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Vacation rentals in Guadarrama Pass

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Top-rated vacation rentals in Guadarrama Pass

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Guest favorite
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.
Apartment
4.94 out of 5 average rating, 155 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 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, 101 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.

Guest favorite
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.
Guesthouse
4.83 out of 5 average rating, 363 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 favorite
A rustic wooden stairway leads to a cozy area featuring a modern kitchen and a heated pool. A large screen displays a calming fireplace, enhancing the relaxed ambiance. Soft lighting from candles illuminates the space, highlighting the textured stone walls and wooden accents.
Tiny home
4.91 out of 5 average rating, 95 reviews

My Grandmother's Little House

In a picturesque village in the Alberche Valley, at the foot of the Sierra de Gredos, La Casita de Mi Abuela is the ideal refuge for couples. Cozy and unique, it has a swimming pool with a whirlpool inside, perfect for relaxing and enjoying. Surrounded by hiking trails and close to the Alberche River, where you can cool off in summer, this casita combines rural charm with modern comfort. A special place to disconnect and live an unforgettable getaway as a couple.

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, 37 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
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, 22 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 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 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, 221 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.

Guest favorite
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, 15 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 favorite
A rustic cabin with a wooden balcony features a cozy hammock and two red lounge chairs positioned on a landscaped garden area. Lush greenery surrounds the space, offering a sense of tranquility amidst nature, with mature trees and vibrant plants visible.
Cabin
4.96 out of 5 average rating, 74 reviews

NIMA Navacerrada

Charming authentic cabin recently fully refurbished. You do not need a car as it is 5 minutes walking from the square, shops and restaurants and the bus stop from route 691 to Madrid., yet in a very quiet street. It is surrounded by nature, with spectacular views of the dam and the mountains. Ideal to connect with nature and with oneself. Whether you came as a couple, with friends or family, you are guaranteed enjoyment!

Popular amenities for Guadarrama Pass vacation rentals

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