
Holiday houses in Sierra de Guadarrama
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Top-rated holiday rentals in Sierra de Guadarrama
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Apartamentos de Carmen, Apartment with a double bed...
Everything you need to escape the daily grind. The Paraíso San Juan apartment is unique and very relaxing. Ideal for couples. A private room with a 150 cm bed. Self check-in: access the accommodation with the smart lock. Living room: sofa bed, Smart TV and decorative electric fireplace. Kitchen: glass hob, fridge and microwave. Wi-Fi network suitable for work. It has a terrace with a dining area and a chill-out sofa bench with views. Pets max. 8 kg. The renovation has created a very natural and welcoming atmosphere. The grid, the wood with the beta finish and the airy textiles reinforce this feeling of serenity and “Slow Life”. Apartment that complies with current legislation and is registered in the Registry of Tourist Companies of the Community of Madrid with. What does this accommodation offer? Panoramic views lake view mountain view view of the park Wi-Fi. area for work kitchen bedding basic elements TV heating refrigerator courtyard or balcony outdoor dining room coffee. There is even a Cala Nudista near the Senda del Yelmo for those who prefer a freer bath. Although the San Juan Reservoir area is known for its incredible wine (after all, we are in a wine region), the extensive food scene in the Sierra Oeste is exciting enough to make a visit worthwhile. Heir to a great winemaking tradition that dates back to the 12th century and appears in the literary texts of Jorge Manrique, Tirso de Molina and Cervantes. If you are an adventurous person, athlete, or just like to have fun, in this little paradise you will find all kinds of activities that will surprise you and make you spend an unforgettable day. The best known is the Canto del Guarro trail, where wild boar and rabbits live, with numerous holm oaks, olive groves, pines and vineyards, and where in autumn there are usually plenty of milk cap mushrooms. The 14 km Valdenoches hill trail is very interesting from an environmental point of view. The abandoned road in Pelayos de la Presa, 13 km., comfortable and with little unevenness. There are amazing trails in San Martín de Valdeiglesias, but it's not always easy to know where to go. Uphill, downhill, flat… These bike routes are very varied. We know there are many cycling enthusiasts, so we've reviewed our collection of MTB routes in San Martín de Valdeiglesias to select the best ones. For the little ones and not so little ones… These places are perfect for getting your adrenaline pumping, laughing and having a great time. Once you experience that feeling, you'll be eager to come back! Animal lovers and nature lovers, this is your place. Here you will find different locations where you can enjoy incredible horseback riding. These majestic and incredible animals have the ability to calm and improve social skills, confidence, security, self-esteem and manage stress, among many other things. Equinotherapy helps overcome fears and who doesn't want to beat their own? Are you a sailing enthusiast, or do you just want to spend an amazing day with your loved ones? Whatever the case, we'll show you different marinas where you can enjoy sailing lessons, boat rentals and tours, among other things.

Dreamy treehouse
Discover the magic of this charming wooden house, an oasis of tranquility surrounded by trees and nature. Its unique design integrates modernity with the natural environment. Here, you will wake up to the sound of birds and the breeze through the trees, enjoying a cozy and sophisticated atmosphere. A few meters away, you will find hiking trails that cross landscapes where you can see horses, bulls and the beauty of the countryside. Perfect for disconnecting and relaxing.

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.

Old barn, renovated
Old stone barn completely renovated. We have respected its rustic spirit by integrating it with a modern architectural design intervention and warm decoration. Take the opportunity to stay in a unique space and environment. Idyllic setting to disconnect from the city in a small village that is secluded but very close to the monumental town of Pedraza, which is a 3 km walk away. There are numerous hiking, cycling, and other activity trails in the surrounding area.

A chalet with a pool and dreamy sunsets
Enjoy a special getaway in our cozy villa, 45 minutes from Madrid, in the private development Los Angeles de San Rafael (Segovia). A home with charm and modern design, with 3 bedrooms: 2 with a 1.50 bed and 1 with a double bed. It has 2 bathrooms, one en-suite with a dressing room. Everything is ready for you to live a few unique days. Private salt chlorination pool with thermal canvas, barbecue grill and air conditioning in all rooms for your maximum comfort.

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.

The Casita de El Montecillo
Charming and fully equipped mountain house. Located in a unique natural setting: a private 65-hectare estate full of holm oaks, with a lake and a hermitage, perfect for walking, hiking in the mountains... You will be in the middle of the Sierra de Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and jacuzzi for two. Perfect for coming with children. NO PETS ALLOWED. NO SMOKING ALLOWED.

Mountain Views with Panoramic Terrace
Less than an hour from Madrid, escape the city's noise and reconnect with the essence of nature. A haven where you can enjoy breathtaking sunsets, breakfasts with endless views, and dinners under the stars, with the absolute privacy that only a detached house can offer. Here, luxury isn't about sophistication, but about silence, fresh air, and a terrace that seems to float above the Sierra de Gredos mountains.

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.

Transparent Dome Room Madrid - Natura Domo
Do you want to be at one with nature as you've always dreamed of? Stay in this unique place and enjoy the sounds of nature while looking at the stars. We are the only transparent dome to enjoy with your partner in the Sierra de Madrid, just 40km from the city, with an ecosystem that surrounds it to have an unforgettable experience.

Detached house with terrace in a natural setting
Get away from the routine at this unique and relaxing stay, a house with lots of natural light and glazed with beautiful views in the middle of the Sierra de Madrid, a natural enclave surrounded by trees and mountains, 10 minutes from Navacerrada on foot
Popular amenities for Sierra de Guadarrama holiday rentals
Other great holiday rentals in Sierra de Guadarrama

Independent house in the mountains

Casa Josephine Riofrío - retreat 1 hour from Madrid

Spectacular views one hour from Madrid

The Rascafria granary

La Escondida apartment on the San Juan reservoir

Cabaña del Burguillo

Nature and Rest: Rural house with private garden

Cozy mountain stone house near Madrid.
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.
Destinations to explore
- Metropolitano Stadium
- Santiago Bernabéu Stadium
- Chueca
- Parque Warner Madrid
- El Retiro Park
- La Latina
- Plaza Mayor
- Feria de Madrid
- Las Ventas Bullring
- WiZink Center
- Museo Nacional del Prado
- Royal Palace of Madrid
- Palacio Vistalegre
- Teatro Lope de Vega
- Faunia
- Aqueduct of Segovia
- Parque de Atracciones de Madrid
- Complutense University of Madrid
- Teatro Real
- Matadero Madrid
- Mercado De San Miguel
- Ruta de los Pueblos Negros
- Madrid Río
- Puerta de Toledo





