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Holiday houses in Sierra de Guadarrama

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Top-rated holiday rentals in Sierra de Guadarrama

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
An overview of a stone house surrounded by lush greenery is captured from above. The building features a traditional tiled roof, arched columns on the patio, and a circular stone seating area in the landscaped garden.
Cottage in La Estación
4.97 out of 5 average rating, 105 reviews

Villa with pool and mountain views

Disfruta de la Sierra de Madrid en nuestra preciosa casa de piedra rodeada de vegetación. Te despertarás cada mañana con vistas a un increíble jardín con árboles frutales y flores y podrás tomar el desayuno en una gran terraza mirando el monte. Detalles como la escalera de caracol o los arcos de piedra hacen de nuestra casa un sitio especial y diferente. La piscina es súper refrescante durante estos meses y tiene iluminación nocturna para que puedas disfrutar de un baño bajo las estrellas.

Superhost
A serene mountain landscape is captured, featuring snow-capped peaks under a clear blue sky. A stone fence lines the foreground, while various trees and rooftops are visible, blending into the natural surroundings of the Sierra de Guadarrama.
Guest suite in El Boalo
4.84 out of 5 average rating, 238 reviews

Acogedor espacio en El Boalo

Habitación privada con cama de matrimonio de 180x200 y baño completo. Tiene entrada independiente. Dispone de nevera, microondas y cafetera de cápsulas. Situada en el corazón de la sierra de Guadarrama con acceso directo a La Pedriza. Perfecto para disfrutar de la naturaleza y la montaña, así como de deportes al aire libre, rutas a caballo, escalada, senderismo… Guías: Restaurantes: https://abnb.me/n3RaHOLDimb El Boalo: https://abnb.me/oUk0Mf3Dimb Naturaleza: https://abnb.me/tJljHiUDimb

Top Guest favourite
A spacious loft area features a comfortable bed covered with a textured blanket, accompanied by soft lighting from wall sconces. A cozy seating arrangement includes a light-colored sofa and a small coffee table, with a decorative plant adding a touch of greenery to the setting.
Guest suite in Moralzarzal
5 out of 5 average rating, 177 reviews

"El Nido" loft, jardín privado, barbacoa, piscina

Loft de uso temporal, junto al Parque Nacional Sierra del Guadarrama, en un entorno natural. En la planta baja de nuestra vivienda, independiente, con cocina completa, wifi, fibra 600 MB, Smart TV, salón y dormitorio, chimenea, jardín y barbacoa. Piscina compartida con los propietarios y otro alojamiento más para dos personas. A 45 km. de Madrid capital, muy buena comunicación en coche y en autobús. Cercano a supermercados, hospital, colegios, parada del bus y todo tipo de servicios.

Top Guest favourite
A charming white cottage features vibrant blue shutters and a terracotta roof. A small patio with yellow chairs and a table is visible, framed by lush greenery. Two lounge chairs sit nearby, providing a serene outdoor space.
Cottage in Los Molinos
4.99 out of 5 average rating, 197 reviews

Recoveco Cottage

Preciosa casa de campo, completamente independiente, ubicada en la sierra norte de Madrid. A escasos 5 minutos andando desde la estación de tren/cercanías Los Molinos. Y del centro del pueblo. La casa está completamente equipada y cuenta con fibra de 1G lo que hace de tu estancia un lugar perfecto para el ocio, el descanso o el teletrabajo. Tu opción perfecta para disfrutar de la naturaleza con todos los servicios que puede ofrecer la ciudad. No se admiten mascotas.

Guest favourite
A spacious bedroom is highlighted by large glass doors that open to a patio and garden. A comfortable bed is adorned with light linens. The outdoor area features a small table and chairs surrounded by greenery, providing a peaceful and relaxing view.
Home in Uceda
4.96 out of 5 average rating, 126 reviews

Boutique Rural con Jacuzzi y Jardín

Bienvenido a la casa Pertenera. Sumérgete en el lujo de nuestro jacuzzi para dos personas, rodeado de piedra, donde la elegancia y el buen gusto están presentes en cada detalle de esta encantadora casa. Desde la cómoda cama, podrás contemplar las estrellas a través de la cristalera en las noches despejadas. Relájate en nuestro encantador patio con un jardín de cactus. ¡Tu escapada perfecta a menos de una hora de Madrid, donde el estilo se mezcla con lo rural!

Top Guest favourite
A spacious bed with light blue accents is framed by two stylish bedside lamps. A small dining table with chairs is visible in the background. The wall features a textured design, adding character to the room.
Loft in Becerril de la Sierra
4.99 out of 5 average rating, 289 reviews

Estudio con jardín para desconectar en la Sierra

Nos gustaría compartir con vosotros la indiscutible suerte de vivir en un sitio tan bonito, rodeado de la naturaleza, infinitas rutas, caminos y lugares de interés. !Y todo esto a solo 40 kilómetros de Madrid! Nuestro estudio se encuentra en la misma parcela que la casa principal, pero tiene la entrada independiente y el jardín para el uso exclusivo de los huéspedes. Lo hemos reformado y decorado para que disfrutéis de absoluta intimidad y comodidad.

