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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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Superhost
A covered terrace features a spacious outdoor sofa, providing seating for six. The area is surrounded by lush greenery and colorful walls, creating a serene space. A dining area in the background is also set for six, inviting outdoor gatherings.
Townhouse in Los Molinos
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 favorite
Train in Guadarrama
5 out of 5 average rating, 36 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

Guest favorite
Home in Madrid
4.93 out of 5 average rating, 90 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 through 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 for disconnecting and relaxing.

Superhost
Condo in Guadarrama
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 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
4.98 out of 5 average rating, 47 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 favorite
A clear swimming pool is highlighted, surrounded by a well-maintained garden featuring tall trees and lush greenery. A covered seating area with outdoor furniture is visible, alongside a patio space that accommodates multiple chairs and a table.
Guest suite in Moralzarzal
5 out of 5 average rating, 181 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.

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 charming casita is framed by greenery, featuring large windows that allow natural light to illuminate the interior. The exterior is enhanced by several umbrellas, providing shade, with a serene landscape of mountains and trees in the background.
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!

Superhost
A bedroom features a spacious bed dressed in a light quilt, complemented by matching nightstands. Soft lamps on each side provide gentle illumination. A floral artwork adorns the wall above the headboard, and sheer curtains allow natural light to enter from the window.
Apartment in Guadarrama
4.76 out of 5 average rating, 109 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, 303 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.

Superhost
Home in Cercedilla
4.72 out of 5 average rating, 492 reviews

Rustic house in Cercedilla.

Very cozy village house with a kitchen and full bathroom. Central and easy to park on nearby streets. ** AUTONOMOUS ENTRANCE ** Double bed, TV with Amazon stick or Fire TV, it is 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. 🐕

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, 210 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