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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76 Holiday homes

(17) 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
“Very Good !!! Like stay at my own home!!!” Nice place to stay,it had everything you need. near from restaurants,and places of interest. Specially from de San Lorenzo del Escorial. Near from the town center,banks,etc. The guide we were provided fro
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from £75 / night

£461 / week

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Responds fast!
avg. 3 hours 27 minutes

from £75 / night

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 £106 / night

£439 / week

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from £106 / 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

from £220 / night

£1,316 / week

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from £220 / 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

£246 / week

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from £35 / night

(1) Very Good 

22

Holiday apartment with shared pool, golf nearby 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 £60 / night

£325 - £378 / week

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Responds fast!
avg. 2 hours 55 minutes

from £60 / night

51

Guadarrama holiday home rental

Community of Madrid / Guadarrama

5 8 3 nights min

  • 5 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £264 / night

£1,316 / week

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Responds fast!
avg. 3 hours 20 minutes

from £264 / 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

(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

12

Ski home to rent in Manzanares el Real

Community of Madrid / Manzanares el Real

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Ski
  • Child friendly

from £150 / night

£831 - £906 / week

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Responds fast!
avg. 2 hours 55 minutes

from £150 / night

12

Robledo de Chavela holiday studio rental

Community of Madrid / Robledo de Chavela

Studio 3 1 night min

  • Studio
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £65 / night

£460 - £507 / week

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Responds fast!
avg. 2 hours 55 minutes

from £65 / night

(2) 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 £75 / night

£522 / week

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Responds fast!
avg. 1 hour 13 minutes

from £75 / 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 £75 / night

£522 / week

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from £75 / 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 £193 / night

£965 / week

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Responds fast!
avg. 3 hours 16 minutes

from £193 / night

(10) 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 £52 / night

£351 - £413 / week

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Responds fast!
avg. 35 minutes

from £52 / 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

£369 - £983 / week

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from £53 / 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 £154 / night

£746 - £965 / week

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Responds fast!
avg. 1 hour 27 minutes

from £154 / 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

£285 - £433 / week

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Responds fast!
avg. 3 hours 44 minutes

from £49 / night

(9) 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

£287 / week

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Responds fast!
avg. 2 hours 49 minutes

from £49 / 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

£271 - £400 / week

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from £46 / 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

£246 - £369 / week

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Responds fast!
avg. 1 hour 45 minutes

from £40 / night

(4) Excellent 

12

Holiday apartment letting

Community of Madrid / Moralzarzal

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from £44 / night

£264 / week

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Responds fast!
avg. 3 hours 58 minutes

from £44 / 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

£689 / week

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from £100 / night

15

Holiday studio in San Lorenzo de El Escorial

Community of Madrid / San Lorenzo de El Escorial

Studio 5 2 nights min

  • Studio
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden

from £44 / night

£264 - £632 / week

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Responds fast!
avg. 58 minutes

from £44 / night

10

Holiday private room rental

Community of Madrid / Alpedrete

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

from £35 / night

£176 - £299 / week

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from £35 / night

39

Holiday apartment in Galapagar

Community of Madrid / Galapagar

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly

from £20 / night

£176 - £193 / week

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from £20 / 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 £44 / night

£220 / week

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Responds fast!
avg. 2 hours 1 minutes

from £44 / 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

£430 / week

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Responds fast!
avg. 1 hour 53 minutes

from £62 / 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 £176 / night

£1,228 / week

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from £176 / 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

£307 / week

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from £53 / 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 £86 / night

£438 / week

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Responds fast!
avg. 2 hours 54 minutes

from £86 / night

19

San Lorenzo de El Escorial holiday home rental

Community of Madrid / San Lorenzo de El Escorial

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly

from £60 / night

£418 / week

Book View

Responds fast!
avg. 30 minutes

from £60 / night

(16) Excellent 

27

Holiday home with golf nearby in Robledo de Chavela

Community of Madrid / Robledo de Chavela

6 20 2 nights min

  • 6 bedrooms
  • Sleeps 20
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £395 / night

£2,764 / week

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from £395 / 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 £66 / night

£461 / week

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from £66 / 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 £373 / night

£1,185 / week

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from £373 / 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 £106 / night

£685 - £1,176 / week

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from £106 / 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 £35 / night

£185 - £307 / week

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from £35 / 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 £62 / night

£430 / week

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Responds fast!
avg. 3 hours 17 minutes

from £62 / 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 £421 / night

£1,755 / week

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from £421 / 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

£520 / 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

£319 / week

Book View

from £57 / night

Top Destination reviews

ESPECTACULAR VIEWS IN MADRID
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 chickens that live there. Don't worry if your not an animal lover though, we were asked in advance if we wanted them removed before we arrived. A great library of books and DVD's was a welcome escape in the evenings. The cottage comes with it's own pool but this is pretty cold at the end of the season and so we mainly swam in the lake, a very short stroll from the house. Cannot recommend the cottage and area enough for a break away from the tourist hotspots.see more
San Lorenzo
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 beyond. Thanks to Elisabet for ensuring the booking process and directions were smooth and simple. R & A Burton.see more