
Holiday rentals in Guadarrama
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Top-rated holiday rentals in Guadarrama
Guests agree: these stays are highly rated for location, cleanliness and more.

A stone's throw from the Monastery
"Casa Florida": old refurbished apartment in the heart of San Lorenzo de El Escorial. Unbeatable location in a century-old house that combines unique views, tranquility, and immersion in the local atmosphere. Next to the Plaza del Ayuntamiento, less than a 5-minute walk from the Monastery and bars, restaurants, and shops. Health center, supermarkets, taxis, and buses at your fingertips. Very close to the Herrería Forest and the Abantos Mountain pine forest, with wonderful walking or biking trails.

La Sierra I by SkyKey
This accommodation is 1 of 2 townhouses that have their own personality thanks to its careful design that clearly differentiates it from the usual style in the mountains of Madrid. This makes it ideal for couples as well as for stays with family & friends. The townhouse is distributed in an entrance hall, 2 bedrooms, 2 bathrooms and a large open space on the first floor that houses the kitchen, dining room and living room. High-speed internet of up to 1 GB ensures seamless connectivity.

The Cabin of Dreams
Disconnect from the daily grind at this relaxing accommodation. Immerse yourself in the serenity of La Cabaña de los Sueños, located in the Sierra de Madrid. Surrounded by nature, this cozy cabin offers you the perfect escape to recharge and reconnect with yourself. In addition, you will have the affectionate company of our mastiff, two goats and some chickens around, a rustic and charming touch to your stay! Enjoy walks in the mountains, starry nights and moments of peace.

Cozy place in El Boalo
Private room with a queen size bed of 180x200 and full bathroom. It has a separate entrance. It has a fridge, microwave, microwave, and capsule coffee maker. Located in the heart of Sierra de Guadarrama with direct access to La Pedriza. Perfect for enjoying nature and the mountain, as well as outdoor sports, horseback riding, climbing, hiking… Guidebooks: Restaurants: https://abnb.me/n3RaHOLDimb El Boalo: https://abnb.me/oUk0Mf3Dimb Nature: https://abnb.me/tJljHiUDimb

The Wheat Stack Farm
Large house in Guadarrama, perfect for groups of up to 12 people. It has a large swimming pool, surrounded by a spacious garden that includes a soccer field and a 100% private tennis court. With a plot of 3000 m², the outdoor area has a built-in barbecue and a "chill-out" area with a brazier. The chalet is fully equipped, with 5 bedrooms, 8 beds, 3 full bathrooms and a toilet. An ideal whim to enjoy unforgettable days in the company of family and/or friends.

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 among 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 to get away and relax.

La Without
La Bila was built in 1947, in a stone house colony. Its interior is completely renovated. It has a spectacular swimming pool for the summer and a garden to enjoy at all times of the year. The plot is completely fenced and away from the road, it is very quiet. Thanks to its isolation, both in summer and winter the interior temperature is very pleasant. The kitchen is well-equipped in terms of kitchenware and utensils, and its spaciousness is also noteworthy.

Cozy studio with a private entrance.
Apartment annex to main house with independent entrance. (AUTONOMOUS Entrance) READ THE ENTIRE LISTING BEFORE BOOKING😉 The apartment consists of kitchen and full bathroom for EXCLUSIVE USE of the guest. (see images) The apartment has about 20m 2 , arranged to offer the greatest comfort with all the amenities possible. Pets have a charge of €12 per stay and must be added to the reservation. There is Mesita and chairs outside with awning.

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.

"El Nido" loft, private garden, barbecue, swimming pool
Temporary loft, next to Sierra del Guadarrama National Park, in a natural setting. On the ground floor of our home, independent, with full kitchen, wifi, fiber 600 MB, Smart TV, living room and bedroom, fireplace, garden and barbecue. Pool shared with the owners and another place for two people. 45 km from Madrid capital, very good communication by car and bus. Close to supermarkets, hospital, schools, bus stop and all kinds of services.

Beautiful apartment in Sierra de Guadarrama
Beautiful, super bright apartment that has all the amenities and is located in a privileged area within the Guadarrama National Park. The development has an adult and children's pool, tennis court, soccer, basketball, children's playground and garden areas. The bus stop is at the same door, the town center is a 10-minute walk away. Ideal area for hiking, countryside activities, horseback riding, and a spectacular area for rural tourism.

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.
Popular amenities for Guadarrama holiday rentals
Other great holiday rentals in Guadarrama

Doors of Love

Tranquility and charm in a flower workshop house

Charming suite with garden

Lorenita's Home

Las Piedras' spacious and bright room

Cozy and quiet room

Casa El Olivo

Room in Villanueva de La Cañada with a bathroom.
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- Santiago Bernabéu Stadium
- Retiro Park
- Parque Warner Madrid
- Plaza de Toros de Las Ventas
- Royal Palace of Madrid
- Museo Nacional del Prado
- Teatro Lope de Vega
- Parque de Atracciones de Madrid
- Teatro Real
- Mercado San Miguel
- Faunia
- Matadero Madrid
- Parque Warner Beach
- Parque Europa Torrejon De Ardoz
- Las Hoces Del Río Duratón national park
- Real Jardín Botánico
- Ski resort Valdesqui
- Real Club La Moraleja 3 y 4
- Club de Campo Villa de Madrid
- Círculo de Bellas Artes
- La Pinilla ski resort
- Real Club Puerta de Hierro
- Sierra De Guadarrama national park
- Temple of Debod