
Holiday houses in Sierra de Guadarrama
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Top-rated holiday rentals in Sierra de Guadarrama
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SINGULAR APARTAMENT SANTA ANA TERRACE LUXURY
Espectacular atico apartamento en el corazon de Madrid, junto a la Plaza de Santa Ana. Totalmente nuevo y reformado, muy luminoso y decorado con excelente gusto. Tiene una increible terraza totalmente equipada para disfrutar del buen clima de Madrid. La situacion es inmejorable, perfecto para conocer Madrid, a un paso de todos los sitios de interes historicos: Puerta del Sol, Plaza Mayor, Teatro Real y Museo del prado. Dispone de Salon, 1 dormitorio, amplio baño, cocina totalmente equipada.

"El Nido" loft, private garden, barbecue, swimming pool
Loft para alquiler de uso temporal, junto al Parque Nacional Sierra del Guadarrama. Situado en la planta baja de nuestra vivienda independiente. Dispone de cocina equipada, wifi por fibra (600 Mb), Smart TV, salón-dormitorio, climatización por bomba de calor, chimenea, jardín y barbacoa. Piscina compartida con los propietarios y otro alojamiento temporal para dos personas. A 45 km de Madrid, con excelente acceso en coche y autobús. Próximo a supermercados, hospital, colegios y servicios.

My Grandmother's Little House
In a picturesque village in the Alberche Valley, at the foot of the Sierra de Gredos, La Casita de Mi Abuela is the ideal getaway for couples. Cozy and unique, it has a heated pool with hydromassage inside, perfect for relaxing and enjoying. Surrounded by hiking trails and near the Alberche River, where you can cool off in summer, this house combines rural charm with modern comfort. A special place to disconnect and experience an unforgettable getaway as a couple.

Gredos Starlight House | Mountain Views
Are you looking for a perfect place to explore the Sierra de Gredos? Our house is the ideal place for you We are located in Mijares, a small town at the foot of the Sierra. An incomparable natural environment of mountains, forests and rivers. In the house you will find everything you need for a comfortable and relaxing stay. The ideal place to rest with family, partner or pets. Book your stay and enjoy an unforgettable vacation among mountains and stars.

Villa with pool and mountain views
Enjoy the Sierra de Madrid in our beautiful stone house surrounded by greenery. You'll wake up every morning to an incredible garden with fruit trees and flowers, and you can have breakfast on a large terrace overlooking the mountain. Details such as the spiral staircase or the stone arches make our house a special and different place. The pool is super refreshing during these months and has night lighting so you can enjoy a swim under the stars.

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.

Esencia de Maryvan Rural House
Esencia de Maryvan is a charming country house located in the urban area of the town of El Vellón. Composed of two floors with independent access to each of them. The house will be rented in full. Check the number of people. Enjoy the large outdoor spaces such as the garden, barbecue, pool and large outdoor lounge. The house is located just 47 km from Madrid. You can also enjoy a relaxing stay and environment during your stay.

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

Studio with a garden to disconnect in the Sierra
We would like to share with you the undeniable luck of living in such a beautiful place, surrounded by nature, endless routes, paths and places of interest!And all this just 40 kilometers from Madrid! Our studio is located on the same plot as the main house, but has a separate entrance and garden for guests' exclusive use. We have renovated and decorated it so that you can enjoy absolute privacy and comfort.

Love Jacuzzi Suite (Casas Toya)
Apartment decorated with special attention to creating a unique moment with your partner in full intimacy, guided by a path of candles and roses to a fireplace intended to immerse you in a relaxing bubble bath in our Jacuzzi. In response to the coronavirus (COVID-19), the accommodation applies cleaning and disinfection measures dictated by the competent institutions to ensure the well-being of our guests.

Rural Boutique with Jacuzzi and Garden
Welcome to the Pertenera house. Immerse yourself in the luxury of our stone-surrounded Jacuzzi for two, where elegance and good taste are present in every detail of this charming house. From the comfortable bed, you can gaze at the stars through the window on clear nights. Relax in our charming courtyard with a cactus garden. Your perfect getaway less than an hour from Madrid, where style meets rural!

Recoveco Cottage
Lovely cottage, completely detached, located in the northern mountains of Madrid. Just a 5-minute walk from Los Molinos train/suburban station. And from downtown. The house is fully equipped and has 1G fiber, making your stay a perfect place for leisure, rest, or teleworking. Your perfect choice to enjoy nature with all the amenities the city can offer. No pets allowed.
Popular amenities for Sierra de Guadarrama holiday rentals
Other great holiday rentals in Sierra de Guadarrama

La Casa de las Azas, in the Sierra Segoviana

The Pumpkin House, special for mountaineers

A Wagon in the Garden. Enjoy the Ride.

Nima Navacerrada

Cozy and romantic little house in the mountains

Charming tourist attic apartment

La Casa de Brieva

A charming, detached bungalow.
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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- Puerta del Sol
- La Latina
- Santiago Bernabéu Stadium
- Casino Gran Via
- El Retiro Park
- Mercado de la Cebada
- WiZink Center
- Parque Warner Madrid
- Las Ventas Bullring
- Museo Nacional del Prado
- Royal Palace of Madrid
- Palacio Vistalegre
- Teatro Lope de Vega
- Metropolitano Stadium
- Parque del Oeste
- Faunia
- Ski resort Valdesqui
- Teatro Real
- Mercado De San Miguel
- Parque de Atracciones de Madrid
- Matadero Madrid
- Feria de Madrid
- Aqueduct of Segovia
- Parque Europa




