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Best Vacation Rentals in Sierra de Guadarrama - Holiday Lettings - Cabins

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88 Vacation rentals

Vacation cottage in Galapagar

Galapagar cottage

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 13

from $340 / night

$2,380 / week

1 / 30

Ski home to rent in Valdemorillo

Valdemorillo house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $322 / night

$2,254 / week

1 / 30

Colmenar Viejo ski home to rent.

Colmenar Viejo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $280 / night

$1,960 / week

1 / 24

Cercedilla ski cottage to rent.

Cercedilla cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $250 / night

$1,750 / week

1 / 30

Valdemorillo ski cottage to rent.

Valdemorillo cottage

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

from $317 / night

$2,219 / week

1 / 30

Vacation home rental

Collado Mediano house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

from $446 / night

$3,122 / week

1 / 30

Becerril de la Sierra ski cottage to rent.

Becerril de la Sierra cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $308 / night

$2,156 / week

1 / 30

Vacation home in Robledo de Chavela

Robledo de Chavela house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $211 / night

$1,477 / week

1 / 17

Vacation apartment rental

Collado Mediano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $72 / night

$504 / week

1 / 9

San Lorenzo de El Escorial Vacation apartment rental

San Lorenzo de El Escorial apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $78 / night

$546 / week

1 / 27

Vacation home in Collado Mediano

Collado Mediano house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from $389 / night

$2,723 / week

1 / 15

Santa Maria de la Alameda Vacation cottage rental

Santa Maria de la Alameda cottage

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

from $423 / night

$2,961 / week

1 / 30

Home rental in Collado Mediano

Collado Mediano house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

from $472 / night

$3,304 / week

1 / 27

Vacation apartment in Collado Mediano

Collado Mediano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $112 / night

$784 / week

1 / 14

Vacation apartment in Collado Mediano

Collado Mediano apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from $162 / night

$1,134 / week

1 / 8

Ski villa to rent in Cercedilla

Cercedilla villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 20

from $674 / night

$4,718 / week

1 / 22

Vacation apartment in Collado Villalba

Collado Villalba apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $152 / night

$1,064 / week

1 / 30

Robledo de Chavela Vacation home rental

Robledo de Chavela house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $126 / night

$882 / week

1 / 20

Vacation home in Robledo de Chavela

Robledo de Chavela house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $207 / night

$1,449 / week

1 / 28

Ski home to rent in Cercedilla

Cercedilla house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $88 / night

$616 / week

1 / 24

Valdemanco Vacation cottage rental

Valdemanco cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $151 / night

$1,057 / week

1 / 16

Vacation chalet in Valdemanco

Valdemanco chalet

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

from $425 / night

$2,975 / week

1 / 24

Ski home to rent in Guadarrama

Guadarrama house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $651 / night

$4,557 / week

1 / 30

Alpedrete ski cottage to rent.

Alpedrete cottage

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

from $687 / night

$4,809 / week

1 / 30

Vacation chalet rental

Cercedilla chalet

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $363 / night

$2,541 / week

1 / 30

Robledo de Chavela ski cottage to rent.

Robledo de Chavela cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

from $592 / night

$4,144 / week

1 / 23

Vacation home rental

Alpedrete house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

from $733 / night

$5,131 / week

1 / 30

Apartment accommodation in Manzanares el Real

Manzanares el Real apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $63 / night

$441 / week

1 / 11

Chalet rental in Cercedilla

Cercedilla chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from $237 / night

$1,659 / week

1 / 21

Vacation villa in Robledo de Chavela

Robledo de Chavela villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $280 / night

$1,960 / week

1 / 30

Chalet rental in El Escorial

El Escorial chalet

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $200 / night

$1,400 / week

1 / 30

Vacation apartment in Collado Mediano

Collado Mediano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $80 / night

$560 / week

1 / 7

Vacation cottage rental

Robledondo cottage

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 15

from $397 / night

$2,779 / week

1 / 26

Vacation apartment in Cercedilla

Cercedilla apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $116 / night

$812 / week

1 / 17

Vacation apartment in Cercedilla

Cercedilla apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $162 / night

$1,134 / week

1 / 18

Ski home to rent in El Escorial

El Escorial house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $132 / night

$924 / week

1 / 29

Home rental in Becerril de la Sierra

Becerril de la Sierra house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 17

Pricing unknown

1 / 20

Cercedilla ski apartment to rent.

Cercedilla apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $74 / night

$518 / week

1 / 21

Ski chalet to rent in Galapagar

Galapagar chalet

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $228 / night

$1,596 / week

1 / 24

Ski home to rent in Cercedilla

Cercedilla house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $71 / night

$497 / week

1 / 20

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