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Best Wintergreen Apartments on Holiday Lettings - Vacation rentals

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469 Vacation rentals

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Wintergreen ski condo to rent.

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $143 / night

$1,001 / week

1 / 24

Wintergreen ski condo to rent.

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $180 / night

$1,260 / week

1 / 30

Ski home to rent in Wintergreen

Wintergreen house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

from $411 / night

$2,877 / week

1 / 25

Wintergreen ski condo to rent.

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $227 / night

$1,589 / week

1 / 30

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $205 / night

$1,435 / week

1 / 30

Ski home to rent in Wintergreen

Wintergreen house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $232 / night

$1,624 / week

1 / 27

Wintergreen ski home to rent.

Wintergreen house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $150 / night

$1,050 / week

1 / 27

Wintergreen ski home to rent.

Wintergreen house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $409 / night

$2,863 / week

1 / 30

Wintergreen Vacation lodge rental

Wintergreen lodge

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $656 / night

$4,592 / week

1 / 18

Wintergreen ski home to rent.

Wintergreen house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $213 / night

$1,491 / week

1 / 30

Wintergreen Vacation studio rental

Wintergreen studio

  • Studio
  • 1 bathroom
  • sleeps 3

from $149 / night

$1,043 / week

1 / 30

Vacation condo in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $242 / night

$1,694 / week

1 / 30

Wintergreen ski home to rent.

Wintergreen house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $332 / night

$2,324 / week

1 / 29

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $298 / night

$2,086 / week

1 / 19

Wintergreen ski home to rent.

Wintergreen house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $327 / night

$2,289 / week

1 / 11

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $208 / night

$1,456 / week

1 / 30

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $376 / night

$2,632 / week

1 / 22

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $245 / night

$1,715 / week

1 / 30

Ski condo to rent in Wintergreen

Wintergreen condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $269 / night

$1,883 / week

1 / 30

Ski condo to rent in Wintergreen

Wintergreen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $325 / night

$2,275 / week

1 / 30

Ski home to rent in Wintergreen

Wintergreen house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $319 / night

$2,233 / week

1 / 28

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $307 / night

$2,149 / week

1 / 29

Wintergreen ski condo to rent.

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $228 / night

$1,596 / week

1 / 22

Vacation condo in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $245 / night

$1,715 / week

1 / 11

Wintergreen Vacation condo rental

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $177 / night

$1,239 / week

1 / 12

Ski condo to rent in Wintergreen

Wintergreen condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $250 / night

$1,750 / week

1 / 30

Vacation home in Wintergreen

Wintergreen house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

from $469 / night

$3,283 / week

1 / 30

Wintergreen ski condo to rent.

Wintergreen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $235 / night

$1,645 / week

1 / 24

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $213 / night

$1,491 / week

1 / 30

Wintergreen ski condo to rent.

Wintergreen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $186 / night

$1,302 / week

1 / 30

Wintergreen Vacation home rental

Wintergreen house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $314 / night

$2,198 / week

1 / 30

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $212 / night

$1,484 / week

1 / 30

Condo rental in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $156 / night

$1,092 / week

1 / 17

Ski home to rent in Wintergreen

Wintergreen house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from $857 / night

$5,999 / week

1 / 0

Wintergreen ski home to rent.

Wintergreen house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 11

from $364 / night

$2,548 / week

1 / 30

Wintergreen ski condo to rent.

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $184 / night

$1,288 / week

1 / 30

Vacation condo in Wintergreen

Wintergreen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $151 / night

$1,057 / week

1 / 8

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $376 / night

$2,632 / week

1 / 30

Vacation home in Wintergreen

Wintergreen house

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 18

from $1,589 / night

$11,123 / week

1 / 30

Vacation home in Wintergreen

Wintergreen house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from $860 / night

$6,020 / week

1 / 30