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Holiday houses in Sierra Oeste

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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
4.91 out of 5 average rating, 112 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
4.97 out of 5 average rating, 117 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.

Guest favourite
An expansive loft-style area is characterized by large arched windows allowing natural light to fill the space. A wooden dining table is surrounded by white chairs, while a cozy seating arrangement is visible nearby. Lush greenery from the garden enhances the atmosphere.
Home in Retiro
4.99 out of 5 average rating, 125 reviews

Retiro Park Industrial House

BEFORE BOOKING PLEASE INDICATE THE EXACT NUMBER OF GUESTS, INCL. YOURSELF. Check-in: 3PM Check-out: 12PM IMPORTANT: PARTIES PROHIBITED. COMPLETELY PROHIBITED PHOTO SHOOTS, FILMING FOR MOVIES, COMMERCIALS, YOUTUBE CHANNELS, VLOGS, etc. BASICALLY RECORDINGS OF ANY KIND, except for those for personal use. PROHIBITED WORK MEETINGS, events, commercial presentations. The Spanish law requires every guest must provide their passport information, phone num, address and signature upon arrival.

Guest favourite
The wooden house is surrounded by lush greenery and stone landscaping. Sunlight filters through the trees, illuminating the natural elements. A stone seating area is visible in the foreground, with the house featuring large windows and a welcoming porch.
Cottage in El Espinar
4.96 out of 5 average rating, 166 reviews

The corner of your dreams.

Isolation, peace, and enjoyment in its purest state. A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. A 3000m2 private oak wood house (for you) within a community with 24-hour security, swimming pools, hiking trails, golf courses, horseback riding, restaurants, a supermarket, a lake with water activities, and a spa. Each season offers its possibilities, from its cozy fireplace to its barbecues, through a spring full of flowers.

Top Guest favourite
A dining area showcases a glass table set with elegantly arranged plates and various utensils. A vase filled with red roses serves as the centerpiece, while expansive windows provide panoramic views of the surroundings, allowing natural light to fill the space.
Apartment in San Sebastián de los Reyes
4.97 out of 5 average rating, 188 reviews

Madrid´s sky Luxury Penthouse 6Pax. 10 min Airport

Madrid´s Sky Luxury Penthouse 6pax. Airport Just 10 Minutes from Madrid Barajas AIRPORT in MADRID Designed for 2/3/4/5/6 People. Discover a duplex that redefines luxury in MADRID! This amazing space combines avant-garde design with dazzling lighting. From the first moment, the infinity effect of the views will take your breath away, creating a magical connection with the horizon. Every corner radiates elegance and sophistication. A visual experience that will captivate you!

Superhost
A wooden terrace showcases two armchairs and a small table, surrounded by lush greenery. The scenic view of rolling hills and trees highlights the natural beauty of the area, providing a peaceful setting for relaxation.
Cottage in Río Cofio
4.84 out of 5 average rating, 233 reviews

Cozy and bright country house. 22-meter terrace

CLOSED PLOT WITH ANTI CATERPILLAR TREATMENT Murmur of the river..Nature at its best..Relax..Evenings in the company of the moon... Unique skies.. Clear views of the majestic mountain of Sta Catalina. Eagles... walks to the river that is 50 meters away... smell of greenery... cozy house... Paraguayan hammocks... barbecue... swimming pool in the development... cool nights... pure air... quiet mornings and also everything you need: wifi, air conditioning, coffee, TV, board games

Guest favourite
A spacious garden area is depicted, featuring a well-maintained lawn and a stone patio. Potted plants are arranged around the space, while trees and hedges provide a natural border. The house looms above, offering a glimpse of a balcony that overlooks the greenery.
Villa in La Estación
4.92 out of 5 average rating, 145 reviews

Very charming villa with a nice and spacious garden

It is a beautiful, charming and cozy stone and wood house, ideal to forget about the daily tensions of the city. It is very well equipped and well maintained. It has a stately garden in the front, very nice and independent. The house has 4 rooms facing the outside, with lots of light, and two separate bathrooms. A living room with a stone fireplace and a large window with beautiful mountain views. In the back, there is a large wooden porch for spending time together.

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
4.94 out of 5 average rating, 152 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
A serene outdoor space showcases a modern swimming pool framed by a stone patio. A vibrant sunset casts warm hues across the sky, while a hammock and sun loungers invite relaxation. Lush greenery and mountains provide a picturesque backdrop.
Chalet in Segovia
4.97 out of 5 average rating, 111 reviews

A chalet with a pool and dreamy sunsets

Enjoy a special getaway in our cozy villa, 45 minutes from Madrid, in the private development Los Angeles de San Rafael (Segovia). A home with charm and modern design, with 3 bedrooms: 2 with a 1.50 bed and 1 with a double bed. It has 2 bathrooms, one en-suite with a dressing room. Everything is ready for you to live a few unique days. Private salt chlorination pool with thermal canvas, barbecue grill and air conditioning in all rooms for your maximum comfort.

Top Guest favourite
A dining area features a modern glass table surrounded by four green velvet chairs. Exposed wooden beams add warmth to the ceiling, while a peacock mural provides a focal point on one wall. The space is enhanced by natural light from nearby windows.
Apartment in Toledo
4.97 out of 5 average rating, 268 reviews

Synagogue 6-Deluxe with Terrace

The Sinagoga 6 apartment is located next to the cathedral, and has a private 45 m2 terrace with magnificent views of its tower. It occupies the second floor and terrace of a building built around 1900. It has magnificent views over the cathedral and is located a few meters from Calle Hombre de Palo, the city's main thoroughfare that connects Zocodover with the Plaza del Ayuntamiento and Cathedral. The house has undergone a complete restoration inside.

Superhost
A pathway of smooth stones leads to a covered porch, flanked by greenery and softly illuminated by warm outdoor lights. The surrounding trees add to the tranquil ambiance of the cabin's entryway, creating a serene transition from nature to the living space.
Cabin in La Atalaya
4.91 out of 5 average rating, 298 reviews

Ecological cabin with Jacuzzi 40°

Discover this eco-friendly cabin less than an hour from Madrid, perfect for disconnecting among trees and silence. Unwind in the 40°C jacuzzi under a starry sky, or enjoy breakfast under the pergola surrounded by greenery. Complete privacy and a 950 m² fenced plot so your dogs can run free and safe. 🏙️ Madrid – 55 minutes by car 🏞️ San Juan Reservoir – 12 min by car 🌳 El Castañar (and hiking trails) – 15 min by car

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, 104 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?

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Avg. price$223 NZD$213 NZD$231 NZD$254 NZD$260 NZD$283 NZD$291 NZD$296 NZD$262 NZD$238 NZD$236 NZD$269 NZD
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Frequently Asked Questions

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

    Sierra Oeste has more than 440 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Sierra Oeste with our guesthouse rentals, starting at about $50 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 apartment rentals in Sierra Oeste have air conditioning?

    Absolutely! We offer over 50 apartment rentals with air conditioning in Sierra Oeste. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Sierra Oeste have a kitchen?

    Absolutely! We offer over 10 guesthouse 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 bed and breakfast rentals in Sierra Oeste have free parking?

    Absolutely! We offer over 10 bed and breakfast 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 40 homes with free parking, over 20 homes with air conditioning, over 40 homes with wifi, over 50 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Sierra Oeste

  • Total holiday rentals

    Explore 690 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 15,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    440 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

    560 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

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