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, 161 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).

4.97 out of 5 average rating, 112 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.

Cottage in Sotillo de la Adrada

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.

4.78 out of 5 average rating, 134 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.

4.96 out of 5 average rating, 163 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.

4.88 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!!!

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, 189 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

The exterior of a charming house is covered in vibrant autumn leaves, creating a striking contrast against a soft blanket of snow. Stone steps lead to the entrance, flanked by greenery and lampposts, while the landscape is adorned with seasonal colors.

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

4.9 out of 5 average rating, 124 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 court, Pickleball, barbecue, ping pong, pool table. All the exclusive use of the renters. Natural Paraje de Encinas just 58 kilometers from Madrid and 35 from Toledo. It is accessed from a 5.5 km dirt track it takes 10 to 20min The house is for 8 people but we admit up to 10

4.94 out of 5 average rating, 231 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.

4.85 out of 5 average rating, 126 reviews

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.

Cottage in Amavida

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.

4.93 out of 5 average rating, 113 reviews

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.

Cottage in El Vellón

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.

Popular amenities for Sierra Oeste cottage rentals

Kitchen

Wi-Fi

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

4.87 out of 5 average rating, 46 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

4.85 out of 5 average rating, 33 reviews

Cottage in Robledillo

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.

Cottage in Las Herreras

4.68 out of 5 average rating, 116 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.

Cottage in Navaluenga

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.

Cottage in Zarzalejo

4.97 out of 5 average rating, 35 reviews

Zarzalejo Estación Stone Rural House

Cottage in San Martín del Pimpollar

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.

4.9 out of 5 average rating, 10 reviews

Molino Navarenas River, stone, mountain, nature

5 out of 5 average rating, 10 reviews

A spacious bathroom features a rounded jacuzzi with multiple jets, positioned against a light-colored wall. Natural light enters through a window, highlighting the sleek, modern tiles and clean lines of the design.

Cottage in Baterna

Loft-style country house with a JACUZZI

Pet-friendly cottage rentals

4.91 out of 5 average rating, 68 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

4.52 out of 5 average rating, 21 reviews

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.

Cottage in Rascafría

Álamo: Renovated country house in Rascafría

4.84 out of 5 average rating, 108 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

4.98 out of 5 average rating, 57 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

4.96 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

4.69 out of 5 average rating, 45 reviews

Cottage in Toledo

El Paraíso Country house, views VUT45012320812

4.98 out of 5 average rating, 41 reviews

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.

Cottage in Gavilanes

El Molino Rural House

5 out of 5 average rating, 60 reviews

The image portrays a rustic stone building framed by trees, with reflective glass windows displaying a soft sunset glow. Steps lead up to the entrance, surrounded by greenery, creating a serene outdoor setting that complements the natural landscape.

Cottage in Casavieja

Molino Mellado

Private cottage rentals

4.94 out of 5 average rating, 54 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 Talavera de la Reina

The private swimming pool is framed by a glass fence, featuring a sun terrace with loungers and a shaded area provided by an umbrella. Lush greenery and flowering plants surround the pool, enhancing the tranquil outdoor setting.

4.81 out of 5 average rating, 136 reviews

Country House at Finca La Pastera

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, 18 reviews

A rustic well with an ornate iron hook stands in the foreground, complementing the stone house in the background. The house features large windows and a red-tiled roof, surrounded by green trees and natural landscapes illuminated by the soft glow of evening light.

Cottage in Navaluenga

Finca del Carmen

4.67 out of 5 average rating, 108 reviews

A private swimming pool is surrounded by a well-maintained lawn and gardens. The water is clear, and the pool's edge is finished with tiles. In the background, lounge chairs are arranged for relaxation, set against the backdrop of the house and greenery.

Cottage in Yeles

House with pool between Madrid and Toledo

Cottage in Paredes de Escalona

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, 52 reviews

La Casa de Marioneta less than an hour from Madrid

Cottage in Pedro Bernardo

A view of a charming yellow house with a stone lower facade, set against a clear blue sky. Lush green plants in pots line the pathway, contributing to the serene atmosphere. Nearby rooftops with traditional tiles add to the rural character of the surroundings.

4.97 out of 5 average rating, 30 reviews

Casa Artísta: The Magic of Tiétar