Cottage holiday rentals in Sierra Oeste

4.94 out of 5 average rating, 107 reviews

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.

Cottage in Muñana

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

Cottage in Cerro Matallera

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).

4.91 out of 5 average rating, 128 reviews

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

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

4.97 out of 5 average rating, 117 reviews

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

Villa with pool and mountain views

Disfruta de la Sierra de Madrid en nuestra preciosa casa de piedra rodeada de vegetación. Te despertarás cada mañana con vistas a un increíble jardín con árboles frutales y flores y podrás tomar el desayuno en una gran terraza mirando el monte. Detalles como la escalera de caracol o los arcos de piedra hacen de nuestra casa un sitio especial y diferente. La piscina es súper refrescante durante estos meses y tiene iluminación nocturna para que puedas disfrutar de un baño bajo las estrellas.

4.96 out of 5 average rating, 166 reviews

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.

Cottage in El Espinar

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.

4.91 out of 5 average rating, 117 reviews

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.

Cottage in Madrid

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.

4.84 out of 5 average rating, 236 reviews

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

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

4.88 out of 5 average rating, 126 reviews

A covered terrace features stylish dark wicker furniture, including two armchairs and a small table. The view overlooks a sprawling landscape of rooftops and greenery under a cloudy sky, enhancing the sense of open space and tranquility.

Cottage in El Espinar

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!!!

4.86 out of 5 average rating, 126 reviews

The exterior of a two-story red house features a stone foundation and decorative railings on the upper level. Windows are framed with white shutters, and a wooden door is centered beneath the balcony. A paved pathway leads to the entrance.

Cottage in Maello

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!

Cottage in Hoyo de la Guija

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.

Cottage in Miraflores de la Sierra

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, 311 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

4.94 out of 5 average rating, 235 reviews

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.

Cottage in Los Molinos

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.

Popular amenities for Sierra Oeste cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.88 out of 5 average rating, 16 reviews

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.

Cottage in Navas del Rey

chalet relax luxury

4.88 out of 5 average rating, 49 reviews

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.

Cottage in Burgohondo

A house with a view

4.84 out of 5 average rating, 19 reviews

Cottage in Robledillo

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.

Cottage in Collado Mediano

4.75 out of 5 average rating, 36 reviews

MANSION DELUXE VILLA ANGELES

Cottage in Casavieja

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.

Cottage in Las Herreras

4.7 out of 5 average rating, 123 reviews

Las Herreras 1 Country House

A two-story structure is showcased, featuring a blend of textured brick and stone elements. Windows with wooden shutters are present, along with an arched entryway that leads to the garage area, enhancing the building's rustic charm.

Cottage in La Colilla

4.57 out of 5 average rating, 92 reviews

CASA RURAL LA CALAÑA, with Jacuzzi,Pool and Patio.

5 out of 5 average rating, 21 reviews

A modern living space is presented, featuring an open-plan kitchen and dining area. A sleek table with six black chairs occupies the center. Natural light floods in through two windows, illuminating the adjacent seating area with a gray sofa. Exposed brick walls add textural contrast.

Cottage in Aveinte

House in nature with a spa and large patio.

Pet-friendly cottage rentals

Cottage in Becerril de la Sierra

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

Cottage in Valverde del Majano

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

Cottage in Villa del Prado

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

4.74 out of 5 average rating, 54 reviews

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.

Cottage in Toledo

Casa rural con barbacoa y piscina

4.9 out of 5 average rating, 58 reviews

Cottage in Maello

Coto Puenteviejo country house

4.98 out of 5 average rating, 59 reviews

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.

Cottage in Segovia

El Palomar I - country house for 6/8 people

4.97 out of 5 average rating, 59 reviews

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.

Cottage in Alcabón

Alsaudade. Peace and quiet very close to Toledo

5 out of 5 average rating, 11 reviews

The rustic exterior of La Tinaja is displayed, featuring a two-story building with a combination of whitewashed and brick walls. Large windows with wrought-iron balconies create a welcoming facade. A wooden door is centered below the building's name, adding a charming detail to the entrance.

Cottage in Hernansancho

La Tinaja: rural charm with a pool

Private cottage rentals

Cottage in San Martín de Valdeiglesias, Madrid

A bright living room is featured, showcasing large windows that provide a panoramic view of the surrounding greenery. Comfortable seating is arranged with a low coffee table nearby, and a television is positioned in the corner, adding to the inviting atmosphere.

4.81 out of 5 average rating, 36 reviews

Villa with Private Pool & Lake Views · 1hr Madrid

4.95 out of 5 average rating, 56 reviews

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.

Cottage in Cercedilla

Refugio del Nogal (Cercedilla)

Cottage in Garganta de los Montes

A view of a tranquil pool surrounded by a stone patio, with two lounge chairs positioned nearby. Lush trees offer shade, while expansive mountain views stretch into the distance under a clear blue sky.

4.84 out of 5 average rating, 45 reviews

Peace and exclusive views over the Lozoya Valley

5 out of 5 average rating, 14 reviews

Cottage in Navahondilla

Villa in San Juan lake +Private pool +BBQ

Cottage in Miraflores de la Sierra

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

Cottage in Gargantilla 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.

4.99 out of 5 average rating, 68 reviews

La casita de teléfonos, disconnect and enjoy

4.71 out of 5 average rating, 48 reviews

Cottage in Toledo

El Paraíso Country house, views VUT45012320812