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

Holiday Rentals in Guadarrama - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

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  • 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
  • Chalet (1)
  • Apartment (11)
  • Villa (3)
  • House (4)
  • Studio (2)
  • Finca (1)

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Chalet
Walking holidays

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

£1,103 / week

1 / 18

Great rentals within 20 miles that match your search

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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: Property type

from £107 / night

£651 / week

1 / 28

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: Property type

from £372 / night

£1,395 - £1,785 / 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: Property type

6 reviews

from £279 / night

£1,441 / week

1 / 15

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: Property type

from £63 / night

£436 / week

1 / 21

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: Property type

from £1,395 / night

£7,900 / week

1 / 76

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: Property type

1 review

from £205 / night

£1,162 - £1,209 / week

1 / 36

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: Property type

from £182 / night

£1,209 - £1,395 / week

1 / 55

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: Property type

from £93 / night

£465 - £697 / week

1 / 23

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: Property type

1 review

from £117 / night

£726 / 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: Property type

9 reviews

from £168 / night

£1,171 / week

1 / 38

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: Property type

from £195 / night

£1,301 - £1,486 / week

1 / 51

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: Property type

2 reviews

from £251 / night

£1,756 / week

1 / 26

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: Property type

from £195 / night

£1,208 - £1,486 / week

1 / 46

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: Property type

1 review

from £79 / night

£553 / 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: Property type

2 reviews

from £78 / night

£445 / week

1 / 100

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: Property type

1 review

from £157 / night

£935 / week

1 / 83

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: Property type

4 reviews

from £103 / night

£558 - £948 / week

1 / 14

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: Property type

from £121 / night

£697 / week

1 / 23

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: Property type

from £141 / night

£807 / week

1 / 35

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: Property type

from £126 / night

£1,008 - £1,208 / week

1 / 39

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: Property type

1 review

from £71 / night

£371 / 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: Walking holidays

from £388 / night

£2,716 / week

1 / 14

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: Walking holidays

from £206 / night

£1,440 / 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: Walking holidays

from £265 / night

£1,854 / 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: Walking holidays

from £183 / night

£1,277 / 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: Walking holidays

from £236 / night

£1,647 / 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: Walking holidays

from £257 / night

£1,798 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday chalet rental

Cercedilla chalet

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Walking holidays

from £266 / night

£1,860 / week

1 / 30

Great rentals within 20 miles that match your search

Chalet rental in Cercedilla

Cercedilla chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Walking holidays

from £214 / night

£1,496 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday chalet rental

Torrelodones chalet

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Walking holidays

from £257 / night

£1,798 / week

1 / 25

Great rentals within 20 miles that match your search

Chalet rental in El Boalo

El Boalo chalet

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

1 filter does not match: Walking holidays

from £463 / night

£3,237 / week

1 / 30

Great rentals within 20 miles that match your search

Colmenarejo ski chalet to rent.

Colmenarejo chalet

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Walking holidays

from £203 / night

£1,417 / week

1 / 30

Great rentals within 20 miles that match your search

Ski chalet to rent in Cercedilla

Cercedilla chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Walking holidays

from £881 / night

£6,166 / week

1 / 30

Great rentals within 20 miles that match your search

Moralzarzal ski chalet to rent.

Moralzarzal chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Walking holidays

from £212 / night

£1,484 / week

1 / 30

Great rentals within 20 miles that match your search

Chalet rental in Cercedilla

Cercedilla chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Walking holidays

from £172 / night

£1,204 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday chalet in Cercedilla

Cercedilla chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Walking holidays

from £150 / night

£1,048 / week

1 / 30

Great rentals within 20 miles that match your search

El Espinar ski chalet to rent.

El Espinar chalet

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

1 filter does not match: Walking holidays

from £271 / night

£1,893 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday chalet in El Boalo

El Boalo chalet

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Walking holidays

from £175 / night

£1,221 / week

1 / 30

Great rentals within 20 miles that match your search

Navacerrada ski chalet to rent.

Navacerrada chalet

  • 8 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Walking holidays

from £240 / night

£1,680 / week

1 / 30

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