Greenwood Vacation Rentals, Houses & More


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Areas near Greenwood

1 / 31

Blue Ridge views - Historical Manor Home on 180 acres

  • 5
  • 10
  • 2 nights min

$750

Details

Great rentals within 20 miles that match your search

1 / 17

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

  • 1
  • 2
  • Min stay varies

$226

Details

1 / 28

Civil War Cabin Built by Confederate Soldier in Blue Ridge Mountains

  • 1
  • 4
  • Min stay varies

$160

Details

1 / 17

WINTERGREEN MOUNTAIN HOUSE

  • 4
  • 8
  • Min stay varies

$201

Details

1 / 15

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

  • 4
  • 8
  • 2 nights min

$625

Details

1 / 14

TREELOFT- in the snow drift!

  • 3
  • 8
  • Min stay varies

$310

Details

1 / 30

Pet Friendly 2BR House in Blue Ridge Mtns, Close to Blue Ridge Parkway

  • 2
  • 6
  • Min stay varies

$150

Details

1 / 21

Avon House in Historic Downtown near the mall, UVA, restaurants & free trolley

  • 4
  • 10
  • 2 nights min

$1100

Details

1 / 12

Downtown Carriage House

  • 1
  • 4
  • 2 nights min

$140

Details

1 / 5

Affordable Blue Ridge Mountain Cottage

  • 3
  • 6
  • 2 nights min

$250

Details

1 / 19

Pet Friendly Virginia Blue Ridge Mountain Cabin Rental-Foxwood

  • 3
  • 8
  • Min stay varies

$150

Details

1 / 7

Beautiful Home and Best Value at Wintergreen

  • 4
  • 8
  • 3 nights min

$351

Details

1 / 12

Park St Flat - blocks from Downtown Mall

  • 1
  • 4
  • 2 nights min

$145

Details

1 / 17

Downtown Belle:: located in the popular Belmont ne

  • 3
  • 6
  • 2 nights min

$248

Details

1 / 23

Amazing Gaze | Spacious Home w/ Hot Tub, Grill & Mountain Views Near C'ville

  • 4
  • 8
  • 2 nights min

$750

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 / 37

Mountaintop Resort-Center 3 Kings Twins PASSes

  • 3
  • 7
  • Min stay varies

$249

Details

1 / 22

Elegant Jefferson-era Farmhouse - Charlottesville

  • 3
  • 8
  • 3 nights min

$171

Details

1 / 29

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

  • 9
  • 24
  • Min stay varies

$599

Details

1 / 32

Shenandoah Valley Farmhouse

  • 4
  • 9
  • 3 nights min

$250

Details

1 / 46

Simple Pleasures -N Ridge - Holidays Upon Us

  • 3
  • 7
  • 2 nights min

$130

Details

1 / 11

Charlottesville Lake and Mtn B and B

  • 3
  • 4
  • 1 night min

$300

Details

1 / 16

Lodge at 100 W Beaver Creek 605, 4BD Condo

  • 4
  • 12
  • Min stay varies

$254

Details

1 / 16

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

  • 3
  • 8
  • 2 nights min

$171

Details

1 / 30

Bollingwood | B&B Style Guestroom(s) in Lewis Mtn; Walk to UVA/Scott Stadium

  • 2
  • 3
  • 2 nights min

$150

Details

1 / 13

Book now for Fall - Luxury House on Golf Course with Resort Membership

  • 3
  • 8
  • Min stay varies

$255

Details

1 / 5

Wintergreen Retreat - New Luxury Post & Beam Home

  • 4
  • 12
  • 3 nights min

$300

Details

1 / 8

Spacious house located in Shenandoah Valley

  • 4
  • 6
  • 2 nights min

$90

Details

1 / 5

Fab mountaintop condo at Wintergreen Resort

  • 3
  • 6
  • Min stay varies

Inquire for Rates

Details

1 / 20

The Bear Dance Cabin at Wintergreen

  • 3
  • 6
  • Min stay varies

$125

Details

1 / 21

River Run Retreat | Quiet & Convenient to UVA & Downtown - 3 miles to UVa

  • 3
  • 6
  • Min stay varies

$551

Details

1 / 7

Dogwood Haven

  • 2
  • 4
  • Min stay varies

$155

Details

1 / 18

Upstairs Apartment in Belmont

  • 2
  • 6
  • 1 night min

$49

Details

1 / 15

Woolen Mills Retreat:: Modern home with pool

  • 3
  • 6
  • 2 nights min

$526

Details

1 / 41

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

  • 5
  • 13
  • Min stay varies

$551

Details

1 / 22

Pet Friendly 2BR Cabin in Blue Ridge Mtns of VA

  • 2
  • 6
  • Min stay varies

$129

Details

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