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Search results; Over 1,000 homes in Guadarrama

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Top guest favourite
Train in Guadarrama
A Wagon in the Garden. Sierra de Guadarrama.
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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4.96 out of 5 average rating, 73 reviews
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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
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Guest favourite
Home in Guadarrama
The forest house
5 bedrooms, 8 beds, 2.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 12 reviews
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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
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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
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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
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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, 57 reviews
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Guest favourite
Flat in San Lorenzo de El Escorial
2-Bedroom Exterior Apartment in City Center
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Chalet in Los Molinos
House in Los Molinos - Sierra Guadarrama
7 bedrooms, 15 beds, 4.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Room in Los Molinos
Recoveco House - Room 5
1 bed, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 174 reviews
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Guest favourite
Rooms in El Boalo
La Casita de Mataelpino
2 bedrooms, 4 single beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 5 reviews
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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
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Top guest favourite
Loft in Becerril de la Sierra
Studio with a garden to disconnect in the Sierra
1 double bed, 1 bathroom
17–22 Nov
4.99 out of 5 average rating, 317 reviews
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Home in Cercedilla
The Swiss House
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
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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
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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
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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, 51 reviews
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Top guest favourite
Townhouse in Galapagar
25 min from Madrid. Shared pool & garden w owners
3 bedrooms, 4 beds, 2.5 bathrooms
21–26 Nov
4.98 out of 5 average rating, 86 reviews
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Guest favourite
Home in Moralzarzal
Regional Park Cuenca Alta Manzanares Chalet
4 bedrooms, 7 beds, 3 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 11 reviews