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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 of the house is constructed from stone and wood, featuring a large porch with comfortable seating. Lush greenery surrounds the property, while the upper balcony offers views of the garden below. A prominent stone chimney adds character to the inviting façade.
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).

Top Guest favourite
A clear swimming pool is highlighted, surrounded by a well-maintained garden featuring tall trees and lush greenery. A covered seating area with outdoor furniture is visible, alongside a patio space that accommodates multiple chairs and a table.
Guest suite in Moralzarzal
5 out of 5 average rating, 181 reviews

"El Nido" loft, private garden, barbecue, swimming pool

Loft para alquiler de uso temporal, junto al Parque Nacional Sierra del Guadarrama. Situado en la planta baja de nuestra vivienda independiente. Dispone de cocina equipada, wifi por fibra (600 Mb), Smart TV, salón-dormitorio, climatización por bomba de calor, chimenea, jardín y barbacoa. Piscina compartida con los propietarios y otro alojamiento temporal para dos personas. A 45 km de Madrid, con excelente acceso en coche y autobús. Próximo a supermercados, hospital, colegios y servicios.

Guest favourite
Chalet in Manzanares el Real
4.87 out of 5 average rating, 421 reviews

Independent house in the mountains

Charming detached house with charm at the foot of La Pedriza. Beautiful garden to enjoy the singing of the birds and the tranquility that the environment offers. Built in harmony with the very stones that nature gives us. Ideal para relajarse Charming relaxing little house very close to the mountains. There is a beautiful garden where you will enjoy while hearing the birds singing and the relaxing atmosfere. It is built harmoniosuly within the nature of the surrounding enviroment.

Guest favourite
The exterior of the house is adorned with lush green vines, blending seamlessly with the surrounding nature. A stone pathway leads up to the property, with decorative planters featuring flowers and shrubs. Tall trees and a lamp post contribute to the tranquil ambiance.
Cottage in Miraflores de la Sierra
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

Top Guest favourite
Loft in San Sebastián de los Reyes
4.92 out of 5 average rating, 584 reviews

Elegant loft with spectacular views. AirPort

ELEGANT LOFT WITH SPECTACULAR VIEWS. 10 minutes from MADRID AIRPORT. The luck of seeing everything from a unique perspective. Enjoying the light and views of this loft is a pleasure within your reach. Relaxing in it is finding the balance between details and simplicity in a unique atmosphere. Free Parking Rooftop pool in the summer months. 📌License number: VT-4679 📌Single Rental Registration: ESFCTU000028054000654561000000000000000000000VT-46793

Guest favourite
A serene outdoor area features a swimming pool surrounded by lush greenery and well-maintained gardens. Sun loungers are positioned near the water, providing a peaceful spot for relaxation. A pathway leads through the garden, lined with tropical plants and trees.
Guest suite in Miraflores de la Sierra
4.91 out of 5 average rating, 165 reviews

The Gold fish house in Miraflores de la Sierra

I live in a beautifull XIX century home in the village of Miraflores de la Sierra, a small town inthe hills of Madrid, sorrounded by an amazing nature with incredible hiking routes, pleasent walks and delicius local gastronomy. Is an independant apatyament were in the summer you can escape the heat enjoying the garden and the swiming pool and in the winter relax in front of the chimney. We are a two minutes walking distance from the center of the village.

Top Guest favourite
A charming casita is framed by greenery, featuring large windows that allow natural light to illuminate the interior. The exterior is enhanced by several umbrellas, providing shade, with a serene landscape of mountains and trees in the background.
Guesthouse in Manzanares el Real
4.93 out of 5 average rating, 119 reviews

At the foot of the mountains - Cozy little house - Gingko

Cozy little house at the foot of the mountains. Relax alone, as a couple, or in a group or with the whole family at this peaceful place to stay! Enjoy the fresh air, the sounds of nature, and many possibilities right nearby for walking, cycling, or birdwatching in a wonderful environment. It has a terrace, an 800 m2 garden, outdoor tables and chairs, and a 30m zip line. If the weather is good, there is a pool from June to October. Enjoy!

Guest favourite
Cottage in El Vellón
4.93 out of 5 average rating, 113 reviews

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.

Guest favourite
A relaxing jacuzzi for two is set against a textured stone wall, featuring subtle blue lighting that highlights the water's surface. The clean lines of the simple design contribute to a tranquil ambiance. A woven basket with a cushion is positioned nearby.
Home in Uceda
4.96 out of 5 average rating, 135 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!

Top Guest favourite
A charming white cottage features vibrant blue shutters and a terracotta roof. A small patio with yellow chairs and a table is visible, framed by lush greenery. Two lounge chairs sit nearby, providing a serene outdoor space.
Cottage in Los Molinos
4.99 out of 5 average rating, 210 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.

Superhost
An interior studio features a spacious bed, a kitchenette with modern appliances, and a cozy seating area. Natural light enters through multiple small windows. Artwork is displayed on the walls, and a light wood floor adds warmth to the setting.
Apartment in Segovia
4.84 out of 5 average rating, 139 reviews

New studio in the city center

Small studio with high windows, NO OUTSIDE VIEW. Double bed or twin beds (subject to availability/not guaranteed). The decoration, colour and interior layout may be subject to minor changes. Kitchenette with kitchenware. Private bathroom with bathtub or walk-in shower (subject to availability/not guaranteed). Laundry, toilets with shower and shared lockers on floor -1.

Guest favourite
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
4.88 out of 5 average rating, 540 reviews

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.

Popular amenities for Cabanillas de la Sierra holiday rentals

  1. Airbnb
  2. Spain
  3. Madrid
  4. Cabanillas de la Sierra