Holiday houses in Cabanillas de la Sierra

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Top-rated holiday rentals in Cabanillas de la Sierra

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

The exterior view of the chalet features a white facade adorned with wooden shutters. A sturdy wooden door is visible, accompanied by decorative plants. A small set of steps leads to the entrance, offering a welcoming access point to the home.

Home in Navalafuente

Family cottage with pool and BBQ

Family villa in a residential development 3 km (1.9 miles) from Navalafuente, in the Sierra Norte de Madrid. It has very nice views, a garden, a barbecue grill, and a swimming pool. It is NOT a 5-star premium villa: It's a bit old and has some flaws. Now, it's a "living" house and we love to enjoy it, take care of it and share it, as it has a lot of charm. There are many games and books for children and, in principle, all the comforts to have a good time, especially for families with children looking for a getaway from the city.

4.92 out of 5 average rating, 25 reviews

Guest favourite

A private pool with lounge chairs is framed by a lush garden. The pool area is bordered by greenery, and a covered seating area can be seen in the background. The property features well-maintained landscaping and a charming stone structure with terracotta roofing.

Villa in Uceda

Shangrila Space Estate

RURAL HOUSE of Castilla -La Mancha. Registration Number: 19012128183 Classification in the 4 green star category. House in Uceda, bordering the countryside, 50 minutes from Madrid. Located on a large estate with a beautiful garden. Original, comfortable and very bright. Cool in summer and warm in winter, with heating, a fireplace, and a wood stove. 2 full bathrooms, fully equipped kitchen, with an island and open to the living-dining room. Garage, swimming pool, wood and gas barbecue and garden furniture.

4.93 out of 5 average rating, 103 reviews

Top Guest favourite

Cottage in Cerro Matallera

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).

4.92 out of 5 average rating, 155 reviews

Guest favourite

A well-maintained outdoor space features a round table complemented by two metal chairs, situated on a green lawn. Lush shrubs and plants provide a natural backdrop, while a terrace area is visible in the distance, enhancing the outdoor setting.

Chalet in Soto del Real

Chalet with garden in Soto del Real (10 pax)

Individual villa in the Sierra de Madrid, in the urban center of Soto del Real. Unbeatable location. Perfectly connected. All services are a 5-minute walk away. Perfect for spending a few days with family or friends. Living room, kitchen, dining room, 1 bedroom and a full bathroom on the ground floor. 3 bedrooms, another full bathroom and terrace overlooking the Sierra de la Pedriza on the upper floor. It has a barbecue. Parking is available on the property. Pets are allowed. VT-15209.

4.87 out of 5 average rating, 123 reviews

Guest favourite

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.

4.92 out of 5 average rating, 124 reviews

Top Guest favourite

A dining area showcases a glass table set with elegantly arranged plates and various utensils. A vase filled with red roses serves as the centerpiece, while expansive windows provide panoramic views of the surroundings, allowing natural light to fill the space.

Apartment in San Sebastián de los Reyes

Madrid´s sky Luxury Penthouse 6Pax. 10 min Airport

Madrid´s Sky Luxury Penthouse 6pax. Airport Just 10 Minutes from Madrid Barajas AIRPORT in MADRID Designed for 2/3/4/5/6 People. Discover a duplex that redefines luxury in MADRID! This amazing space combines avant-garde design with dazzling lighting. From the first moment, the infinity effect of the views will take your breath away, creating a magical connection with the horizon. Every corner radiates elegance and sophistication. A visual experience that will captivate you!

4.98 out of 5 average rating, 248 reviews

Guest favourite

A small pool is framed by a stone patio, offering a refreshing space for leisure. Surrounding greenery adds a layer of privacy. The pool area is bordered by a white wall and is adjacent to a building with a white exterior, enhancing the outdoor setting.

Chalet in Torrelaguna

Villa in Torrelaguna,

Chalet with 4 bedrooms and a sofa bed in the living room for a total of 10 people It has 2 full bathrooms, living room and dining area inside and a large kitchen. It has a large garden, with barbecue area and covered wood-burning oven. To cool off in summer, it has a small swimming pool, which does its job perfectly. It is in the urban centre of Torrelaguna, in a very quiet area, without traffic or annoying noises. Ideal for families who want to spend quiet days

4.86 out of 5 average rating, 56 reviews

Top Guest favourite

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.

Cottage in Miraflores de la Sierra

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

4.91 out of 5 average rating, 324 reviews

Superhost

Home in Redueña

A beautiful flat in the town of Redueña

A beautiful flat in the municipality of Redueña, situated in the Sierra Norte region of Madrid, 56 km from the capital, in a peaceful setting surrounded by nature; close to Guadalix de la Sierra, Torrelaguna, El Molar, La Cabrera, Presa del Atazar, Patones de Arriba... It is a very peaceful, bright flat, combining a functional style with all the comforts of home, including a fully equipped kitchen, two full bathrooms and air conditioning/heating.

5.0 out of 5 average rating, 4 reviews

Guest favourite

The front view of the chalet features a tiled patio with space for a vehicle. The entrance is framed by greenery and is equipped with a security gate. Above the door, a window allows natural light into the interior, while an air conditioning unit is visible on the facade.

Home in Cabanillas de la Sierra

A detached house in the Sierra de Madrid. Cabanillas

Enjoy the Sierra de Madrid just 35 minutes from Madrid in the surroundings of Cabanillas de la Sierra. The surroundings offer hiking trails, cycling, sailing and canoeing just 5 minutes away in the Pedrezuela Swamp, horseback riding, climbing and numerous places with excellent cuisine. The surroundings are very peaceful. If you come on the weekend you can check in from Friday morning and enjoy the full weekend until Sunday afternoon.

5.0 out of 5 average rating, 24 reviews

Top Guest favourite

A charming chalet is set against a clear blue sky, surrounded by well-maintained greenery. A variety of trees, including a tall cypress and a blooming deciduous tree, provide a welcoming entrance. The property features a fence that enhances privacy.

Home in Torrelaguna

Villa in the Sierra de Madrid

Ideal villa in the historic village of Torrelaguna. Spacious and quiet, perfect for families. Very good location, 35 minutes by car from Madrid. Points of interest: - Atazar Dam (20 minutes) - La Pedriza (20 minutes) - Pontón de la oliva (15 minutes) - Patones de arriba (10 minutes) - Paragliding center (10 minutes) - Canoeing in Buitrago (20 minutes) - Cycling, climbing and hiking

4.95 out of 5 average rating, 63 reviews

Superhost

A wooden house with a welcoming porch is surrounded by lush greenery. Potted plants adorn the porch, while the stone wall and textured pathway complement the natural setting. Large windows provide ample light, enhancing the connection between the indoor and outdoor spaces.

Cabin in Uceda

Miguel's Cabin

Cozy wooden house with fireplace and 2700 Mt of wooded plot, fully fenced and private. Ideal for city getaways, enjoying nature, clean air and tranquility, 45 min from downtown Madrid. In a sparsely populated development in the municipality of Uceda, Guadalajara (400 meters bordering the community of Madrid). Near Patones de Arriba, Atazar, Jarama River.

4.88 out of 5 average rating, 562 reviews