Villa holiday rentals in Sierra Oeste

Find and book unique villas on Airbnb

Top-rated villa rentals in Sierra Oeste

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

0 of 0 items showing

1 of 3 pages

Superhost

Villa in Uceda

4.92 out of 5 average rating, 92 reviews

Shangrila.One Space

RURAL HOUSE of Castilla -La Mancha. Registration Number: 19012128183 Classification in the 4 green star category. House in Uceda, bordering the countryside, 50 minutes from Madrid. Located on a large estate with a beautiful garden. Original, comfortable and very bright. Cool in summer and warm in winter, with heating, a fireplace, and a wood stove. 2 full bathrooms, fully equipped kitchen, with an island and open to the living-dining room. Garage, swimming pool, wood and gas barbecue and garden furniture.

Guest favourite

Villa in Casarrubios del Monte

4.89 out of 5 average rating, 9 reviews

Beautiful villa for large groups + Pool + 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.

Guest favourite

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!

Superhost

Villa in Peguerinos

4.78 out of 5 average rating, 108 reviews

Country house with a Jacuzzi, sauna, cinema room, and swimming pool

Rural house with capacity for 14 people equipped with a game room, a relaxation room with jacuzzi and sauna, a cinema room and recreational area on the ground floor, 5 rooms, 3 rooms on the main floor and 2 spacious on top a total of 3 full bathrooms on each floor, located in a protected environment of the Sierra de Guadarrama in a private development on the outskirts of peguerinos near the well-known olive swamp and 25 min from the monastery of San Lorenzo from the scorial.

Guest favourite

Villa in Perales de Tajuña

4.93 out of 5 average rating, 113 reviews

A 17th century house 25 minutes from Madrid and 9 minutes from Chinchón

Hacienda with Casa Solariega of the 18th century. MINIMUM STAY IN CHRISTMAS AND EASTER 4 NIGHTS. Rest of the year 2 nights. Entire Property Rental Option. Ideal for long stays. Total capacity: 16 people over the age of 2. To expand the number of hosts, please refer to the additional house rules. For small children (2 to 4 years old) we have extra beds and for older children two bunk beds located in another continuous building. Swimming pool from May 31st to October 1st.

Guest favourite

Villa in Valdemorillo

4.92 out of 5 average rating, 13 reviews

La Amapola: fantastic luxury home

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!

Superhost

Villa in La Estación

4.94 out of 5 average rating, 125 reviews

Very charming villa with a nice and spacious garden

It is a beautiful, charming and cozy stone and wood house, ideal to forget about the daily tensions of the city. It is very well equipped and well maintained. It has a stately garden in the front, very nice and independent. The house has 4 rooms facing the outside, with lots of light, and two separate bathrooms. A living room with a stone fireplace and a large window with beautiful mountain views. In the back, there is a large wooden porch for spending time together.

Top Guest favourite

Villa in El Tiemblo

5 out of 5 average rating, 24 reviews

Mansion with 5 bedrooms, Jacuzzi at 40° + Paddle tennis

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

Top Guest favourite

Villa in Becerril de la Sierra

4.97 out of 5 average rating, 29 reviews

Beautiful Sierra Madrid villa

Beautiful newly built villa in an unbeatable location within Becerril de la Sierra, a five-minute walk from the town center and several accesses to the Sierra de Guadarrama Natural Park. Modern construction, elegant and functional lines with a predominance of light and space in all rooms. The house is built and decorated with top quality materials and designed to be a quiet place to rest and disconnect while being fun and family-friendly.

Guest favourite

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 favourite

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.