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Vacation rentals in Guadarrama

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Top-rated vacation rentals in Guadarrama

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

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Guest favorite
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
4.92 out of 5 average rating, 102 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 favorite
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
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
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
4.84 out of 5 average rating, 238 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
Guest suite
New place to stay

Small Suite with separate entrance, bathroom, and kitchen

Small room with separate and AUTONOMOUS entrance, private kitchen and bathroom. The space is just as it appears in the pictures, simple but with everything you might need to spend a few days. The space is attached to another apartment, the outside area is a passageway for other guests. There is no parking on the premises, you must park OUTSIDE. PARK ON THE SAME SIDE OF THE MAIN HOUSE DO NOT PARK ON THE SIDEWALK IN FRONT, THAT SPACE IS RESERVED FOR NEIGHBORS.

Guest favorite
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
4.94 out of 5 average rating, 66 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 favorite
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, 38 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.

Guest favorite
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
4.94 out of 5 average rating, 222 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 favorite
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, 177 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 favorite
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
4.96 out of 5 average rating, 76 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.

Guest favorite
A bright living area features a light blue sofa and a glass coffee table. A window with potted plants offers a view of the outside. A wooden sideboard holds a television, and a stylish ceiling fan hangs above, complementing the modern decor.
Condo
4.84 out of 5 average rating, 115 reviews

Apartment with views and a swimming pool.

Bright apartment on third floor with elevator, newly renovated with a lot of love where you can enjoy nature and surroundings. The apartment is in a quiet residential area with a swimming pool (OPEN IN SUMMER), garden areas, playgrounds, basketball and soccer courts. Beautiful roads from the development for walking or cycling. Downtown is a 10-15 minute walk away. The closest bus stop is 5 min and 35 min by car from downtown Madrid.

Top guest favorite
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, 289 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 vacation rentals

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