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Holiday Lettings
> Europe
> Spain
> Community of Madrid
> Villas and Houses in Guadarrama

Holiday Rentals in Guadarrama - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • House (5)
  • Apartment (4)
  • Villa (6)
  • Chalet (1)
  • Studio (1)
  • Finca (1)

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5 Holiday homes

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House
Garden

Great rentals within 20 miles that match your search

Ski apartment to rent in Matalpino

Matalpino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
9 reviews

from £167 / night

£1,164 / week

1 / 38

Great rentals within 20 miles that match your search

Collado Villalba holiday apartment rental

Collado Villalba apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £140 / night

£803 / week

1 / 35

Great rentals within 20 miles that match your search

Apartment rental in El Escorial

El Escorial apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £273 / night

£1,802 / week

1 / 43

Great rentals within 20 miles that match your search

Alpedrete holiday chalet rental

Alpedrete chalet

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
6 reviews

from £157 / night

£1,097 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa rental

San Lorenzo de El Escorial villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 30

from £924 / night

£6,467 / week

1 / 56

Great rentals within 20 miles that match your search

Ski villa to rent in Moralzarzal

Moralzarzal villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

from £1,386 / night

£7,853 / week

1 / 76

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in San Rafael

San Rafael villa

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 33
2 reviews

from £555 / night

£3,881 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Lorenzo de El Escorial

San Lorenzo de El Escorial apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5
4 reviews

from £102 / night

£555 - £943 / week

1 / 14

Great rentals within 20 miles that match your search

Villa accommodation in Guadarrama with swimming pool

Guadarrama villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10
1 review

from £555 / night

£2,772 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa rental

Los Angeles de San Rafael villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £204 / night

£1,155 - £1,201 / week

1 / 36

Great rentals within 20 miles that match your search

Cercedilla ski finca to rent.

Cercedilla finca

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8
2 reviews

from £250 / night

£1,746 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday studio in San Lorenzo de El Escorial

San Lorenzo de El Escorial studio

  • Studio
  • 1 bathroom
  • sleeps 5

from £62 / night

£434 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in San Rafael

San Rafael villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 15
6 reviews

from £278 / night

£1,432 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Becerril de la Sierra

Becerril de la Sierra house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £56 / night

£388 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Cercedilla

Cercedilla house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £287 / night

£1,604 / week

1 / 31

Great rentals within 20 miles that match your search

Cercedilla holiday home rental

Cercedilla house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12
3 reviews

from £786 / night

£5,497 / week

1 / 18

Great rentals within 20 miles that match your search

Cercedilla holiday home rental

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £79 / night

£550 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday home in San Rafael

San Rafael house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

from £370 / night

£1,386 - £1,774 / week

1 / 29

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday home with shared pool, golf nearby in San Lorenzo de El Escorial

San Lorenzo de El Escorial house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Garden

from £107 / night

£647 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Cercedilla

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Garden

10 reviews

from £65 / night

£453 - £1,585 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Cercedilla

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Garden

from £121 / night

£462 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Las Rozas

Las Rozas house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Garden

from £220 / night

£1,539 - £2,827 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Mataelpino

Mataelpino house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

1 filter does not match: Garden

from £551 / night

£3,854 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday home in Becerril de la Sierra

Becerril de la Sierra house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Garden

1 review

from £79 / night

£550 / week

1 / 34

Great rentals within 20 miles that match your search

Ski home to rent in Galapagar

Galapagar house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Garden

from £132 / night

£923 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in Valdemorillo

Valdemorillo house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Garden

from £287 / night

£2,007 / week

1 / 30

Great rentals within 20 miles that match your search

Torrelodones holiday home rental

Torrelodones house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Garden

from £726 / night

£5,081 / week

1 / 30

Great rentals within 20 miles that match your search

Galapagar ski home to rent.

Galapagar house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Garden

from £167 / night

£1,169 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in El Boalo

El Boalo house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £72 / night

£503 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in El Boalo

El Boalo house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Garden

from £468 / night

£3,270 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home rental

Collado Mediano house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Garden

from £487 / night

£3,404 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in El Espinar

El Espinar house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 23

1 filter does not match: Garden

from £383 / night

£2,678 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Collado Mediano

Collado Mediano house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Garden

from £464 / night

£3,242 / week

1 / 15

Great rentals within 20 miles that match your search

Home rental in Collado Mediano

Collado Mediano house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

1 filter does not match: Garden

from £582 / night

£4,075 / week

1 / 27

Great rentals within 20 miles that match your search

Ski home to rent in Cercedilla

Cercedilla house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Garden

from £71 / night

£492 / week

1 / 24

Great rentals within 20 miles that match your search

Ski home to rent in Guadarrama

Guadarrama house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Garden

from £498 / night

£3,483 / week

1 / 30

Great rentals within 20 miles that match your search

San Rafael holiday home rental

San Rafael house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Garden

from £579 / night

£4,047 / week

1 / 30

Great rentals within 20 miles that match your search

Home rental in Peralejo

Peralejo house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

1 filter does not match: Garden

from £595 / night

£4,164 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home rental

Alpedrete house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

1 filter does not match: Garden

from £486 / night

£3,399 / week

1 / 30

Great rentals within 20 miles that match your search

Ski home to rent in El Escorial

El Escorial house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Garden

from £99 / night

£693 / week

1 / 29

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