
House holiday rentals in Guadarrama
Find and book unique houses on Airbnb
Top-rated house rentals in Guadarrama
Guests agree: These houses are highly rated for location, cleanliness and more.

Casa Salamandra. With swimming pool, next to the swamp
A privileged environment, surrounded by pine trees next to a marsh, located between three of the most representative cities in Spain: Toledo, Avila and Madrid. Very interesting design house in the shape of an A, with lots of light, in the middle of nature, with views of the lake and mountains. Private garden of 1500 m2 with private pool. Furnished terrace with BBQ. 7 km from San Martín de Valdeiglesias (where all kinds of services are available). Possibility of carrying out a variety of aquatic activities.

The Rascafria granary
Desconecta de la rutina en este alojamiento único en la Sierra de Guadarrama, IG @elpajarderascafria. Situado en el precioso pueblo de Rascafría, desde donde salen las mejores rutas hacia Peñalara. Ideal para descansar en familia en todas las épocas del año. También organizamos retiros (IG @nkalmaretreats) para grupos o celebraciones con diversos talleres. La piscina cuenta con un banco de masajes, en verano. En invierno se puede disfrutar de la chimenea. A una hora de Madrid y de Segovia.

Cabaña del Burguillo
Idyllic environment surrounded by wild nature, located in a pinewood on the edge of the lake with direct access to the beach. Ideal for couples, the house consists of a spacious living room, fully equipped kitchen, bedroom with double bed and extra bed or optional cradle, bathroom and large terrace overlooking the lake. Place that invites you to rest, with the possibility of carrying out nautical and sports activities. Pets are allowed, except february, march & april due to pine processionary.

Virgen de Gracia Viewpoint
A unique house restored in 2023, dating back to the 16th century, built on 10th century ruins. It is located in the Jewish quarter, next to the Virgen de Gracia viewpoint, on a pedestrian street where silence and tranquility prevail. This small house stands out above all for the care with which it has been restored, trying as much as possible to preserve its oldest essence. The added details give it that peculiar touch, which together with its special architecture make it very special.

Beautiful house in Madrid, private pool and garage
Beautiful house in a residential area, 10 km from downtown Madrid, ideal for visiting Madrid and its surroundings. The house is new and has all the amenities. The house has 210 m2 inside and 300 m2 of garden. Air conditioning/Wi-Fi with power throughout the villa. Private pool, private outdoor jacuzzi, paddle court, surveillance and 2 garage spaces. A quiet, gated community. Supermarkets, La Gavia shopping center and nearby restaurants. Metro and buses are a 5-minute walk away.

Villa de lujo en la Sierra de Madrid sin escalones
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.

* La casa Toledana * - Patio and Terrace with views
• Duplex apartment integrated into a house with a typical Toledo patio and terrace with spectacular views of the city. • Very bright, it consists of three bedrooms, a large living room, a fully-equipped kitchen, and two bathrooms. • Excellent location, very close to the Alcázar, Zocodover Square, and Cathedral. • Very quiet neighborhood, on a pedestrian street. • Easy access: private parking and urban bus stop 50 meters away Tourism Registration Number: 365022.

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

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

House with a garden and pool in Navacerrada
A detached house where you can enjoy a quiet stay, with a beautiful garden and private seasonal pool, and in a unique environment. Ideal for relaxing, as a starting point for mountain routes or enjoying summer or winter in the mountains. A 7-minute walk to the town center and 7 minutes to the Navacerrada reservoir. An option for families with children, couples, or small groups looking for a little nature and relaxation.

Rural Boutique with Jacuzzi and Garden
Welcome to the Pertenera house. Immerse yourself in the luxury of our stone-surrounded Jacuzzi for two, where elegance and good taste are present in every detail of this charming house. From the comfortable bed, you can gaze at the stars through the window on clear nights. Relax in our charming courtyard with a cactus garden. Your perfect getaway less than an hour from Madrid, where style meets rural!
Popular amenities for Guadarrama house rentals
House rentals with a pool

Spectacular views one hour from Madrid

La Villa de Pi

The Olive Tree

Designer house, pool & barbecue

Villa in Luxury Gated Community

El Espinar: BBQ and winter Jacuzzi

Finca El Rivero

Villa Monika
Weekly house rentals

Refugio 1900

Viewpoint house

House in Soto del Real

Spectacular House 9Pax Bernabéu

Sierra Madrid · Navacerrada · Reservoir · 8 people

F1 Madrid 2026 · Chalet VIP a 1 min del circuito

Spectacular view in the Fuenfria

Ángel's Balcony
Private house rentals

The Pumpkin House, special for mountaineers

Charming house in the heart of nature

The Greenhouse Madrid

House next to the Pantano de Burguillo

La Serradilla, a house for tourist use in Labajos

Casa Paraíso Navas

Mountain House - Alalinde

Your home in La Pedriza
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
- Aqueduct of Segovia
- Faunia
- Parque de Atracciones de Madrid
- Teatro Real
- Matadero Madrid
- Mercado De San Miguel
- Complutense University of Madrid
- Ruta de los Pueblos Negros
- Caja Mágica
- La Pinilla ski resort





