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Holiday Lettings
> Europe
> Spain
> Community of Madrid
> Villas and Apartments 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
Tripadvisor rating Vrbo rating
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
  • Apartment (2)
  • Villa (3)
  • House (1)
  • Finca (1)

All filters (2)

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7 Holiday homes

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Garden
Horse riding

Great rentals within 20 miles that match your search

Collado Villalba holiday apartment rental

Collado Villalba apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £141 / night

£804 / week

1 / 35

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 home in Cercedilla

Cercedilla house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £287 / night

£1,606 / week

1 / 31

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

£551 / week

1 / 7

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 £925 / night

£6,476 / week

1 / 56

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

£1,099 / week

1 / 18

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

£1,804 / week

1 / 43

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

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

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 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

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 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 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

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

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 - £944 / week

1 / 14

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

Ski apartment to rent in Matalpino

Matalpino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
9 reviews

from £167 / night

£1,166 / week

1 / 38

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

Apartment rental in San Lorenzo de El Escorial with shared pool

San Lorenzo de El Escorial apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

12 reviews

from £65 / night

£416 - £545 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Guadarrama

Guadarrama apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

8 reviews

from £74 / night

£462 - £786 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in El Escorial

El Escorial apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Garden

from £181 / night

£1,201 - £1,386 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in El Escorial

El Escorial apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Garden

from £195 / night

£1,296 - £1,481 / week

1 / 51

Great rentals within 20 miles that match your search

El Escorial holiday apartment rental

El Escorial apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Garden

from £195 / night

£1,203 - £1,481 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday apartment in Collado Mediano

Collado Mediano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Garden

1 review

from £157 / night

£931 / week

1 / 83

Great rentals within 20 miles that match your search

Collado Mediano holiday apartment rental

Collado Mediano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

1 review

from £116 / night

£723 / week

1 / 155

Great rentals within 20 miles that match your search

Holiday studio in Collado Mediano

Collado Mediano studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Garden

1 review

from £71 / night

£370 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment in Collado Mediano

Collado Mediano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Garden

2 reviews

from £78 / night

£444 / week

1 / 100

Great rentals within 20 miles that match your search

Holiday apartment in Cercedilla

Cercedilla apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £121 / night

£694 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment letting

San Lorenzo de El Escorial apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Garden

from £125 / night

£1,004 - £1,203 / week

1 / 39

Great rentals within 20 miles that match your search

Los Molinos holiday home rental

Los Molinos house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Garden

from £93 / night

£463 - £694 / week

1 / 23

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

Holiday cottage in Galapagar

Galapagar cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

1 filter does not match: Garden

from £297 / night

£2,080 / week

1 / 30

Great rentals within 20 miles that match your search

Ski chalet to rent in Torrelodones

Torrelodones chalet

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Garden

from £385 / night

£2,694 / week

1 / 14

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

El Boalo ski apartment to rent.

El Boalo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Garden

from £67 / night

£464 / 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

Holiday chalet in El Boalo

El Boalo chalet

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Garden

from £213 / night

£1,487 / 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

Cercedilla ski cottage to rent.

Cercedilla cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Garden

from £212 / night

£1,482 / week

1 / 30

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