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Holiday rentals in Guadarrama

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Top-rated holiday rentals in Guadarrama

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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, 180 reviews

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

Loft para alquiler de uso temporal, junto al Parque Nacional Sierra del Guadarrama. Situado en la planta baja de nuestra vivienda independiente. Dispone de cocina equipada, wifi por fibra (600 Mb), Smart TV, salón-dormitorio, climatización por bomba de calor, chimenea, jardín y barbacoa. Piscina compartida con los propietarios y otro alojamiento temporal para dos personas. A 45 km de Madrid, con excelente acceso en coche y autobús. Próximo a supermercados, hospital, colegios y servicios.

Superhost
Townhouse in Los Molinos
4.78 out of 5 average rating, 32 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
Train in Guadarrama
5 out of 5 average rating, 29 reviews

A Wagon in the Garden. Enjoy the Ride.

Enjoy a unique experience in an authentic train car from the 1940s, with a special charm, located in the private garden of my house and surrounded by pine trees, at the foot of the Guadarrama National Park. A cozy retreat with a wooden terrace, full kitchen, bathroom and bedroom. Enjoy great restaurants and nature trails, just 40 km from Madrid, with access by car, train or bus. A stone's throw from El Escorial, Navacerrada, Cercedilla and the most magical villages in the Sierra

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, 80 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
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, 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.

Superhost
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.
Apartment in Guadarrama
4.84 out of 5 average rating, 122 reviews

Apartment with views and a swimming pool.

Bright apartment on the third floor with an elevator, recently renovated with a lot of love where you can enjoy nature and surroundings. The apartment is in a quiet residential development 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. The nearest bus stop is 5 minutes away and 35 minutes by car from downtown Madrid.

Superhost
Guest suite in Moralzarzal
4.77 out of 5 average rating, 13 reviews

Small Suite with separate entrance, bathroom, and kitchen

Small room with separate and AUTONOMOUS entrance, private kitchen and bathroom. The space is as shown 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 THE NEIGHBORS.

Guest favourite
An outdoor space features a grill and a dining table surrounded by green chairs. A seating area with a sofa and a jacuzzi enhances relaxation. Lush grass and potted plants create a natural atmosphere, complemented by a shaded area for comfortable gatherings.
Home in El Espinar
5 out of 5 average rating, 36 reviews

El Espinar: BBQ and winter Jacuzzi

Welcome to our home in El Espinar, between Ávila, Segovia and Madrid, and very close to the most beautiful landscapes of the Sierra Norte. Newly renovated, it is a comfortable and quiet place, ideal for telecommuting, spending a vacation or simply disconnecting for a few days. It has a large capacity barbecue, gas paella pan, jacuzzi, swimming pool, high-speed wifi, work area, smart TV in the living room and bedroom, chillout with sofa and sun loungers.

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, 229 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.

Superhost
Flat in Guadarrama
4.75 out of 5 average rating, 105 reviews

Casa entera con vistas a la Sierra

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 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.

Guest favourite
A bright bedroom features two spacious beds placed against a rustic wooden wall. Each bed is adorned with white linens and colorful decorative pillows. A glass door opens to a small balcony, allowing natural light to fill the room.
Cottage in El Vellón
4.94 out of 5 average rating, 111 reviews

Esencia de Maryvan Rural House

Esencia de Maryvan is a charming country house located in the urban area of the town of El Vellón. Composed of two floors with independent access to each of them. The house will be rented in full. Check the number of people. Enjoy the large outdoor spaces such as the garden, barbecue, pool and large outdoor lounge. The house is located just 47 km from Madrid. You can also enjoy a relaxing stay and environment during your stay.

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, 296 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