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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78 Holiday homes

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

£250 / week

Book View

Booked 3 times

from £36 / night

(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

from £76 / night

£469 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

Booked 200+ times!

from £76 / 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 £223 / night

£1,335 / week

Book View

Responds fast!
avg. 3 hours 58 minutes

Booked 6 times

from £223 / 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 £107 / night

£445 / week

Book View

Booked 10+ times!

from £107 / 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 £267 / night

£1,335 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £267 / night

19

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

Book View

Responds fast!
avg. 3 hours 39 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

Book View

Pricing unknown

(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 £64 / night

£398 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £64 / night

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 £158 / night

£872 - £956 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £158 / night

18

Robledo de Chavela holiday studio rental

Community of Madrid / Robledo de Chavela

Studio 3 min stay varies

  • Studio
  • sleeps 3
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £75 / night

£483 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

from £75 / 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 £101 / night

£699 / week

Book View

Booked 10+ times!

from £101 / night

(1) Excellent 

42

Home rental in Valdemorillo

Community of Madrid / Valdemorillo

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £268 / night

£1,027 / week

Book View

from £268 / 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 £88 / night

£446 / week

Book View

from £88 / 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 £47 / night

£275 - £406 / week

Book View

Booked 30+ times!

from £47 / 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 £54 / night

£374 - £997 / week

Book View

Booked 10+ times!

from £54 / night

(8) Very Good 

13

Holiday apartment in San Lorenzo de El Escorial

Community of Madrid / San Lorenzo de El Escorial

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Suitable for children age 5+
  • Car not necessary
  • Ask about pets

from £45 / night

£223 / week

Book View

Responds fast!
avg. 2 hours 1 minutes

Booked 80+ times!

from £45 / 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

£468 / week

Book View

from £67 / night

(1) Excellent 

20

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 £41 / night

£223 - £598 / week

Book View

Responds fast!
avg. 53 minutes

Booked 7 times

from £41 / night

45

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

£323 / week

Book View

from £57 / 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

£530 / week

Book View

Booked 10+ times!

from £76 / night

(10) Very Good 

Certificate of Excellence

27

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

£357 - £419 / week

Book View

Responds fast!
avg. 34 minutes

Booked 30+ times!

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 £223 / night

£980 - £1,136 / week

Book View

Responds fast!
avg. 1 hour 28 minutes

Booked 4 times

from £223 / 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 £54 / night

£312 / week

Book View

Booked 8 times

from £54 / night

(1) Very Good 

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

£694 - £1,193 / week

Book View

Booked 60+ times!

from £107 / night

22

Holiday home with shared pool in Collado Mediano

Community of Madrid / Collado Mediano

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £54 / night

£380 - £500 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £54 / night

(5) Excellent 

Certificate of Excellence

12

Holiday apartment letting

Community of Madrid / Moralzarzal

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £45 / night

£268 / week

Book View

Responds fast!
avg. 3 hours 23 minutes

Booked 90+ times!

from £45 / 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

£291 / week

Book View

Responds fast!
avg. 1 hour 26 minutes

Booked 10+ times!

from £49 / night

(2) Excellent 

41

Holiday apartment in Galapagar

Community of Madrid / Galapagar

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly

from £22 / night

£197 - £464 / week

Book View

Responds fast!
avg. 2 hours 30 minutes

from £22 / night

(1) Excellent 

33

Holiday apartment rental

Community of Madrid / Santa Maria de la Alameda

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly

from £76 / night

£401 / week

Book View

Responds fast!
avg. 19 minutes

from £76 / night

(2) Excellent 

28

Holiday villa with indoor pool in Becerril de la Sierra

Community of Madrid / Becerril de la Sierra

6 22 1 night min

  • 6 bedrooms
  • sleeps 22
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £32 / night

£219 / week

Book View

Responds fast!
avg. 45 minutes

from £32 / night

(17) 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 £401 / night

£2,803 / week

Book View

Booked 8 times

from £401 / night

15

Holiday b&b rental

Community of Madrid / San Lorenzo de El Escorial

50 2 1 night min

  • 50 bedrooms
  • sleeps 2
  • 1 night min
  • Car not necessary

from £63 / night

£437 / week

Book View

from £63 / night

(2) Very Good 

33

Holiday home with swimming pool in Alpedrete

Community of Madrid / Alpedrete

5 11 min stay varies

  • 5 bedrooms
  • sleeps 11
  • min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £232 / night

£1,068 - £1,335 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from £232 / 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

£530 / week

Book View

from £76 / 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 £76 / night

£530 / week

Book View

Responds fast!
avg. 1 hour 18 minutes

Booked 6 times

from £76 / 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

£290 - £439 / week

Book View

Booked 6 times

from £49 / night

4

Valdemorillo holiday home accommodation

Community of Madrid / Valdemorillo

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly

from £201 / night

£1,402 / week

Book View

from £201 / 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 £380 / night

£1,205 / week

Book View

from £380 / night

(1) Excellent 

28

Holiday apartment with shared pool in Robledo de Chavela

Community of Madrid / Robledo de Chavela

4 14 min stay varies

  • 4 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £196 / night

£1,371 / week

Book View

from £196 / night

29

Robledo de Chavela holiday apartment rental

Community of Madrid / Robledo de Chavela

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £143 / night

£997 / week

Book View

from £143 / 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