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

Holiday Rentals in Guadarrama - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

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  • 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
  • Villa (5)
  • Chalet (1)

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6 Holiday homes

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Swimming pool
Smokers

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

£1,436 / week

1 / 15

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 £927 / night

£6,485 / week

1 / 56

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 £556 / night

£3,891 / week

1 / 26

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

£1,100 / week

1 / 18

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

£1,158 - £1,205 / 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 £1,390 / night

£7,875 / week

1 / 76

Great rentals within 20 miles that match your search

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Holiday apartment in Collado Mediano

Collado Mediano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Swimming pool

1 review

from £157 / night

£932 / week

1 / 83

Great rentals within 20 miles that match your search

Holiday home in San Rafael

San Rafael house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Swimming pool

from £371 / night

£1,390 - £1,779 / week

1 / 29

Great rentals within 20 miles that match your search

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: Smokers

from £107 / night

£649 / 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: Smokers

12 reviews

from £65 / night

£417 - £547 / 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: Swimming pool

2 reviews

from £78 / night

£444 / week

1 / 100

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: Swimming pool

1 review

from £116 / night

£724 / week

1 / 155

Great rentals within 20 miles that match your search

Ski apartment to rent in Matalpino

Matalpino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Smokers

9 reviews

from £167 / night

£1,168 / week

1 / 38

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: Swimming pool

10 reviews

from £65 / night

£454 - £1,589 / week

1 / 11

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: Smokers

4 reviews

from £102 / night

£556 - £945 / week

1 / 14

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: Smokers

2 reviews

from £251 / night

£1,751 / week

1 / 26

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: Smokers

3 reviews

from £788 / night

£5,513 / 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: Smokers

1 review

from £556 / night

£2,780 / 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 filter does not match: Smokers

1 review

from £79 / night

£552 / week

1 / 7

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: Smokers

from £99 / night

£688 / week

1 / 21

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

1 filter does not match: Smokers

from £56 / night

£389 / week

1 / 18

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: Smokers

from £388 / night

£2,008 - £2,407 / week

1 / 30

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: Swimming pool

from £552 / night

£3,864 / week

1 / 51

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: Swimming pool

from £288 / night

£1,609 / week

1 / 31

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: Smokers

from £221 / night

£1,544 - £2,835 / week

1 / 27

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: Swimming pool

1 review

from £71 / night

£370 / week

1 / 34

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: Swimming pool

from £385 / night

£2,689 / 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: Swimming pool

from £287 / night

£2,003 / 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: Swimming pool

from £725 / night

£5,072 / 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: Swimming pool

from £467 / night

£3,264 / 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: Swimming pool

from £486 / night

£3,398 / 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: Swimming pool

from £382 / night

£2,673 / 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: Swimming pool

from £463 / night

£3,236 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in Collado Mediano

Collado Mediano apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Swimming pool

from £144 / night

£1,005 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday apartment in Collado Mediano

Collado Mediano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Swimming pool

from £106 / night

£742 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment rental

Collado Mediano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Swimming pool

from £59 / night

£408 / week

1 / 9

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: Swimming pool

from £581 / night

£4,067 / week

1 / 27

Great rentals within 20 miles that match your search

Ski cottage to rent in Los Angeles de San Rafael

Los Angeles de San Rafael cottage

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 17

1 filter does not match: Swimming pool

from £523 / night

£3,660 / week

1 / 30

Great rentals within 20 miles that match your search

Ski chalet to rent in Galapagar

Galapagar chalet

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swimming pool

from £233 / night

£1,629 / week

1 / 24

Great rentals within 20 miles that match your search

Ski chalet to rent in El Boalo

El Boalo chalet

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 15

1 filter does not match: Swimming pool

from £255 / night

£1,780 / week

1 / 30

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