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Houses in Windham and Condos – Holiday Lettings - Holiday Rentals Windham

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189 Holiday homes

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Windham ski home to rent.

Windham house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 30

from £1,098 / night

£7,681 / week

1 / 28

Windham ski home to rent.

Windham house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

from £767 / night

£5,364 / week

1 / 30

Holiday apartment in Windham

Windham apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £154 / night

£1,077 / week

1 / 9

Ski home to rent in Windham

Windham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £302 / night

£2,111 / week

1 / 30

Windham ski home to rent.

Windham house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £682 / night

£4,774 / week

1 / 30

Windham ski home to rent.

Windham house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £468 / night

£3,275 / week

1 / 30

Windham ski home to rent.

Windham house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £194 / night

£1,354 / week

1 / 30

Holiday home in Windham

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from £103 / night

£720 / week

1 / 30

Windham ski home to rent.

Windham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £365 / night

£2,555 / week

1 / 30

Home rental in Windham

Windham house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 13

from £392 / night

£2,739 / week

1 / 16

Ski home to rent in Windham

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £171 / night

£1,197 / week

1 / 30

Holiday home in Windham

Windham house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

from £934 / night

£6,539 / week

1 / 29

Windham ski condo to rent.

Windham condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £189 / night

£1,322 / week

1 / 30

Ski home to rent in Windham

Windham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from £549 / night

£3,838 / week

1 / 0

Ski home to rent in Windham

Windham house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £136 / night

£948 / week

1 / 21

Ski home to rent in Windham

Windham house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £121 / night

£845 / week

1 / 0

Holiday condo in Windham

Windham condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £160 / night

£1,121 / week

1 / 7

Holiday condo in Windham

Windham condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £177 / night

£1,240 / week

1 / 24

Holiday home in Windham

Windham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £177 / night

£1,234 / week

1 / 26

Ski home to rent in Windham

Windham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

from £296 / night

£2,068 / week

1 / 13

Windham ski home to rent.

Windham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £280 / night

£1,960 / week

1 / 27

Windham holiday condo rental

Windham condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £208 / night

£1,456 / week

1 / 26

Windham ski home to rent.

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £305 / night

£2,133 / week

1 / 25

Ski home to rent in Windham

Windham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £648 / night

£4,531 / week

1 / 26

Holiday home in Windham

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £132 / night

£921 / week

1 / 27

Ski home to rent in Windham

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £269 / night

£1,879 / week

1 / 30

Windham ski home to rent.

Windham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

from £348 / night

£2,436 / week

1 / 24

Holiday home in Windham

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £202 / night

£1,413 / week

1 / 30

Ski home to rent in Windham

Windham house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £154 / night

£1,077 / week

1 / 25

Ski home to rent in Windham

Windham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from £222 / night

£1,554 / week

1 / 21

Holiday home in Windham

Windham house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 10

from £241 / night

£1,684 / week

1 / 30

Ski home to rent in Windham

Windham house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

from £847 / night

£5,927 / week

1 / 23

Holiday apartment in Windham

Windham apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £223 / night

£1,559 / week

1 / 8

Windham ski home to rent.

Windham house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £474 / night

£3,313 / week

1 / 24

Holiday home in Windham

Windham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £467 / night

£3,270 / week

1 / 30

Holiday condo rental

Windham condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £165 / night

£1,153 / week

1 / 19

Ski home to rent in Windham

Windham house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £606 / night

£4,238 / week

1 / 30

Ski home to rent in Windham

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £147 / night

£1,029 / week

1 / 0

Holiday home in Windham

Windham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £153 / night

£1,067 / week

1 / 27

Windham ski condo to rent.

Windham condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £338 / night

£2,360 / week

1 / 30

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Windham holidays

Known to Native Americans as 'The Land in the Sky', Windham is perfect for the outdoor enthusiast. With nature and activities at the heart of the town, you'll have plenty to do and see. Book your Windham holiday rental with Holiday Lettings today.

About Windham

Windham is a town located in Greene County and was first settled in around 1780. These days, locals gain their main source of income from the ski resort in the Windham mountains, which attracts tourists from the New York area three hours away. It features 54 trails and 12 lifts, with its highest peak at 3,100 feet.

If you fancy trekking around the rivers and streams, you'll be sure to find a large variety of fish and other wildlife, such as deer and turkeys.

What to do

As mentioned, Windham Mountain Resort is the main reason why tourists travel to this particular town in New York. With ninety-seven percent snow coverage, you'll have the best possible snow conditions to make the most of your trip. This activity would definightly be for thrill-seekers looking to add another cool activity to their bucket-list!

There's also an adventure park at Windham Mountain—another exciting experience for those looking for active pursuits. Here, you can have a go on a high zip-line, try off-road go-karting, trampolines and even test your skills at a skate park.

You may even decide to take a trip to Windham Golf Club where you can play on an 18-hole golf course. This charming course in the picturesque Catskills was designed in 1928.

While there's plenty to keep outdoors enthusiasts occupied, there's also the option to completely chill-out. The town is filled with relaxing spas which offer several treatments, so you can feel fully refreshed after a tyring day.

Top travel tips

To get around Windham, use a car—there are no major public transport. This is especially relevant if you wish to go to the Windham Mountain due to the remoteness of the area.

There are bike rentals you can hire for your holiday, which is perfect if you wish to explore more of the area.

The weather in Windham is fairly cool all year round, which is to be expected of a snow resort! In the months of January and February, temperatures can reach lows of -1 degree Fahrenheit.

Take a trip to Windham this year for an outdoor adventure you'll never forget. Packed with active pursuits and relaxing scenic views, this small town is definightly worth the visit. Book your Windham rental with Holiday Lettings and experience it for yourself.

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