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Best Wintergreen Apartments on Holiday Lettings - Vacation rentals

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557 Vacation rentals

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Wintergreen ski condo to rent.

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $236 / night

$1,652 / week

1 / 24

Wintergreen ski condo to rent.

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $171 / night

$1,197 / week

1 / 30

Ski home to rent in Wintergreen

Wintergreen house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

from $384 / night

$2,688 / week

1 / 30

Wintergreen ski condo to rent.

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $222 / night

$1,554 / week

1 / 30

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $240 / night

$1,680 / week

1 / 30

Ski home to rent in Wintergreen

Wintergreen house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $241 / night

$1,687 / week

1 / 27

Wintergreen ski home to rent.

Wintergreen house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $199 / night

$1,393 / week

1 / 27

Wintergreen ski home to rent.

Wintergreen house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $438 / night

$3,066 / week

1 / 30

Wintergreen ski condo to rent.

Wintergreen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $161 / night

$1,127 / 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 $174 / night

$1,218 / week

1 / 30

Wintergreen Vacation condo rental

Wintergreen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $141 / night

$987 / week

1 / 30

Vacation condo in Wintergreen

Wintergreen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $246 / night

$1,722 / week

1 / 30

Wintergreen ski home to rent.

Wintergreen house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $327 / night

$2,289 / week

1 / 30

Vacation home in Wintergreen

Wintergreen house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $350 / night

$2,450 / week

1 / 11

Ski condo to rent in Wintergreen

Wintergreen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $202 / night

$1,414 / week

1 / 30

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $337 / night

$2,359 / week

1 / 22

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $244 / night

$1,708 / week

1 / 30

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $321 / night

$2,247 / week

1 / 30

Vacation condo in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $214 / night

$1,498 / 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 $340 / night

$2,380 / week

1 / 28

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $316 / night

$2,212 / week

1 / 29

Wintergreen ski condo to rent.

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $210 / night

$1,470 / week

1 / 22

Vacation condo in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $260 / night

$1,820 / week

1 / 11

Wintergreen Vacation condo rental

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $183 / night

$1,281 / 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 $442 / night

$3,094 / week

1 / 30

Ski condo to rent in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $283 / night

$1,981 / week

1 / 30

Wintergreen ski condo to rent.

Wintergreen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $195 / night

$1,365 / week

1 / 30

Wintergreen Vacation home rental

Wintergreen house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $297 / night

$2,079 / week

1 / 30

Ski condo to rent in Wintergreen

Wintergreen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $234 / night

$1,638 / week

1 / 30

Condo rental in Wintergreen

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $261 / night

$1,827 / week

1 / 17

Ski home to rent in Wintergreen

Wintergreen house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from $722 / night

$5,054 / week

1 / 30

Wintergreen ski home to rent.

Wintergreen house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 11

from $305 / night

$2,135 / week

1 / 30

Wintergreen ski condo to rent.

Wintergreen condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $255 / night

$1,785 / week

1 / 30

Vacation condo in Wintergreen

Wintergreen condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $169 / night

$1,183 / week

1 / 8

Ski condo to rent in Wintergreen

Wintergreen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $299 / night

$2,093 / week

1 / 30

Vacation home in Wintergreen

Wintergreen house

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 18

from $1,520 / night

$10,640 / week

1 / 30

Vacation home in Wintergreen

Wintergreen house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $778 / night

$5,446 / week

1 / 30