Some info has been automatically translated. Show original language

Cottage holiday rentals in Sierra Oeste

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Sierra Oeste

  • Total holiday rentals

    Explore 60 holiday rentals in Sierra Oeste

  • Nightly prices starting at

    Sierra Oeste holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Sierra Oeste holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sierra Oeste rentals

  • 4.9 Average rating

    Sierra Oeste stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated cottage rentals in Sierra Oeste

Guests agree: these cottages are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
The exterior of the house is constructed from stone and wood, featuring a large porch with comfortable seating. Lush greenery surrounds the property, while the upper balcony offers views of the garden below. A prominent stone chimney adds character to the inviting façade.
Cottage in Cerro Matallera
4.91 out of 5 average rating, 150 reviews

Casa Matallera - Mountain Retreat near Madrid

Beautiful house in Sierra de la Cabrera Guadarrama, 40 minutes from Madrid. Hiking, cycling, horse riding, leisure activities for families & a varied gastronomic offer. The loveliest municipal pool is just 10 km away. Very quiet area, ideal for disconnecting, resting, or working remotely. Large dining room, living room. Amazing fireplace and very well-equipped kitchen. Ideal for family gatherings, reduced weddings (30/40 pax) in spring and autumn (events subject to small extra payment to agree).

Guest favourite
An indoor pool area is highlighted by sleek glass walls and a wooden ceiling with exposed beams. Sunlight filters through the skylights, reflecting off the calm water. Comfortable loungers are positioned alongside the pool, creating a relaxing atmosphere.
Cottage in Toledo
4.91 out of 5 average rating, 130 reviews

Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue

PADEL /PISCINA CLIMATIZADA/ PICKLETBALL Para preservar la tranquilidad del entorno y el descanso de los vecinos, en esta casa *no se permiten fiestas, celebraciones, despedidas, música alta, gritos ni cualquier comportamiento que genere ruido molesto, tanto de día como especialmente por la noche.* Cuenta con Piscina climatizada, Pista de pádel, Pickleball, barbacoa, ping pong, billar. Todo uso exclusivo de los inquilinos. Se accede a ella desde una pista de tierra de 5,5 km se tarda 10 a 20min

Guest favourite
Cottage in Los Angeles de San Rafael
4.96 out of 5 average rating, 170 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
The rustic stone house features large windows offering natural light and views of the surrounding grounds. A welcoming wooden door is visible, leading to a spacious entrance. A well-maintained pool is positioned in the foreground, surrounded by neatly trimmed grass.
Cottage in Madrid
4.92 out of 5 average rating, 119 reviews

Los Nerios Country house with pool

Los Nerios country house with swimming pool (Registered in the Tourist Companies Registry under number VT-13338), on the slopes of Pico de la Miel, a few kilometers from the Atazar reservoir. A house with lots of light, very large spaces and beautiful views of nature. Possibility of enjoying multiple sports activities: kayaking, paddle surfing, horseback riding for all levels (including children), hiking and climbing. Surrounded by a wide variety of gastronomic offerings. 12+1 pax.

Superhost
A spacious wooden terrace is showcased, featuring comfortable seating and a small coffee table. Lush greenery surrounds the area, with rolling hills visible in the background. The setting captures a peaceful ambiance, ideal for relaxation and enjoying the natural surroundings.
Cottage in Río Cofio
4.84 out of 5 average rating, 240 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

Superhost
A spacious terrace features a dining table surrounded by chairs, offering panoramic views of the landscape during sunset. Comfortable seating areas are arranged with wicker chairs and a glass-top table, providing a welcoming space to relax outdoors.
Cottage in Los Angeles de San Rafael
4.88 out of 5 average rating, 130 reviews

House with beautiful views. VUT-40/868

A house with beautiful views and a garden, modern construction, ideal for disconnecting in nature. Los Angeles de San Rafael development, with entertainment for all ages, golf, horse riding, water sky cable, inflatable slides, water sports, adventure sports, spa, lake and swimming pools. 20 minutes from Segovia and El Escorial and next to the Sierra de Guadarrama. Please don't hesitate to ask any questions or information about the activities available in the area!!!

Guest favourite
A well-equipped kitchen features a combination of wood and sleek surfaces. Modern appliances include a dishwasher and oven, while decorative tiles add visual interest. Greenery is positioned on shelves, and various utensils are neatly organized, enhancing the functionality of this inviting space.
Cottage in Maello
4.86 out of 5 average rating, 131 reviews

Casa Rosita: Enjoy the rural setting

Casa Rosita is a charming house in the middle of town. It has two floors with 4 spacious and bright rooms (3 with a double bed and 1 with 2 single beds), 2 full bathrooms with shower, fully equipped kitchen (with dining area and laundry room) and full living room with sofa bed. The village where it is located has a swimming pool, paddle tennis court, children's playground and numerous spaces for activities and outdoor walks. Enjoy and relax in an unbeatable setting!

Superhost
A rustic living area features natural stone walls and wooden beams. A dark sofa is complemented by a patterned rug and a low wooden table. Soft lighting from a nearby lamp creates a cozy ambiance, while a decorative basket and potted plant add touches of greenery.
Cottage in Hoyo de la Guija
4.85 out of 5 average rating, 192 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.

Guest favourite
The exterior of the house is adorned with lush green vines, blending seamlessly with the surrounding nature. A stone pathway leads up to the property, with decorative planters featuring flowers and shrubs. Tall trees and a lamp post contribute to the tranquil ambiance.
Cottage in Miraflores de la Sierra
4.91 out of 5 average rating, 315 reviews

Amazing garden and charming villa in the mountains

A beautiful renovated house from the 60s on a large 1500m plot with a private pool and large trees. Tranquility and privacy in the heart of the forest in one of the most beautiful villages in the Sierra de Madrid. You can walk for days through the forests and mountains of Guadarrama National Park from your doorstep. Great for two families to share. Totally charmingly equipped. Fireplace, gas BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

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, 120 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
Cottage in Los Molinos
4.94 out of 5 average rating, 241 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.

Top guest favourite
A sleeping area features a spacious bed with a leafy patterned duvet and matching pillows. A lamp is placed beside the bed, providing soft illumination. The room's wooden walls and round mirror add warmth, while a unique window design allows natural light to filter in.
Cottage in Rozas de Puerto Real
4.92 out of 5 average rating, 166 reviews

The Keep

A una hora de Madrid, de Toledo y de Ávila. Junto a su ya famosa Ruta de los Castaños. En el Valle del Tietar , a menos de 15 km de numerosas pozas que permiten el baño y del pantano de San Juan . Ideal para descansar. Ubicado en un entorno rural tranquilo, zona ZEPA, y rodeado de una dehesa, habitada por numerosos animales. Preciosos paseos y rutas, cerca del embalse de los Morales y a los pies del Alto del Mirlo.

Popular amenities for cottage rentals in Sierra Oeste

When is the best time to visit Sierra Oeste?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$297 SGD$296 SGD$280 SGD$277 SGD$282 SGD$332 SGD$339 SGD$335 SGD$300 SGD$289 SGD$296 SGD$300 SGD
Avg. temp4°C5°C7°C10°C14°C19°C22°C21°C17°C12°C7°C5°C

Destinations to explore

  1. Airbnb
  2. Spain
  3. Madrid
  4. Sierra Oeste
  5. Cottage rentals