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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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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.
Flat
4.94 out of 5 average rating, 97 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.

Superhost
Townhouse
4.83 out of 5 average rating, 29 reviews

La Sierra I by SkyKey

This accommodation is 1 of 2 townhouses that have their own personality thanks to its careful design that clearly differentiates it from the usual style in the mountains of Madrid. This makes it ideal for couples as well as for stays with family & friends. The townhouse is distributed in an entrance hall, 2 bedrooms, 2 bathrooms and a large open space on the first floor that houses the kitchen, dining room and living room. High-speed internet of up to 1 GB ensures seamless connectivity.

Top guest favourite
A cozy living-dining area is highlighted by warm wooden beams and cheerful red window frames. A comfortable orange sofa surrounds a central table, creating a welcoming space for meals or relaxation. Soft lighting adds to the intimate ambiance, enhancing the rustic charm of the cabin.
Cabin
5 out of 5 average rating, 14 reviews

The Cabin of Dreams

Disconnect from the daily grind at this relaxing accommodation. Immerse yourself in the serenity of La Cabaña de los Sueños, located in the Sierra de Madrid. Surrounded by nature, this cozy cabin offers you the perfect escape to recharge and reconnect with yourself. In addition, you will have the affectionate company of our mastiff, two goats and some chickens around, a rustic and charming touch to your stay! Enjoy walks in the mountains, starry nights and moments of peace.

Superhost
A serene mountain landscape is captured, featuring snow-capped peaks under a clear blue sky. A stone fence lines the foreground, while various trees and rooftops are visible, blending into the natural surroundings of the Sierra de Guadarrama.
Guest suite
4.84 out of 5 average rating, 235 reviews

Cozy place in El Boalo

Private room with a queen size bed of 180x200 and full bathroom. It has a separate entrance. It has a fridge, microwave, microwave, and capsule coffee maker. Located in the heart of Sierra de Guadarrama with direct access to La Pedriza. Perfect for enjoying nature and the mountain, as well as outdoor sports, horseback riding, climbing, hiking… Guidebooks: Restaurants: https://abnb.me/n3RaHOLDimb El Boalo: https://abnb.me/oUk0Mf3Dimb Nature: https://abnb.me/tJljHiUDimb

Superhost
The chalet is depicted with a pebble path leading to its exterior, surrounded by well-maintained grassy areas and mature trees. Large windows can be seen on the facade, providing a glimpse of natural light inside. The property is framed by a low stone wall set against a clear blue sky.
Home
4.83 out of 5 average rating, 6 reviews

The Wheat Stack Farm

Large house in Guadarrama, perfect for groups of up to 12 people. It has a large swimming pool, surrounded by a spacious garden that includes a soccer field and a 100% private tennis court. With a plot of 3000 m², the outdoor area has a built-in barbecue and a "chill-out" area with a brazier. The chalet is fully equipped, with 5 bedrooms, 8 beds, 3 full bathrooms and a toilet. An ideal whim to enjoy unforgettable days in the company of family and/or friends.

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
4.93 out of 5 average rating, 60 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
4.89 out of 5 average rating, 36 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 is featured, with a wooden bed dressed in layered blankets and cushions. Soft natural light enters through large windows, framed by yellow curtains. Shelves above the bed display decorative items, and a clothing rack stands in one corner.
Guest suite
4.74 out of 5 average rating, 320 reviews

Cozy studio with a private entrance.

Apartment annex to main house with independent entrance. (AUTONOMOUS Entrance) READ THE ENTIRE LISTING BEFORE BOOKING😉 The apartment consists of kitchen and full bathroom for EXCLUSIVE USE of the guest. (see images) The apartment has about 20m 2 , arranged to offer the greatest comfort with all the amenities possible. Pets have a charge of €12 per stay and must be added to the reservation. There is Mesita and chairs outside with awning.

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
4.94 out of 5 average rating, 219 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 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
5 out of 5 average rating, 175 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.
Apartment
4.96 out of 5 average rating, 74 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
4.99 out of 5 average rating, 288 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.

Popular amenities for Guadarrama holiday rentals

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