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.

1 of 1 pages1 / 1
Top guest favourite
An inviting outdoor space features a salt-water pool surrounded by wooden decking and white stones. Comfortable blue cushions are placed on the decking. An umbrella provides shade over the pool area, with lounge chairs positioned nearby for relaxing.
Chalet
5 out of 5 average rating, 32 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.

Guest favourite
Chalet
4.87 out of 5 average rating, 122 reviews

Chalet with garden in Soto del Real (10 pax)

Individual villa in the Sierra de Madrid, in the urban center of Soto del Real. Unbeatable location. Perfectly connected. All services are a 5-minute walk away. Perfect for spending a few days with family or friends. Living room, kitchen, dining room, 1 bedroom and a full bathroom on the ground floor. 3 bedrooms, another full bathroom and terrace overlooking the Sierra de la Pedriza on the upper floor. It has a barbecue. Parking is available on the property. Pets are allowed. VT-15209.

Top guest favourite
A serene private swimming pool is framed by a wooden patio and a wall adorned with greenery. Two lounge chairs are positioned beside the pool, bathed in sunlight. The water’s clarity reflects the blue sky with fluffy clouds above.
Chalet
4.97 out of 5 average rating, 147 reviews

Private pool and patio, a true Oasis in Madrid.

Enjoy a Premium Experience in Madrid. 🏡Stay in a beautiful chalet with private plunge pool & patio 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 (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
A natural swimming pool is surrounded by wooden fencing and bordered by tall trees. A stone area with some rocks is visible in the foreground, contributing to the peaceful, rustic setting.
Chalet
4.87 out of 5 average rating, 435 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 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
4.92 out of 5 average rating, 143 reviews

Villa with pool near Puy du Fou, Toledo

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

Superhost
Chalet
4.83 out of 5 average rating, 242 reviews

Detached villa 9 km from Ávila in a quiet area.

It is not a rural house, although its surroundings are, it is certainly a good combination of modernity in a rural environment, ideal to enjoy and relax surrounded by nature and tranquility. It has the appeal and comforts of a modern home, where light is the main protagonist. Its perfectly designed courtyards convey peace and quiet, and its plot covers an area of 180 m. We are located just 9 km from Ávila, near the Police School. We allow pets.

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
4.99 out of 5 average rating, 159 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
Chalet
4.79 out of 5 average rating, 43 reviews

Beautiful villa. Enjoy/rest

Beautiful Villa!! Newly renovated (Brand new) with style. Perfect for group trips. Large fenced pool for children/BBQ. It has a fireplace and central heating. 30 minutes from Madrid and Toledo. It has 7 rooms, for 14 people: Four bathrooms. Large living room of 50 m2 with fireplace and large television. 60m2 kitchen, with American bar. Garden with pool, barbecue area. Large areas to enjoy with family and friends. Parking for 7 cars.

Top guest favourite
A cozy outdoor seating area is created with four wicker chairs arranged around a wooden table. A colorful blanket drapes over one chair, and a soft cushion rests on another. The natural stone columns and distant mountain view add a serene touch.
Chalet
4.98 out of 5 average rating, 148 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.

Top guest favourite
Chalet
5 out of 5 average rating, 22 reviews

Los 3 Enebros Vacation Home

Have fun with the whole family in this stylish accommodation. Detached house, new furniture, natural lawn gardens, saltwater pool with large solarium, outdoor porch with large table and barbecue overlooking the pool, has private parking for 6 cars inside the plot, ideal place to recharge your batteries. Access to routes and a 5-minute walk to shops and bus Only 35 minutes from Madrid

Top guest favourite
A modern outdoor seating area is presented, featuring a comfortable gray sectional sofa with colorful cushions. A glass coffee table sits at the center. Hanging planters with vibrant flowers add a touch of nature, while a cozy armchair complements the arrangement.
Chalet
4.88 out of 5 average rating, 102 reviews

Family Garden Chalet 15 minutes from downtown and Warner

Moderna y luminosa casa familiar de 180 m² con jardín privado de 250 m², ubicada en Rivas-Vaciamadrid, ideal para familias y grupos. Excelente conexión con Madrid y Parque Warner, con autobús en la puerta y metro cercano. Rodeada de supermercados, servicios y zonas verdes para una estancia cómoda y práctica.

Guest favourite
A modern structure with large glass windows allows ample natural light, framed by a green lawn and hedge. The design emphasizes a connection to the outdoor space, while the clear blue sky enhances the overall ambiance.
Chalet
4.89 out of 5 average rating, 106 reviews

Nature paradise 30 min from Madrid

Casa La Pedriza is a unique, peaceful, and confortable house located in the heart of the Guadarrama National Park only 30 minutes from the cosmopolitan city of Madrid. Perfect location for a wide array of nature, cultural and entertainment options.

Popular amenities for chalet rentals in Sierra Oeste

When is the best time to visit Sierra Oeste?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€213€215€233€246€245€260€277€280€245€245€210€258
Avg. temp4°C5°C7°C10°C14°C19°C22°C21°C17°C12°C7°C5°C

Quick stats about chalet rentals in Sierra Oeste

  • Total holiday rentals

    Explore 50 holiday rentals in Sierra Oeste

  • Nightly prices starting at

    Sierra Oeste holiday rentals start at €26 per night before taxes and fees

  • Verified guest reviews

    Over 1,960 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Sierra Oeste holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sierra Oeste rentals

  • 4.7 Average rating

    Sierra Oeste stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

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