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Holiday houses in Sierra Oeste

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Sierra Oeste

  • Total holiday rentals

    Explore 700 holiday rentals in Sierra Oeste

  • Nightly prices starting at

    Sierra Oeste holiday rentals start at $15 AUD per night before taxes and fees

  • Verified guest reviews

    Over 15,860 verified reviews to help you choose

  • Family-friendly holiday rentals

    450 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 330 rentals that welcome pets

  • Holiday rentals with a pool

    320 properties feature pools

  • Rentals with dedicated workspaces

    340 properties have a dedicated workspace

  • Wi-Fi availability

    570 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

Top-rated holiday rentals in Sierra Oeste

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

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Guest favourite
The house features a modern A-frame design with large windows, situated amidst lush greenery. Pine trees surround the property, adding to the natural setting. A pathway leads to the entrance, blending harmoniously with the landscaped garden.
Home in San Martín de Valdeiglesias
4.92 out of 5 average rating, 119 reviews

Casa Salamandra. With swimming pool, next to the swamp

Privileged environment, surrounded by pine forests next to the swamp, located between three of the most representative cities of Spain: Toledo, Ávila and Madrid. Very interesting design house in the shape of an A, with a lot of light, in the middle of nature, with views of the lake and mountains. Private garden of 1500 m2 with private pool. Furnished terrace with BBQ. 7 km from San Martín de Valdeiglesias (where all kinds of services are available). Possibility of carrying out a variety of aquatic activities.

Top Guest favourite
A rustic house, featuring a mix of wooden and stone exteriors, is surrounded by lush greenery and tall trees. The structure displays a layered roof with clay tiles, while the natural landscape provides a serene backdrop, emphasizing the connection with nature.
Home in Arroyo de la Parra
4.98 out of 5 average rating, 40 reviews

Cabaña del Burguillo

Idyllic environment surrounded by wild nature, located in a pinewood on the edge of the lake with direct access to the beach. Ideal for couples, the house consists of a spacious living room, fully equipped kitchen, bedroom with double bed and extra bed or optional cradle, bathroom and large terrace overlooking the lake. Place that invites you to rest, with the possibility of carrying out nautical and sports activities. Pets are allowed, except february, march & april due to pine processionary.

Guest favourite
An open living space showcases a wooden beam ceiling and a modern kitchen area, featuring a cooking range and minimalist cabinetry. Comfortable seating is arranged in the foreground, with large windows providing views of the surrounding nature and allowing ample natural light.
Home in Candeleda
4.92 out of 5 average rating, 146 reviews

House in the woods with views "Los Cantuesos"

Single-family house in the middle of nature, 3 km from the village of Candeleda. It consists of a large living room/dining room/kitchen, two double bedrooms and two bathrooms, arranged on a single floor without a slope (the space on the lower floor is not rented). Located in the La Tijera area, on a 7000m2 plot of forest on the mountainside with spectacular views of the Tietar Valley. Old area of terraced olive groves today populated with oaks, chestnuts and strawberry trees.

Guest favourite
A modern bathroom features a freestanding white tub and a glass shower. Natural light enters through a round window, highlighting the smooth, neutral wall textures. A small wooden table holds two glasses, a bottle of wine, and a candle, adding a subtle touch of elegance.
Home in Madrid
4.95 out of 5 average rating, 119 reviews

Dreamy treehouse

Discover the magic of this charming wooden house, an oasis of tranquility surrounded by trees and nature. Its unique design integrates modernity with the natural environment. Here, you will wake up to the sound of birds and the breeze through the trees, enjoying a cozy and sophisticated atmosphere. A few meters away, you will find hiking trails that cross landscapes where you can see horses, bulls and the beauty of the countryside. Perfect for disconnecting and relaxing.

Top Guest favourite
A rustic wooden stairway leads to a cozy area featuring a modern kitchen and a heated pool. A large screen displays a calming fireplace, enhancing the relaxed ambiance. Soft lighting from candles illuminates the space, highlighting the textured stone walls and wooden accents.
Tiny home in Burgohondo
4.95 out of 5 average rating, 177 reviews

My Grandmother's Little House

In a picturesque village in the Alberche Valley, at the foot of the Sierra de Gredos, La Casita de Mi Abuela is the ideal getaway for couples. Cozy and unique, it has a heated pool with hydromassage inside, perfect for relaxing and enjoying. Surrounded by hiking trails and near the Alberche River, where you can cool off in summer, this house combines rural charm with modern comfort. A special place to disconnect and experience an unforgettable getaway as a couple.

Top Guest favourite
An overview of a stone house surrounded by lush greenery is captured from above. The building features a traditional tiled roof, arched columns on the patio, and a circular stone seating area in the landscaped garden.
Cottage in La Estación
4.98 out of 5 average rating, 124 reviews

Villa with pool and mountain views

Enjoy the Sierra de Madrid in our beautiful stone house surrounded by greenery. You'll wake up every morning to an incredible garden with fruit trees and flowers, and you can have breakfast on a large terrace overlooking the mountain. Details such as the spiral staircase or the stone arches make our house a special and different place. The pool is super refreshing during these months and has night lighting so you can enjoy a swim under the stars.

