Vacation rentals in Guadarrama

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Top-rated vacation rentals in Guadarrama

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

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Superhost

A view of the urbanization is presented, showcasing well-maintained greenery and several buildings. Sunlight brightens the scene, highlighting the surrounding trees and nearby sports facilities, including tennis courts. A clear blue sky complements the tranquil surroundings.

Condo in Guadarrama

4.81 out of 5 average rating, 26 reviews

Apartment in residential development

Cozy family apartment in a residential development with large common areas, three swimming pools, a restaurant bar, four tennis courts, a paddle tennis court, badminton, racquetball, basketball court, children's play area. A completely exterior house with a terrace and good views, with 4 bedrooms and two fully renovated bathrooms, a double bed, single beds, a bunk bed and a trundle bed, a work table, the house is large and very versatile, we can surely adapt it to your needs. Third floor without elevator

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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 Los Ángeles de San Rafael

4.96 out of 5 average rating, 171 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.

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Guest favorite

A modern bathroom features a freestanding white tub and a glass shower. Natural light enters through a round window, highlighting the smooth, neutral wall textures. A small wooden table holds two glasses, a bottle of wine, and a candle, adding a subtle touch of elegance.

Home in Madrid

4.94 out of 5 average rating, 139 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.

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Guest favorite

A serene garden area is presented, featuring a stone well surrounded by vibrant hydrangea flowers. A stone bench provides a peaceful seating spot, while lush greenery frames the scene, creating a secluded and inviting atmosphere. Natural light enhances the tranquility of the space.

Cottage in Guadarrama

4.92 out of 5 average rating, 51 reviews

No, without

La Bila was built in 1947, in a stone house colony. Its interior is completely renovated. It has a spectacular swimming pool for the summer and a garden to enjoy at all times of the year. The plot is completely fenced and away from the road, it is very quiet. Thanks to its isolation, both in summer and winter the interior temperature is very pleasant. The kitchen is well-equipped in terms of kitchenware and utensils, and its spaciousness is also noteworthy.

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Guest favorite

A peaceful garden area is displayed, featuring a stone pergola with a wooden table and a hammock. Lush green grass surrounds the space, with a clear view of the pool in the background. A mountain landscape is visible, providing a picturesque backdrop.

Home in Los Molinos

4.85 out of 5 average rating, 73 reviews

Lovely place with a pool in summer

Beautiful home, registered in Registry E. T. ref. no. VT-14878, two bedrooms (one double), two bathrooms, full kitchen. Separate entrance. It is the ground floor of a two-story villa (the owners live on the upper floor). Pets are allowed (max 2 medium) at an additional cost of €5 per day/pet. Independent access to the garden. Residential area. Downtown Los Molinos with all amenities a 7-minute walk away, two buses and commuter train connect with Madrid

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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, 128 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.

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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

4.93 out of 5 average rating, 250 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.

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Guest favorite

A bright and open living space features soft sectional seating in neutral tones, complemented by a small wooden table. A patterned black-and-white wall adds visual interest, while a window with a grid design allows natural light to fill the room, enhancing the overall ambiance.

Home in La Losa

5.0 out of 5 average rating, 22 reviews

Casa Josephine Riofrío - retreat 1 hour from Madrid

Casa Josephine Riofrío B&B is a capsule of peace and rest one hour from Madrid, in a quiet village in a protected landscape at the foot of the mountain. A place where time passes differently. A retreat, a space to create, rest, or work at a different pace. A house completely renovated in 2022 with an architectural and interior design project based on geometry, materials and proportions, signed by Casa Josephine Studio. License VUT 40/718

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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, 164 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.

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Top guest favorite

A shaded porch area features wooden beams and stone walls. Two woven chairs with a small table are positioned under lush greenery. A private pool is visible in the background, surrounded by grass and bordered by tall hedges, creating a serene outdoor space.

Home in Navacerrada

5.0 out of 5 average rating, 43 reviews

House with a garden and pool in Navacerrada

A detached house where you can enjoy a quiet stay, with a beautiful garden and private seasonal pool, and in a unique environment. Ideal for relaxing, as a starting point for mountain routes or enjoying summer or winter in the mountains. A 7-minute walk to the town center and 7 minutes to the Navacerrada reservoir. An option for families with children, couples, or small groups looking for a little nature and relaxation.

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Guest favorite

The exterior of the house features a rustic stone façade, a tiled roof, and a spacious covered porch. Comfortable seating is arranged on the porch, which overlooks a well-maintained lawn and panoramic views of the surrounding landscape.

Chalet in El Espinar

4.97 out of 5 average rating, 69 reviews

A nice chalet with an indoor fireplace and views.

CASA TOMILLAR is nestled in a privileged location, a few hundred meters from the mountain and in a very quiet urban area where silence and rest prevail. Just 30 minutes by road from three very important cities, Segovia, Ávila and Madrid. Distributed over three floors, with four bedrooms, a spacious living room, full kitchen, three bathrooms or a toilet, gym, ping pong, foosball, parking and porch with garden area.

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Superhost

A spacious living area features a large gray sofa and white armchairs. Natural light enters through the large windows, accented by sheer curtains. A modern coffee table sits at the center, with a sleek dining area visible in the background.

Home in Guadarrama

4.65 out of 5 average rating, 182 reviews

SIERRA DE GUADARRAMA CHALET

IMPORTANT. STAY FOR FAMILY USE ONLY. NOT SUITABLE FOR CELEBRATIONS OR EVENTS. 4 bedrooms (3 with double beds and 1 with two beds), 2 bathrooms, living room (55 m2) that is distributed in a relaxation-fireplace area, dining area and bar area. Fully equipped kitchen, porch (35 m2), barbecue, sandbox, gazebo. Possibility of renting an attic with more extra places (attic living room with 2 double beds and sofa bed)

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