Greenwood Vacation Rentals, Houses & More


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1 / 31

Blue Ridge views - Historical Manor Home on 180 acres

  • 5
  • 10
  • 2 nights min

$750

Details

Great rentals within 30 miles that match your search

1 / 36

Ramsay Estate Cottage Cottage - 3 bbr/3 bath, Panoramic Mountain views

  • 3
  • 6
  • Min stay varies

$475

Details

1
1 / 29

Ramsay Carriage House with Mountain Views

  • 1
  • 2
  • Min stay varies

$225

Details

4
1 / 41

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

  • 3
  • 6
  • Min stay varies

$550

Details

1 / 17

Spacious Suite in Mountain Retreat

  • 1
  • 3
  • Min stay varies

$140

Details

1
1 / 24

Maren Estate (Mountain Estate 20 min to UVA)

  • 6
  • 14
  • 3 nights min

$1700

Details

1 / 20

Studio loft apartment in Historic Downtown Crozet

  • 2
  • 2 nights min

$125

Details

2
1 / 9

Rooster Hill Bed and Breakfast

  • 2
  • 6
  • 2 nights min

$300

Details

1 / 4

Cozy in Crozet

  • 2
  • 4
  • 1 night min

$185

Details

40
1 / 20

The Cottage at Sunnybank B&B

  • 1
  • 2
  • 2 nights min

$164

Details

1 / 10

Batesville Creek Cottage

  • 2
  • 4
  • 2 nights min

$225

Details

1 / 12

Quarters Farm

  • 4
  • 11
  • 2 nights min

$399

Details

4
1 / 8

Spacious house located in Shenandoah Valley

  • 4
  • 6
  • 2 nights min

$90

Details

9
1 / 14

Ivy Guest Above Garage Apartment/Cottage style

  • 2
  • 3
  • Min stay varies

$150

Details

24
1 / 22

Elegant Jefferson-era Farmhouse - Charlottesville

  • 3
  • 8
  • 3 nights min

$170

Details

1 / 7

Get Away to Plainfields Cottage With Easy Access to Cville, Wineries & Hiking

  • 1
  • 2
  • Min stay varies

$150

Details

1 / 29

'Rockfish Valley Inn' Expansive 9BR Afton House w/Wifi, Very Large Yard & Blue

  • 9
  • 24
  • 2 nights min

$899

Details

1 / 8

Luxury Yurt in the Blue Ridge Mountains of Virginia Near Wintergreen

  • 1
  • 5
  • 2 nights min

$150

Details

1 / 18

Luxurious Library Suite - Convenient to C'ville & Area Activities/Wineries

  • 1
  • 2
  • 2 nights min

$160

Details

1
1 / 26

Beautifully Decorated Ivy Area Annex_Close to Town and Wineries

  • 3
  • 6
  • Min stay varies

$325

Details

1 / 21

Queen Guest Room in Historic Locust Hill

  • 1
  • 2
  • Min stay varies

$200

Details

1 / 15

Close to the Heart of Cville - Guest Suite with Mountain Views - Long-term Okay!

  • 1
  • 2
  • Min stay varies

$200

Details

1 / 57

Historical Summer Home in Charlottesville

  • 4
  • 8
  • Min stay varies

$700

Details

1 / 56

Jack n' Jill BnB Guestrooms in large historical home

  • 2
  • 6
  • 2 nights min

$300

Details

1 / 32

Shenandoah Valley Farmhouse

  • 4
  • 9
  • 3 nights min

$250

Details

1 / 20

Beautiful Braeside Annex

  • 2
  • 3
  • Min stay varies

$225

Details

1
1 / 15

Minutes from UVA; Feel Like You're in the Country

  • 4
  • 8
  • 2 nights min

$625

Details

1 / 40

NEW! 1BR Lyndhurst Cabin on Farm w/Private Pond!

  • 1
  • 6
  • Min stay varies

$140

Details

1 / 16

Getaway Cottage up Scenic Garth Road - close to UVA

  • 1
  • 2
  • Min stay varies

$170

Details

6
1 / 13

Book now for Spring/Summer - Luxury House on Golf Course with Resort Membership

  • 3
  • 8
  • Min stay varies

$256

Details

1 / 5

Affordable Blue Ridge Mountain Cottage

  • 3
  • 6
  • 2 nights min

$250

Details

1
1 / 21

The Retreat at Wintergreen

  • 4
  • 10
  • 3 nights min

$395

Details

18
1 / 46

Simple Pleasures -N Ridge - Holidays Upon Us

  • 3
  • 7
  • 2 nights min

$130

Details

3
1 / 13

Kenridge Carriage House - lctd in Farmington area

  • 2
  • 6
  • 2 nights min

$285

Details

4
1 / 5

Condo on the ridge with spectacular view

  • 3
  • 6
  • 2 nights min

$125

Details

1 / 9

Open Concept Home, each BR with Walk Out Deck

  • 4
  • 9
  • 2 nights min

$200

Details

1
1 / 24

Cozy 2BR Wintergreen Condo w/Private Balcony

  • 2
  • 6
  • Min stay varies

$165

Details

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