Some info has been automatically translated. Show original language

Chalet holiday 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.

%{current} / %{total}1 / 1
Top Guest favourite
A private saltwater pool is framed by wooden decking and equipped with sun loungers. An umbrella provides shade beside the pool, while a light-colored house with large windows is visible in the background, surrounded by trees.
Chalet in Valdemorillo
5 out of 5 average rating, 25 reviews

Family Villa with Private Pool

¡Escápate al campo! Descanso y relax a tan solo 45 minutos de Madrid en coche. Amplia y cómoda casa situada en un entorno tranquilo con piscina privada. Ideal para unas vacaciones aptas para niños: Parque Infantil y Casita en el árbol. Ideal para invitar a amigos y familiares: barbacoa y cenas al aire libre. Destino popular para senderistas. Explora las cercanías de El Escorial y la Sierra de Guadarrama, Ávila, Segovia y San Ildefonso. Parque Acuático Aquopolis a tan solo 15 minutos en coche.

Superhost
A fenced-in area features a swimming pool with a sunbathing space. A thatched-roof pergola provides shade over comfortable lounge chairs. The vibrant red house in the background blends with the lush greenery and landscaped garden, creating a relaxed outdoor environment.
Chalet in San Martín de Valdeiglesias
4.93 out of 5 average rating, 75 reviews

EKOLIBRE FARM

Estate of 6000 m2 between Pelayos and San Martín. It is located in an idyllic place in the middle of nature, away from the noise and next to the best beaches of the marsh of San Juan. Video-monitored access. It is self-sufficient with solar energy and its own well. The road to the house is dirt and has some potholes. Barbecues are not allowed in summer. Six cats live on the property. The house, pool and estate are for the private use of guests. Live a few days of peace on the EKOLIBRE ESTATE.

Top Guest favourite
Chalet in La Cascabela
4.98 out of 5 average rating, 96 reviews

Chalet with private pool just a stone's throw from the centre!

Enjoy a Premium Experience in Madrid!! 🏡Stay in a beautiful design house with private pool & garden near Madrid Río, just minutes from the historic city center! 2 bedrooms + 2 bathrooms, heated floors, A/C, fast Wi-Fi. 🏊‍♂️ Relax in your private pool (mid-April to early October) or stroll to nearby park & cafés. 🚇 Direct metro to El Rastro, Royal Palace & Gran Vía. Quick access to main attractions! ✨ Perfect for families or friends looking for a stylish, peaceful stay 😉 You Will ❤️ it!

Guest favourite
The independent house is surrounded by tall trees, with a garden showcasing natural stone paths. A staircase leads to the entrance, framed by lush greenery. In the background, the mountains are visible, providing a serene, natural setting.
Chalet in Manzanares el Real
4.87 out of 5 average rating, 399 reviews

Independent house in the mountains

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 favourite
A well-maintained outdoor space features a round table complemented by two metal chairs, situated on a green lawn. Lush shrubs and plants provide a natural backdrop, while a terrace area is visible in the distance, enhancing the outdoor setting.
Chalet in Soto del Real
4.88 out of 5 average rating, 110 reviews

Chalet with garden in Soto del Real (10 pax)

Individual chalet in the Sierra de Madrid, located in the urban center of Soto del Real. Unbeatable location. Perfectly connected. All amenities within a 5-minute walk. Perfect for spending a few days with family or friends. Living room, kitchen, dining room, 1 bedroom and full bathroom on the ground floor. 3 bedrooms, another full bathroom and terrace overlooking Sierra de la Pedriza on the top floor. It has a barbecue. Parking available inside the plot. We are pet friendly.

Guest favourite
A rectangular salt-water pool is surrounded by a well-maintained green lawn. Several white lounge chairs are positioned alongside the pool, facing a warm sunset sky punctuated by scattered clouds. A stone wall encloses the area, providing privacy.
Chalet in Las Ventas de Retamosa
4.91 out of 5 average rating, 130 reviews

Family-friendly villa with a pool and garden

Family-friendly villa, 30 minutes from Madrid and 30 minutes from Toledo. It has a swimming pool, garden, barbecue and porch to enjoy outdoor meals, open kitchen with American fridge. It has 4 bedrooms + 3 bathrooms, a basement with beds, a ping pong table, foosball, darts and games. Ideal to get away and have a good time. Close to 2 parks, sports center, country walks, Dia supermarkets. Unide and shops. Close to Puy du Fou, Xanadú Shopping Center. No groups that throw parties