Top Guest favourite
The charming stone exterior of the casita is complemented by a bright red roof. A well-maintained green lawn is bordered by a wrought iron fence. The entrance is framed by decorative gravel and edged with trees, creating a welcoming outdoor space.
Cottage in Los Molinos
4.94 out of 5 average rating, 244 reviews

The Casita de El Montecillo

Charming and fully equipped mountain house. Located in a unique natural setting: a private 65-hectare estate full of holm oaks, with a lake and a hermitage, perfect for walking, hiking in the mountains... You will be in the middle of the Sierra de Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and jacuzzi for two. Perfect for coming with children. NO PETS ALLOWED. NO SMOKING ALLOWED.

Guest favourite
A bright and open living space features soft sectional seating in neutral tones, complemented by a small wooden table. A patterned black-and-white wall adds visual interest, while a window with a grid design allows natural light to fill the room, enhancing the overall ambiance.
Home in La Losa
5 out of 5 average rating, 20 reviews

Casa Josephine Riofrío - retreat 1 hour from Madrid

Casa Josephine Riofrío B&B is a capsule of peace and rest one hour from Madrid, in a quiet village in a protected landscape at the foot of the mountain. A place where time passes differently. A retreat, a space to create, rest, or work at a different pace. A house completely renovated in 2022 with an architectural and interior design project based on geometry, materials and proportions, signed by Casa Josephine Studio. License VUT 40/718

Guest favourite
Home in San Martín de Valdeiglesias
4.97 out of 5 average rating, 61 reviews

Charming rustic 3-bedroom cottage

🏡 La Casita de los Pájaros — San Martín de Valdeiglesias Charming 19th-century house, perfect for unwinding with family or friends 💛 Lovingly restored: stone, wood and all amenities. 3 bedrooms, 3 en-suite bathrooms, living room with 65" Smart TV, fully equipped kitchen and unique Bodega Museo 🍷✨ 📍 Nearby places 🏞 Pantano de San Juan — 10 min by car 🏛 Madrid, Ávila and Toledo — less than 1 hour 🥾 Nature, wineries and castles

Top Guest favourite
A wooden terrace is shown with a red hammock suspended between two trees. Surrounding greenery features various trees and shrubs, creating a serene natural setting. The distant mountains and a sunset sky add a peaceful ambiance to the scene.
Cottage in Cadalso de los Vidrios
4.97 out of 5 average rating, 117 reviews

Mountain Views with Panoramic Terrace

Less than an hour from Madrid, escape the city's noise and reconnect with the essence of nature. A haven where you can enjoy breathtaking sunsets, breakfasts with endless views, and dinners under the stars, with the absolute privacy that only a detached house can offer. Here, luxury isn't about sophistication, but about silence, fresh air, and a terrace that seems to float above the Sierra de Gredos mountains.

Top Guest favourite
Cottage in Los Molinos
4.99 out of 5 average rating, 230 reviews

Recoveco Cottage

Lovely cottage, completely detached, located in the northern mountains of Madrid. Just a 5-minute walk from Los Molinos train/suburban station. And from downtown. The house is fully equipped and has 1G fiber, making your stay a perfect place for leisure, rest, or teleworking. Your perfect choice to enjoy nature with all the amenities the city can offer. No pets allowed.

Guest favourite
Home in San Martín de Valdeiglesias
4.9 out of 5 average rating, 164 reviews

Romantic Triplex with Jacuzzi + Musical Thread

Discover Casa Capricho, a space designed for enjoyment ✨ The main feature is the private jacuzzi in the master bedroom, available all year round, accompanied by piped music throughout the house 🎶 Less than an hour from Madrid, it's ideal for getaways with your partner, friends or family. Relax, unwind and create the perfect atmosphere at all times 💫

Popular amenities for Sierra Oeste holiday rentals

When is the best time to visit Sierra Oeste?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Sierra Oeste?

    Sierra Oeste has more than 450 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in hotel rentals in Sierra Oeste?

    Experience the best of Sierra Oeste with our hotel rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Sierra Oeste?

    Four-legged friends are welcome in Sierra Oeste. Choose from more than 330 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Sierra Oeste?

    Yes! Work meets play with ease at over 340 vacation rentals in Sierra Oeste featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Sierra Oeste vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 320 vacation homes with pools in Sierra Oeste, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Sierra Oeste have air conditioning?

    Absolutely! We offer over 90 house rentals with air conditioning in Sierra Oeste. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Sierra Oeste have a kitchen?

    Absolutely! We offer over 110 apartment rentals with a kitchen in Sierra Oeste. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Sierra Oeste have wifi?

    Absolutely! We offer over 90 apartment rentals with wifi in Sierra Oeste. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Sierra Oeste have free parking?

    Absolutely! We offer over 10 guesthouse rentals with free parking in Sierra Oeste. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Condo Rentals in Sierra Oeste?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. Spain
  3. Madrid
  4. Sierra Oeste