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Holiday Lettings
> Europe
> Spain
> Community of Madrid
> Apartments and Chalets 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
  • Apartment (6)
  • House (1)
  • Chalet (1)

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8 Holiday homes

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Dishwasher
Tennis in town

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 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

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

from £107 / night

£647 / week

1 / 28

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

Holiday apartment in El Escorial

El Escorial apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £181 / night

£1,201 - £1,386 / week

1 / 55

Great rentals within 20 miles that match your search

El Escorial holiday apartment rental

El Escorial apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £194 / night

£1,201 - £1,479 / week

1 / 46

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

from £194 / night

£1,294 - £1,479 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday apartment letting

San Lorenzo de El Escorial apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £125 / night

£1,003 - £1,201 / week

1 / 39

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 in San Rafael

San Rafael house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Tennis in town

from £370 / night

£1,386 - £1,774 / week

1 / 29

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

1 filter does not match: Tennis in town

6 reviews

from £278 / night

£1,432 / week

1 / 15

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: Dishwasher

12 reviews

from £65 / night

£416 - £545 / week

1 / 21

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: Tennis in town

10 reviews

from £65 / night

£453 - £1,585 / week

1 / 11

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: Tennis in town

2 reviews

from £250 / night

£1,746 / week

1 / 26

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 filter does not match: Tennis in town

1 review

from £204 / night

£1,155 - £1,201 / week

1 / 36

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: Dishwasher

8 reviews

from £74 / night

£462 - £786 / week

1 / 16

Great rentals within 20 miles that match your search

Ski villa to rent in Moralzarzal

Moralzarzal villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Tennis in town

from £1,386 / night

£7,853 / week

1 / 76

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: Tennis in town

from £121 / night

£693 / week

1 / 23

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: Tennis in town

from £387 / night

£2,002 - £2,400 / 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: Tennis in town

from £552 / night

£3,859 / week

1 / 51

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: Tennis in town

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: Tennis in town

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: Tennis in town

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: Tennis in town

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: Tennis in town

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: Tennis in town

from £167 / night

£1,169 / 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: Tennis in town

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: Tennis in town

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: Tennis in town

from £212 / night

£1,482 / 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: Tennis in town

from £262 / night

£1,828 / 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: Tennis in town

from £249 / night

£1,739 / 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: Tennis in town

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: Tennis in town

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: Tennis in town

from £464 / night

£3,242 / week

1 / 15

Great rentals within 20 miles that match your search

Ski cottage to rent in Zarzalejo

Zarzalejo cottage

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Tennis in town

from £506 / night

£3,538 / week

1 / 30

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: Tennis in town

from £582 / night

£4,075 / 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: Tennis in town

from £524 / night

£3,667 / week

1 / 30

Great rentals within 20 miles that match your search

Navacerrada holiday chalet let

Navacerrada chalet

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 7

1 filter does not match: Tennis in town

from £193 / night

£1,347 / 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: Tennis in town

from £234 / night

£1,633 / 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: Tennis in town

from £255 / night

£1,783 / week

1 / 30

Great rentals within 20 miles that match your search

Ski villa to rent in Cercedilla

Cercedilla villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Tennis in town

from £553 / night

£3,868 / week

1 / 22

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