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Best Vacation Rentals in Greenwood - Holiday Lettings - Cabins

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6 Vacation rentals

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Vacation cottage in Greenwood

Greenwood cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $197 / night

$1,379 / week

1 / 12

Greenwood Vacation home rental

Greenwood house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $574 / night

$4,018 / week

1 / 30

Vacation home in Greenwood

Greenwood house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $286 / night

$2,002 / week

1 / 17

Vacation cottage in Greenwood

Greenwood cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $582 / night

$4,074 / week

1 / 28

Vacation home in Greenwood

Greenwood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $512 / night

$3,584 / week

1 / 30

Vacation home in Greenwood

Greenwood house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $680 / night

$4,760 / week

1 / 29

Great rentals within 20 miles that match your search

Grottoes ski apartment to rent.

Grottoes apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $126 / night

$882 / week

1 / 23

Wintergreen ski condo to rent.

Wintergreen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $267 / night

$1,869 / week

1 / 24

Nellysford ski home to rent.

Nellysford house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from $302 / night

$2,114 / week

1 / 30

Wintergreen ski condo to rent.

Wintergreen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $262 / night

$1,834 / week

1 / 16

Ski condo to rent in Wintergreen

Wintergreen condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $250 / night

$1,750 / week

1 / 30

Waynesboro ski home to rent.

Waynesboro house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $160 / night

$1,120 / week

1 / 15

Nellysford ski home to rent.

Nellysford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $230 / night

$1,610 / week

1 / 24

Crozet ski home to rent.

Crozet house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $557 / night

$3,899 / week

1 / 30

Vacation home in Wintergreen

Wintergreen house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $794 / night

$5,558 / week

1 / 30

Vacation apartment in Crozet

Crozet apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $222 / night

$1,554 / week

1 / 15

Apartment rental in Charlottesville

Charlottesville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $187 / night

$1,309 / week

1 / 17

Vacation home in Charlottesville

Charlottesville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $194 / night

$1,358 / week

1 / 16

Vacation home in Charlottesville

Charlottesville house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from $254 / night

$1,778 / week

1 / 23

Vacation apartment in Earlysville

Earlysville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $105 / night

$735 / week

1 / 22

Wintergreen ski apartment to rent.

Wintergreen apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $95 / night

$665 / week

1 / 15

Wintergreen ski condo to rent.

Wintergreen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $130 / night

$910 / week

1 / 13

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $382 / night

$2,674 / week

1 / 30

Wintergreen ski chalet to rent.

Wintergreen chalet

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 9

from $991 / night

$6,937 / week

1 / 14

Wintergreen ski home to rent.

Wintergreen house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $440 / night

$3,080 / week

1 / 30

Ski home to rent in Nellysford

Nellysford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $198 / night

$1,386 / week

1 / 30

Stanardsville Vacation home rental

Stanardsville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $369 / night

$2,583 / week

1 / 26

Cottage rental in Schuyler

Schuyler cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $172 / night

$1,204 / week

1 / 12

Vacation home accommodation

Charlottesville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $540 / night

$3,780 / week

1 / 22

Home rental in Wintergreen

Wintergreen house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $602 / night

$4,214 / week

1 / 20

Vacation home in Afton

Afton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $312 / night

$2,184 / week

1 / 26

Vacation condo in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $258 / night

$1,806 / week

1 / 11

Vacation condo rental

Wintergreen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $301 / night

$2,107 / week

1 / 15

Lyndhurst ski home to rent.

Lyndhurst house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $317 / night

$2,219 / week

1 / 30

Afton ski home to rent.

Afton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $1,085 / night

$7,595 / week

1 / 30

Vacation condo in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $198 / night

$1,386 / week

1 / 13

Afton Vacation home rental

Afton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $229 / night

$1,603 / week

1 / 15

Vacation home in Charlottesville

Charlottesville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $223 / night

$1,561 / week

1 / 30

Vacation home rental

Earlysville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $238 / night

$1,666 / week

1 / 30

Ski home to rent in Nellysford

Nellysford house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $751 / night

$5,257 / week

1 / 28