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

An overhead view captures a serene outdoor space, featuring a lawn bordered by a swimming pool and sun loungers. The rustic stone walls and wooden beams contribute to a harmonious setting, while an umbrella provides shade over a dining area with modern furnishings.

Home in Rascafría

4.96 out of 5 average rating, 28 reviews

The Rascafria granary

Desconecta de la rutina en este alojamiento único en la Sierra de Guadarrama, IG @elpajarderascafria. Situado en el precioso pueblo de Rascafría, desde donde salen las mejores rutas hacia Peñalara. Ideal para descansar en familia en todas las épocas del año. También organizamos retiros (IG @nkalmaretreats) para grupos o celebraciones con diversos talleres. La piscina cuenta con un banco de masajes, en verano. En invierno se puede disfrutar de la chimenea. A una hora de Madrid y de Segovia.

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Top Guest favourite

Cottage in Cerro Matallera

4.92 out of 5 average rating, 155 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).

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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

4.98 out of 5 average rating, 246 reviews

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!

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Guest favourite

A modern bathroom features a freestanding white tub and a glass shower. Natural light enters through a round window, highlighting the smooth, neutral wall textures. A small wooden table holds two glasses, a bottle of wine, and a candle, adding a subtle touch of elegance.

Home in Madrid

4.94 out of 5 average rating, 132 reviews

Dreamy treehouse

Discover the magic of this charming wooden house, an oasis of tranquility surrounded by trees and nature. Its unique design integrates modernity with the natural environment. Here, you will wake up to the sound of birds and the breeze through the trees, enjoying a cozy and sophisticated atmosphere. A few meters away, you will find hiking trails that cross landscapes where you can see horses, bulls and the beauty of the countryside. Perfect for disconnecting and relaxing.

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Top Guest favourite

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.

Cottage in Miraflores de la Sierra

4.91 out of 5 average rating, 323 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

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Home in Redueña

5 out of 5 average rating, 4 reviews

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.

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Guest favourite

A bright and open living space features soft sectional seating in neutral tones, complemented by a small wooden table. A patterned black-and-white wall adds visual interest, while a window with a grid design allows natural light to fill the room, enhancing the overall ambiance.

Home in La Losa

5 out of 5 average rating, 22 reviews

Casa Josephine Riofrío - retreat 1 hour from Madrid

Casa Josephine Riofrío B&B is a capsule of peace and rest one hour from Madrid, in a quiet village in a protected landscape at the foot of the mountain. A place where time passes differently. A retreat, a space to create, rest, or work at a different pace. A house completely renovated in 2022 with an architectural and interior design project based on geometry, materials and proportions, signed by Casa Josephine Studio. License VUT 40/718

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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

5 out of 5 average rating, 22 reviews

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.

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Guest favourite

A spacious bedroom is highlighted by large glass doors that open to a patio and garden. A comfortable bed is adorned with light linens. The outdoor area features a small table and chairs surrounded by greenery, providing a peaceful and relaxing view.

Home in Uceda

4.96 out of 5 average rating, 161 reviews

Rural Boutique with Jacuzzi and Garden

Welcome to the Pertenera house. Immerse yourself in the luxury of our stone-surrounded Jacuzzi for two, where elegance and good taste are present in every detail of this charming house. From the comfortable bed, you can gaze at the stars through the window on clear nights. Relax in our charming courtyard with a cactus garden. Your perfect getaway less than an hour from Madrid, where style meets rural!

LocationFamilyView

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

4.95 out of 5 average rating, 62 reviews

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

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Top Guest favourite

Cottage in Los Molinos

4.99 out of 5 average rating, 232 reviews

Recoveco Cottage

Lovely cottage, completely detached, located in the northern mountains of Madrid. Just a 5-minute walk from Los Molinos train/suburban station. And from downtown. The house is fully equipped and has 1G fiber, making your stay a perfect place for leisure, rest, or teleworking. Your perfect choice to enjoy nature with all the amenities the city can offer. No pets allowed.

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Guest favourite

A transparent dome structure is nestled among trees, revealing an interior with a spacious bed and soft lighting. Surrounding greenery and flowers create a natural, serene setting, enhancing the unique design of this accommodation.

Dome in Soto del Real

4.92 out of 5 average rating, 213 reviews

Transparent Dome Room Madrid - Natura Domo

Do you want to be at one with nature as you've always dreamed of? Stay in this unique place and enjoy the sounds of nature while looking at the stars. We are the only transparent dome to enjoy with your partner in the Sierra de Madrid, just 40km from the city, with an ecosystem that surrounds it to have an unforgettable experience.

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