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Holiday houses in Sierra Oeste

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Top-rated holiday rentals in Sierra Oeste

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Guest favourite
A charming outdoor terrace is fitted with a wooden dining table surrounded by woven chairs. A cozy bench with cushions provides additional seating. Lush greenery offers a natural backdrop, while a light fixture hangs overhead. A variety of dishes and fruits are arranged on the table.
Apartment in San Martín de Valdeiglesias
4.95 out of 5 average rating, 82 reviews

Entire Accommodation. Great Swamp Views 1

Everything to disconnect from the routine, the Paraíso San Juan apartment is unique and very relaxing. Ideal for couples. A private room with a 150 cm bed. Self check-in: access the accommodation with the smart lock. Living room: sofa bed, smart TV and decorative electric fireplace. Kitchen: stove, refrigerator, and microwave. Wi-Fi network suitable for working. It has a terrace with a dining area and a chill-out sofa-bench with views. Pets max. 8kg. Close to beaches ideal for all kinds of activities.

Superhost
A spacious loft features a large window with views of green hills, allowing natural light to fill the room. A stylish electric fireplace is positioned beside a Smart TV mounted on a stone accent wall. A comfortable double bed and a seating area are present.
Apartment in San Martín de Valdeiglesias
5 out of 5 average rating, 3 reviews

Super Host | Near the lake

Disconnect from the routine without leaving Madrid in a beautiful loft, one of the closest to the San Juan reservoir, with stunning views and a beach just a few steps away. We also offer 2-hour SAILING TRIPS for €155 (price included for 4 people). The accommodation has a decorative fireplace, radiators, Smart TV, double bed, sheets, duvet, sofa bed, bathroom with shower, opaque curtains and awning. There is usually no coverage, but the WIFI is excellent and supports wifi calls. LGBTIQ+ friendly.

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 Barraco
4.97 out of 5 average rating, 35 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.

Superhost
Home in San Martín de Valdeiglesias
4.88 out of 5 average rating, 149 reviews

Romantic Triplex with Jacuzzi + Musical Thread

Welcome to Casa Capricho, the jewel in the crown, the magnificent Jacuzzi in the main room available all year round and a piped music system throughout the house. Less than 1 hour from Madrid, it's perfect for a getaway with friends, family, or perfect for those looking for a romantic retreat with their partner. Treat yourself to the pleasure of relaxing in the spacious Jacuzzi located in the master bedroom, set with your favorite music through the integrated piped music system.

Top Guest favourite
Train in Guadarrama
5 out of 5 average rating, 28 reviews

A Wagon in the Garden. Enjoy the Ride.

Enjoy a unique experience in an authentic train car from the 1940s, with a special charm, located in the private garden of my house and surrounded by pine trees, at the foot of the Guadarrama National Park. A cozy retreat with a wooden terrace, full kitchen, bathroom and bedroom. Enjoy great restaurants and nature trails, just 40 km from Madrid, with access by car, train or bus. A stone's throw from El Escorial, Navacerrada, Cercedilla and the most magical villages in the Sierra

Guest favourite
Apartment in San Martín de Valdeiglesias
4.95 out of 5 average rating, 22 reviews

Apartment with terrace in the Pantano de San Juan.

Apartamento cómodo moderno y luminoso con terraza, ubicado en un entorno tranquilo y rodeado de naturaleza, a pocos minutos del Pantano de San Juan. Ideal para parejas o viajeros que buscan descanso, silencio y una escapada relajada cerca de Madrid. Espacio moderno, acogedor y bien equipado para disfrutar del entorno con total comodidad. Dispone de Wi-Fi de alta velocidad, por lo que también es una buena opción para teletrabajar en un ambiente silencioso y sin distracciones.

Top Guest favourite
A private pool measuring 12 meters is surrounded by lush green artificial grass. Two lounge chairs are positioned nearby, alongside a small blue umbrella. Fenced areas and grass offer privacy and comfort, with a backdrop of trees and a wooden structure visible in the distance.
Apartment in Valdemorillo
4.98 out of 5 average rating, 56 reviews

New modern independent unit in nature - 12m pool

Perfect place with private pool ideal for couples/small family and digital nomads. Pool: 12m pool available from June 1st till end of September. The house is new and well furnished, it has one double bedroom with beautiful sights, large living room with american kitchen, bathroom and washing room. Also, you will be able to enjoy your own garden! *High speed internet and aircon* The area is very quiet, lakes and different paths for hiking. Very near El Escorial.

