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Search results; Over 1,000 homes in Guadarrama

Top guest favourite

Train in Guadarrama

A Wagon in the Garden. Sierra de Guadarrama.

1 bedroom, 1 bed, 1 private bathroom

13–18 Sept

$871 SGD for 5 nights

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4.96 out of 5 average rating, 72 reviews

Featured hotel

Room in Las Rozas de Madrid

Double Room

1 double bed

18–23 Sept

$728 SGD for 5 nights

+$109 SGD Airbnb credit

New place to stay

Featured hotel

Room in Madrid

Twin Room

2 single beds

21–26 Sept

$976 SGD for 5 nights

+$146 SGD Airbnb credit

5.0 out of 5 average rating, 3 reviews

Guest favourite

Villa in San Lorenzo de El Escorial

Villa Escorial Park

9 bedrooms, 19 beds

4–9 Oct

5.0 out of 5 average rating, 13 reviews

Top guest favourite

Home in Navacerrada

House with a garden and pool in Navacerrada

2 bedrooms, 3 beds

18–23 Oct

$1,632 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 43 reviews

Guest favourite

Home in Guadarrama

The forest house

5 bedrooms, 8 beds

14–19 Sept

$2,923 SGD for 5 nights

5.0 out of 5 average rating, 12 reviews

Top guest favourite

Townhouse in Galapagar

25 min from Madrid. Shared pool & garden w owners

3 bedrooms, 4 beds

21–26 Nov

$1,557 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 86 reviews

Home in Guadarrama

The "little house" in the Sierra

4 bedrooms, 9 beds

4–9 Oct

$2,967 SGD for 5 nights

4.57 out of 5 average rating, 14 reviews

Top guest favourite

Home in Becerril de la Sierra

A Leira, Becerril de la Sierra

4 bedrooms, 7 beds

19–24 Oct

$2,386 SGD for 5 nights

4.98 out of 5 average rating, 55 reviews

Home in El Pimpollar

House by the river in Santa María de la Alameda

3 bedrooms, 4 beds

18–23 Sept

$1,468 SGD for 5 nights

Free cancellation

Top guest favourite

Rooms in Cercedilla

Doors of Love

3 bedrooms, 4 beds

27 Sept – 2 Oct

$1,398 SGD for 5 nights

5.0 out of 5 average rating, 40 reviews

Guest favourite

Room in San Lorenzo de El Escorial

Pink and White Room

1 single bed

14–19 Sept

$243 SGD for 5 nights

4.85 out of 5 average rating, 102 reviews

Guest favourite

Chalet in Los Molinos

House in Los Molinos - Sierra Guadarrama

7 bedrooms, 15 beds

29 Sept – 4 Oct

$5,468 SGD for 5 nights

5.0 out of 5 average rating, 30 reviews

Featured hotel

Room in San Sebastián de los Reyes

Triple Room

2 single beds

13–18 Sept

$1,269 SGD for 5 nights

+$190 SGD Airbnb credit

5.0 out of 5 average rating, 3 reviews

Guest favourite

Home in Las Herreras

Charming house 1 hour from Madrid

6 bedrooms, 10 beds

13–18 Sept

$2,170 SGD for 5 nights

4.91 out of 5 average rating, 55 reviews

Top guest favourite

Guest suite in Moralzarzal

"El Nido" loft, private garden, barbecue, swimming pool

1 double bed

19–24 Sept

$591 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 189 reviews

Guest suite in Cercedilla

Flekke

2 bedrooms, 2 beds

27 Sept – 2 Oct

$810 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Cottage in Mataelpino

La Favorita (Mataelpino)

2 bedrooms, 4 beds

27 Sept – 2 Oct

$1,320 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 75 reviews

Home in Collado Mediano

Manuela's garden

4 bedrooms, 7 beds

13–18 Sept

$3,313 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews