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Vacation rentals in Guadarrama Pass

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Top-rated vacation rentals in Guadarrama Pass

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

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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 in La Estación
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
The wooden house is surrounded by lush greenery and stone landscaping. Sunlight filters through the trees, illuminating the natural elements. A stone seating area is visible in the foreground, with the house featuring large windows and a welcoming porch.
Cottage in El Espinar
4.96 out of 5 average rating, 159 reviews

The corner of your dreams.

Isolation, peace, and enjoyment in its purest state. A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. A 3000m2 private oak wood house (for you) within a community with 24-hour security, swimming pools, hiking trails, golf courses, horseback riding, restaurants, a supermarket, a lake with water activities, and a spa. Each season offers its possibilities, from its cozy fireplace to its barbecues, through a spring full of flowers.

Guest favorite
A spacious wellness area features a modern freestanding bathtub, complemented by warm brick walls and wooden flooring. Soft lighting from wall sconces adds ambiance, while a potted plant and a wooden stool enhance the serene environment. A sauna is visible in the background.
Apartment in Madrid
4.9 out of 5 average rating, 284 reviews

Luxurious apt. next to Golden Triangle of Art

Tu apartamento con área de wellness privada (sauna + bañera) en la mejor localización de Madrid, en una tranquila calle del barrio de Huertas a la espalda del Museo del Prado dormirás a tres minutos de Las Meninas de Velázquez que te esperan en el Museo del Prado junto a tantas otras obras de arte :) El apartamento ha sido completamente reformado en julio 2021, con muebles de diseño y todo lo que puedas necesitar para disfrutar unos días maravillosos en la capital madrileña.

Top 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 in El Espinar
5 out of 5 average rating, 20 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.

Top guest favorite
Apartment in Madrid
4.95 out of 5 average rating, 550 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 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 in Los Molinos
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 in Moralzarzal
5 out of 5 average rating, 175 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 covered terrace features stylish dark wicker furniture, including two armchairs and a small table. The view overlooks a sprawling landscape of rooftops and greenery under a cloudy sky, enhancing the sense of open space and tranquility.
Cottage in El Espinar
4.88 out of 5 average rating, 120 reviews

House with beautiful views. VUT-40/868

Casita with beautiful views and garden, of modern construction, ideal for disconnecting in nature. Urbanización Los Angeles de San Rafael, with entertainment for all ages, golf, water sky cable, water slides, water sports, adventure sports, spa, lake and pools. 20 minutes from Segovia and El Escorial and next to the Sierra de Guadarrama. Feel free to ask us any questions or information about the activities available in the area!!!

Top 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 in La Losa
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 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, 288 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 favorite
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
4.99 out of 5 average rating, 194 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.

Guest favorite
A modern kitchen area features sleek white cabinetry and built-in appliances. A wooden dining table is surrounded by an assortment of colorful chairs. Natural light floods the space through large windows, enhancing the open floor plan that connects to a comfortable seating area.
Apartment in Madrid
4.97 out of 5 average rating, 191 reviews

The best apartment in Madrid (110 meters)

Great flat in downtown in Madrid. It is located on one of the most important streets of Madrid and in a beautiful recently renovated building. Completely automated flat, with luxury amenities. Inner comfort is ensured. If you need to arrive earlier o later, please ask for us your needs. We will try to get it. You can enjoy of a wood rowing machine inside the house.

Popular amenities for Guadarrama Pass vacation rentals

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