Villa vacation rentals in Sierra Oeste

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Top-rated villa rentals in Sierra Oeste

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Superhost

The exterior of the stone house is featured, surrounded by well-maintained greenery. A paved driveway leads to the entrance, flanked by landscaped areas. A wooden deck with seating is visible, along with a spacious front porch. Large windows reflect natural light, enhancing the inviting appearance.

Villa in Peguerinos

4.78 out of 5 average rating, 108 reviews

Casa rural con jacuzzi, sauna, sala cine y piscina

Casa rural con capacidad para 14 personas equipada de una sala de juegos , una sala relax con jacuzzi y sauna, una sala de cine y zona recreativa en la planta baja, 5 habitaciones, 3 habitaciones en la planta principal y 2 amplias en la parte superior un total de 3 baños completo en cada planta, situada en un entorno protegido de la sierra de Guadarrama en urbanización privada a las afueras de peguerinos cerca del conocido pantano aceña y 25 min del monasterio de San Lorenzo de el escorial.

Top guest favorite

The exterior showcases a modern chalet with clean lines and a spacious pool. Surrounding the pool is a well-maintained lawn, complemented by a safety fence. A shaded seating area is visible on the terrace, providing a relaxing outdoor space.

Villa in Becerril de la Sierra

4.96 out of 5 average rating, 27 reviews

Precioso chalet Sierra Madrid

Precioso chalet de nueva construcción en una ubicación inmejorable dentro de Becerril de la Sierra, a cinco minutos caminando del centro del pueblo y de varios accesos al Parque Natural de la Sierra de Guadarrama. Moderna construcción, líneas elegantes y funcionales con predominio de la luz y el espacio en todas las estancias. La casa está construida y decorada con materiales de primera calidad y diseñada para ser un lugar tranquilo, de descanso y desconexión a la par que divertido y familiar.

Guest favorite

A large, multi-story house features prominent brick and stone architecture. Columns support a balcony that overlooks the spacious patio area, which is adorned with a palm tree. A tiled pathway leads to steps that ascend to the garden area, enhancing accessibility.

Villa in Casarrubios del Monte

4.89 out of 5 average rating, 9 reviews

Preciosa villa para grupos grandes + Piscina + BBQ

Spacious 950m house for 30 people, with land and a pool, ideal for large groups with excellent access from the center of Madrid. It features numerous leisure areas, pool, barbecue, terraces, idyllic structures, fountains, gardens, 1GB optic fiber internet, games room with table tennis, pool and fussball, 75" 4K TVs. Quiet neighbourhood, with free parking, store, supermarket, churros shop, bars, and restaurants within a 5-minute walk. The house is fully equipped. Each bedroom has a window and AC.

Superhost

A clear blue swimming pool is surrounded by a spacious terrace. Sun loungers are positioned beside the pool, and a shaded area offers respite from the sun. Lush greenery borders the area, enhancing the sense of privacy and tranquility.

Villa in Villa del Prado

4.9 out of 5 average rating, 20 reviews

(5p-10p) Casa Rural Familia - spectacular view

Casa el Fontin - Fantastic spacious comfortable vacation villa within Urbanizacion El Encinar del Alberche. Just had a fresh update. It has a unique split of 2 floors so with family or friends you can enjoy your privacy, but be together in this ´retro style´ villa. A swimming pool, fire pit, bbq, pizza oven, trampoline and all other amenities. From the garden and terrace you can enjoy time together and the silence of nature. The urbanization is a quiet place with focus on nature and silence.

Guest favorite

A spacious garden area is depicted, featuring a well-maintained lawn and a stone patio. Potted plants are arranged around the space, while trees and hedges provide a natural border. The house looms above, offering a glimpse of a balcony that overlooks the greenery.

Villa in La Estación

4.93 out of 5 average rating, 122 reviews

Chalet muy coqueto con bonito y amplio jardín

Es una casa preciosa, coqueta y acogedora de piedra y madera, ideal para olvidarte de las tensiones diarias de la ciudad. Está muy equipada y bien cuidada. Tiene un jardín señorial en la parte delantera, muy bonito e independiente. La casa dispone de 4 habitaciones que dan al exterior, con mucha luz, dos baños independientes. Un salón con chimenea de piedra con un amplio ventanal con unas vistas preciosas a la montaña. En la parte trasera, hay un gran porche de madera para hacer vida conjunta.

Guest favorite

A spacious villa is framed by lush greenery, featuring a textured stone façade and round architectural details. Bright flower pots line the pathway, leading to the entrance. Clear blue skies and soft clouds provide a serene backdrop.

Villa in Méntrida

4.89 out of 5 average rating, 46 reviews

Villa de los Huertos Perdidos.

Espectacular finca en las afueras de Madrid. 30000 metros, con piscina y pista de tenis privada. Gran masa arbórea. Con una bodega. Es una finca con un montón de recovecos y sorpresas. Un sitio ideal para descansar de la vida ajetreada. La villa tiene 3 habitaciones dobles en suit. Y 2 habitaciones de 4 personas. Un amplísimo salón con chimenea. Cenador junto a la barbacoa y el grifo de cerveza. Situada en Méntrida. A un paso de Madrid y de Toledo. Muchas actividades de naturaleza para hacer.

