
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.

Apartment in residential development
Cozy family apartment in urbanization with large common areas, three pools, restaurant bar, four tennis courts, a paddle court, badminton, pediment, basketball court, children's play area. Completely outside house with terrace and good views, with 4 bedrooms and two bathrooms completely renovated, double bed, single beds, bunk bed and trundle bed, work table, the house is large and very versatile, I'm sure we can adapt it to your needs. Third floor without elevator

Cozy place in El Boalo
A private room with a 180x200 double bed and a full bathroom. It has a separate entrance. It has a fridge, a microwave and a capsule coffee machine. Located in the heart of the Sierra de Guadarrama with direct access to La Pedriza. Perfect for enjoying nature and the mountains, as well as outdoor sports, horse riding, climbing, hiking... Guides: Restaurants: https://abnb.me/n3RaHOLDimb El Boalo: https://abnb.me/oUk0Mf3Dimb Nature: https://abnb.me/tJljHiUDimb

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.

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.

At the foot of the mountains - Cozy little house - Gingko
Cozy little house at the foot of the mountains. Relax alone, as a couple, or in a group or with the whole family at this peaceful place to stay! Enjoy the fresh air, the sounds of nature, and many possibilities right nearby for walking, cycling, or birdwatching in a wonderful environment. It has a terrace, an 800 m2 garden, outdoor tables and chairs, and a 30m zip line. If the weather is good, there is a pool from June to October. Enjoy!

"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.

Casa Otea
Cabin at the Sierra de Guadarrama natural park. (Peguerinos) 🏡 Disconnection and gorgeous views 📍 One hour from Madrid 🐶 Welcome Casa Otea is located in a privileged place, on top of a mountain looking out across a protected setting. The perfect setting to disconnect and appreciate the landscape from a designer tiny house where you will have all kinds of amenities that take you to enjoy the best slow stay.

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.

House with a garden and pool in Navacerrada
Independent house in which you can enjoy a quiet stay, with a beautiful private garden and pool, and in a unique environment. Ideal for rest, as a starting point for mountain routes or enjoying the summer or winter in the mountains. A 7-minute walk from downtown and 7 minutes from the Navacerrada swamp. An option for families with children, couples, or small groups looking for a little nature and relaxation.
Popular amenities for Guadarrama holiday rentals
Other great holiday rentals in Guadarrama

Finca LaGloria

Exotic villa + pool + WiFi, next to a natural park

A room in the mountains. CERCEDILLA

the mountain house

Tranquility and charm in a flower workshop house

Cozy studio with a private entrance.

Deluxe Apt with Fireplace 1 Bed

Designer villa + independent loft
Destinations to explore
- 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
- Matadero Madrid
- Faunia
- Las Hoces Del Río Duratón national park
- Parque Warner Beach
- Real Jardín Botánico
- Ski resort Valdesqui
- Parque Europa Torrejon De Ardoz
- Sierra De Guadarrama national park
- Real Club Puerta de Hierro
- Real Club La Moraleja 3 y 4
- Club de Campo Villa de Madrid
- Círculo de Bellas Artes
- Temple of Debod
- La Pinilla ski resort