Cottage holiday rentals in Sierra Oeste

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.

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, 136 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.

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, 165 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.

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.

4.9 out of 5 average rating, 125 reviews

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 pool. All for the 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

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, 115 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.

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, 230 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

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.

4.86 out of 5 average rating, 123 reviews

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!

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, 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

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, 114 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, 232 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.

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, 48 reviews

A house with a view

4.84 out of 5 average rating, 19 reviews

Tío Pancho Country House, Outdoor Jacuzzi 4/6 seats

4.88 out of 5 average rating, 8 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.

4.69 out of 5 average rating, 119 reviews

Las Herreras 1 Country House

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.

5 out of 5 average rating, 21 reviews

House in nature with a spa and large patio.

An outdoor view of a spacious property at night, featuring a well-lit swimming pool bordered by a manicured lawn. Comfortable lounge chairs are positioned beside the pool, creating an inviting space for relaxation. The house's architecture reveals multiple windows and a covered patio area.

5 out of 5 average rating, 21 reviews

Casa Rural Alma Del Tajo 5* Grand Luxury in Toledo

A charming rural house is featured, showcasing stone architecture complemented by vibrant orange walls. In the foreground, a hot tub and a swimming pool are visible, surrounded by a grassy area and lounge chairs, enhancing relaxation in the outdoor space.

4.77 out of 5 average rating, 53 reviews

LUXURY RURAL MANSION VILLA ADELA

Pet-friendly 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 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

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, 70 reviews

Casa Valle del Lozoya

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

5 out of 5 average rating, 29 reviews

The Fortress of Bernuy

A charming wooden chalet is set against a clear blue sky, showcasing a traditional gabled roof and multiple balcony spaces. The façade features dark wood paneling, while two main entrances and matching chairs are visible on the ground level.

4.88 out of 5 average rating, 17 reviews

La Huerta country house in Rascafría

The exterior of a rustic stone building is framed by lush greenery and mature trees. A gently flowing stream borders the property, enhancing the natural setting. A balcony is visible, featuring a simple railing that overlooks the surrounding landscape.

4.55 out of 5 average rating, 98 reviews

La Fragua del Río. A break for the senses.

Private cottage rentals

4.98 out of 5 average rating, 42 reviews

Casa Rural Dani. Escalona

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.

4.95 out of 5 average rating, 21 reviews

Finca La Cuadra, Esápate

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.

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, 55 reviews

Refugio del Nogal (Cercedilla)

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

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

A cozy living area features a green sofa and is framed by a rustic arch. Soft lighting is provided by pendant fixtures, while a wooden dining table and chairs are visible in the adjoining kitchen space. A television stands against a decorated side table.

5 out of 5 average rating, 41 reviews

Casa Flora - Charming country house

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.