Guest favourite
A charming house is surrounded by greenery, featuring a well-maintained lawn and mature trees. The brick facade is complemented by large windows and a covered entrance. Blue skies and scattered clouds provide a bright backdrop, highlighting the serene outdoor setting.
Chalet in Robledo de Chavela
5 out of 5 average rating, 10 reviews

Bergidum

Desconecta de la rutina de la ciudad en Bergidum. Disfruta de las puestas de sol y atardeceres increíbles. Si te gusta la naturaleza explora nuestra de red de senderos y miradores . No olvides tus prismáticos, Robledo; en la zona ZEPA, alberga aves de gran envergadura como el águila imperial y el buitre negro. En verano acércate a las instalaciones del Club con piscina y restaurante. Por la noche, observa las estrellas bajo un cielo despejado. ¡Te esperamos en Bergidum!

A modern two-story house is depicted with a smooth white facade and expansive glass windows. A wooden railing surrounds the exterior, enhancing the blend of natural elements and contemporary design. The surrounding landscape is open and inviting, suggesting a tranquil setting.
Chalet in Cortos
4.83 out of 5 average rating, 217 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 favourite
An outdoor area is illuminated at night, showcasing stone steps leading to a spa area and a pool. Soft lighting highlights the structure, and surrounding greenery adds to the serene environment.
Chalet in Calalberche
4.93 out of 5 average rating, 43 reviews

Exclusively for couples

Natural environment between encinas and the Alberche river, just 40 minutes from Madrid. Located in the Urbanización Calalberche, second largest urbanization in Europe. Enjoy our comfortable facilities and exceptional service. •Jacuzzi •Chill area •Pool ( Open from 19-May to 30-Septiembre ) •BBQ Our apartment is designed with a modern twist and offers breathtaking views. (THE ENTIRE VILLA IS FOR A SINGLE RESERVATION, THERE ARE NO COMMON AREAS TO SHARE)

Guest favourite
A cozy stone fireplace with a flickering fire creates a warm focal point in the room. Books and decorative items are neatly arranged on open shelves, while a vibrant painting hangs above the mantel, enhancing the inviting interior space.
Chalet in Madrona
4.94 out of 5 average rating, 246 reviews

Chalet for 15 people, 2000 m garden and swimming pool

Ideal house to enjoy its spacious and comfortable interior, around the large 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, sun terrace, playground with table football, table tennis and barbecues, all in a privileged location 5 minutes from Segovia and 30 from Ávila

Top Guest favourite
A rustic stone house is positioned amid a natural landscape, featuring a wooden staircase leading to the entrance. Lush greenery surrounds the property, with expansive views of the mountains in the background under a clear blue sky.
Chalet in El Boalo
4.98 out of 5 average rating, 129 reviews

Beautiful rustic house in the mountains of Madrid

Very comfortable rustic house located in the heart of the "Sierra de la Pedriza", that belongs to the Guadarrama regional park, and just half an hour from Madrid. The land of this house has an area of ​​3000 square meters with natural vegetation in the area. 5 minutes walk you will find the beautiful town "El Boalo". Impressive views of the Sierra de Madrid. Possibility of beautiful excursions, horse riding and multiple activities.

Guest favourite
The entryway features a warm and inviting atmosphere, highlighted by a wooden staircase leading to the upper floor. A vintage chest of drawers, a console table, and a comfortable bench provide functional touches. Natural light fills the space, enhancing the neutral color palette and woven area rug.
Chalet in Cercedilla
4.98 out of 5 average rating, 137 reviews

la rama_ nature and tranquility, as a family.

la rama_ is our beautiful family home in Cercedilla. Max. 8 adults (other places are for children). In a spacious, simple and very cozy atmosphere, we welcome you to spend relaxing days surrounded by nature; movie afternoons, bike rides, barbecues with friends in the garden and long walks with the children in the surrounding area. La Rama is located a few kilometers from the Navacerrada and Valdesquí ski resorts.

Popular amenities for Sierra Oeste chalet rentals

Quick stats about chalet rentals in Sierra Oeste

  • Total rentals

    60 properties

  • Nightly prices starting at

    $46 AUD before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore

  1. Airbnb
  2. Spain
  3. Madrid
  4. Sierra Oeste
  5. Chalet rentals