Top Guest favourite
A rustic stone house is positioned amid a natural landscape, featuring a wooden staircase leading to the entrance. Lush greenery surrounds the property, with expansive views of the mountains in the background under a clear blue sky.
Chalet in El Boalo
4.99 out of 5 average rating, 136 reviews

Beautiful rustic house in the mountains of Madrid

Very comfortable rustic house located in the heart of the "Sierra de la Pedriza", that belongs to the Guadarrama regional park, and just half an hour from Madrid. The land of this house has an area of ​​3000 square meters with natural vegetation in the area. 5 minutes walk you will find the beautiful town "El Boalo". Impressive views of the Sierra de Madrid. Possibility of beautiful excursions, horse riding and multiple activities.

Guest favourite
A pathway of smooth stones leads to a covered porch, flanked by greenery and softly illuminated by warm outdoor lights. The surrounding trees add to the tranquil ambiance of the cabin's entryway, creating a serene transition from nature to the living space.
Cabin in La Atalaya
4.91 out of 5 average rating, 270 reviews

Ecological cabin with Jacuzzi

Discover this eco-friendly cabin less than an hour from Madrid, perfect for disconnecting among trees and silence. Unwind in the 40°C jacuzzi under a starry sky, or enjoy breakfast under the pergola surrounded by greenery. Complete privacy and a 950 m² fenced plot so your dogs can run free and safe. 🏙️ Madrid – 55 minutes by car 🏞️ San Juan Reservoir – 12 min by car 🌳 El Castañar (and hiking trails) – 15 min by car

Top Guest favourite
A circular stone table is surrounded by several iron chairs, set against a backdrop of lush green fields and distant mountains. The open sky overhead is bright blue, with a few wispy clouds scattered throughout.
Apartment in El Boalo
4.97 out of 5 average rating, 266 reviews

El Sonido del Silencio, P.N Guadarrama, La Pedriza

El alojamiento es una pequeña casita, hecha con materiales ecológicos en su mayor parte y amueblada y decorada con cariño para que la estancia en ella sea lo más cómoda y agradable posible. La casita está dentro de nuestro jardín, pero es totalmente independiente. La parcela tiene vistas directas al Parque Nacional de Guadarrama y es un lugar muy tranquilo, de belleza espectacular.

Superhost
A transparent dome structure is nestled among trees, revealing an interior with a spacious bed and soft lighting. Surrounding greenery and flowers create a natural, serene setting, enhancing the unique design of this accommodation.
Dome in Soto del Real
4.9 out of 5 average rating, 188 reviews

Habitación Domo Transparente Madrid - Natura Domo

¿Quieres integrarte en la naturaleza como siempre soñaste? Quédate en este alojamiento único y disfruta de los sonidos de la naturaleza a la vez que miras las estrellas. Somos el único domo transparente para disfrutar con tú pareja en la Sierra de Madrid, a tan solo 40km de la ciudad, con un ecosistema que lo rodea para tener una experiencia inolvidable.

Guest favourite
The stone and wood house features a traditional tile roof, complemented by large windows allowing natural light. Surrounding structures include a stone wall and another building with wooden balcony, under a clear blue sky.
Cottage in Braojos
4.93 out of 5 average rating, 393 reviews

Rustic house near National Park

DISCOUNT 7 NIGHTS OR MORE 20%, ENTIRE MONTH 47% !!! Rustic house, made of stone and timber. It is localization in a little town, Braojos, 1.200 metres high, in the Central Mountains of Spain. The house is surrounded by mountains and forests, 50 minutes drive from the city of Madrid

Guest favourite
The exterior of a modern house is illuminated at dusk, showcasing large windows and a spacious terrace. Surrounding greenery adds to the tranquil setting, with trees framing the scene against a clear evening sky.
Home in Collado Mediano
4.94 out of 5 average rating, 138 reviews

Casa independiente con terraza en entorno natural

Desconecta de la rutina en este alojamiento único y relajante,casa con mucha luz natural y acristalada con preciosas vistas en plena Sierra de Madrid, un enclave natural rodeado de árboles y montañas,a 10 minutos de Navacerrada andando

Popular amenities for Sierra de Guadarrama holiday rentals

Frequently Asked Questions

  • Where is Sierra de Guadarrama located?

    Sierra de Guadarrama is a mountainous natural region stretching across the Community of Madrid. Positioned near several small towns and protected parks, it is known for scenic landscapes and forested slopes.

  • When is the best time to visit Sierra de Guadarrama?

    Late spring and summer are often recommended for hiking and outdoor activities, thanks to milder temperatures ranging from about 47–74°F (9–23°C) and lower rainfall. Autumn brings colorful foliage, while winter draws visitors interested in snow sports.

  • What are some things to do near Sierra de Guadarrama?

    Sierra de Guadarrama has opportunities to explore hiking trails, mountain biking routes, and rock climbing spots. Nearby, you can visit traditional villages, nature reserves, and local markets featuring seasonal foods and crafts.

  • How is the weather near Sierra de Guadarrama?

    Winters are cold and damp, with temperatures mostly between 27–42°F (-3–6°C) and frequent rainfall. Summers stay pleasant, often reaching 74°F (23°C) with drier conditions, making outdoor exploration especially inviting.

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