Cottage holiday rentals in Sierra Oeste

A spacious living area features a light-colored sofa facing a stone fireplace. A wooden coffee table sits in front, while a cabinet along the wall displays decorative items. Natural light enters through a window adorned with a vibrant curtain.

4.94 out of 5 average rating, 100 reviews

Estajero Rural House

Casa del año 1855 totalmente rehabilitada en el año 2022. Sus 120m2 se distribuyen en salón comedor con chimenea, cocina totalmente amueblada y equipada, 2 baños, 2 habitaciones dobles, una individual con opción de cama supletoria, patio interior con barbacoa. Garaje privado opcional. Calefacción y chimenea de leña (cajón de leña para 3-4 días a 12€) No se permiten fiestas La localidad cuenta con supermercado, carnicería, pescadería, farmacia, restaurante... polideportivo y piscina municipal

4.91 out of 5 average rating, 145 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).

A compact living area features a white sofa adjacent to a glass dining table. A television is positioned on a dark cabinet, while framed artwork decorates the walls. A staircase leads to the upper floor, and a wooden door is visible at the end of the corridor.

4.77 out of 5 average rating, 135 reviews

Sotillo de la Adrada, V. del Tietar, (Toledo & Ávila)

Sotillo is relaxing, leafy roads, majestic woodlands, fountains and springs, thousand-year-old chestnut trees, it is the Tietar Valley, equidistant (Toledo-Ávila) Of interest: ponds and natural pools (Pinara, Nieta, Abuela) Piedralaves, the Castañar in the Rozas de Puerto Real, Casillas, botanical garden of the Tietar Valley, refuge of Majalavilla, reservoir of the Morales, the Castle of the Adrada, the Zahurdas, the high Mirlo, based on the number of guests some room could be closed.

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.

4.97 out of 5 average rating, 100 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, dinners under the stars, and 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. Imagine waking up to the pure mountain air and having breakfast on a private terrace with endless views.

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.

4.88 out of 5 average rating, 126 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!!!

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.

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.

A private pool surrounded by lush greenery offers a refreshing retreat. Two lounge chairs, one in red and one in black, are positioned beside the pool, inviting relaxation. A large umbrella provides shade, and the tranquil atmosphere is enhanced by the natural setting.

4.91 out of 5 average rating, 305 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

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.

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.

The charming stone exterior of the casita is complemented by a bright red roof. A well-maintained green lawn is bordered by a wrought iron fence. The entrance is framed by decorative gravel and edged with trees, creating a welcoming outdoor space.

4.94 out of 5 average rating, 231 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.

An outdoor space featuring a circular pool, surrounded by wooden decking and artificial grass. Sun loungers and areas for relaxation are visible, along with a barbecue grill. Scenic views of the mountains and lush greenery frame the landscape, creating a peaceful retreat.

4.85 out of 5 average rating, 127 reviews

MaderaVieja - Jacuzzi & Pool

Casita -Madera Vieja-Nature&Relax- located in AMAVIDA (Ávila) has 2 large outdoor areas, a 40m2 patio that gives entrance to the house and a 100m2 back garden with swimming pool and barbecue area. All for private and exclusive use of guests. Centennial house built in 1900 that retains all the charm of the past. Enjoy hiking trails, the tranquility of the village and the sound of nature. Connect with the calm and tranquility of the place.

A bright bedroom features two spacious beds placed against a rustic wooden wall. Each bed is adorned with white linens and colorful decorative pillows. A glass door opens to a small balcony, allowing natural light to fill the room.

4.93 out of 5 average rating, 113 reviews

Esencia de Maryvan Rural House

Esencia de Maryvan is a charming country house located in the urban area of the town of El Vellón. Composed of two floors with independent access to each of them. The house will be rented in full. Check the number of people. Enjoy the large outdoor spaces such as the garden, barbecue, pool and large outdoor lounge. The house is located just 47 km from Madrid. You can also enjoy a relaxing stay and environment during your stay.

A spacious hot tub is positioned near large glass doors, allowing natural light to fill the area. Stone walls complement the modern fixtures. A glimpse of the outdoor balcony is visible through the doors, enhancing the tranquil atmosphere.

4.91 out of 5 average rating, 120 reviews

CASA RURAL CHOCOLATE HOUSE ROMANTIC GETAWAY

Casa de Chocolate is a family home renovated and decorated by all of us. We have put all our enthusiasm and dedication in every corner and detail to make you feel at home, a house where there has always been a lot of love, love like our parents professed, that's why it is an ideal house to enjoy as a couple. But not only as a couple you can enjoy love and life, that's why there is also space for enjoyment with friends.

Popular amenities for cottage rentals in Sierra Oeste

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

The exterior of the chalet is shown, featuring a two-story structure with a warm-colored façade and a tiled roof. A stone wall borders the property, and a covered terrace is visible at the front. Blue skies are present above, enhancing the inviting appearance.

4.88 out of 5 average rating, 16 reviews

luxury relaxation chalet

A scenic view reveals a vibrant landscape filled with clusters of purple wildflowers amid lush greenery. A quaint house is nestled in the background, surrounded by trees and rocky features, with mountains rising gently in the distance.

4.87 out of 5 average rating, 46 reviews

A house with a view

4.85 out of 5 average rating, 33 reviews

El Berrueco Rural House, private Jacuzzi 2/4 seats

A two-story house with a green façade and stone accents is surrounded by a well-maintained lawn. Outdoor seating arrangements are provided near the pool, which features a wooden deck. Lush trees offer shade, creating a serene outdoor environment for relaxation.

