Apartments in Sierra de Guadarrama and Houses – Holiday Lettings - Holiday Rentals Sierra de Guadarrama

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Sierra de Guadarrama

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79 Holiday homes

18

Alpedrete holiday chalet rental

Community of Madrid / Alpedrete

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Car not necessary

from £130 / night

£776 / week

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from £130 / night

(16) Excellent 

24

San Lorenzo de El Escorial holiday apartment rental

Community of Madrid / San Lorenzo de El Escorial

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
“Ticked all the boxes” The apartment fully lived up to our expectatiions. Homely and comfortable. A great view from the balcony. Excellent location in San Lorenzo, Ideal for visiting Madrid by train and touring the beautiful Guadarrama Mountains and be
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from £74 / night

£453 / week

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from £74 / night

21

Holiday apartment with shared pool in Collado Villalba

Community of Madrid / Collado Villalba

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £58 / night

£362 / week

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from £58 / night

(4) Excellent 

12

Holiday cottage in Valdemorillo

Community of Madrid / Valdemorillo

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Superb” A lovely cottage in an idyllic spot. Pino the owner was fantastic help from the moment we booked to well after we departed. The house itself is beautifully finished with an artistic character and some quirky features, not least the cats and
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from £216 / night

£1294 / week

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from £216 / night

(1) Very Good 

14

Las Dehesas holiday villa rental

Community of Madrid / Las Dehesas

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

Pricing unknown

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Pricing unknown

30

Villa rental in Valdemorillo with swimming pool

Community of Madrid / Valdemorillo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £200 / night

£1400 / week

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from £200 / night

51

Guadarrama holiday home rental

Community of Madrid / Guadarrama

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £259 / night

£1294 - £1638 / week

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from £259 / night

14

Holiday home in Collado Villalba

Community of Madrid / Collado Villalba

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £52 / night

£315 / week

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from £52 / night

4

Holiday private room in San Lorenzo de El Escorial

Community of Madrid / San Lorenzo de El Escorial

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £35 / night

£244 / week

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from £35 / night

(2) Very Good 

22

Holiday villa in Los Molinos

Community of Madrid / Los Molinos

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £190 / night

£949 / week

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from £190 / night

(1) Very Good 

12

Holiday apartment letting

Community of Madrid / Moralzarzal

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly

from £44 / night

£259 / week

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from £44 / night

(5) Excellent 

12

Holiday apartment in Cercedilla

Community of Madrid / Cercedilla

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly

from £43 / night

£296 / week

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from £43 / night

8

Cercedilla ski apartment to rent.

Community of Madrid / Cercedilla

1 6 7 nights min

  • 1 bedroom
  • Sleeps 6
  • 7 nights min
  • Ski
  • Child friendly

from £65 / night

£453 / week

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from £65 / night

(5) Very Good 

11

Holiday home in Cercedilla

Community of Madrid / Cercedilla

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Ask about pets

from £52 / night

£363 - £966 / week

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from £52 / night

31

Collado Mediano holiday apartment rental

Community of Madrid / Collado Mediano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £105 / night

£511 - £613 / week

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from £105 / night

28

Holiday finca with swimming pool in Valdemorillo

Community of Madrid / Valdemorillo

4 14 2 nights min

  • 4 bedrooms
  • Sleeps 14
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £302 / night

£1725 / week

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from £302 / night

(8) Very Good 

13

Holiday apartment in San Lorenzo de El Escorial

Community of Madrid / San Lorenzo de El Escorial

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Suitable for children age 5+
  • Car not necessary
  • Ask about pets

from £39 / night

£216 / week

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from £39 / night

9

Puerto de Navacerrada ski apartment to rent.

