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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
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4.96 out of 5 average rating, 72 reviews
Guest favourite
Chalet in Guadarrama
Unique house with pool in the Sierra de Madrid
6 bedrooms, 10 beds, 3 bathrooms
12–17 Sept
4.9 out of 5 average rating, 48 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
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
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 La Losa
Casa Josephine Riofrío - retreat 1 hour from Madrid
2 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 22 reviews
Featured hotel
Room in Madrid
Twin Room
2 single beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest suite in Moralzarzal
"La Madriguera" private garden, barbecue, swimming pool
1 bedroom, 1 double bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 46 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, 43 reviews
Top guest favourite
Cabin in Becerril de la Sierra
Jardín Las Secuoyas, white cabin.
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 47 reviews
Guest favourite
Home in Las Herreras
Charming house 1 hour from Madrid
6 bedrooms, 10 beds, 3 bathrooms
13–18 Sept
4.91 out of 5 average rating, 55 reviews
Top guest favourite
Loft in San Sebastián de los Reyes
Iconic and Exclusive Duplex up to 6pax
2 bedrooms, 4 beds, 1 bathroom
3–8 Dec
4.98 out of 5 average rating, 267 reviews
Home in El Pimpollar
House by the river in Santa María de la Alameda
3 bedrooms, 4 beds, 1 bathroom
18–23 Sept
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
Top guest favourite
Home in Santo Domingo de Pirón
House of Santo Domingo del Piron
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.98 out of 5 average rating, 43 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
Superhost
Flat in Madrid
Modern flat for 6 near the underground
2 bedrooms, 3 beds, 2 bathrooms
18–23 Feb
4.78 out of 5 average rating, 23 reviews
Guest favourite
Villa in El Espinar
The Parada de los Ángeles (The Angel's Stop)
4 bedrooms, 8 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Las Navas del Marqués
Family home for hiking trails
6 bedrooms, 9 beds, 4 bathrooms
13–18 Sept
4.98 out of 5 average rating, 53 reviews