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

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58 Vacation rentals

Vacation home in Cercedilla

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $81 / night

$564 - $1,973 / week

1 / 11

Manzanares el Real Vacation condo rental

Manzanares el Real condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $66 / night

$461 / week

1 / 8

Vacation cottage in Valdemorillo

Valdemorillo cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $427 / night

$2,439 / week

1 / 12

Vacation home with swimming pool in Becerril de la Sierra

Becerril de la Sierra house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $69 / night

$484 / week

1 / 18

Vacation home rental

Manzanares el Real house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

from $378 / night

$2,647 / week

1 / 22

Vacation villa rental

San Lorenzo de El Escorial villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 30

from $1,151 / night

$8,051 / week

1 / 56

Valdemorillo Vacation finca rental

Valdemorillo finca

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 20

from $863 / night

$4,026 - $7,246 / week

1 / 34

Villa accommodation in Guadarrama with swimming pool

Guadarrama villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $691 / night

$3,451 / week

1 / 31

Vacation apartment in Collado Mediano

Collado Mediano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $97 / night

$551 / week

1 / 100

Home accommodation in Santa Maria de la Alameda with swimming pool

Santa Maria de la Alameda house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 22

from $403 / night

$2,013 / week

1 / 59

Vacation b&b rental

San Lorenzo de El Escorial b&b

  • 50 bedrooms
  • 50 bathrooms
  • sleeps 2

from $81 / night

$564 / week

1 / 15

Vacation home rental

Santa Maria de la Alameda house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 16

from $403 / night

$2,013 / week

1 / 87

Apartment rental in Cercedilla

Cercedilla apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $96 / night

$683 / week

1 / 11

Apartment rental in San Lorenzo de El Escorial with shared pool

San Lorenzo de El Escorial apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $81 / night

$518 - $679 / week

1 / 21

Vacation home in Cercedilla

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $150 / night

$576 / week

1 / 18

Cercedilla ski finca to rent.

Cercedilla finca

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from $311 / night

$2,174 / week

1 / 26

Vacation apartment with shared pool in Manzanares el Real

Manzanares el Real apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $211 / night

$1,477 / week

1 / 10

Vacation home in Becerril de la Sierra

Becerril de la Sierra house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $92 / night

$644 / week

1 / 34

Vacation apartment in Manzanares el Real

Manzanares el Real apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $173 / night

$805 - $1,047 / week

1 / 19

Vacation home in Santa Maria de la Alameda

Santa Maria de la Alameda house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $288 / night

$2,013 / week

1 / 34

Vacation home in Manzanares el Real

Manzanares el Real house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $159 / night

$1,112 / week

1 / 31

Farmhouse rental in Santa Maria de la Alameda with shared pool

Santa Maria de la Alameda farmhouse

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 18

from $513 / night

$3,586 / week

1 / 56

Vacation lodge rental

Santa Maria de la Alameda lodge

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 16

from $513 / night

$3,586 / week

1 / 55

Vacation home rental

Santa Maria de la Alameda house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $127 / night

$886 / week

1 / 33

Alpedrete Vacation chalet rental

Alpedrete chalet

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $195 / night

$1,366 / week

1 / 18

Cercedilla Vacation home rental

Cercedilla house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $978 / night

$6,845 / week

1 / 18

Vacation b&b in Fresnedilla de la Oliva

Fresnedilla de la Oliva b&b

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 24

Pricing unknown

1 / 4

Cercedilla Vacation home rental

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $98 / night

$685 / week

1 / 7

Santa Maria de la Alameda Vacation villa rental

Santa Maria de la Alameda villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $339 / night

$2,374 / week

1 / 13

Vacation cottage with shared pool, golf nearby in Robledo de Chavela

Robledo de Chavela cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 20

from $920 / night

$4,026 - $9,500 / week

1 / 27

Vacation apartment in Cercedilla

Cercedilla apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $150 / night

$863 / week

1 / 23

Vacation home in Cercedilla

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $80 / night

$459 - $693 / week

1 / 22

Ski home to rent in San Lorenzo de El Escorial

San Lorenzo de El Escorial house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $116 / night

$583 / week

1 / 40

Vacation apartment rental

Manzanares el Real apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from $169 / night

$1,178 / week

1 / 15

Las Dehesas Vacation villa rental

Las Dehesas villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 14

Collado Villalba Vacation apartment rental

Collado Villalba apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $137 / night

$914 - $1,016 / week

1 / 37

Vacation home rental

Cercedilla house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $334 / night

$2,071 / week

1 / 23

Vacation home in Santa Maria de la Alameda

Santa Maria de la Alameda house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Pricing unknown

1 / 20

Robledo de Chavela Vacation villa rental

Robledo de Chavela villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $317 / night

$2,215 / week

1 / 25

Collado Mediano Vacation apartment rental

Collado Mediano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $144 / night

$899 / week

1 / 155

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