Vacation rentals in Cabanillas de la Sierra

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Top-rated vacation rentals in Cabanillas de la Sierra

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Top 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

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).

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

4.9 out of 5 average rating, 103 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.

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.

Superhost

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, 287 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, BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

Top 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

4.9 out of 5 average rating, 142 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 favorite

A rustic stone house is positioned amid a natural landscape, featuring a wooden staircase leading to the entrance. Lush greenery surrounds the property, with expansive views of the mountains in the background under a clear blue sky.

Chalet in El Boalo

4.98 out of 5 average rating, 124 reviews

Beautiful rustic house in the mountains of Madrid

Very comfortable rustic house located in the heart of the "Sierra de la Pedriza", that belongs to the Guadarrama regional park, and just half an hour from Madrid. The land of this house has an area of 3000 square meters with natural vegetation in the area. 5 minutes walk you will find the beautiful town "El Boalo". Impressive views of the Sierra de Madrid. Possibility of beautiful excursions, horse riding and multiple activities.

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, 100 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

4.87 out of 5 average rating, 15 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.

Superhost

A modern cabin is situated on a rocky terrain, featuring large windows that illuminate the interior. A balcony extends from one side, providing a relaxing outdoor space. The dark exterior contrasts with the soft glow of the lights, blending into the natural surroundings.

Cabin in Ávila‎

4.92 out of 5 average rating, 119 reviews

Casa Otea

Cabañita in the Sierra de Guadarrama natural Park. (Peguerinos) 🏡 Disconnection and beautiful views 📍 One hour from Madrid 🐶 Welcome Casa Otea sits in a prime spot, on top of a mountain looking out across a protected setting. The perfect setting to disconnect and appreciate the landscape from a designer tiny house where you will have all kinds of amenities that take you to enjoy the best slow stay.

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, 107 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!

Guest favorite

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

4.92 out of 5 average rating, 39 reviews

Villa in the Sierra de Madrid

Ideal chalet in the historic Torrelaguna pueblo. Spacious and quiet, perfect for families. Very good location, 35 minutes by car from Madrid. Points of interest: - Atazar Dam (20 minutes) - The stone (20 mins) - Olive Bridge (15 mins) - Patones upstairs (10 minutes) - Paragliding center (10 minutes) - Canoeing in Buitrago (20 Minutes) -Bike, climbing and hiking trails

Guest favorite

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

4.9 out of 5 average rating, 177 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.