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Holiday houses 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.
Apartment in San Lorenzo de El Escorial
4.92 out of 5 average rating, 100 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.

Top Guest favourite
An overview of a stone house surrounded by lush greenery is captured from above. The building features a traditional tiled roof, arched columns on the patio, and a circular stone seating area in the landscaped garden.
Cottage in La Estación
4.97 out of 5 average rating, 104 reviews

Villa with pool and mountain views

Disfruta de la Sierra de Madrid en nuestra preciosa casa de piedra rodeada de vegetación. Te despertarás cada mañana con vistas a un increíble jardín con árboles frutales y flores y podrás tomar el desayuno en una gran terraza mirando el monte. Detalles como la escalera de caracol o los arcos de piedra hacen de nuestra casa un sitio especial y diferente. La piscina es súper refrescante durante estos meses y tiene iluminación nocturna para que puedas disfrutar de un baño bajo las estrellas.

Superhost
Townhouse in Los Molinos
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.

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 in El Boalo
4.84 out of 5 average rating, 236 reviews

Cozy place in El Boalo

A private room with a 180x200 double bed and a full bathroom. It has a separate entrance. It has a fridge, a microwave and a capsule coffee machine. Located in the heart of the Sierra de Guadarrama with direct access to La Pedriza. Perfect for enjoying nature and the mountains, as well as outdoor sports, horse riding, climbing, hiking... Guides: Restaurants: https://abnb.me/n3RaHOLDimb El Boalo: https://abnb.me/oUk0Mf3Dimb Nature: https://abnb.me/tJljHiUDimb

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
4.94 out of 5 average rating, 64 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
4.89 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 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, 463 reviews

Rustic Casita en Cercedilla.

Casita cave very cozy village with 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. 🐕

Guest favourite
The charming stone exterior of the casita is complemented by a bright red roof. A well-maintained green lawn is bordered by a wrought iron fence. The entrance is framed by decorative gravel and edged with trees, creating a welcoming outdoor space.
Cottage in Los Molinos
4.94 out of 5 average rating, 220 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 in Moralzarzal
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.
Condo in Guadarrama
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 bright and open living space features soft sectional seating in neutral tones, complemented by a small wooden table. A patterned black-and-white wall adds visual interest, while a window with a grid design allows natural light to fill the room, enhancing the overall ambiance.
Home in La Losa
5 out of 5 average rating, 15 reviews

Casa Josephine Riofrío - retreat 1 hour from Madrid

Casa Josephine Riofrío B&B is a capsule of peace and rest an hour from Madrid, in a quiet village in a protected landscape at the foot of the mountain. A place where time runs differently. A retreat, a space to create, rest, or work at a different pace. A fully renovated house in 2022 with an architectural and interior design project paused in geometry, materials and proportions, signed by Casa Josephine Studio. Permit VUT 40/718

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, 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