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Holiday houses in Guadarrama Pass

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Top-rated holiday rentals in Guadarrama Pass

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

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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
4.91 out of 5 average rating, 35 reviews

Vacation rentals

Cozy detached house that has one bedroom and one full bathroom (no living room or kitchen). With a fridge, microwave, coffee maker, and kettle. TV with Internet (smartTV). Air conditioning and heating. The bed is 150 x 190. The property has its own garden with a barbecue. The garden is shared with other people on the same property. 100 meters from routes through La Peñota and the Fuenfría Valley. 5 min. from buses and 15 min. from the train. There is a hairdryer and towels, sheets, gel and shampoo are included.

Top Guest favourite
A bright living area features a comfortable sofa adorned with decorative pillows. A wooden coffee table is set before a window, revealing charming architectural details outside. A dining table for two is placed nearby, with a soft rug anchoring the space.
Condo in Madrid
5 out of 5 average rating, 469 reviews

SINGULAR APARTAMENT SANTA ANA TERRACE LUXURY

Espectacular atico apartamento en el corazon de Madrid, junto a la Plaza de Santa Ana. Totalmente nuevo y reformado, muy luminoso y decorado con excelente gusto. Tiene una increible terraza totalmente equipada para disfrutar del buen clima de Madrid. La situacion es inmejorable, perfecto para conocer Madrid, a un paso de todos los sitios de interes historicos: Puerta del Sol, Plaza Mayor, Teatro Real y Museo del prado. Dispone de Salon, 1 dormitorio, amplio baño, cocina totalmente equipada.

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.

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 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.

Top Guest favourite
A serene outdoor space showcases a modern swimming pool framed by a stone patio. A vibrant sunset casts warm hues across the sky, while a hammock and sun loungers invite relaxation. Lush greenery and mountains provide a picturesque backdrop.
Chalet in Segovia
4.97 out of 5 average rating, 105 reviews

A chalet with a pool and dreamy sunsets

Enjoy a special getaway in our cozy villa, 45 minutes from Madrid, in the private development Los Angeles de San Rafael (Segovia). A home with charm and modern design, with 3 bedrooms: 2 with a 1.50 bed and 1 with a double bed. It has 2 bathrooms, one en-suite with a dressing room. Everything is ready for you to live a few unique days. Private salt chlorination pool with thermal canvas, barbecue grill and air conditioning in all rooms for your maximum comfort.

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.
Condo 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.

Guest favourite
Guest suite in Moralzarzal
4.83 out of 5 average rating, 12 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 house in El Espinar, between Ávila, Segovia and Madrid, and very close to the most beautiful landscapes of the Sierra Norte. Recently renovated, it is a comfortable and quiet place, ideal for teleworking, spending a holiday or simply disconnecting for a few days. It has a large capacity barbecue, gas paella pan, jacuzzi, swimming pool, high-speed Wi-Fi, 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.

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, 295 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.

Guest favourite
A spacious living area features large open doors leading to a balcony, allowing natural light to fill the room. A comfortable sofa and modern armchairs are arranged around a central table, with decorative artwork displayed on the walls and a soft area rug underfoot.
Apartment in Madrid
4.92 out of 5 average rating, 178 reviews

Spacious bright apart. Madrid center Lavapies LAV

Bright and spacious 70 m² flat, ideally located in Lavapiés, Madrid. You will be in the city centre. Fully equipped, it can accommodate up to 2 guests and is perfect for medium and long-term stays. Ideal for remote working. An ironing set, a hair-dryer and a washing machine are also available. Linens and towels will be provided. For more information, kindly read the detailed description below. :)

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
5 out of 5 average rating, 202 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 Pass holiday rentals

  1. Airbnb
  2. Spain
  3. Castile and León
  4. Segovia
  5. Guadarrama Pass