Some info has been automatically translated. Show original language

House holiday rentals in Sierra de Guadarrama

Find and book unique houses on Airbnb

Top-rated house rentals in Sierra de Guadarrama

Guests agree: these houses are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
The house features a modern A-frame design with large windows, situated amidst lush greenery. Pine trees surround the property, adding to the natural setting. A pathway leads to the entrance, blending harmoniously with the landscaped garden.
Home in San Martín de Valdeiglesias
4.92 out of 5 average rating, 118 reviews

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 Martin de Valdeiglesias (where all kinds of services are available). Ability to carry out diversity of water activities.

Guest favourite
An overhead view captures a serene outdoor space, featuring a lawn bordered by a swimming pool and sun loungers. The rustic stone walls and wooden beams contribute to a harmonious setting, while an umbrella provides shade over a dining area with modern furnishings.
Home in Rascafría
4.95 out of 5 average rating, 20 reviews

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.

Top guest favourite
A rustic house, featuring a mix of wooden and stone exteriors, is surrounded by lush greenery and tall trees. The structure displays a layered roof with clay tiles, while the natural landscape provides a serene backdrop, emphasizing the connection with nature.
Home in Arroyo de la Parra
4.98 out of 5 average rating, 40 reviews

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.

Guest favourite
A cozy living area is presented with a brown leather sofa and modern accent chair. Artworks adorn the walls, while a flat-screen TV is mounted nearby. A small round coffee table sits on a circular rug, and tall windows allow natural light to filter in.
Home in Toledo
4.92 out of 5 average rating, 147 reviews

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.

Superhost
The exterior area is softly illuminated at dusk, highlighting a pool surrounded by landscaped gardens. A large rock feature adorned with white stones is showcased in front, and the ambient light enhances the tranquil atmosphere of the outdoor space.
Home in Guadarrama
4.94 out of 5 average rating, 90 reviews

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.

Guest favourite
A modern bathroom features a freestanding white tub and a glass shower. Natural light enters through a round window, highlighting the smooth, neutral wall textures. A small wooden table holds two glasses, a bottle of wine, and a candle, adding a subtle touch of elegance.
Home in Madrid
4.95 out of 5 average rating, 118 reviews

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.

Superhost
A spacious terrace features a comfortable seating arrangement with soft cushions, overlooking a stunning lake and surrounding mountains. The reflection of the landscape shimmers in the infinity pool, creating a serene connection between the outdoor space and nature.
Home in Ávila‎
4.84 out of 5 average rating, 77 reviews

Spectacular views one hour from Madrid

Desconecta y disfruta de un paraíso a tan sólo una hora de Madrid. Vistas espectaculares, piscina infinita, chimenea, jardín con barbacoa, acceso andando al lago y todo lo necesario para gozar junto a tu familia o amigos. Prohibidas fiestas. Prohibido fumar. No se admiten mascotas. Late check out SÓLO CON PREVIO AVISO: consultar precio Licencia turística: CRU05005000026499 Según el decreto 933 solicitaremos los datos de los huéspedes de acuerdo a esta normativa.

Guest favourite
A peaceful garden area is displayed, featuring a stone pergola with a wooden table and a hammock. Lush green grass surrounds the space, with a clear view of the pool in the background. A mountain landscape is visible, providing a picturesque backdrop.
Home in Los Molinos
4.84 out of 5 average rating, 62 reviews

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

Guest favourite
An outdoor patio area features a stone structure with wooden beams. A small white table and two chairs are positioned on a stone floor. Colorful flowers bloom in the background, and a lush green lawn extends beyond the patio.
Home in Palancares
4.88 out of 5 average rating, 203 reviews

Apartamento Ocejón I mean Parents

Places of interest: Valverde de los Arroyos, Tamajón, Incredible views, Hayedo Tejera Negra. Lush oak forests, Pico Ocejón, Las Chorreras Despeñalagua, the route of the Black Villages, light, the comfort of the bed, the cozy space. You'll love my place because it's newly opened, all designed to be very comfortable, incredible views and very individual. Ideal for couples getaways. My accommodation is good for couples, adventurers, and pets.

Guest favourite
A bright and open living space features soft sectional seating in neutral tones, complemented by a small wooden table. A patterned black-and-white wall adds visual interest, while a window with a grid design allows natural light to fill the room, enhancing the overall ambiance.
Home in La Losa
5 out of 5 average rating, 20 reviews

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

Guest favourite
A spacious bedroom is highlighted by large glass doors that open to a patio and garden. A comfortable bed is adorned with light linens. The outdoor area features a small table and chairs surrounded by greenery, providing a peaceful and relaxing view.
Home in Uceda
4.96 out of 5 average rating, 153 reviews

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!

Guest favourite
Home in San Martín de Valdeiglesias
4.91 out of 5 average rating, 163 reviews

Romantic Triplex with Jacuzzi + Musical Thread

Descubre Casa Capricho, un espacio pensado para disfrutar ✨ Su gran protagonista es el jacuzzi privado en la habitación principal, disponible todo el año, acompañado de hilo musical en toda la casa 🎶 A menos de 1 hora de Madrid, es ideal para escapadas en pareja, con amigos o en familia. Relájate, desconecta y crea el ambiente perfecto en cada momento 💫

Popular amenities for house rentals in Sierra de Guadarrama

  1. Airbnb
  2. Spain
  3. Madrid
  4. Sierra de Guadarrama
  5. House rentals