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Holiday rentals in Sierra de Guadarrama

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Top-rated holiday rentals in Sierra de Guadarrama

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

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Superhost
The independent house is surrounded by tall trees, with a garden showcasing natural stone paths. A staircase leads to the entrance, framed by lush greenery. In the background, the mountains are visible, providing a serene, natural setting.
Chalet
4.87 out of 5 average rating, 419 reviews

Independent house in the mountains

Charming detached house with charm at the foot of La Pedriza. Precioso jardín para disfrutar del canto de los pájaros y de la tranquilidad que ofrece el entorno. Construida en armonía con las propias piedras que la naturaleza nos regala. Ideal para relajarse Charming relaxing little house very close to the mountains. There is a beautiful garden where you will enjoy while hearing the birds singing and the relaxing atmosfere. It is built harmoniosuly within the nature of the surrounding enviroment.

Top guest favourite
A circular stone table is surrounded by several iron chairs, set against a backdrop of lush green fields and distant mountains. The open sky overhead is bright blue, with a few wispy clouds scattered throughout.
Flat
4.97 out of 5 average rating, 270 reviews

The Sound of Silence, Guadarrama National Park, La Pedriza

The accommodation is a small house, made with mostly ecological materials and lovingly furnished and decorated to make your stay as comfortable and pleasant as possible. The little house is inside our garden, but it is totally independent. The plot has direct views of the Guadarrama National Park and is a very quiet place of spectacular beauty. It is a 5-minute drive from La Pedriza, 20 minutes from Puerto de Navacerrada and 35 minutes from Plaza de Castilla (Madrid)

Guest favourite
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
4.93 out of 5 average rating, 124 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.

Guest favourite
The exterior of a charming house is covered in vibrant autumn leaves, creating a striking contrast against a soft blanket of snow. Stone steps lead to the entrance, flanked by greenery and lampposts, while the landscape is adorned with seasonal colors.
Cottage
4.91 out of 5 average rating, 305 reviews

Amazing garden and charming villa in the mountains

A beautiful renovated house from the 60s on a large 1500m plot with a private pool and large trees. Tranquility and privacy in the heart of the forest in one of the most beautiful villages in the Sierra de Madrid. You can walk for days through the forests and mountains of Guadarrama National Park from your doorstep. Great for two families to share. Totally charmingly equipped. Fireplace, gas BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

Top guest favourite
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, 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 favourite
A bright bedroom features two spacious beds placed against a rustic wooden wall. Each bed is adorned with white linens and colorful decorative pillows. A glass door opens to a small balcony, allowing natural light to fill the room.
Cottage
4.93 out of 5 average rating, 113 reviews

Esencia de Maryvan Rural House

Esencia de Maryvan is a charming country house located in the urban area of the town of El Vellón. Composed of two floors with independent access to each of them. The house will be rented in full. Check the number of people. Enjoy the large outdoor spaces such as the garden, barbecue, pool and large outdoor lounge. The house is located just 47 km from Madrid. You can also enjoy a relaxing stay and environment during your stay.

Guest favourite
A geodesic dome is seen nestled among trees, set against a clear blue sky with fluffy clouds. The surrounding landscape features lush greenery and low shrubs, creating a natural and serene environment.
Dome
4.88 out of 5 average rating, 108 reviews

Luna 2 - Moonlight - Designer Dome in Madrid

Just 20 minutes from Madrid, in San Agustín de Guadalix, discover a unique space surrounded by nature, where the starry sky and the tranquility of the surroundings make each moment a different experience. Our geodesic domes are the perfect place to enjoy a special stay with your partner and celebrate any occasion. Comfort, nature and a unique atmosphere await you. Make your next getaway an experience you won't forget.

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, 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.

Guest favourite
A spacious bedroom is highlighted by large glass doors that open to a patio and garden. A comfortable bed is adorned with light linens. The outdoor area features a small table and chairs surrounded by greenery, providing a peaceful and relaxing view.
Home
4.96 out of 5 average rating, 134 reviews

Rural Boutique with Jacuzzi and Garden

Welcome to the Pertenera house. Immerse yourself in the luxury of our stone-surrounded Jacuzzi for two, where elegance and good taste are present in every detail of this charming house. From the comfortable bed, you can gaze at the stars through the window on clear nights. Relax in our charming courtyard with a cactus garden. Your perfect getaway less than an hour from Madrid, where style meets rural!

Top guest favourite
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
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.

Superhost
A transparent dome structure is nestled among trees, revealing an interior with a spacious bed and soft lighting. Surrounding greenery and flowers create a natural, serene setting, enhancing the unique design of this accommodation.
Dome
4.91 out of 5 average rating, 192 reviews

Transparent Dome Room Madrid - Natura Domo

Do you want to be at one with nature as you've always dreamed of? Stay in this unique place and enjoy the sounds of nature while looking at the stars. We are the only transparent dome to enjoy with your partner in the Sierra de Madrid, just 40km from the city, with an ecosystem that surrounds it to have an unforgettable experience.

Guest favourite
The stone and wood house features a traditional tile roof, complemented by large windows allowing natural light. Surrounding structures include a stone wall and another building with wooden balcony, under a clear blue sky.
Cottage
4.93 out of 5 average rating, 400 reviews

Rustic house near National Park

DISCOUNT 7 NIGHTS OR MORE 20%, ENTIRE MONTH 47% !!! Rustic house, made of stone and timber. It is localization in a little town, Braojos, 1.200 metres high, in the Central Mountains of Spain. The house is surrounded by mountains and forests, 50 minutes drive from the city of Madrid

Popular amenities for Sierra de Guadarrama holiday rentals

Frequently Asked Questions

  • Where is Sierra de Guadarrama located?

    Sierra de Guadarrama is a mountainous natural region stretching across the Community of Madrid. Positioned near several small towns and protected parks, it is known for scenic landscapes and forested slopes.

  • When is the best time to visit Sierra de Guadarrama?

    Late spring and summer are often recommended for hiking and outdoor activities, thanks to milder temperatures ranging from about 47–74°F (9–23°C) and lower rainfall. Autumn brings colorful foliage, while winter draws visitors interested in snow sports.

  • What are some things to do near Sierra de Guadarrama?

    Sierra de Guadarrama has opportunities to explore hiking trails, mountain biking routes, and rock climbing spots. Nearby, you can visit traditional villages, nature reserves, and local markets featuring seasonal foods and crafts.

  • How is the weather near Sierra de Guadarrama?

    Winters are cold and damp, with temperatures mostly between 27–42°F (-3–6°C) and frequent rainfall. Summers stay pleasant, often reaching 74°F (23°C) with drier conditions, making outdoor exploration especially inviting.

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