
Holiday rentals in Guadarrama Pass
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Top-rated holiday rentals in Guadarrama Pass
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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.

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.

The corner of your dreams.
Isolation, peace, and enjoyment in its purest state. A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. A 3000m2 private oak wood house (for you) within a community with 24-hour security, swimming pools, hiking trails, golf courses, horseback riding, restaurants, a supermarket, a lake with water activities, and a spa. Each season offers its possibilities, from its cozy fireplace to its barbecues, through a spring full of flowers.

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.

Rustic Casita en Cercedilla.
Casita cave very cozy village with kitchen and full bathroom. Central and easy to park on nearby streets. ** AUTONOMOUS ENTRANCE ** Queen bed, Amazon fire stick, it's not cable TV. Only channels x internet(amazon tv, etc: use your accounts to view netflix, filmin, movistar) Kitchen with all the necessary utensils, microwave, Italian coffee maker, salt and sugar. If you come with pets you have to add it to the reservation and read the PET RULES. 🐕

Charming cottage with stunning views. VUT-40/868
A house with beautiful views and a modern garden, ideal for disconnecting in nature. Los Angeles development of San Rafael, with entertainment for all ages, golf, horseback riding, water sky cable, inflatable slides, water sports, adventure sports, spa, lake and pools. 20 minutes from Segovia and El Escorial and next to the Sierra de Guadarrama. Feel free to ask us any questions or information about the activities available in the area!!!

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.

Casa Josephine Riofrío - retreat 1 hour from Madrid
Casa Josephine Riofrío B&B is a capsule of peace and rest an hour from Madrid, in a quiet village in a protected landscape at the foot of the mountain. A place where time runs differently. A retreat, one place to create, rest, or work at a different pace. A fully renovated house in 2022 with an architectural and interior design project paused in geometry, materials and proportions, signed by Casa Josephine Studio. Permit VUT 40/718

A nice chalet with an indoor fireplace and views.
CASA TOMILLAR is nestled in a privileged location, a few hundred meters from the mountain and in a very quiet urban area where silence and rest prevail. Just 30 minutes by road from three very important cities, Segovia, Ávila and Madrid. Distributed over three floors, with four bedrooms, a spacious living room, full kitchen, three bathrooms or a toilet, gym, ping pong, foosball, parking and porch with garden area.

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 Pass holiday rentals
Other great holiday rentals in Guadarrama Pass

La Latina Madrid Center -3 Bdrms 2 Baths

El Rincón La Roca

The Pillars of the Sierra

Exclusive and with charm

Casita El Acebo

Rural house near Madrid and Segovia

Designer villa in the Sierra de Madrid

House next to the Pantano de Burguillo
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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
- Las Hoces Del Río Duratón national park
- Real Jardín Botánico
- Parque Europa Torrejon De Ardoz
- Ski resort Valdesqui
- Real Club La Moraleja 3 y 4
- Círculo de Bellas Artes
- Club de Campo Villa de Madrid
- La Pinilla ski resort
- Sierra De Guadarrama national park
- Real Club Puerta de Hierro
- Temple of Debod