4.68 out of 5 average rating, 117 reviews

Las Herreras 1 Country House

A bedroom features a spacious bed with a patterned golden cover and decorative cushions. Two wooden bedside tables flank the bed, and natural light filters through two windows. A modern sculpture and candle holder adorn the wall above the bed, adding a touch of elegance.

4.75 out of 5 average rating, 20 reviews

CASA DE CUCU Navaluenga

A serene swimming pool reflects the surrounding greenery, with clear, inviting water. Stone steps lead to a well-maintained garden area, featuring lush foliage and a variety of plants. The sun casts gentle light on the stone wall of the house, enhancing the peaceful ambiance.

4.97 out of 5 average rating, 35 reviews

Zarzalejo Estación Stone Rural House

A cozy sleeping area features a spacious bed adorned with decorative pillows and a textured blanket. Antique wood furniture stands alongside the bed, complemented by soft lighting from lamps. Light filters in through large glass doors, which lead to an inviting outdoor space.

4.91 out of 5 average rating, 11 reviews

Molino Navarenas River, stone, mountain, nature

A two-story white house is framed by a well-maintained garden, featuring a large porch with potted plants and seating arrangements. The upper floor includes several windows with balconies, allowing natural light to fill the space. A clear blue sky with scattered clouds provides a serene backdrop.

4.95 out of 5 average rating, 57 reviews

Exclusive house in a rural setting

Pet-friendly cottage rentals

An indoor pool is surrounded by smooth stone walls and adorned with subtle lighting. A gentle waterfall feature creates a serene atmosphere, while the reflection of soft blue water illuminates the room. The ceiling showcases wooden beams, enhancing the spacious feel of the area.

4.96 out of 5 average rating, 25 reviews

Casa Tio Peguero - Pool Spa

A round wooden dining table is surrounded by eight chairs, offering ample seating. Soft lighting is provided by a pendant lamp above, while a stylish mirror leans against the wall. A white sofa area is visible in the background, creating a cozy gathering space.

4.83 out of 5 average rating, 65 reviews

Casita El Acebo

A private outdoor space features a swimming pool with a metal ladder, surrounded by sun loungers. A shaded dining area with wooden furniture is positioned nearby, complemented by greenery and a stone pathway leading to the entrance of the chalet.

4.84 out of 5 average rating, 109 reviews

River House

An open living space features wooden beams and terracotta flooring. Natural light filters through large windows, illuminating the cozy seating area. A rustic dining table is set nearby, complementing the warm, inviting atmosphere of the home.

4.98 out of 5 average rating, 57 reviews

El Palomar I - country house for 6/8 people

A welcoming living area features two comfortable sofas adorned with cushions in shades of orange and gray. A minimalist fireplace is set against a light-colored wall, surrounded by stacked logs. Small wooden tables are positioned on a striped rug, complemented by soft lighting from table lamps.

4.94 out of 5 average rating, 53 reviews

La Alberca: House with a garden and pool

A shaded outdoor seating area features a modern rattan furniture set with cushions in green. A low table sits in the center, accompanied by decorative wall hangings and a potted plant nearby. Natural light filters through the open sliding door, enhancing the relaxed ambiance.

4.96 out of 5 average rating, 57 reviews

Alsaudade. Peace and quiet very close to Toledo

4.7 out of 5 average rating, 46 reviews

El Paraíso Country house, views VUT45012320812

A spacious living area features a white sofa with colorful patterned cushions and a vivid red sofa. A fireplace and an intricately decorated wall are visible, contributing to the inviting atmosphere. Large windows allow natural light to fill the room, enhancing the cozy space.

4.88 out of 5 average rating, 17 reviews

vivienda rural con piscina y jardín VUTAV006257

Private cottage rentals

4.94 out of 5 average rating, 54 reviews

Refugio del Nogal (Cercedilla)

A stone fireplace with a cozy fire creates a warm focal point in the living area. Wooden beams line the ceiling, and a soft glow is cast by a lamp beside a comfortable armchair. A television is positioned on a wooden stand, with light filtering through a window dressed in sheer curtains.

4.52 out of 5 average rating, 21 reviews

Álamo: Renovated country house in Rascafría

An open living area features a rustic stone wall and wooden beams. A large dining table is surrounded by light-colored chairs, with a vase of colorful flowers attracting attention. A comfortable seating area includes a soft armchair and a television on a white cabinet, creating a cozy atmosphere.

4.91 out of 5 average rating, 68 reviews

Casa Valle del Lozoya

A wooden sign is attached to a light-colored wall, displaying the name 'La Casita de Teléfonos' in a stylish script. The sign features a round emblem with a map outline, enhancing the local charm of the establishment.

4.98 out of 5 average rating, 66 reviews

La casita de teléfonos, disconnect and enjoy

The single-story brick house is surrounded by lush greenery and a stone pathway leading to the entrance. Warm sunlight casts a glow on the façade, showcasing large windows and a welcoming entryway. The roof features a distinctive design, adding character to the property.

4.75 out of 5 average rating, 53 reviews

La Casa de Marioneta less than an hour from Madrid

A single-story rural house is surrounded by greenery, showcasing a natural stone foundation and light-colored walls. Steps lead to a nearby wooded area, while large windows invite natural light into the space. A flat, grassy area provides a serene outdoor environment.

4.98 out of 5 average rating, 41 reviews

El Molino Rural House

The exterior of the house features a stone well surrounded by green grass, with a single black chair positioned nearby. The porch is adorned with colorful bunting, and there are two small tables visible under the shaded area, offering a welcoming outdoor space.

4.81 out of 5 average rating, 21 reviews

Master's House

The modern kitchen features a central island with seating, surrounded by light wood cabinetry and stainless steel appliances. A dining area is visible in the background with a large table and white chairs, illuminated by natural light from expansive windows.