Vacation rentals in Cabanillas de la Sierra

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Top-rated vacation rentals in Cabanillas de la Sierra

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Guest favorite

A charming house features a combination of stone and wood exteriors, set against a backdrop of a large, textured tree. The structure has a prominent stone chimney and a wooden balcony above a garage area, situated in a natural, rustic landscape.

Cottage in Cerro Matallera - Valdemanco

4.91 out of 5 average rating, 139 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 favorite

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

4.97 out of 5 average rating, 101 reviews

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.

Guest favorite

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

4.91 out of 5 average rating, 108 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.

Guest favorite

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

4.91 out of 5 average rating, 290 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 favorite

A charming casita is set within a green landscape, featuring a stone exterior and a wooden porch. Lush grass surrounds the structure, complemented by decorative plants. An umbrella provides shade over a seating area, while wooden benches offer a cozy spot to relax outdoors.

Cottage in El Berrueco

4.99 out of 5 average rating, 73 reviews

Nature and Rest: Rural house with private garden

The little house is an ideal place to enjoy nature and calm in the beautiful surroundings of El Berrueco, in the heart of Madrid's Sierra Norte. Can you imagine waking up to the singing of birds or opening the windows and breathing fresh air? This is your place. You will enjoy beautiful routes, sunsets, take a swim in the reservoir or the town pool, kayak or horseback ride, eat in the delicious restaurants in the town or lie down and sunbathe in the garden.

Guest favorite

A modern living area features a wooden TV stand with a minimalist design. A television sits on top, flanked by decorative plants. Above, shelves display small plants and an art piece. Natural light enhances the bright, open feel of the space.

Loft in San Sebastián de los Reyes

4.92 out of 5 average rating, 550 reviews

Elegant loft with spectacular views. AirPort

STYLISH LOFT WITH SPECTACULAR VIEWS. 10 minutes from MADRID AIRPORT. Lucky for seeing everything from a unique perspective. Enjoying the light and views of this loft is a pleasure at your fingertips. Relaxing in it is finding the balance between details and simplicity in a unique setting. Free Parking Rooftop swimming pool in the summer months License 📌number: VT-4679 Single Rental📌 Registry: ESFCTU000028054000654561000000000000000000000VT-46793

Guest favorite

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, 149 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.

Guest favorite

A bright studio apartment is featured, showcasing a kitchenette with white cabinetry and a sink. A comfortable sofa is situated to the right, facing a sleeping area with a spacious bed in the background. Large windows provide natural light, enhancing the open layout.

Loft in Plaza Mayor

4.8 out of 5 average rating, 189 reviews

Studio next to Plaza Mayor.

Splendid studio on Calle Mayor next to the San Miguel Market and located on one side of Plaza Mayor. 2 minutes from Puerta del Sol This area is the central hub of Madrid, the Madrid of the Austrias. You can walk to all the downtown sites, museums, emblematic squares and all the historic buildings are here, at Kilometer 0! It is a building with historical protection, a house built in 1890, there is no noise, as it is newly renovated, (June 2019).

Guest favorite

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

4.94 out of 5 average rating, 105 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.

Superhost

A private swimming pool is surrounded by greenery and well-maintained landscaping. Sun loungers are placed along the edge, with an umbrella offering shade. Steps lead into the clear water, inviting relaxation in a serene outdoor setting.

Home in Cabanillas de la Sierra

4.88 out of 5 average rating, 16 reviews

Your Cabanilla in La Sierra.

Bring family and friends just 35 min from Madrid. A lot of outdoor spaces, a bright private swimming pool just for yourself, is great to spend time away from the city, and BBQ is next to the swimming pool with an outdoor table to enjoy your meal. Amazing shaded terrace with a stunning 😍 view of the countryside. Wake up with the stunning view of La Sierra De La Cabrera. Hiking, mountain bike at your doorstep.

Guest favorite

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, 110 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 favorite

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, 186 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.