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Holiday rentals 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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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, 181 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
4.79 out of 5 average rating, 33 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
5 out of 5 average rating, 34 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

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
4.97 out of 5 average rating, 107 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.
Apartment
4.84 out of 5 average rating, 123 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
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
4.98 out of 5 average rating, 46 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.

Top guest favourite
A light-filled living area features a blue sofa, complemented by a patterned rug beneath. A small dining table with four white chairs is positioned nearby, while potted plants add a touch of greenery. A gentle glow is provided by a standing lamp against the neutral walls.
Flat
4.96 out of 5 average rating, 151 reviews

Apartment 4 pax near to Plaza de Toros Ventas

Apartment at street level. Ideal for business trips, study trips, medical matters, etc. with ceramic hob, refrigerator, washer/dryer, dishwasher, hot/cold air pump, microwave, Nespresso, complete kitchen utensils, kettle for infusions, double bed, sofa bed 190x150, smart TV, Wi-Fi, alarm, direct metro line to Sol (15”), large bathroom, rain shower, automatic gel dispensers. Garden area, very easy parking, with two children's playgrounds with swings

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
4.94 out of 5 average rating, 231 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
4.99 out of 5 average rating, 302 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.

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
4.99 out of 5 average rating, 209 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.

Superhost
An interior studio features a spacious bed, a kitchenette with modern appliances, and a cozy seating area. Natural light enters through multiple small windows. Artwork is displayed on the walls, and a light wood floor adds warmth to the setting.
Flat
4.84 out of 5 average rating, 139 reviews

New studio in the city center

Small studio with high windows, NO OUTSIDE VIEW. Double bed or twin beds (subject to availability/not guaranteed). The decoration, colour and interior layout may be subject to minor changes. Kitchenette with kitchenware. Private bathroom with bathtub or walk-in shower (subject to availability/not guaranteed). Laundry, toilets with shower and shared lockers on floor -1.

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
4.72 out of 5 average rating, 492 reviews

Rustic house in Cercedilla.

Very cozy village house with kitchen and full bathroom. Central and easy to park on nearby streets. ** AUTONOMOUS ENTRANCE ** Double bed, TV with Amazon stick or Fire TV, not cable TV. 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. 🐕

Popular amenities for Guadarrama Pass holiday rentals

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