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

4.97 out of 5 average rating, 29 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

Villa in Villa del Prado

4.86 out of 5 average rating, 21 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.

Superhost

Villa in La Estación

4.94 out of 5 average rating, 126 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.

Superhost

Villa in Méntrida

4.87 out of 5 average rating, 47 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

Villa in Ciudalcampo

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!

Guest favorite

The image captures the expansive outdoor area featuring a private swimming pool surrounded by lush greenery. Rolling hills can be seen in the background, while a neatly manicured lawn complements the peaceful landscape.

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

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

A spacious villa is set among lush greenery, featuring a distinctive architectural style with large windows that provide ample natural light. The roof is covered with tiles, and a wide lawn stretches in front, creating an inviting atmosphere. Shadows from the trees add depth to the scene.

Villa in El Gasco

4.93 out of 5 average rating, 27 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.

Guest favorite

A modern two-story house is set against a cloudy sky, featuring large windows and a striking facade. A spacious pool extends along the garden, bordered by well-maintained grass and mature trees. Outdoor seating and a shaded area provide relaxation options near the water.

Villa in Villanueva del Pardillo

4.9 out of 5 average rating, 21 reviews

Villa, Oasis in Madrid 3bdr+4bths+luxurious pool

Do you want privacy and a few relaxing days to enjoy barbecues and meetings with family or friends? Spectacular views from the backyard. Unforgettable sunsets from the garden and various rooms in the house. Welcome the sunrise with the best birds song you will ever hear! Just 8 minutes from bigger towns that offer all the services you might need.

Top guest favorite

Villa in Maello

5 out of 5 average rating, 29 reviews

Villa Prana.

Casa Prana es más que una simple casa de alquiler, te ofrece un experiencia única, en un lugar con interiorismo cuidado, adecuamos la casa, en lo posible, a las necesidades de los huespedes, donde todos los detalles importan y el más importante, aceptamos la diversidad de estilos de vida de nuestros huespedes, todos se sentirán como en casa.