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Holiday houses in Guadarrama

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Top-rated holiday rentals in Guadarrama

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Guest favourite
A balcony features a small table and chairs, with a view overlooking the Monastery. The warm sunlight adds brightness to the scene, while a potted plant enhances the inviting setting. The balcony doors open to the outdoors, creating a seamless connection with the view.
Apartment in San Lorenzo de El Escorial
4.94 out of 5 average rating, 94 reviews

A stone's throw from the Monastery

"Casa Florida": old refurbished apartment in the heart of San Lorenzo de El Escorial. Unbeatable location in a century-old house that combines unique views, tranquility, and immersion in the local atmosphere. Next to the Plaza del Ayuntamiento, less than a 5-minute walk from the Monastery and bars, restaurants, and shops. Health center, supermarkets, taxis, and buses at your fingertips. Very close to the Herrería Forest and the Abantos Mountain pine forest, with wonderful walking or biking trails.

Guest favourite
The exterior of a red cottage features stone steps leading to a wooden door. Brown shutters adorn the windows, framed by climbing roses and lush greenery. A pathway of irregular stone slabs provides access to the entrance, creating a welcoming entry to the property.
Home in Cercedilla
4.94 out of 5 average rating, 33 reviews

Vacation rentals

Cozy independent casita that has one bedroom and a full bathroom (no living room or kitchen). With refrigerator, microwave, coffee maker and kettle. Internet TV (smartTV). AC and heat. The bed is 150 x 190. The estate has its own garden with a barbecue. The garden is shared with other people from the same estate. 100 m to routes through La Peñota and the valley of the Fuenfría. 5 min. of buses and 15 min. from the train. There is a hair dryer and towels, sheets, gel and shampoo are included.

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
4.93 out of 5 average rating, 58 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 among 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 to get away and relax.

Guest favourite
A serene garden area is presented, featuring a stone well surrounded by vibrant hydrangea flowers. A stone bench provides a peaceful seating spot, while lush greenery frames the scene, creating a secluded and inviting atmosphere. Natural light enhances the tranquility of the space.
Cottage in Guadarrama
4.88 out of 5 average rating, 34 reviews

La 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.

Superhost
A cozy sleeping area features a patterned bedspread over a spacious bed against a rustic stone wall. A bright red accent chair sits nearby, accompanied by decorative pillows. Natural light enters through a window, enhancing the warm ambience of the room.
Home in Cercedilla
4.72 out of 5 average rating, 460 reviews

Rustic Casita en Cercedilla.

Casita Cave of a very cozy village with a kitchen and full bathroom. Central and easy to park on nearby streets. ** AUTONOMOUS ENTRANCE ** Queen bed, Amazon fire stick, it's not cable TV. Only channels x internet(amazon tv, etc: use your accounts to view netflix, filmin, movistar) Kitchen with all the necessary utensils, microwave, Italian coffee maker, salt and sugar. If you come with pets you have to add it to the reservation and read the PET RULES. 🐕

Superhost
A dining area is depicted, featuring a wooden table surrounded by four chairs. Natural light filters through large windows adorned with sheer curtains, enhancing the airy feel. A framed artwork rests on the floor next to a minimalist armchair, creating a serene environment.
Apartment in San Lorenzo de El Escorial
5 out of 5 average rating, 4 reviews

Exclusive and with charm

Brand new apartment in a neighborhood environment with charm and history. Direct access. All the amenities and latest technologies. Aerothermal system (cooling and heating). Air Recycling System, 3m high ceilings. Bright, with bumped windows with thermal and acoustic insulation. Electric blinds. Well located, surrounded by restaurants and shops. 4 min by car from the Monastery, 5 min walk from the Gardens of the Prince. Free outdoor parking.

Guest favourite
A scenic view of the casita nestled among lush greenery, surrounded by a diverse variety of trees. The rustic stone structure features a red-tiled roof, harmonizing with the natural landscape of rolling hills and varied vegetation.
Cottage in Los Molinos
4.94 out of 5 average rating, 218 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.

Top Guest favourite
A bright and airy space is depicted, featuring a single bed with a simple wooden frame. The room includes a partition leading to a modern bathroom with serene color tones. Natural light filters through a window adorned with light curtains.
Guesthouse in Manzanares el Real
4.93 out of 5 average rating, 113 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!

Top Guest favourite
A spacious loft area features a comfortable bed covered with a textured blanket, accompanied by soft lighting from wall sconces. A cozy seating arrangement includes a light-colored sofa and a small coffee table, with a decorative plant adding a touch of greenery to the setting.
Guest suite in Moralzarzal
5 out of 5 average rating, 174 reviews

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

Temporary loft, next to Sierra del Guadarrama National Park, in a natural setting. On the ground floor of our home, independent, with full kitchen, wifi, fiber 600 MB, Smart TV, living room and bedroom, fireplace, garden and barbecue. Pool shared with the owners and another place for two people. 45 km from Madrid capital, very good communication by car and bus. Close to supermarkets, hospital, schools, bus stop and all kinds of services.

Top Guest favourite
A tranquil evening scene features a large swimming pool reflecting the soft hues of sunset. Surrounding the pool, trees and distant buildings are visible against the sky, providing a serene atmosphere. The area is enclosed by a fence, enhancing the sense of privacy.
Condo in Guadarrama
4.96 out of 5 average rating, 73 reviews

Beautiful apartment in Sierra de Guadarrama

Beautiful, super bright apartment that has all the amenities and is located in a privileged area within the Guadarrama National Park. The development has an adult and children's pool, tennis court, soccer, basketball, children's playground and garden areas. The bus stop is at the same door, the town center is a 10-minute walk away. Ideal area for hiking, countryside activities, horseback riding, and a spectacular area for rural tourism.

Top Guest favourite
A spacious bed with light blue accents is framed by two stylish bedside lamps. A small dining table with chairs is visible in the background. The wall features a textured design, adding character to the room.
Loft in Becerril de la Sierra
4.99 out of 5 average rating, 287 reviews

Studio with a garden to disconnect in the Sierra

We would like to share with you the undeniable luck of living in such a beautiful place, surrounded by nature, endless routes, paths and places of interest!And all this just 40 kilometers from Madrid! Our studio is located on the same plot as the main house, but has a separate entrance and garden for guests' exclusive use. We have renovated and decorated it so that you can enjoy absolute privacy and comfort.

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, 189 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.

Popular amenities for Guadarrama holiday rentals

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