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50 Best Vacation Rentals in Sierra de Guadarrama - Holiday Lettings - Cabins

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64 Vacation rentals

San Lorenzo de El Escorial Vacation apartment rental

San Lorenzo de El Escorial apartment

3 bedrooms • 1 bathroom • sleeps 6

from $114 / night

$704 / week

1 / 24

Vacation cottage in Valdemorillo

Valdemorillo cottage

4 bedrooms • 2 bathrooms • sleeps 8

from $339 / night

$2,031 / week

1 / 12

Alpedrete Vacation chalet rental

Alpedrete chalet

3 bedrooms • 3 bathrooms • sleeps 8

from $161 / night

$872 / week

1 / 18

Ski home to rent in San Lorenzo de El Escorial

San Lorenzo de El Escorial house

2 bedrooms • 1 bathroom • sleeps 3

from $128 / night

$642 / week

1 / 40

Las Dehesas Vacation villa rental

Las Dehesas villa

2 bedrooms • 1 bathroom • sleeps 4

Pricing unknown

1 / 14

Robledo de Chavela Vacation studio rental

Robledo de Chavela studio

Studio • 1 bathroom • sleeps 3

from $147 / night

$726 / week

1 / 18

Collado Villalba Vacation apartment rental

Collado Villalba apartment

1 bedroom • 1 bathroom • sleeps 4

from $108 / night

$752 / week

1 / 39

Ski villa to rent in Alpedrete

Alpedrete villa

6 bedrooms • 5 bathrooms • sleeps 12

from $929 / night

$4,648 / week

1 / 38

Santa Maria de la Alameda Vacation villa rental

Santa Maria de la Alameda villa

2 bedrooms • 1 bathroom • sleeps 6

from $373 / night

$2,610 / week

1 / 13

Ski home to rent in Manzanares el Real

Manzanares el Real house

4 bedrooms • 2 bathrooms • sleeps 8

from $238 / night

$1,315 / week

1 / 12

Vacation villa rental

Hoyo de Manzanares villa

6 bedrooms • 4 bathrooms • sleeps 12

from $743 / night

$5,202 / week

1 / 35

Vacation private room rental

Alpedrete private room

1 bedroom • 1 bathroom • sleeps 2

from $51 / night

$253 - $431 / week

1 / 10

San Lorenzo de El Escorial Vacation apartment rental

San Lorenzo de El Escorial apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $95 / night

$665 / week

1 / 5

Vacation apartment in Santa Maria de la Alameda

Santa Maria de la Alameda apartment

2 bedrooms • 2 bathrooms • sleeps 6

from $140 / night

$759 / week

1 / 15

Vacation finca with swimming pool in Valdemorillo

Valdemorillo finca

4 bedrooms • 5 bathrooms • sleeps 18

from $949 / night

$4,805 / week

1 / 53

Vacation b&b rental

San Lorenzo de El Escorial b&b

50 bedrooms • 50 bathrooms • sleeps 2

from $89 / night

$622 / week

1 / 15

Cercedilla ski finca to rent.

Cercedilla finca

5 bedrooms • 2 bathrooms • sleeps 8

from $317 / night

$1,884 / week

1 / 26

Vacation chalet in Colmenar Viejo

Colmenar Viejo chalet

4 bedrooms • 3 bathrooms • sleeps 8

from $337 / night

$2,287 / week

1 / 29

Ski apartment to rent in Matalpino

Matalpino apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $228 / night

$1,593 / week

1 / 38

Vacation home in Manzanares el Real

Manzanares el Real house

3 bedrooms • 2 bathrooms • sleeps 5

from $165 / night

$1,151 / week

1 / 23

Vacation villa with shared pool, golf nearby in Robledo de Chavela

Robledo de Chavela villa

5 bedrooms • 4 bathrooms • sleeps 20

from $1,012 / night

$3,161 - $5,639 / week

1 / 27

Apartment rental in San Lorenzo de El Escorial with shared pool

San Lorenzo de El Escorial apartment

1 bedroom • 1 bathroom • sleeps 4

from $83 / night

$508 - $685 / week

1 / 21

Vacation apartment in Collado Mediano

Collado Mediano apartment

1 bedroom • 1 bathroom • sleeps 2

from $81 / night

$460 / week

1 / 100

Vacation home in Cercedilla

Cercedilla house

3 bedrooms • 2 bathrooms • sleeps 5

from $88 / night

$505 - $762 / week

1 / 22

Vacation apartment rental

Santa Maria de la Alameda apartment

2 bedrooms • 2 bathrooms • sleeps 6

from $140 / night

$759 / week

1 / 19

Ski chalet to rent in Alpedrete

Alpedrete chalet

5 bedrooms • 1 bathroom • sleeps 2

from $51 / night

$267 - $444 / week

1 / 12

Robledo de Chavela Vacation villa rental

Robledo de Chavela villa

4 bedrooms • 2 bathrooms • sleeps 6

from $349 / night

$2,438 / week

1 / 25

Vacation home in Cercedilla

Cercedilla house

3 bedrooms • 2 bathrooms • sleeps 7

from $165 / night

$759 / week

1 / 18

Vacation home in Cercedilla

Cercedilla house

3 bedrooms • 2 bathrooms • sleeps 7

from $76 / night

$532 - $1,418 / week

1 / 11

Manzanares el Real Vacation condo rental

Manzanares el Real condo

1 bedroom • 1 bathroom • sleeps 4

from $73 / night

$507 - $631 / week

1 / 8

Collado Mediano Vacation apartment rental

Collado Mediano apartment

2 bedrooms • 1 bathroom • sleeps 4

from $123 / night

$749 / week

1 / 155

Vacation apartment in Collado Mediano

Collado Mediano apartment

3 bedrooms • 2 bathrooms • sleeps 6

from $192 / night

$966 / week

1 / 83

Cercedilla Vacation home rental

Cercedilla house

6 bedrooms • 5 bathrooms • sleeps 10

from $696 / night

$4,871 / week

1 / 13

Vacation studio in San Lorenzo de El Escorial

San Lorenzo de El Escorial studio

Studio • 1 bathroom • sleeps 5

from $77 / night

$539 / week

1 / 21

Vacation home in Colmenar Viejo

Colmenar Viejo house

4 bedrooms • 3 bathrooms • sleeps 8

from $335 / night

$2,279 / week

1 / 53

Vacation home rental

Cercedilla house

4 bedrooms • 2 bathrooms • sleeps 8

from $367 / night

$2,279 / week

1 / 23

Vacation private room in Alpedrete

Alpedrete private room

1 bedroom • 2 bathrooms • sleeps 1

from $38 / night

$190 / week

1 / 13

Vacation home in Santa Maria de la Alameda

Santa Maria de la Alameda house

4 bedrooms • 4 bathrooms • sleeps 8

Pricing unknown

1 / 20

Vacation b&b in Fresnedilla de la Oliva

Fresnedilla de la Oliva b&b

8 bedrooms • 8 bathrooms • sleeps 24

Pricing unknown

1 / 4

Robledo de Chavela Vacation home accommodation

Robledo de Chavela house

1 bedroom • 1 bathroom • sleeps 4

from $90 / night

$630 / week

1 / 14

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