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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 $17 NZD 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, 120 reviews

Casa Salamandra. With swimming pool, next to the swamp

A privileged environment, surrounded by pine trees next to a marsh, located between three of the most representative cities in Spain: Toledo, Avila and Madrid. Very interesting design house in the shape of an A, with lots 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
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

Disfruta de la Sierra de Madrid en nuestra preciosa casa de piedra rodeada de vegetación. Te despertarás cada mañana con vistas a un increíble jardín con árboles frutales y flores y podrás tomar el desayuno en una gran terraza mirando el monte. Detalles como la escalera de caracol o los arcos de piedra hacen de nuestra casa un sitio especial y diferente. La piscina es súper refrescante durante estos meses y tiene iluminación nocturna para que puedas disfrutar de un baño bajo las estrellas.

Superhost
A stunning sunset casts vibrant hues of orange and pink across the sky, reflecting on the tranquil waters of the pantano. The surrounding mountains create a serene backdrop, enhancing the peaceful ambiance of the natural landscape.
Cottage in El Tiemblo
4.86 out of 5 average rating, 125 reviews

The Swamp House

The house is located on the banks of the Burguillo swamp with 3000 m2 of private land where you will find a large garden with a pool, barbecue and terrace with spectacular views of the swamp. Everything around it is the Iruelas Valley Nature Reserve, so it is a natural, isolated and quiet environment. Water sports, hiking trails, biking, horseback riding, mushroom picking, chestnuts... The area offers you a taste of the cuisine that is characterized by its rich meats and vegetables.

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, 125 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.

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, 179 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.

Guest favourite
The master bedroom features a spacious bed, complemented by soft linens and decorative pillows. Bright light filters through the windows, adorned with light curtains. Wooden beams enhance the room's cozy atmosphere, while a comfortable chair adds an inviting touch.
Home in San Martín de Valdeiglesias
4.95 out of 5 average rating, 62 reviews

Charming rustic cottage with 3 bedrooms

🏡 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 modern amenities. 3 bedrooms, 3 en-suite bathrooms, living room with 65" Smart TV, fully equipped kitchen, and a unique Wine Cellar Museum 🍷✨ 📍 Nearby places 🏞 San Juan Reservoir — 10 minutes by car 🏛 Madrid, Ávila, and Toledo — less than 1 hour 🥾 Nature, wineries, and castles

Top Guest favourite
Train in Guadarrama
4.97 out of 5 average rating, 63 reviews

A Wagon in the Garden. Sierra de Guadarrama.

Enjoy the cool mountain breeze in summer, with air conditioning to keep the temperature just right all year round. Disconnect and live a unique experience in a vintage railway wagon — a cozy retreat in a private garden, shaded by century-old pines, surrounded by nature at the foot of the Guadarrama National Park. Wooden deck, full kitchen, BBQ, TVs with Netflix. 40 km from Madrid by car, train or bus. Surrounded by the charming villages of the Sierra.

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, 245 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
A geodesic dome is seen nestled among trees, set against a clear blue sky with fluffy clouds. The surrounding landscape features lush greenery and low shrubs, creating a natural and serene environment.
Dome in San Agustín del Guadalix
4.9 out of 5 average rating, 144 reviews

Luna 2 - Moonlight - Designer Dome in Madrid

Just 20 minutes from Madrid, in San Agustín de Guadalix, discover a unique space surrounded by nature, where the starry sky and the tranquility of the surroundings make each moment a different experience. Our geodesic domes are the perfect place to enjoy a special stay with your partner and celebrate any occasion. Comfort, nature and a unique atmosphere await you. Make your next getaway an experience you won't forget.

Guest favourite
Cottage in Cuevas del Valle
4.92 out of 5 average rating, 137 reviews

CASA RURAL CHOCOLATE HOUSE ROMANTIC GETAWAY

Casa de Chocolate is a family home renovated and decorated by all of us. We have put all our enthusiasm and dedication in every corner and detail to make you feel at home, a house where there has always been a lot of love, love like our parents professed, that's why it is an ideal house to enjoy as a couple. But not only as a couple you can enjoy love and life, that's why there is also space for enjoyment with friends.

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, 119 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.

Popular amenities for Sierra Oeste holiday rentals

When is the best time to visit Sierra Oeste?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$255 NZD$255 NZD$252 NZD$257 NZD$264 NZD$286 NZD$295 NZD$300 NZD$266 NZD$241 NZD$240 NZD$272 NZD
Avg. temp4°C5°C7°C10°C14°C19°C22°C21°C17°C12°C7°C5°C

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 villa rentals in Sierra Oeste?

    Experience the best of Sierra Oeste with our villa rentals, starting at about $60 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 chalet rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 chalet rentals with pools in Sierra Oeste, available on Airbnb. Make a splash and soak up the sun in style!

  • Do hotel rentals in Sierra Oeste have air conditioning?

    Absolutely! We offer over 20 hotel rentals with air conditioning in Sierra Oeste. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Sierra Oeste have a kitchen?

    Absolutely! We offer over 60 cottage rentals with a kitchen in Sierra Oeste. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Sierra Oeste have wifi?

    Absolutely! We offer over 20 villa rentals with wifi in Sierra Oeste. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Sierra Oeste have free parking?

    Absolutely! We offer over 170 house rentals with free parking in Sierra Oeste. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 60 homes with a kitchen, over 50 homes with wifi, over 50 homes with free parking, over 20 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