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

The Rascafria granary
Escape the daily grind at this unique accommodation in the Sierra de Guadarrama, IG @elpajarderascafria. Located in the beautiful town of Rascafría, the starting point for the best trails to Peñalara. Perfect for a family holiday at any time of the year. We also organise retreats (IG @nkalmaretreats) for groups or celebrations, featuring a range of workshops. The pool has a massage bench in summer. In winter you can enjoy the fireplace. One hour from Madrid and Segovia.

Luxury villa in the Sierra de Madrid with no steps
Spectacularly designed and detached villa, unique in the area. Built in 2007. 2000-square-meter plot with pool, barbecue grill, and kennels. No architectural barrier on the entire property! Residential Complex "Las Cabezuelas", Municipality of Guadarrama (Madrid). Near downtown Alpedrete, next to Sierra de Guadarrama and Navacerrada. Several TV programs have been recorded at the villa, such as: Married with the naked eye, consensual exchange, come to dinner with me, etc.

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.

El Espinar: BBQ and winter Jacuzzi
Bienvenidos a nuestra casa en El Espinar, entre Ávila, Segovia y Madrid, y muy cerca de los paisajes más bonitos de la Sierra Norte. Recién reformada, es un lugar cómodo y tranquilo, ideal para teletrabajar, pasar unas vacaciones o simplemente desconectar unos días. Cuenta con barbacoa de gran capacidad, paellero a gas, jacuzzi, piscina, wifi de alta velocidad, zona de trabajo, smart TV en salón y dormitorio, chillout con sofá y tumbonas. Uso totalmente privado.

Lovely place with a pool in summer
Beautiful home, registered in Registry E. T. ref. no. VT-14878, two bedrooms (one double), two bathrooms, full kitchen. Separate entrance. It is the ground floor of a two-story villa (the owners live on the upper floor). Pets are allowed (max 2 medium) at an additional cost of €5 per day/pet. Independent access to the garden. Residential area. Downtown Los Molinos with all amenities a 7-minute walk away, two buses and commuter train connect with Madrid

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.

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

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.

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.

The Pillars of the Sierra
Discover this cozy cabin by the Cega River! With a privileged location, enjoy a retreat in the middle of nature, which combines the charm of the rustic with modern comfort and a short distance from the historic village of Pedraza. Equipped with all the amenities and a charming Nordic touch, it is the perfect retreat to escape the urban hustle and enjoy the tranquility of the natural environment.

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 Guadarrama Pass holiday rentals
Other great holiday rentals in Guadarrama Pass

Spectacular views one hour from Madrid

Spectacular Private Estate with Views of Gredos

Family Villa with Private Pool

No, without

A Wagon in the Garden. Sierra de Guadarrama.

Mansion with 5 bedrooms, Jacuzzi at 40° + Paddle tennis

j6 Designer house Plaza de la Villa-Plaza Mayor

House next to the Pantano de Burguillo
Destinations to explore
- Metropolitano Stadium
- Santiago Bernabéu Stadium
- Chueca
- Parque Warner Madrid
- El Retiro Park
- Plaza Mayor
- La Latina
- Feria de Madrid
- Las Ventas Bullring
- Museo Nacional del Prado
- WiZink Center
- Royal Palace of Madrid
- Palacio Vistalegre
- Teatro Lope de Vega
- Faunia
- Aqueduct of Segovia
- Parque de Atracciones de Madrid
- Matadero Madrid
- Teatro Real
- Mercado De San Miguel
- Complutense University of Madrid
- Caja Mágica
- Parque Europa
- La Pinilla ski resort





