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Vacation rentals in Sierra de Guadarrama

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Top-rated vacation rentals in Sierra de Guadarrama

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

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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
4.92 out of 5 average rating, 117 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 favorite
A spacious terrace is equipped with comfortable seating and a low table, offering a perfect spot for relaxation. Lush greenery and scenic mountain views surround the area, creating a serene outdoor space. Soft lighting accents are unobtrusively integrated, enhancing the tranquil atmosphere.
Vacation home in Mijares
4.86 out of 5 average rating, 102 reviews

Gredos Starlight House | Mountain Views

Are you looking for a perfect place to explore the Sierra de Gredos? Our house is the ideal place for you We are located in Mijares, a small town at the foot of the Sierra. An incomparable natural environment of mountains, forests and rivers. In the house you will find everything you need for a comfortable and relaxing stay. The ideal place to rest with family, partner or pets. Book your stay and enjoy an unforgettable vacation among mountains and stars.

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, 111 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.

Superhost
A modern dining area is showcased with a wooden table set for a meal. Elegant dishware is arranged alongside glasses, while a stone oven adds character to the background. Decorative elements, such as vases and candles, enhance the inviting ambiance of the space.
Cottage in Valdilecha
4.89 out of 5 average rating, 188 reviews

Your Rural House

Forget your worries in this spacious and serene space. A wonderful, open apartment that's not missing any detail. It is located in a beautiful village 35 km from Madrid. Perfect for recharging your batteries in a relaxed atmosphere or spending a romantic weekend as a couple. It has a small garden in the back with a barbecue, stove and mini pool. It is equipped with a full kitchen and a wood-burning oven. You can see the available Packs in photos.

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, 141 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.

Guest favorite
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 in El Vellón
4.94 out of 5 average rating, 112 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.

Superhost
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 in San Agustín del Guadalix
4.87 out of 5 average rating, 101 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 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, 296 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 favorite
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 in Uceda
4.96 out of 5 average rating, 133 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!

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
5 out of 5 average rating, 202 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
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 in Braojos
4.93 out of 5 average rating, 399 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 vacation 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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