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, 106 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, 146 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).

The wooden house is surrounded by lush greenery and stone landscaping. Sunlight filters through the trees, illuminating the natural elements. A stone seating area is visible in the foreground, with the house featuring large windows and a welcoming porch.

4.96 out of 5 average rating, 166 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.

The image features a rustic stone house surrounded by lush greenery and tall pine trees. A gently sloping path leads to a small, natural swimming pool. The terrain showcases earthy tones, and the mountains rise majestically in the background under a cloudy sky.

4.97 out of 5 average rating, 234 reviews

Casa Rural Refugio los Perdigones (Rural House)

The house is charming, adapted to the natural environment, it was restored maintaining the original materials, stone, bricks and handmade clay tiles, chestnut wood... The electricity comes from solar panels and a generator It has 4 bedrooms, 2 full bathrooms, 1 kitchen and dining room. A glazed porch with a sofa and table, it also has a porch and outdoor table with a large garden. Fireplace and heating. (Firewood for a fee €20) Private parking. Away from the noise. Massage for a fee.

A rustic stone house features a charming façade with a combination of rough stone and wooden accents. Steps lead up to the entrance, framed by well-maintained greenery. The structure is complemented by traditional tile roofing, evoking a warm and welcoming presence amid the natural surroundings.

4.91 out of 5 average rating, 117 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.

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.

4.91 out of 5 average rating, 127 reviews

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

PADEL /HEATED POOL/ PICKLETBALL To maintain the peace and quiet of the area and to ensure that neighbours can rest, *parties, celebrations, stag/hen dos, loud music, shouting or any behaviour that causes a nuisance are not permitted in this property*, either during the day or, in particular, at night. It has a heated pool, paddle court, Pickleball, barbecue, ping pong, pool table. All the exclusive use of the renters. It is accessed from a 5.5 km dirt track it takes 10 to 20min

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.

4.84 out of 5 average rating, 233 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

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, 191 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, 310 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, 117 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, 233 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.

4.91 out of 5 average rating, 125 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.

4.88 out of 5 average rating, 49 reviews

A house with a view

4.84 out of 5 average rating, 19 reviews

Tío Pancho Country House, Outdoor Jacuzzi 4/6 seats

An indoor recreational area features a small swimming pool beside a jacuzzi. Sheltered by a transparent roof, the space is surrounded by smooth stone walls. Multiple lounge chairs are arranged near the pool, with a dining table visible in the background.

4.75 out of 5 average rating, 36 reviews

MANSION DELUXE VILLA ANGELES

4.89 out of 5 average rating, 9 reviews

A beautiful and charming country house

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.

4.7 out of 5 average rating, 122 reviews

Las Herreras 1 Country 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.

4.94 out of 5 average rating, 16 reviews

Molino Navarenas River, stone, mountain, nature

A recreational area features a billiards table with a set of colorful balls arranged on it. Cozy seating is provided with a blue sofa and a bar counter with stools. Soft lighting illuminates the room, which includes a fireplace and a TV on the wall.

4.85 out of 5 average rating, 119 reviews

El olival.es

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, 26 reviews

Casa Tio Peguero - Pool Spa

A spacious living area features wooden beams and a central skylight. A stone wall houses a modern fireplace, while a large plant adds a touch of greenery. Comfortable seating is arranged around a rustic wooden table, with a television visible in the background.

5 out of 5 average rating, 28 reviews

Agustín's house

A scenic view captures a backyard with a spacious swimming pool surrounded by loungers. Planters filled with greenery frame the foreground, while rolling hills and a cloudy sky are visible in the background, enhancing the tranquil setting.

4.66 out of 5 average rating, 35 reviews

House for 12, swimming pool, and barbecue

The crystal-clear pool reflects the surrounding greenery and home structure. A sun terrace with loungers and a barbecue area is visible, inviting relaxation and outdoor dining amidst a serene environment.

4.74 out of 5 average rating, 54 reviews

Casa rural con barbacoa y piscina

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, 69 reviews

Casita El Acebo

4.89 out of 5 average rating, 57 reviews

Coto Puenteviejo country house

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.

4.97 out of 5 average rating, 59 reviews

Alsaudade. Peace and quiet very close to Toledo

A modern kitchen features wooden cabinetry and a mix of appliances, including a microwave and a retro-style refrigerator. A large wooden dining table is surrounded by colorful chairs. Two doors are visible in the background, adding an element of symmetry to the space.

4.9 out of 5 average rating, 21 reviews

Country house with spectacular views

Private cottage rentals

An outdoor seating area features a combination of white-framed benches and chairs with cushions in soft shades. A wooden table sits at the center, surrounded by natural stone walls and greenery. The space offers a cozy atmosphere for relaxation or socializing.

4.94 out of 5 average rating, 18 reviews

Cute and cozy stone cottage

A swimming pool is surrounded by a yellow fence for safety, with a smooth concrete deck featuring a bench nearby. Lush green trees are visible in the background, and a clear blue sky enhances the bright outdoor setting.

4.73 out of 5 average rating, 108 reviews

"El granado" country house

An outdoor space is framed by a rustic stone wall, enhanced with climbing greenery. A small table is set with dishes and surrounded by two folding chairs. Nearby, a basket of logs is positioned against the wall, adding to the natural ambiance.

4.64 out of 5 average rating, 183 reviews

La Casita del Lobo, house in the mountains.

The exterior of a stone house features a terracotta roof and black shutters on the windows. A shaded outdoor dining area with tables and chairs is visible in the foreground. Lush greenery partially frames the house, highlighting its rustic charm and inviting setting.

4.95 out of 5 average rating, 56 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.

4.55 out of 5 average rating, 22 reviews

Álamo: Renovated country house in Rascafría

The exterior of a charming stone house is framed by lush greenery and features a sloped roof. A covered porch with comfortable seating is visible, alongside a well-maintained garden that leads to a tranquil pool area, with natural rock formations in the background.

4.92 out of 5 average rating, 48 reviews

Accommodation in Manzanares el Real

A well-maintained outdoor area features a blue swimming pool bordered by a tiled edge. Sun loungers are positioned on a lush green lawn, with olive trees providing shaded spots. A spacious patio with a built-in seating area is visible in the background against a white wall.

4.89 out of 5 average rating, 64 reviews

Casa La Palmera… to enjoy with friends/family!

A spacious living area includes a stone fireplace and wooden storage units. Two cozy seating arrangements are positioned around a circular coffee table. A dining table featuring wooden chairs is visible in the background, enhancing the room's functionality.