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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
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, 162 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 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, 126 reviews

House with beautiful views. VUT-40/868

A house with beautiful views and a garden, modern construction, ideal for disconnecting in nature. Los Angeles de San Rafael development, with entertainment for all ages, golf, horse riding, water sky cable, inflatable slides, water sports, adventure sports, spa, lake and swimming pools. 20 minutes from Segovia and El Escorial and next to the Sierra de Guadarrama. Please don't hesitate to ask any questions or information about the activities available in the area!!!

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 in Burgohondo
4.93 out of 5 average rating, 121 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 getaway for couples. Cozy and unique, it has a heated pool with hydromassage inside, perfect for relaxing and enjoying. Surrounded by hiking trails and near the Alberche River, where you can cool off in summer, this house combines rural charm with modern comfort. A special place to disconnect and experience an unforgettable getaway as a couple.

Top guest favorite
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.

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, 180 reviews

"El Nido" loft, private garden, barbecue, swimming pool

Loft for temporary rental, next to Sierra del Guadarrama National Park. Located on the ground floor of our independent home. It has a fully equipped kitchen, fiber Wi-Fi (600 Mb), Smart TV, living room-bedroom, heat pump air conditioning, fireplace, garden and barbecue. Shared pool with owners and other temporary accommodation for two people. 45 km from Madrid, with excellent access by car and bus. Close to supermarkets, a hospital, schools and services.

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, 112 reviews

Villa with pool and mountain views

Enjoy the Sierra de Madrid in our beautiful stone house surrounded by greenery. You'll wake up every morning to an incredible garden with fruit trees and flowers, and you can have breakfast on a large terrace overlooking the mountain. Details such as the spiral staircase or the stone arches make our house a special and different place. The pool is super refreshing during these months and has night lighting so you can enjoy a swim under the stars.

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, 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 favorite
A bright and airy space is depicted, featuring a single bed with a simple wooden frame. The room includes a partition leading to a modern bathroom with serene color tones. Natural light filters through a window adorned with light curtains.
Guesthouse in Manzanares el Real
4.93 out of 5 average rating, 119 reviews

At the foot of the mountains - Cozy little house - Gingko

Cozy little house at the foot of the mountains. Relax alone, as a couple, or in a group or with the whole family at this peaceful place to stay! Enjoy the fresh air, the sounds of nature, and many possibilities right nearby for walking, cycling, or birdwatching in a wonderful environment. It has a terrace, an 800 m2 garden, outdoor tables and chairs, and a 30m zip line. If the weather is good, there is a pool from June to October. Enjoy!

Top guest favorite
A rustic stone house is positioned amid a natural landscape, featuring a wooden staircase leading to the entrance. Lush greenery surrounds the property, with expansive views of the mountains in the background under a clear blue sky.
Chalet in El Boalo
4.99 out of 5 average rating, 142 reviews

Beautiful rustic house in the mountains of Madrid

Very comfortable rustic house located in the heart of the "Sierra de la Pedriza", that belongs to the Guadarrama regional park, and just half an hour from Madrid. The land of this house has an area of ​​3000 square meters with natural vegetation in the area. 5 minutes walk you will find the beautiful town "El Boalo". Impressive views of the Sierra de Madrid. Possibility of beautiful excursions, horse riding and multiple activities.

Superhost
Apartment in Guadarrama
4.76 out of 5 average rating, 107 reviews

Casa entera con vistas a la Sierra

House in the town of Guadarrama recently renovated, totally exterior with views from the rooms, on the third floor with elevator, with 2 bedrooms with a double bed, 2 full bathroom, separate kitchen, living/dining room, terrace with views of the mountain, terrace in kitchen. Garden areas, 1 large community pool, 1 children's pool (in summer). Very close to everything, 5 minutes from the Plaza Mayor. WIFI special for teleworking.

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, 299 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, 208 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 vacation rentals

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