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House holiday rentals in Sierra de Guadarrama

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Top-rated house rentals in Sierra de Guadarrama

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

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Top Guest favourite
An expansive loft-style area is characterized by large arched windows allowing natural light to fill the space. A wooden dining table is surrounded by white chairs, while a cozy seating arrangement is visible nearby. Lush greenery from the garden enhances the atmosphere.
Home in Retiro
4.99 out of 5 average rating, 137 reviews

Retiro Park Industrial House

Bright, south-facing home in a quiet central neighborhood, just 600 meters from Retiro Park. Fun and original, with an industrial-chic vibe, this 160 m² house has lots of natural light, a small garden, and a private parking spot. Downstairs there’s a large open-plan kitchen, dining, and living area (about 70 m² / 750 sq ft), with underfloor heating and AC in every room. The kitchen is fully equipped, and we provide bed linens, towels, and all the basics you’ll need for a comfortable stay. You’ll also find a small private gym on this floor. Upstairs are the three bedrooms: • The main bedroom has a 180 x 200 cm / 71 x 79 inches bed (King Size) and a private bathroom. • The second bedroom also has a 180 x 200 cm / 71 x 79 inches bed (King Size) and shares a bathroom with the third room. • The third bedroom, which is the smallest, has a trundle bed (90 x 200 cm). It can be pulled out to create two single beds (90 x 200 cm each), placed very close together—ideal for two kids or two people who are comfortable sharing close space. There’s also the option to join them and form a 180 x 200 cm bed (King Size), suitable for a couple.

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, 121 reviews

Casa Salamandra. With swimming pool, next to the swamp

Privileged environment, surrounded by pine forests next to the swamp, located between three of the most representative cities of Spain: Toledo, Ávila and Madrid. Very interesting design house in the shape of an A, with a lot 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.

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
4.96 out of 5 average rating, 25 reviews

El pajar de Rascafria

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, 43 reviews

La 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
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, 206 reviews

Apartamento Ocejón Parejas

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

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, 64 reviews

Precioso alojamiento con piscina en verano

Preciosa vivienda, inscrita en Registro E. T. nº de ref. VT-14878, dos dormitorios (uno de matrimonio) dos baños, cocina completa. Entrada independiente. Es la planta baja de un chalet de dos plantas (en la planta alta viven los propietarios). Se admiten mascotas (max 2 medianos) con un coste adicional de 5 € día/mascota. Acceso independiente al jardín. Zona residencial. Centro de Los Molinos con todos los servicios a 7 minutos andando, dos autobuses y tren de cercanías conectan con Madrid

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, 126 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
4.85 out of 5 average rating, 81 reviews

Vistas espectaculares a una hora de 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 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
5.0 out of 5 average rating, 20 reviews

Casa Josephine Riofrío - retiro a 1 h de Madrid

Casa Josephine Riofrío B&B es una cápsula de paz y descanso a una hora de Madrid, en un pueblo tranquilo en un paisaje protegido al pie de la montaña. Un lugar donde el tiempo discurre de manera distinta. Un retiro, un espacio para crear, descansar, o trabajar a otro ritmo. Una casa totalmente reformada en 2022 con un proyecto de arquitectura e interiorismo pausado en geometría, materiales y proporciones, firmado por Casa Josephine Studio. Licencia 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, 159 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, 164 reviews

Romantic three-bedroom apartment with private jacuzzi and terrace

Discover Casa Capricho, a space designed for enjoyment ✨ The main feature is the private jacuzzi in the master bedroom, available all year round, accompanied by piped music throughout the house 🎶 Less than an hour from Madrid, it's ideal for getaways with your partner, friends or family. Relax, unwind and create the perfect atmosphere at all times 💫

Top Guest favourite
A charming two-story house is positioned on a lush hillside, featuring large windows that allow natural light. A smooth patio area is furnished with a seating arrangement and a coffee table, surrounded by well-tended greenery and trees, offering a serene outdoor space.
Home in El Barraco
5.0 out of 5 average rating, 42 reviews

Casa junto al Pantano de Burguillo

Charming rustic house on the banks of the Burguillo reservoir with direct access to the water. Ideal to disconnect and enjoy nature with family and friends all year round. Spectacular views, swimming pool, chimmey and garden with barbecue. The house has all the amenities to enjoy it both in winter and summer and only 1 hour from Madrid.

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