Vacation rentals in Guadarrama

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Top-rated vacation rentals in Guadarrama

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Top guest favorite

Apartment in San Lorenzo de El Escorial

4.94 out of 5 average rating, 81 reviews

A stone's throw from the Monastery

"Casa Florida": old refurbished apartment in the heart of San Lorenzo de El Escorial. Unbeatable location in a century-old house that combines unique views, tranquility, and immersion in the local atmosphere. Next to the Plaza del Ayuntamiento, less than a 5-minute walk from the Monastery and bars, restaurants, and shops. Health center, supermarkets, taxis, and buses at your fingertips. Very close to the Herrería Forest and the Abantos Mountain pine forest, with wonderful walking or biking trails.

Superhost

Townhouse in Los Molinos

4.81 out of 5 average rating, 26 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.

Guest favorite

Home in Becerril de la Sierra

4.91 out of 5 average rating, 195 reviews

Family house with pool and garden.

Whether you're simply looking to escape the bustle of Madrid or you're exploring this part of Spain, we hope you'll feel at home in our spacious house and shared garden. Becerril is the perfect base for hiking or exploring. We're in a quiet neighbourhood, just a short walk from the town centre, where you'll find plenty of great restaurants. Our house is in the same garden. We live in a separate house in the same garden. You'll share the garden and the pool with us.

Superhost

Condo in Guadarrama

4.84 out of 5 average rating, 101 reviews

Apartment with views and a swimming pool.

Bright apartment on third floor with elevator, newly renovated with a lot of love where you can enjoy nature and surroundings. The apartment is located in a quiet development with a pool, landscaped areas, playgrounds, basketball courts and soccer. From the same development there are beautiful paths to walk or bike through which to walk or ride bikes. Downtown is a 10-15 minute walk away. The nearest bus stop in 5 min and 35 min by car from the center of Madrid.

Guest favorite

Home in Madrid

4.89 out of 5 average rating, 38 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 among 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 to get away and relax.

Guest favorite

Cottage in Los Molinos

4.94 out of 5 average rating, 210 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

Chalet in El Boalo

4.98 out of 5 average rating, 119 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.

Top guest favorite

Loft in Becerril de la Sierra

4.99 out of 5 average rating, 282 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

Home in Navacerrada

5 out of 5 average rating, 17 reviews

House with a garden and pool in Navacerrada

Independent house in which you can enjoy a quiet stay, with a beautiful private garden and pool, and in a unique environment. Ideal for rest, as a starting point for mountain routes or enjoying the summer or winter in the mountains. A 7-minute walk from downtown and 7 minutes from the Navacerrada swamp. An option for families with children, couples, or small groups looking for a little nature and relaxation.

Superhost

Cabin in Ávila‎

4.91 out of 5 average rating, 111 reviews

Casa Otea

Cabañita in the Sierra de Guadarrama natural Park. (Peguerinos) 🏡 Disconnection and beautiful views 📍 One hour from Madrid 🐶 Welcome Casa Otea sits in a prime spot, on top of a mountain looking out across a protected setting. The perfect setting to disconnect and appreciate the landscape from a designer tiny house where you will have all kinds of amenities that take you to enjoy the best slow stay.

Top guest favorite

Cottage in Los Molinos

4.99 out of 5 average rating, 182 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.

Top guest favorite

Condo in Guadarrama

4.96 out of 5 average rating, 28 reviews

Apartment in Guadarrama BC2 - -

The apartment is located in the municipality of Guadarrama. It is a cozy apartment with a bedroom, a full bathroom and a living room with a kitchen and a double sofa bed. We have apartments with a separate entrance and no stairs. It is very well located near the town hall square. There are several supermarkets, a bus stop, and parking spaces about 40 meters away.