
  • 6
  • 2 nights min

$90

Details

1 / 32

Shenandoah Valley Farmhouse

  • 4
  • 9
  • 3 nights min

$250

Details

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