Top 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
4.98 out of 5 average rating, 44 reviews

Old house with 3 bedrooms, refurbished

Less than an hour from Madrid is this renovated 19th century house, where stone and wood create a warm and cozy atmosphere. Perfect for disconnecting and recharging, whether it's a romantic getaway, with family or with friends, the living room has a large sofa and is perfect for enjoying movies on the 65" Smart TV. Madrid, Ávila, and Toledo - Less than an hour's drive and Pantano de San Juan - 10 minutes' drive The house has a Wine Cellar Museum that can be visited.

Guest favourite
A cozy wooden cabin is set against a blue sky with scattered clouds. A well-maintained garden surrounds a circular flower bed, featuring a variety of colorful blooms. The cabin's deck extends towards the grassy yard, providing a welcoming outdoor space.
Tiny home in Pelayos de la Presa
4.92 out of 5 average rating, 168 reviews

I House for couples with a Jacuzzi

Disconnect in this unique and relaxing place next to the Pantano de San Juan. Fully equipped. Canadian wooden house with air conditioning and heating. It consists of a living-dining room, bedroom area, kitchen, bathroom, and a living room with a Jacuzzi. Ideal for couples. You can use the pool in the assigned summer season. Access is shared with the main house. You have your own private garden area. Parking next to the house. Chill out terrace with mountain views.

Guest favourite
An outdoor space features a grill and a dining table surrounded by green chairs. A seating area with a sofa and a jacuzzi enhances relaxation. Lush grass and potted plants create a natural atmosphere, complemented by a shaded area for comfortable gatherings.
Home in El Espinar
5 out of 5 average rating, 36 reviews

El Espinar: BBQ and Winter Jacuzzi

Welcome to our house in El Espinar, between Ávila, Segovia and Madrid, and very close to the most beautiful landscapes of the Sierra Norte. Recently renovated, it is a comfortable and quiet place, ideal for teleworking, spending a holiday or simply disconnecting for a few days. It has a large capacity barbecue, gas paella pan, jacuzzi, swimming pool, high-speed Wi-Fi, work area, smart TV in the living room and bedroom, chillout with sofa and sun loungers.

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, 111 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.

Superhost
The exterior of the cabin is illuminated against a twilight sky, with large windows revealing a cozy interior adorned with wooden paneling. A comfortable seating area is visible, and soft lighting enhances the inviting atmosphere. Scenic views of the surrounding landscape are presented, showcasing the distant city lights.
Cabin in La Estación
4.9 out of 5 average rating, 73 reviews

Fantastic wooden cabin

The cabin is perfect for a romantic getaway for two. This cabin is located on a fenced 3000-meter plot, full of vegetation and nature. It is independent and offers stunning views and total privacy. Just a 3-minute drive from the village, with supermarkets, bars, and restaurants, and the possibility of walking 10/15 minutes. A 6-minute walk to the train station. One hour from Madrid. And 15 minutes from the Monastery of San Lorenzo del Escorial.

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.

  • 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.

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

    Yes! Work meets play with ease at over 350 vacation rentals in Sierra Oeste featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 90 homes with air conditioning, over 220 homes with a kitchen, over 180 homes with wifi, over 170 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Sierra Oeste have a kitchen?

    Absolutely! We offer over 220 house rentals with a kitchen in Sierra Oeste. Enjoy a tailored experience with all the comforts you desire.

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

    Four-legged friends are welcome in Sierra Oeste. Choose from more than 340 vacation rentals for guests traveling with pets.

  • Do cottage rentals in Sierra Oeste have wifi?

    Absolutely! We offer over 40 cottage rentals with wifi in Sierra Oeste. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Sierra Oeste have free parking?

    Absolutely! We offer over 40 cottage rentals with free parking in Sierra Oeste. Enjoy a tailored experience with all the comforts you desire.

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

    Experience the best of Sierra Oeste with our condo 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 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!

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 $15 AUD 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, Wi-Fi 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