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Holiday rentals in Guadarrama

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Top-rated holiday rentals in Guadarrama

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Train in Guadarrama
4.98 out of 5 average rating, 55 reviews

A Wagon in the Garden. Enjoy the Ride.

Vive una experiencia única en un auténtico vagón de tren de los años 40, con un encanto especial, situado en el jardín privado de mi casa y rodeado de pinos, a los pies del Parque Nacional de Guadarrama. Un refugio acogedor con terraza de madera, cocina completa, baño y dormitorio. Disfruta de excelentes restaurantes y rutas en la naturaleza, a tan solo 40 km de Madrid, con acceso en coche, tren o autobús. A un paso de El Escorial, Navacerrada, Cercedilla y los pueblos con más magia de la sierra

Guest favourite
Cottage in Los Angeles de San Rafael
4.96 out of 5 average rating, 170 reviews

The corner of your dreams.

Isolation, peace, and enjoyment in its purest state. A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. A 3000m2 private oak wood house (for you) within a community with 24-hour security, swimming pools, hiking trails, golf courses, horseback riding, restaurants, a supermarket, a lake with water activities, and a spa. Each season offers its possibilities, from its cozy fireplace to its barbecues, through a spring full of flowers.

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
4.95 out of 5 average rating, 113 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.

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, 315 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

Guest favourite
A clear blue swimming pool is shown with a stone border. Colorful planters with blooming flowers add a touch of nature. Lush greenery surrounds the area, creating a peaceful outdoor environment. Sunlight reflects off the water, highlighting a serene atmosphere.
Cottage in Guadarrama
4.92 out of 5 average rating, 49 reviews

No, without

La Bila was built in 1947, in a stone house colony. Its interior is completely renovated. It has a spectacular swimming pool for the summer and a garden to enjoy at all times of the year. The plot is completely fenced and away from the road, it is very quiet. Thanks to its isolation, both in summer and winter the interior temperature is very pleasant. The kitchen is well-equipped in terms of kitchenware and utensils, and its spaciousness is also noteworthy.

Top guest favourite
Cottage in Los Molinos
4.94 out of 5 average rating, 241 reviews

The Casita de El Montecillo

Charming and fully equipped mountain house. Located in a unique natural setting: a private 65-hectare estate full of holm oaks, with a lake and a hermitage, perfect for walking, hiking in the mountains... You will be in the middle of the Sierra de Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and jacuzzi for two. Perfect for coming with children. NO PETS ALLOWED. NO SMOKING ALLOWED.

Guest favourite
Home in La Losa
5 out of 5 average rating, 20 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

Top guest favourite
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
4.99 out of 5 average rating, 156 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 favourite
Flat in Guadarrama
4.78 out of 5 average rating, 118 reviews

House with mountain views, close to center village

House in the town of Guadarrama recently renovated, totally exterior with views from the rooms, on the third floor with elevator, with 2 bedrooms with a double bed, 2 New full bathroom, separate kitchen, living/dining room, terrace with views of the mountain, terrace in kitchen. Garden areas, 1 large community pool, 1 children's pool (in summer). Very close to everything, 5 minutes from the Plaza Mayor. WIFI special for teleworking.

Top guest favourite
Cottage in Cadalso de los Vidrios
4.97 out of 5 average rating, 110 reviews

Mountain Views with Panoramic Terrace

Less than an hour from Madrid, escape the city's noise and reconnect with the essence of nature. A haven where you can enjoy breathtaking sunsets, breakfasts with endless views, and dinners under the stars, with the absolute privacy that only a detached house can offer. Here, luxury isn't about sophistication, but about silence, fresh air, and a terrace that seems to float above the Sierra de Gredos mountains.

Top guest favourite
Cottage in Los Molinos
4.99 out of 5 average rating, 226 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.

Guest favourite
Apartment in Guadarrama
4.9 out of 5 average rating, 40 reviews

Apartment in Guadarrama BC2 - -

The apartment is located in the municipality of Guadarrama. It is a cozy apartment with a bedroom, a full bathroom and a living room with a kitchen and a double sofa bed. We have apartments with a separate entrance and no stairs. It is very well located near the town hall square. There are several supermarkets, a bus stop, and parking spaces about 40 meters away.

Popular amenities for Guadarrama holiday rentals

  1. Airbnb
  2. Spain
  3. Madrid
  4. Guadarrama