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Holiday Lettings
> Europe
> Spain
> Community of Madrid
> Cottages and B&Bs 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
  • Cottage (2)
  • B&B (1)

All filters (2)

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3 Holiday homes

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Applied filters (2)
Horse riding
Pets allowed

Great rentals within 20 miles that match your search

Torrecaballeros holiday cottage rental

Torrecaballeros cottage

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 22

Pricing unknown

1 / 7

Great rentals within 20 miles that match your search

Holiday b&b in Fresnedilla de la Oliva

Fresnedilla de la Oliva b&b

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 24

Pricing unknown

1 / 4

Great rentals within 20 miles that match your search

Holiday cottage in Valdemorillo

Valdemorillo cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
5 reviews

from £343 / night

£1,959 / week

1 / 12

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 Cercedilla

Cercedilla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Pets allowed

from £64 / night

£369 - £557 / week

1 / 22

Great rentals within 20 miles that match your search

Fuentemilanos holiday home rental

Fuentemilanos house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

5 reviews

from £204 / night

£1,109 - £1,594 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday cottage in Ortigosa del Monte

Ortigosa del Monte cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

7 reviews

from £231 / night

£1,617 / week

1 / 16

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: Pets allowed

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: Pets allowed

6 reviews

from £278 / night

£1,432 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Ortigosa del Monte

Ortigosa del Monte apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Pets allowed

1 review

from £231 / night

£1,086 / week

1 / 15

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: Pets allowed

from £107 / night

£647 / week

1 / 28

Great rentals within 20 miles that match your search

Otero de Herreros holiday villa rental

Otero de Herreros villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

6 reviews

from £462 / night

£1,756 - £2,661 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home rental

Segovia house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Pets allowed

from £185 / night

£693 / week

1 / 49

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: Pets allowed

12 reviews

from £65 / night

£416 - £545 / week

1 / 21

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: Pets allowed

9 reviews

from £167 / night

£1,164 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday gite in Ortigosa del Monte

Ortigosa del Monte gite

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Pets allowed

3 reviews

from £250 / night

£1,746 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Santa Maria de la Alameda

Santa Maria de la Alameda house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday home rental

Navas de Riofrio house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

3 reviews

from £268 / night

£1,876 / week

1 / 30

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: Pets allowed

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: Pets allowed

1 review

from £204 / night

£1,155 - £1,201 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday cottage with shared pool, golf nearby in Robledo de Chavela

Robledo de Chavela cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 20

1 filter does not match: Pets allowed

28 reviews

from £739 / night

£3,234 - £7,631 / week

1 / 27

Great rentals within 20 miles that match your search

Home rental in Peguerinos

Peguerinos house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Pets allowed

7 reviews

from £93 / night

£509 - £703 / week

1 / 38

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: Pets allowed

1 review

from £71 / night

£369 / week

1 / 34

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: Pets allowed

4 reviews

from £102 / night

£555 - £943 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home rental

El Espinar house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Pets allowed

1 review

from £416 / night

£1,617 / week

1 / 27

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: Pets allowed

8 reviews

from £74 / night

£462 - £786 / week

1 / 16

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: Pets allowed

from £121 / night

£693 / week

1 / 23

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: Pets allowed

from £1,386 / night

£7,853 / week

1 / 76

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: Pets allowed

2 reviews

from £78 / night

£443 / 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: Pets allowed

1 review

from £116 / night

£722 / week

1 / 155

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Majadahonda

Majadahonda apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

10 reviews

from £133 / night

£926 / week

1 / 32

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: Pets allowed

from £125 / night

£1,003 - £1,201 / 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: Pets allowed

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: Pets allowed

from £194 / night

£1,294 - £1,479 / 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: Pets allowed

from £194 / night

£1,201 - £1,479 / week

1 / 46

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: Horse riding

from £551 / night

£3,854 / week

1 / 51

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: Pets allowed

1 review

from £157 / night

£930 / week

1 / 83

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: Pets allowed

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: Pets allowed

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: Pets allowed

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: Pets allowed

from £287 / night

£2,007 / week

1 / 30

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