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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)
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  • 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
  • Apartment (1)
  • Villa (3)
  • House (2)
  • Chalet (1)

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7 Holiday homes

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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 £279 / night

£1,438 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday home in Mataelpino

Mataelpino house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

from £553 / night

£3,868 / week

1 / 51

Great rentals within 20 miles that match your search

Alpedrete holiday chalet rental

Alpedrete chalet

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
6 reviews

from £158 / night

£1,102 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in San Rafael

San Rafael house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

from £371 / night

£1,391 - £1,781 / 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

£1,160 - £1,206 / week

1 / 36

Great rentals within 20 miles that match your search

Ski villa to rent in Moralzarzal

Moralzarzal villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

from £1,391 / night

£7,883 / 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

£1,169 / 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: BBQ

from £107 / night

£650 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday b&b rental

San Lorenzo de El Escorial b&b

  • 50 bedrooms
  • 50 bathrooms
  • sleeps 2

1 filter does not match: BBQ

from £65 / night

£455 / week

1 / 15

Great rentals within 20 miles that match your search

Cercedilla ski finca to rent.

Cercedilla finca

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Parking

2 reviews

from £251 / night

£1,753 / 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

1 filter does not match: BBQ

4 reviews

from £102 / night

£557 - £946 / week

1 / 14

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

1 filter does not match: BBQ

from £63 / night

£435 / week

1 / 21

Great rentals within 20 miles that match your search

Cercedilla holiday home rental

Cercedilla house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: BBQ

3 reviews

from £789 / night

£5,518 / 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 filter does not match: BBQ

1 review

from £557 / night

£2,782 / week

1 / 31

Great rentals within 20 miles that match your search

Collado Villalba holiday apartment rental

Collado Villalba apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: BBQ

from £141 / night

£806 / 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

1 filter does not match: BBQ

3 reviews

from £557 / night

£3,895 / week

1 / 26

Great rentals within 20 miles that match your search

Cercedilla holiday home rental

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: BBQ

1 review

from £79 / night

£552 / week

1 / 7

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: Parking

1 review

from £79 / night

£552 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday studio rental

Collado Villalba studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: BBQ

from £99 / night

£689 / week

1 / 21

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: BBQ

2 reviews

from £78 / night

£445 / week

1 / 100

Great rentals within 20 miles that match your search

Holiday apartment in Madrid

Madrid apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: BBQ

from £75 / night

£520 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday villa rental

San Lorenzo de El Escorial villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 30

1 filter does not match: BBQ

from £928 / night

£6,492 / week

1 / 56

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: Parking

from £126 / night

£1,007 - £1,206 / week

1 / 39

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: Parking

from £181 / night

£1,206 - £1,391 / 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: Parking

from £195 / night

£1,299 - £1,484 / week

1 / 51

Great rentals within 20 miles that match your search

Apartment rental in El Escorial

El Escorial apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: BBQ

from £274 / night

£1,809 / week

1 / 43

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: Parking

from £195 / night

£1,206 - £1,484 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday villa in Navacerrada

Navacerrada villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: BBQ

from £389 / night

£2,010 - £2,409 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Cercedilla

Cercedilla house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: BBQ

from £288 / night

£1,610 / week

1 / 31

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: Parking

from £132 / night

£922 / 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: Parking

from £300 / night

£2,094 / 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: Parking

from £385 / night

£2,692 / 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: Parking

from £287 / night

£2,005 / 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: Parking

from £725 / night

£5,076 / 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: Parking

from £175 / night

£1,223 / 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: Parking

from £213 / night

£1,486 / 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: Parking

from £467 / night

£3,267 / 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: Parking

from £212 / night

£1,480 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday chalet in El Boalo

El Boalo chalet

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Parking

from £261 / night

£1,826 / week

1 / 30

Great rentals within 20 miles that match your search

Becerril de la Sierra ski cottage to rent.

Becerril de la Sierra cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Parking

from £248 / night

£1,737 / week

1 / 30

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