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Apartments in Sierra de Guadarrama and Houses - Holiday Lettings - Holiday Rentals Sierra de Guadarrama

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54 Holiday homes

Holiday home with swimming pool in Becerril de la Sierra

Becerril de la Sierra house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £56 / night

£389 / week

1 / 18

Holiday home in Manzanares el Real

Manzanares el Real house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £128 / night

£895 / week

1 / 31

Cercedilla ski finca to rent.

Cercedilla finca

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

from £250 / night

£1,750 / week

1 / 26

Holiday villa rental

San Lorenzo de El Escorial villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 30

from £926 / night

£6,482 / week

1 / 56

Valdemorillo holiday finca rental

Valdemorillo finca

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 20

from £695 / night

£3,241 - £5,834 / week

1 / 34

Holiday home in Cercedilla

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £65 / night

£454 - £1,588 / week

1 / 11

Home accommodation in Santa Maria de la Alameda with swimming pool

Santa Maria de la Alameda house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 22

from £324 / night

£1,621 / week

1 / 59

Holiday b&b rental

San Lorenzo de El Escorial b&b

  • 50 bedrooms
  • 50 bathrooms
  • sleeps 2

from £65 / night

£454 / week

1 / 15

Holiday home in Cercedilla

Cercedilla house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £287 / night

£1,608 / week

1 / 31

Holiday home rental

Santa Maria de la Alameda house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 16

from £324 / night

£1,621 / week

1 / 87

Holiday apartment in Collado Mediano

Collado Mediano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £78 / night

£444 / week

1 / 100

Holiday home rental

Manzanares el Real house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

from £305 / night

£2,131 / week

1 / 22

Apartment rental in Cercedilla

Cercedilla apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £77 / night

£550 / week

1 / 11

Alpedrete holiday chalet rental

Alpedrete chalet

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £157 / night

£1,100 / week

1 / 18

Holiday apartment with shared pool in Manzanares el Real

Manzanares el Real apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £170 / night

£1,189 / week

1 / 10

Holiday home rental

Robledo de Chavela house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from £195 / night

£1,361 / week

1 / 18

Holiday apartment in Manzanares el Real

Manzanares el Real apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £139 / night

£787 - £982 / week

1 / 19

Cercedilla holiday home rental

Cercedilla house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £787 / night

£5,510 / week

1 / 18

Holiday private room with shared pool in Robledo de Chavela

Robledo de Chavela private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £53 / night

£371 / week

1 / 11

Holiday home in Becerril de la Sierra

Becerril de la Sierra house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £79 / night

£551 / week

1 / 34

Holiday home rental

Robledo de Chavela house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

from £212 / night

£1,485 / week

1 / 18

Holiday home rental

Santa Maria de la Alameda house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £102 / night

£713 / week

1 / 33

Holiday home in Santa Maria de la Alameda

Santa Maria de la Alameda house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £232 / night

£1,621 / week

1 / 34

Holiday b&b in Fresnedilla de la Oliva

Fresnedilla de la Oliva b&b

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 24

Pricing unknown

1 / 4

Cercedilla holiday home rental

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £79 / night

£551 / week

1 / 7

Santa Maria de la Alameda holiday villa rental

Santa Maria de la Alameda villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £273 / night

£1,911 / week

1 / 13

Holiday apartment in Cercedilla

Cercedilla apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £121 / night

£695 / week

1 / 23

Ski home to rent in San Lorenzo de El Escorial

San Lorenzo de El Escorial house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £94 / night

£470 / week

1 / 40

Robledo de Chavela holiday home accommodation

Robledo de Chavela house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £66 / night

£461 / week

1 / 14

Villa accommodation in Guadarrama with swimming pool

Guadarrama villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £556 / night

£2,778 / week

1 / 31

Holiday apartment rental

Manzanares el Real apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £136 / night

£949 / week

1 / 15

Las Dehesas holiday villa rental

Las Dehesas villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 14

Holiday home in Cercedilla

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £64 / night

£370 - £558 / week

1 / 22

Collado Villalba holiday apartment rental

Collado Villalba apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £129 / night

£736 - £818 / week

1 / 35

Robledo de Chavela holiday villa rental

Robledo de Chavela villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £255 / night

£1,783 / week

1 / 25

Holiday home in Cercedilla

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £121 / night

£463 / week

1 / 18

Holiday home in Santa Maria de la Alameda

Santa Maria de la Alameda house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Pricing unknown

1 / 20

Holiday chalet in Colmenar Viejo

Colmenar Viejo chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £246 / night

£1,669 / week

1 / 29

Holiday studio rental

Collado Villalba studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £99 / night

£688 / week

1 / 21

Presa de Puentes Viejas holiday home rental

Presa de Puentes Viejas house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 6

from £93 / night

£500 - £565 / week

1 / 16

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Top Destination reviews

ESPECTACULAR VIEWS IN MADRID
Superb

A lovely cottage in an idyllic spot. Pino the owner was fantastic help from the moment we booked to well after we departed. The house itself is beautifully finished with an artistic character and some quirky features, not least the cats and chickens that live there. Don't worry if your not an animal lover though, we were asked in advance if we wanted them removed before we arrived. A great library of books and DVD's was a welcome escape in the evenings. The cottage comes with it's own pool but this is pretty cold at the end of the season and so we mainly swam in the lake, a very short stroll from the house. Cannot recommend the cottage and area enough for a break away from the tourist hotspots.see more

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