Vacation rentals in Cabanillas de la Sierra

Retiro Park Industrial House

Bright, south-facing home in a quiet central neighborhood, just 600 meters from Retiro Park. Fun and original, with an industrial-chic vibe, this 160 m² house has lots of natural light, a small garden, and a private parking spot. Downstairs there’s a large open-plan kitchen, dining, and living area (about 70 m² / 750 sq ft), with underfloor heating and AC in every room. The kitchen is fully equipped, and we provide bed linens, towels, and all the basics you’ll need for a comfortable stay. You’ll also find a small private gym on this floor. Upstairs are the three bedrooms: • The main bedroom has a 180 x 200 cm / 71 x 79 inches bed (King Size) and a private bathroom. • The second bedroom also has a 180 x 200 cm / 71 x 79 inches bed (King Size) and shares a bathroom with the third room. • The third bedroom, which is the smallest, has a trundle bed (90 x 200 cm). It can be pulled out to create two single beds (90 x 200 cm each), placed very close together—ideal for two kids or two people who are comfortable sharing close space. There’s also the option to join them and form a 180 x 200 cm bed (King Size), suitable for a couple.

Location · Value · Kitchen

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.

Family · Location · Comfort

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.

Location · Value · Air conditioning

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).

Value · Location · Grill

The Rascafria granary

Get away from the daily grind at this unique accommodation in the Sierra de Guadarrama, IG @elpajarderascafria. Located in the beautiful town of Rascafría, the starting point for the best routes to Peñalara. Ideal for relaxing with the family at all times of the year. We also host retreats (IG @nkalmaretreats) for groups or celebrations, featuring a variety of workshops. The pool has a massage bench in summer. In winter you can enjoy the fireplace. One hour from Madrid and Segovia.

Family · Location · Nearby

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.

Location · Family · Check-in

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!

Value · Family · Nearby

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.

Family · Location · Walkability

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

Family · Location · Indoor spaces

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.

Location · Cleanliness · Hospitality

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.

Location · Family · Accuracy

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

Family · Location · Sleep quality