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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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Guest favourite
A spacious living area features a soft white sofa and a round dining table set for four. Large glass doors open to a private balcony, allowing natural light to fill the room. Elegant plants add a touch of greenery to the inviting space.
Flat
4.93 out of 5 average rating, 153 reviews

4th B - Luxury penthouse with terrace

● Oasis in Madrid - Luxury penthouse with terrace located in the Palacio neighborhood. This exclusive penthouse is part of a modern building located in front of a pleasant park and at the same time located in the heart of the city but away from the hustle and bustle of other streets It offers an ideal location from which to take a pleasant walk to Madrid's most emblematic places, including the Almudena Cathedral (5 min), the Royal Palace of Madrid (10 min) and the Basilica of San Francisco el Grande (2 min)

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.
Flat
4.94 out of 5 average rating, 94 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.

Guest favourite
A cozy sleeping area showcases a white bed adorned with decorative pillows in various patterns. Soft light filters through a sheer curtain above the bed. A small bedside lamp and a bookshelf filled with books are positioned nearby, adding functional charm to the space.
Guest house
4.83 out of 5 average rating, 355 reviews

Guesthouse - Pacific - Airport Express

Independent room on the ground floor with an exterior window at street level. It has a kitchenette and a private bathroom. This space is not shared. The entrance and exit are shared in the hall. This is not a tourist rental. It is rented temporarily for work, teaching, or leisure purposes. Conveniently located in a well-connected area, close to supermarkets, restaurants, and shops. It is close to museums, El Buen Retiro Park, Atocha Station, and the 203 Airport Express bus.

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
4.93 out of 5 average rating, 58 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
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
5 out of 5 average rating, 16 reviews

El Espinar: Pool, BBQ and 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, pool, high-speed Wi-Fi, work area, smart TV in the living room and bedroom, chillout with sofa and sun loungers.

Guest favourite
The living room features a spacious beige sofa complemented by decorative cushions and an elegant wooden coffee table. Artwork adorns the walls, and a smart TV is mounted on one side. Bright lighting enhances the modern design, creating a welcoming atmosphere.
Flat
4.88 out of 5 average rating, 134 reviews

The Best Location, El Retiro, Cibeles, Museums.

Beautiful and luxurious apartment in the distinguished Recoletos neighborhood known for its style and elegance. The apartment is located in a wonderful building with a 24-hour concierge. Surrounded by the most exclusive shops, boutiques, and restaurants in Madrid. Plaza Colón and the National Library are just across the street, a few meters from El Retiro Park and the three most important museums in Spain: the Prado Museum, Thyssen and Reina Sofía

Top guest favourite
Flat
4.95 out of 5 average rating, 541 reviews

Beautiful & Cozy Apartment Near Gran Via

Experience the life of a local in Madrid! This bright and cheery apartment is perfectly located in the center of Madrid, in one of the most popular neighborhoods, Malasaña. You will be steps away from the iconic Gran Vía street, with tons of options for fine dining, high-end shopping, and important tourist landmarks. Come home to a tastefully decorated home with details around every corner. You will enjoy this quiet oasis in the middle of Madrid.

Guest favourite
A scenic view of the casita nestled among lush greenery, surrounded by a diverse variety of trees. The rustic stone structure features a red-tiled roof, harmonizing with the natural landscape of rolling hills and varied vegetation.
Cottage
4.94 out of 5 average rating, 218 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
5 out of 5 average rating, 174 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 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
5 out of 5 average rating, 14 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, one place 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
4.99 out of 5 average rating, 287 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.

A modern cabin is situated on a rocky terrain, featuring large windows that illuminate the interior. A balcony extends from one side, providing a relaxing outdoor space. The dark exterior contrasts with the soft glow of the lights, blending into the natural surroundings.
Cabin
4.91 out of 5 average rating, 128 reviews

Casa Otea

Cabañita in the Sierra de Guadarrama natural Park. (Peguerinos) 🏡 Disconnection and beautiful views 📍 One hour from Madrid 🐶 Welcome Casa Otea sits in a prime spot, on top of a mountain looking out across a protected setting. The perfect setting to disconnect and appreciate the landscape from a designer tiny house where you will have all kinds of amenities that take you to enjoy the best slow stay.

Popular amenities for Guadarrama Pass holiday rentals

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