Cottage holiday rentals in Sierra Oeste

Cottage in Cervera de Buitrago

A spacious terrace features a round glass table accompanied by four chairs and a large umbrella, providing shade. Stunning views of the Atazar reservoir and surrounding mountains are present in the background, with a clear blue sky enhancing the serene atmosphere.

4.87 out of 5 average rating, 163 reviews

Alto de Cervera, spectacular views

Magnificent house with spectacular views of the Atazar reservoir, comfortable house with two floors, 2 bedrooms upstairs and three downstairs. The rooms are opened according to the number of people, the common areas are left available throughout the house. A bathroom and toilet downstairs and a bathroom upstairs. Kitchen on both floors. Large terrace where you can enjoy the evening and the starry sky and glazed porch overlooking the reservoir on the ground floor. We have installed a removable pool for the summer.

Cottage in Cerro Matallera

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).

4.96 out of 5 average rating, 165 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, 115 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.

4.9 out of 5 average rating, 125 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 /HEATED POOL/ PICKLETBALL Not suitable for parties, or noises after 11:00 PM. *Ideal for Families and friends* Amant El Encinar is a 10,000m estate. It has a heated pool, paddle tennis court, pickleball, barbecue, ping pong, and billiards. All exclusive use of the tenants. Natural area of holm oaks just 58 kilometres from Madrid and 35 from Toledo. It is accessed from a 5.5 km dirt track, which takes 10 to 20 minutes. The house is for 8 people but we can accommodate up to 10

4.84 out of 5 average rating, 230 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, 123 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, 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.

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, 307 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

4.97 out of 5 average rating, 114 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

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.

4.94 out of 5 average rating, 232 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, 48 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

4.74 out of 5 average rating, 35 reviews

MANSION DELUXE VILLA ANGELES

Cottage in Casavieja

4.88 out of 5 average rating, 8 reviews

A beautiful and charming country house

A two-story chalet is depicted with a light-colored exterior and a tiled roof. The property features a covered porch and several windows, allowing natural light. A black car is parked in front of the home, while a stone wall and gate provide security.

Cottage in Santa Olalla

4.72 out of 5 average rating, 72 reviews

Chalet La gitana santa olalla

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

4.69 out of 5 average rating, 119 reviews

Las Herreras 1 Country House

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 San Bartolomé de Pinares

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

4.95 out of 5 average rating, 21 reviews

The image captures a tranquil scene at the riverside, featuring a rustic building with a red-tiled roof and white walls, surrounded by lush greenery. The water mirrors the clear blue sky, enhancing the peaceful atmosphere of this rural setting.

Cottage in Madrid

Finca La Cuadra, Esápate

4.91 out of 5 average rating, 70 reviews

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.

Cottage in Rascafría

Casa Valle del Lozoya

4.85 out of 5 average rating, 112 reviews

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.

Cottage in Móstoles

River House

4.96 out of 5 average rating, 57 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

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.

4.89 out of 5 average rating, 19 reviews

Country house with spectacular views

4.7 out of 5 average rating, 46 reviews

Cottage in Toledo

El Paraíso Country house, views VUT45012320812

Private cottage rentals

The exterior of the house displays a rustic design with brick walls and stone accents. Three windows with brown shutters are highlighted. A wooden front door is framed by a small set of steps leading to a stone-paved area, offering easy access.

Cottage in Ávila‎

4.83 out of 5 average rating, 6 reviews

Casa Armonía, Rural comfort next to Ávila capital.

Cottage in Garganta de los Montes

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, 180 reviews

La Casita del Lobo, house in the mountains.

4.95 out of 5 average rating, 55 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 Manzanares el Real

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.

4.91 out of 5 average rating, 47 reviews

Accommodation in Manzanares el Real

Cottage in San Bartolomé de Pinares

The open-concept kitchen and dining area features modern appliances, including a refrigerator and washing machine. Light wood flooring extends throughout, complemented by a staircase leading to the upper level. A small dining table with stools adds functionality to the space.

4.91 out of 5 average rating, 58 reviews

CASCORRO RURAL HOUSE

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.

4.98 out of 5 average rating, 66 reviews

La casita de teléfonos, disconnect and enjoy