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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72 Holiday homes

18

Alpedrete holiday chalet rental

Community of Madrid / Alpedrete

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £107 / night

£443 / week

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from £107 / 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 £222 / night

£1,328 / week

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from £222 / 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 £76 / night

£465 / week

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Responds fast!
avg. 3 hours 44 minutes

from £76 / night

14

Holiday home in Collado Villalba

Community of Madrid / Collado Villalba

3 6 3 nights min

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

from £150 / night

£1,050 / week

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Responds fast!
avg. 3 hours 41 minutes

from £150 / 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 £36 / night

£248 / week

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from £36 / 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

(7) Excellent 

15

Holiday apartment in Cercedilla

Community of Madrid / Cercedilla

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary

from £49 / night

£290 / week

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Responds fast!
avg. 2 hours 22 minutes

from £49 / night

(5) Excellent 

32

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 £100 / night

£695 / week

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from £100 / night

(1) Excellent 

31

Holiday home in Cercedilla

Community of Madrid / Cercedilla

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £84 / night

£589 / week

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Responds fast!
avg. 1 hour 37 minutes

from £84 / night

(1) Excellent 

12

Puerto de Navacerrada ski apartment to rent.

Cercedilla / Puerto de Navacerrada

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Ski
  • Child friendly
  • Pet friendly

from £36 / night

£173 - £385 / week

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from £36 / night

(5) 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 £40 / night

£248 - £372 / week

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Responds fast!
avg. 1 hour 39 minutes

from £40 / 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 £61 / night

£428 / week

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from £61 / night

(9) Excellent 

24

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 £62 / night

£434 / week

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Responds fast!
avg. 2 hours 37 minutes

from £62 / night

(3) 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 £45 / night

£266 / week

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from £45 / night

34

Home rental in Collado Villalba

Community of Madrid / Collado Villalba

5 9 2 nights min

  • 5 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly

from £425 / night

£1,770 / week

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from £425 / night

31

Collado Mediano holiday apartment rental

Community of Madrid / Collado Mediano

2 4 2 nights min

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

from £107 / night

£524 / week

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from £107 / night

56

Holiday home with swimming pool in Manzanares el Real

Community of Madrid / Manzanares el Real

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £107 / night

£691 - £1,186 / week

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from £107 / night

14

Becerril de la Sierra ski gite to rent.

Community of Madrid / Becerril de la Sierra

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Ski
  • Child friendly
  • Pet friendly

from £107 / night

£744 / week

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from £107 / night

46

Holiday apartment in Collado Mediano

Community of Madrid / Collado Mediano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £57 / night

£322 / week

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from £57 / 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 £155 / night

£753 - £974 / week

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Responds fast!
avg. 1 hour 32 minutes

from £155 / night

(2) Very Good 

22

Holiday villa in Los Molinos

Community of Madrid / Los Molinos

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £195 / night

£974 / week

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Responds fast!
avg. 3 hours 25 minutes

from £195 / night

(6) 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 £53 / night

£372 - £992 / week

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from £53 / night

(9) Very Good 

Certificate of Excellence

26

Apartment rental in San Lorenzo de El Escorial with shared pool

Community of Madrid / San Lorenzo de El Escorial

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £53 / night

£354 - £416 / week

Book View

Responds fast!
avg. 38 minutes

from £53 / night

10

Holiday private room rental

Community of Madrid / Alpedrete

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

from £36 / night

£177 - £301 / week

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from £36 / night

22

Holiday apartment rental

Community of Madrid / Galapagar

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

from £87 / night

£442 / week

Book View

Responds fast!
avg. 3 hours 26 minutes

from £87 / night

(8) Very Good 

13

Holiday apartment in San Lorenzo de El Escorial

Community of Madrid / San Lorenzo de El Escorial

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Ask about pets

from £45 / night

£222 / week

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Responds fast!
avg. 1 hour 55 minutes

from £45 / night

12

Ski chalet to rent in Alpedrete

Community of Madrid / Alpedrete

5 2 2 nights min

  • 5 bedrooms
  • Sleeps 2
  • 2 nights min
  • Ski

from £36 / night

£186 - £310 / week

Book View

from £36 / night

14

Holiday home in Manzanares el Real

Community of Madrid / Manzanares el Real

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly

from £76 / night

£527 / week

Book View

from £76 / night

(2) Excellent 

19

Holiday cottage with swimming pool in Hoyo de Manzanares

Community of Madrid / Hoyo de Manzanares

7 10 2 nights min

  • 7 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £377 / night

£1,195 / week

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from £377 / night

(19) 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 £46 / night

£274 - £404 / week

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from £46 / night

15

Holiday apartment in Collado Mediano

Community of Madrid / Collado Mediano

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £139 / night

£676 / week

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from £139 / night

27

Holiday chalet in Robledo de Chavela

Community of Madrid / Robledo de Chavela

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly
  • Pet friendly

from £177 / night

£1,239 / week

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from £177 / night

5

San Lorenzo de El Escorial holiday apartment rental

Community of Madrid / San Lorenzo de El Escorial

2 4 2 nights min

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

from £67 / night

£465 / week

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from £67 / night

37

Home rental in Robledo de Chavela with shared pool

Community of Madrid / Robledo de Chavela

5 15 2 nights min

  • 5 bedrooms
  • Sleeps 15
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £266 / night

£1,062 / week

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from £266 / 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 £76 / night

£527 / week

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from £76 / night

17

Cercedilla holiday home rental

Community of Madrid / Cercedilla

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Private garden

from £55 / night

£384 / week

Book View

from £55 / 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 £177 / night

£1,239 / week

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from £177 / night

(1) Excellent 

15

El Escorial holiday apartment rental

Community of Madrid / El Escorial

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £49 / night

£288 - £437 / week

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Responds fast!
avg. 3 hours 25 minutes

from £49 / night

(1) Excellent 

15

Cercedilla holiday home rental

Community of Madrid / Cercedilla

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £89 / night

£620 / week

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from £89 / night

(1) Excellent 

21

Holiday home in San Lorenzo de El Escorial

Community of Madrid / San Lorenzo de El Escorial

3 6 7 nights min

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

from £53 / night

£310 / week

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from £53 / night