Cercedilla / Puerto de Navacerrada

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Ski
  • Ask owner if suitable for children
  • Pet friendly

from £31 / night

£169 - £427 / week

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from £31 / night

(4) Excellent 

18

Robledo de Chavela holiday villa rental

Community of Madrid / Robledo de Chavela

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £151 / night

£733 - £906 / week

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from £151 / night

(2) Very Good 

29

Robledo de Chavela holiday apartment rental

Community of Madrid / Robledo de Chavela

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Car not necessary
  • Private garden

from £117 / night

£449 / week

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from £117 / night

(5) Excellent 

9

Ski apartment to rent in Matalpino

Community of Madrid / Matalpino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £98 / night

£677 / week

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from £98 / night

(1) Excellent 

21

Holiday home rental

Community of Madrid / Santa Maria de la Alameda

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £61 / night

£653 / week

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from £61 / night

(2) Excellent 

18

Ski condo to rent in Puerto de Navacerrada

Cercedilla / Puerto de Navacerrada

1 8 Min stay varies

  • 1 bedroom
  • Sleeps 8
  • Min stay varies
  • Ski
  • Child friendly

from £57 / night

£396 / week

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from £57 / night

(1) Excellent 

29

Valdemorillo holiday cottage rental

Community of Madrid / Valdemorillo

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly

from £130 / night

£776 / week

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from £130 / night

(1) Excellent 

28

Holiday apartment with shared pool in Robledo de Chavela

Community of Madrid / Robledo de Chavela

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £207 / night

£1449 / week

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from £207 / night

26

Holiday home letting

Community of Madrid / El Escorial

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £104 / night

£647 - £690 / week

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from £104 / night

15

Robledo de Chavela holiday apartment rental

Community of Madrid / Robledo de Chavela

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £69 / night

£483 / week

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from £69 / night

(1) Excellent 

22

Holiday apartment in Santa Maria de la Alameda

Community of Madrid / Santa Maria de la Alameda

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £74 / night

£388 / week

Book View

from £74 / night

(1) Excellent 

29

Holiday home in Cercedilla

Community of Madrid / Cercedilla

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £83 / night

£731 / week

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from £83 / night

19

La Navata holiday apartment rental

Community of Madrid / La Navata

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £60 / night

£417 / week

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from £60 / night

37

Holiday villa with swimming pool in Guadarrama

Community of Madrid / Guadarrama

4 13 1 night min

  • 4 bedrooms
  • Sleeps 13
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £182 / night

£819 - £2195 / week

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from £182 / night

31

San Lorenzo de El Escorial holiday apartment rental

Community of Madrid / San Lorenzo de El Escorial

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £74 / night

£513 / week

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from £74 / night

46

Holiday apartment in Collado Mediano

Community of Madrid / Collado Mediano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £56 / night

£313 - £375 / week

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from £56 / night

(7) Very Good 

23

Apartment rental in San Lorenzo de El Escorial with shared pool

Community of Madrid / San Lorenzo de El Escorial

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £49 / night

£311 - £371 / week

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from £49 / night

20

Holiday home in Santa Maria de la Alameda

Community of Madrid / Santa Maria de la Alameda

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

Pricing unknown

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Pricing unknown

(16) Excellent 

9

Collado Mediano ski condo to rent.

Community of Madrid / Collado Mediano

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Ski

from £45 / night

£267 - £394 / week

Book View

from £45 / night

(4) Very Good 

22

Puerto de Navacerrada ski condo to rent.

Community of Madrid / Puerto de Navacerrada

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Ski
  • Child friendly
  • Ask about pets

from £39 / night

£242 - £423 / week

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from £39 / night

(7) Excellent 

Certificate of Excellence

15

Holiday home with shared pool in Moralzarzal

Community of Madrid / Moralzarzal

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £69 / night

£483 / week

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from £69 / night

(4) Very Good 

19

Valdemanco holiday cottage rental

Community of Madrid / Valdemanco

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets

from £173 / night

£1207 / week

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from £173 / night

8

Apartment rental in Collado Villalba with shared pool

Community of Madrid / Collado Villalba

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £39 / night

£238 - £276 / week

Book View

from £39 / night

1