
Holiday rentals in Guadarrama Pass
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Guadarrama Pass
Guests agree: these stays are highly rated for location, cleanliness and more.

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 Swamp House
The house is located on the banks of the Burguillo swamp with 3000 m2 of private land where you will find a large garden with a pool, barbecue and terrace with spectacular views of the swamp. Everything around it is the Iruelas Valley Nature Reserve, so it is a natural, isolated and quiet environment. Water sports, hiking trails, biking, horseback riding, mushroom picking, chestnuts... The area offers you a taste of the cuisine that is characterized by its rich meats and vegetables.

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.

The Rascafria granary
Escape the daily grind at this unique property in the Sierra de Guadarrama, IG @elpajarderascafria. Located in the beautiful village of Rascafría, the starting point for the best routes to Peñalara. Ideal 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.

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.

El Espinar: BBQ and winter Jacuzzi
Welcome to our house in El Espinar, between Ávila, Segovia and Madrid, and very close to the most beautiful landscapes of the Sierra Norte. Newly renovated, it is a comfortable and quiet place, ideal for remote working, a vacation or just disconnecting a few days. It has large capacity barbecue, gas paellero, jacuzzi, swimming pool, high-speed wifi, work area, smart TV in living room and bedroom, chillout with sofa and sunbeds. For entirely private use.

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

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.

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.

Luna 2 - Moonlight - Designer Dome in Madrid
Just 20 minutes from Madrid, in San Agustín de Guadalix, discover a unique space surrounded by nature, where the starry sky and the tranquility of the surroundings make each moment a different experience. Our geodesic domes are the perfect place to enjoy a special stay with your partner and celebrate any occasion. Comfort, nature and a unique atmosphere await you. Make your next getaway an experience you won't forget.
Popular amenities for Guadarrama Pass holiday rentals
Other great holiday rentals in Guadarrama Pass

Family Villa with Private Pool

La Villa de Pi

A Wagon in the Garden. Sierra de Guadarrama.

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

Luxury villa in the Sierra de Madrid with no steps

Beautiful house in Madrid, private pool and garage

F1 Madrid 2026 · VIP villa 1 minute from the circuit

House with a garden and pool in Navacerrada
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





