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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
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, 84 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.

Top Guest favourite
A rustic wooden house with a sloping roof is surrounded by tall trees and natural foliage. The structure features a stone-bordered entrance and multiple windows, blending harmoniously with the wild landscape. Sunlight filters through the leaves, casting gentle shadows on the exterior.
Home in Barraco
4.97 out of 5 average rating, 36 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
A modern living space features a gray sofa and a simple white coffee table. Large windows provide views of lush greenery outside, while soft lighting highlights the room's warm tones. Two abstract wall art pieces add a subtle decorative touch to the neutral walls.
Apartment in San Martín de Valdeiglesias
4.88 out of 5 average rating, 74 reviews

Superhost | Very close to the lake

Desconecta de la rutina sin salir de Madrid en un bonito loft, de los más cercanos al embalse de San Juan, con impresionantes vistas y una playa a pocos pasos. También ofrecemos PASEOS EN VELERO de 2h por 155€ (precio incluido para 4 personas). El alojamiento dispone de chimenea decorativa, radiadores, Smart TV, cama doble, sabanas, nórdico, sofá cama, baño con ducha, cortinas opacas y toldo. No suele haber cobertura, pero el WIFI es excelente y admite llamadas wifi. LGBTIQ+ friendly.

Guest favourite
Home in San Martín de Valdeiglesias
4.88 out of 5 average rating, 151 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.

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, 228 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

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, 57 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.

Guest favourite
Apartment in Casa de Campo
4.84 out of 5 average rating, 19 reviews

Small and charming studio.

Encantador Estudio recien reformado en la zona de casa de Campo. Ubicado en una de las zonas más vibrantes y emergentes de Madrid, se encuentra a solo 3min caminando del metro Batan y a 4 paradas de metro de la plaza España - Gran Vía. Con un estilo contemporáneo y funcional, el estudio se encuentra a estrenar y cuenta con todos los detalles necesarios para ofrecerte una experiencia única. Cuenta con una cama de medidas 120cm x 190cm idealmente para una persona.

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
4.93 out of 5 average rating, 129 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.

Superhost
An open loft area is highlighted by exposed wooden beams and a vibrant wall decoration. A potted plant adds a touch of greenery. Natural light pours in through skylights, illuminating the rustic design that complements the stone walls.
Cottage in Hoyo de la Guija
4.85 out of 5 average rating, 190 reviews

Peguerinos: house with jacuzzi, fireplace and garden

Disconnect and relax 1 hour from Madrid, in an authentic village in the Sierra de Guadarrama. "La Margarita" is a charming, very cozy house, built on an old stone barn completely renovated with noble materials. It has a jacuzzi, fireplace, wifi and a small private garden with barbecue. Very close to a swamp and large pine forests: hiking, mountain biking, horse or donkey riding, mushroom picking. Ideal for romantic getaways, relaxing or enjoying as a family.

Top Guest favourite
A tranquil swimming pool is surrounded by lush greenery, inviting relaxation. Sun loungers are positioned at the poolside, complementing the serene environment. The charming stone house is visible in the background, framed by trees under a clear blue sky.
Cottage in La Estación
4.97 out of 5 average rating, 113 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.

Guest favourite
An open interior space is displayed, featuring a spacious bed with fresh linens. A small kitchen area is visible, alongside a dining table with two chairs. Natural light illuminates the room, highlighting a cozy sofa with decorative cushions and a stylish sideboard.
Guesthouse in Zarzalejo
4.9 out of 5 average rating, 107 reviews

A guest house in the Sierra's natural setting

Our guest house is located in a large 1 Ha garden where you can isolate yourself from everything in the middle of nature in the Sierra Oeste. 45 minutes from Madrid, in a quiet village where you can take beautiful walks, bike routes, enjoy the surroundings or simply relax in our garden full of roses and fruit trees. The detached house will give you great privacy with all the amenities. We have two good, playful mastiffs that are loose in the garden

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 $14 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, 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