Chalet vacation rentals in Sierra Oeste

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Sierra Oeste

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

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Superhost

Chalet in Cercedilla

4.86 out of 5 average rating, 131 reviews

La Casa Bonita, charming garden and mountain views

Spend some wonderful days in Cercedilla, the most beautiful village in the Sierra del Guadarrama National Park. Two-story chalet with private garden and parking space. Beautiful very quiet urbanization, with swimming pool (July and August), tennis court and gardens. 50 km from Madrid, 30 km from Segovia and just 8 km from Puerto de Navacerrada, a traditional place for skiing and hiking. Make beautiful routes like El Mirador de los Poetas or La Ruta del Camino del Agua de Cercedilla.

Guest favorite

Chalet in Manzanares el Real

4.88 out of 5 average rating, 339 reviews

Detached house on the mountain

Charming detached house with charm at the foot of La Pedriza. Beautiful garden to enjoy the singing of the birds and the tranquility that the environment offers. Built in harmony with the very stones that nature gives us. Ideal para relajarse Charming relaxing little house very close to the mountains. There is a beautiful garden where you will enjoy while hearing the birds singing and the relaxing atmosfere. It is built harmoniosuly within the nature of the surrounding enviroment.

Guest favorite

Chalet in Las Ventas de Retamosa

4.9 out of 5 average rating, 114 reviews

Chalet with pool and garden ideal for families

Ideal chalet for families, 30 minutes from Madrid and 30 minutes from Toledo. It has a swimming pool, garden, BBQ grill and porch to enjoy meals outdoors, an open kitchen with an American refrigerator. It has 4 bedrooms + 3 bathrooms, basement with beds, ping pong table, foosball, darts and games. Ideal to get away and have a good time. Close to 2 parks, sports center, country walks, day supermarkets. Unide and shops. Close to Puy du Fou, Xanadú Mall. Catching party groups

Superhost

Chalet in San Martín de Valdeiglesias

4.92 out of 5 average rating, 63 reviews

EKOLIBRE FARM

Finca de 6000 m2 between Pelayos and San Martín. It's located in an idyllic spot in the middle of nature, off the noise, and next to the best beaches on the San Juan swamp. Watched video access. It's solar-powered car and its own well. The road to the house is of land and has some bumps. Six cats and three chickens live on the property. You can pick fresh eggs. The house, pool and property is for private use for guests. Live a few days in the EKOLIBRE ESTATE for a few days.

Superhost

Chalet in Segovia

4.78 out of 5 average rating, 120 reviews

Cozy Chalet in Otero de Herreros !!

Tourist Housing No. 40/333 Cozy villa with three bedrooms two bathrooms and living room with fireplace, with a porch on a 600 meter estate in an urbanization equipped with a sports area, tennis court, paddle and basketball and community pool. Located in the Sierra de Guadarrama adjacent to the Royal Glen just 45 minutes from Madrid , 10 minutes from the Palacio de Riofrio and the Palacio de la Granja de San Ildefonso and 15 minutes from the urban center of Segovia.

Guest favorite

Chalet in Barraco

4.97 out of 5 average rating, 36 reviews

WELCOME TO PARADISE playa del Burguillo

Casita tipo ibicenca a pie de playa y con acceso directo a la misma. Posee una terraza con unas preciosas vistas al pantano y a la montaña; tanto es así que ha servido como plató para numerosos spots. Es un espacio ideal para desconectar en familia y disfrutar de la naturaleza, por el día, practicando deportes náuticos y de montaña, y por la noche, admirando el cielo lleno de estrellas, no en vano en Robledo de Chavela se encuentra la estación espacial de la Nasa.

Superhost

Chalet in Cortos

4.85 out of 5 average rating, 192 reviews

Single chalet 9 km from Ávila quiet area

It is not a cottage, although its surroundings are, it is undoubtedly a good combination of modernity in rural environment, ideal to enjoy and relax surrounded by nature and tranquility. It has the attractiveness and comforts of a current and modern house, where light is the main protagonist. Its patios, perfectly designed, transmit peace and quiet, its plot has an extension of 180 m. We are located just 9 km from Ávila Close to Police School. We allow pets.

Guest favorite

Chalet in La Estación

4.91 out of 5 average rating, 46 reviews

Mountain chalet with pool and amazing views

Mountain villa with spectacular views, surrounded by private terraces & swimming pool (swimming pool closed in winter). Perfect for barbecues arranging barbecues and enjoying the view! The chalet has all the amenities; fully equipped kitchen with air conditioning, equipped with set of sheets, pillows, comforter, comforter; and two full bathrooms with towels, hair dryer, first aid kit and essentials. Ideal for enjoying a few days with family and friends!

Superhost

Chalet in Madrona

4.94 out of 5 average rating, 227 reviews

Chalet for 15 people, garden 2000 m and swimming pool

Ideal house to enjoy its spacious and comfortable interior, around the spacious fireplace in winter or enjoying the good weather with the possibilities of the outside, the pool (Jun-Sept, depending on weather conditions), garden with swings and trampoline and cottage for the little ones, trees, three porches, sundeck, playground with foosball, table tennis and barbecues, all in a privileged location 5 minutes from Segovia and 30 from Avila

Superhost

Chalet in Navacerrada

4.87 out of 5 average rating, 118 reviews

Casa in Navacerrada with charm and nice views

Stone house in the beautiful village of Navacerrada with all the amenities and excellent cuisine. The main house has 5 bedrooms, 2 bathrooms and a toilet with capacity for 12 people. It has a apartment to accommodate 7 more people, it is not rented to different groups. The apartment opens only for groups of 15. Discounts on weekly and monthly bookings. Check offers for reservations longer than three nights.

Guest favorite

Chalet in Cercedilla

4.97 out of 5 average rating, 117 reviews

the branch_ nature and tranquility, with family.

the branch_ is our beautiful family home in Cercedilla. Max 8 adults (rest of the squares are for children). In a spacious, simple and very cozy atmosphere welcome relaxed days surrounded by nature; movie afternoons, bike routes with friends in the garden and long walks with children around. The branch_ is located a few kilometers from the ski resorts of Navacerrada and Valdesquí.