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Vacation rentals in Sierra Oeste

Find and book unique accommodations on Airbnb

Top-rated vacation 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, 85 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, 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.

Guest favourite
Home in San Martín de Valdeiglesias
4.88 out of 5 average rating, 152 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
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
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 homes in Burgohondo
4.93 out of 5 average rating, 130 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
A cozy living area features a modern sofa and a flat-screen television mounted on the wall. A dining table with four chairs is positioned near large glass doors that open to a balcony, allowing natural light to illuminate the space. A brick fireplace adds warmth to the ambiance.
Apartment in San Martín de Valdeiglesias
4.87 out of 5 average rating, 167 reviews

San Juan Swamp Apartment

Small apartment on the first line of the reservoir with magnificent views in a private development in the San Juan reservoir, direct access to the reservoir and its private beaches (just a 3-minute walk away). Access to beaches ideal for all kinds of activities...kayaking, paddle surfing, water skiing, climbing, sailing, fishing, etc. Private parking, super quiet area. Air conditioning, Netflix, and fiber WiFi It is a habitual residence, not a tourist apartment.

Superhost
A balcony table is set for dining, featuring wooden surfaces with plates and glasses arranged neatly. Lush green mountains and the Monastery of El Escorial are visible in the background, under a bright blue sky with scattered clouds.
Apartment in San Lorenzo de El Escorial
5 out of 5 average rating, 5 reviews

"El Gorrión House"

"Casa El Gorrión" turns into a unique experience, surrounded by spectacular views and stunning natural surroundings. From the balcony, you contemplate the Monastery of El Escorial, a 16th-century gem and World Heritage Site, as well as the majestic landscape of the Machotas Mountains. The accommodation stands out for its attention to detail, which will make you feel at home. Our goal is to offer you a personalized and quality service. Permit VT-14872

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, 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.

Top guest favourite
A light-filled living area features a blue sofa, complemented by a patterned rug beneath. A small dining table with four white chairs is positioned nearby, while potted plants add a touch of greenery. A gentle glow is provided by a standing lamp against the neutral walls.
Apartment in Pueblo Nuevo
4.96 out of 5 average rating, 151 reviews

Apartment 4 pax near to Plaza de Toros Ventas

Apartment at street level. Ideal for business trips, study trips, medical matters, etc. with ceramic hob, refrigerator, washer/dryer, dishwasher, hot/cold air pump, microwave, Nespresso, complete kitchen utensils, kettle for infusions, double bed, sofa bed 190x150, smart TV, Wi-Fi, alarm, direct metro line to Sol (15”), large bathroom, rain shower, automatic gel dispensers. Garden area, very easy parking, with two children's playgrounds with swings

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
4.91 out of 5 average rating, 74 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.

Guest favourite
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, 288 reviews

Ecological cabin with Jacuzzi

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

Popular amenities for Sierra Oeste vacation rentals

When is the best time to visit Sierra Oeste?

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Avg. price$178 CAD$170 CAD$185 CAD$203 CAD$208 CAD$226 CAD$233 CAD$237 CAD$210 CAD$190 CAD$189 CAD$215 CAD
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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 vacation rentals in Sierra Oeste

  • Total vacation rentals

    Explore 690 vacation rentals in Sierra Oeste

  • Nightly prices starting at

    Sierra Oeste vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 15,930 verified reviews to help you choose

  • Family-friendly vacation rentals

    440 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 330 rentals that welcome pets

  • Vacation rentals with a pool

    320 properties feature pools

  • Rentals with dedicated workspaces

    340 properties have a dedicated workspace

  • Wifi availability

    560 of Sierra Oeste vacation rentals include wifi 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