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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
14–19 Sept
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4.96 out of 5 average rating, 73 reviews
Guest favourite
Chalet in Guadarrama
Unique house with pool in the Sierra de Madrid
6 bedrooms, 10 beds, 3 bathrooms
15–20 Sept
4.9 out of 5 average rating, 48 reviews
Guest favourite
Villa in San Lorenzo de El Escorial
Villa Escorial Park
9 bedrooms, 19 beds, 8 bathrooms
4–9 Oct
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Guadarrama
The forest house
5 bedrooms, 8 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Navacerrada
House with a garden and pool in Navacerrada
2 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 44 reviews
Home in Guadarrama
The "little house" in the Sierra
4 bedrooms, 9 beds, 3 bathrooms
4–9 Oct
4.57 out of 5 average rating, 14 reviews
Guest favourite
Room in San Lorenzo de El Escorial
Pink and White Room
1 single bed, 1 bathroom
14–19 Sept
4.85 out of 5 average rating, 102 reviews
Top guest favourite
Cabin in El Gasco
Romantic mountain cabin · Pool and views
2 bedrooms, 2 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Becerril de la Sierra
A Leira, Becerril de la Sierra
4 bedrooms, 7 beds, 2.5 bathrooms
19–24 Oct
4.98 out of 5 average rating, 55 reviews
Guest favourite
Townhouse in Galapagar
A house with a view in Galapagar
3 bedrooms, 4 beds, 2 bathrooms
4–11 Oct
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Guest suite in Moralzarzal
"El Nido" loft, private garden, barbecue, swimming pool
1 double bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 189 reviews
Top guest favourite
Cottage in Mataelpino
La Favorita (Mataelpino)
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 75 reviews
Home in Collado Mediano
Manuela's garden
4 bedrooms, 7 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Guest suite in Cercedilla
Flekke
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Becerril de la Sierra
Beautiful Sierra Madrid villa
4 bedrooms, 7 beds, 3 bathrooms
28 Sept – 3 Oct
4.96 out of 5 average rating, 50 reviews
Top guest favourite
Rooms in Cercedilla
Doors of Love
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Maello
Montepino 2
3 bedrooms, 5 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Guadarrama
Designer villa in the Sierra de Madrid
4 bedrooms, 6 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Las Herreras
Charming house 1 hour from Madrid
6 bedrooms, 10 beds, 3 bathrooms
25–30 Oct
4.91 out of 5 average rating, 55 reviews