
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.

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.

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.

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!!

Designer Chalet with a garden and pool
Beautiful family townhouse chalet. Designer interior and garden, with swimming pool and open interior and exterior living-dining room. Open kitchen with bar and professional appliances. Designer furniture and lamps. Ideal for spending a season near the center of Madrid with good access to the city center by highway and public transport (bus and train). Surrounded by parks and green areas, forest, municipal and private sports areas (tennis, paddle, bike, swimming) and shopping centers

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

Independent house in the mountains
Charming detached house at the foot of La Pedriza. Beautiful garden to enjoy the birdsong and the tranquility offered by the surroundings. Built in harmony with the very stones that nature gives us. Ideal for relaxing 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.

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.

A nice chalet with an indoor fireplace and views.
CASA TOMILLAR is nestled in a privileged location, a few hundred meters from the mountain and in a very quiet urban area where silence and rest prevail. Just 30 minutes by road from three very important cities, Segovia, Ávila and Madrid. Distributed over three floors, with four bedrooms, a spacious living room, full kitchen, three bathrooms or a toilet, gym, ping pong, foosball, parking and porch with garden area.

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.

Casa Zúrich: swimming pool, jacuzzi and incredible views
Mountain chalet with stunning views, surrounded by terraces, pool and private jacuzzi (see opening dates in the ad). It has a large barbecue, a fully equipped kitchen, 3 bedrooms with 4 double beds, air conditioning and ceiling fans. Ideal for sharing unique moments with family and friends!

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.

The house in the woods
This accommodation has been decorated and renovated with patience, care and love for the spaces that convey comfort, tranquility and peace, in the middle of a pine garden that makes this place a special place to spend a few days.
Popular amenities for Sierra Oeste chalet rentals
Family-friendly chalet rentals

Villa with pool in La Adrada

Cosy country house with nice garden

Peña La Estrella Viewpoint

Beautiful villa with a garden, barbecue, and swimming pool

A villa with the best views, a swimming pool and a garden

Cozy house overlooking Gredos, pool

La Casita del Guarda

NEW CHALET IN THE MIDDLE OF THE MOUNTAIN
Luxury chalet rentals

El Nido en Manzanares El Real, Piscina abierta

Margaret House Mountains and Valleys

Beautiful villa. Enjoy/rest

Waou Retiro Garden Chalet – Short-Term

House with indoor pool in Rascafría, 1 hour from Madrid

Villa Cadrial

Mauri Rural House ****

6 Rooms/ piscina climatizada/baloncesto/fútbol
When is the best time to visit Sierra Oeste?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $411 NZD | $415 NZD | $450 NZD | $475 NZD | $473 NZD | $502 NZD | $535 NZD | $540 NZD | $473 NZD | $473 NZD | $405 NZD | $498 NZD |
| Avg. temp | 4°C | 5°C | 7°C | 10°C | 14°C | 19°C | 22°C | 21°C | 17°C | 12°C | 7°C | 5°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 $50 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
40 of Sierra Oeste holiday rentals include Wi-Fi 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
- Madrid Holiday rentals
- Málaga Holiday rentals
- Valencia Holiday rentals
- Porto Holiday rentals
- Seville Holiday rentals
- Alicante Holiday rentals
- Costa Blanca Holiday rentals
- Marbella Holiday rentals
- Costa del Sol Holiday rentals
- Granada Holiday rentals
- Área Metropolitalitana y Corredor del Henares Holiday rentals
- San Sebastián Holiday rentals
- Guesthouse rentals Sierra Oeste
- Rentals with a washing machine and dryer Sierra Oeste
- House rentals Sierra Oeste
- Fitness-friendly rentals Sierra Oeste
- Rentals with pools Sierra Oeste
- Rentals with a hot tub Sierra Oeste
- Rentals with a fire pit Sierra Oeste
- Smoking-friendly rentals Sierra Oeste
- Rentals with outdoor seating Sierra Oeste
- Apartment rentals Sierra Oeste
- Rentals with a patio Sierra Oeste
- Rentals with beach access Sierra Oeste
- Condo rentals Sierra Oeste
- Rentals with lake access Sierra Oeste
- Rentals with a fireplace Sierra Oeste
- Cottage rentals Sierra Oeste
- Villa rentals Sierra Oeste
- Rentals with breakfast Sierra Oeste
- Rentals with an EV charger Sierra Oeste
- Hotel rooms Sierra Oeste
- Pet-friendly rentals Sierra Oeste
- Family-friendly rentals Sierra Oeste
- Beachfront rentals Sierra Oeste
- Waterfront rentals Sierra Oeste
- Chalet rentals Madrid
- Chalet rentals Spain
- La Latina
- Santiago Bernabéu Stadium
- El Retiro Park
- Parque Warner Madrid
- Metropolitano Stadium
- Puy du Fou España
- Las Ventas Bullring
- WiZink Center
- Museo Nacional del Prado
- Palacio Vistalegre
- Royal Palace of Madrid
- Feria de Madrid
- Teatro Lope de Vega
- Faunia
- Teatro Real
- Matadero Madrid
- Mercado De San Miguel
- Parque de Atracciones de Madrid
- Aqueduct of Segovia
- Parque Europa
- Círculo de Bellas Artes
- Temple of Debod
- Real Jardín Botánico
- Caja Mágica