Guest favorite

A long dining table is set for a gathering, featuring black and white table settings. Wooden chairs surround the table, with a backdrop of lush greenery visible through the covered terrace, which is adorned with yellow and white striped awnings.

Villa in San Sebastián de los Reyes

4.94 out of 5 average rating, 31 reviews

Celebrate Special Event at Casa Caliche

🥂 LIFE IS SHORT, TIME IS GOLD & WE LOVE TO CELEBRATE HAPPINESS! Casa Caliche offers versatile indoor and outdoor spaces for your special event — from intimate weddings to family reunions. Please share your plan so we can help make it unforgettable. Not limited to: • Birthdays • Family reunions • Baby shower/gender reveal • Baptisms • Weddings • Friends gatherings • Barbecue & pool • Corporate events (team-building, meetings, launches) • Wellness retreats • Themed dining • And more!

Superhost

A clear view of a private pool with shimmering water reflects the surrounding greenery. In the background, a charming chalet is framed by trees, showcasing a spacious deck with shaded areas and outdoor seating.

Villa in Valdemorillo

4.92 out of 5 average rating, 13 reviews

La Amapola: fantástica casa de lujo

Casa de lujo para 8 personas en Valdemorillo con piscina privada, rodeada de un amplio jardín paisajístico! El área exterior ofrece una piscina privada de cloración salina rodeada de un césped artificial, un comedor exterior con sombras con su "Chiringuito" que consiste en una cocina de exterior completamente equipada! El chalet cuenta con todas las comodidades con 4 cuartos, 4 camas y 3 baños! Capricho ideal para disfrutar de unos días con la familia y/o amigos!

Guest favorite

The exterior of the villa is framed by blooming bushes and trees, creating a serene garden setting. A small round table with two chairs is positioned on the grassy area, providing a peaceful spot for relaxation amidst the natural surroundings.

Villa in Ávila‎

4.83 out of 5 average rating, 12 reviews

Casa de las Lavandas, Ávila, España

Maravillosa Villa única rural con vistas a la montaña y a la ciudad amurallada de Ávila. Está situada en el Camino de Santiago y Camino Teresiano. Se alquila completa, cuenta con cinco habitaciones, tres baños, zonas comunes, jardin, barbacoa, biblioteca, spa exterior (de temporada), patio interior cerrado de triple altura, piscina (de temporada), terraza elevada y terraza sobre el jardín. Excelente para el descanso, el disfrute, y la reducción del estrés.

Top guest favorite

An aerial view captures a spacious mansion surrounded by lush greenery and hills. The infinity pool glistens in the sunlight, while the scenic landscape includes a nearby lake and village. The layout demonstrates the property's expansive outdoor areas and harmonious integration with nature.

Villa in El Tiemblo

5 out of 5 average rating, 23 reviews

Mansión con 5 hab, Jacuzzi a 40° + Padel

Just an hour from Madrid, this impressive mansion offers unforgettable views of the Burguillo Reservoir and the mountains. With 600 m² of house and 400 m² of terrace, it is the ideal place to enjoy a barbecue with friends or relax in the saltwater infinity pool. With 5 en-suite bedrooms and capacity for 14 people (+ crib), it is perfect for large groups! Burguillo Reservoir - 15 minutes by car El Tiemblo - 3 minutes walk Avila - 40 minutes by car

Guest favorite

An indoor heated pool is framed by natural stone walls and features a warm turquoise hue. Large windows allow natural light to fill the space, creating a serene atmosphere. Steps lead from the pool area to a small seating space, enhancing the room's functionality.

Villa in El Espinar

4.96 out of 5 average rating, 51 reviews

Piscina climatizada, El Arrebol Rural, 17 personas

Lugares de interés: Bosques, lagos, ciudades con interés turístico y gastronómico, actividades náuticas y deportivas para adultos y niños. Perfecto para disfrutar de la naturaleza, la comodidad, amplitud y servicios de la casa. Los increíbles atardeceres, la piscina interior climatizada.. Mi alojamiento es bueno para aventureros, familias (con hijos), y grupos grandes. Ideal para reuniones de amigos y familias.

Guest favorite

The villa is set in a lush environment, showcasing a spacious structure amidst tall trees. A clear blue pool reflects sunlight, inviting relaxation. An expansive terrace is visible, with shaded seating areas designed for enjoyment of the surroundings.

Villa in El Gasco

4.92 out of 5 average rating, 26 reviews

Villa Sierra Madrid (7 bedroom villa with pool)

In the mountains 30km from Madrid we rent out our villa with more than 400 m2 of living space and a garden with pool. That garden is 4000 m2 and has more than 100 trees. From the house and outside terrace you have a fantastic view and at the pool there is lounge area. The pool is 13m long en 6m wide. The villa has been recently fully renovated and everything is new. The climate is nice, warm and dry.