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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 spacious pool area is showcased, featuring crystal-clear water and a large wooden deck surrounded by lush greenery. Sun loungers are positioned nearby, offering a relaxing spot. The villa's exterior is visible in the background, complemented by a well-maintained garden.
Villa in Galapagar

VISTAMADRID VILLA COMPLETE ACCOMMODATION LA NAVATA

Magnificent Mid-Century style detached villa with clear views, an oasis of peace 20 minutes from Madrid. With a large 3,000m2 garden, with an incredible pool. 800 sq. meter house with living rooms with fireplace, dining rooms, office, leading to a large 80 sq. meter terrace with a barbecue. Large fully-equipped kitchen. 4 suites, all with bathroom. Fully equipped, detached loft. Many possibilities for activities and excursions. You can get to know El Escorial, Madrid, the Sierra de Guadarrama, Valmayor. A dream.

4.84 out of 5 average rating, 67 reviews
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

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

4.81 out of 5 average rating, 26 reviews
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

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.

4.94 out of 5 average rating, 143 reviews
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

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.

4.92 out of 5 average rating, 53 reviews
Superhost
A spacious bed is positioned against a neutral wall, complemented by a decorative mirror above the headboard. Nightstands on either side hold small potted plants, while pillows in varying textures and colors add a touch of comfort. Natural light filters through a nearby window with soft curtains.
Townhouse in Los Molinos

La Sierra para 12 by SkyKey

2 semi-detached houses connected by their terraces offer space for up to 12 people in the middle of nature and only 35 minutes from Madrid. Whether you are just looking for a quiet place to stay or want to go hiking, biking, horseback riding or enjoy the local gastronomy, this place is ideal for you, your family and friends. Powerful 1G internet keeps everyone connected if you wish and 55" and 65" TVs respectively ensure that entertainment is never lacking.

4.88 out of 5 average rating, 16 reviews
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

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

4.85 out of 5 average rating, 74 reviews
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

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.

4.93 out of 5 average rating, 253 reviews
Top guest favorite
The exterior showcases a modern chalet with clean lines and a spacious pool. Surrounding the pool is a well-maintained lawn, complemented by a safety fence. A shaded seating area is visible on the terrace, providing a relaxing outdoor space.
Villa in Becerril de la Sierra

Beautiful Sierra Madrid villa

Beautiful newly built villa in an unbeatable location within Becerril de la Sierra, a five-minute walk from the town center and several accesses to the Sierra de Guadarrama Natural Park. Modern construction, elegant and functional lines with a predominance of light and space in all rooms. The house is built and decorated with top quality materials and designed to be a quiet place to rest and disconnect while being fun and family-friendly.

4.96 out of 5 average rating, 51 reviews
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

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

5.0 out of 5 average rating, 22 reviews
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

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.

5.0 out of 5 average rating, 45 reviews
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

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.

4.97 out of 5 average rating, 69 reviews
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

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)

4.65 out of 5 average rating, 182 reviews

Popular amenities for Guadarrama vacation rentals