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Holiday houses in Cuenca del Guadarrama

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Top-rated holiday rentals in Cuenca del Guadarrama

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Guest favourite
The exterior of the house is constructed from stone and wood, featuring a large porch with comfortable seating. Lush greenery surrounds the property, while the upper balcony offers views of the garden below. A prominent stone chimney adds character to the inviting façade.
Cottage in Cerro Matallera
4.91 out of 5 average rating, 147 reviews

Casa Matallera - Mountain Retreat near Madrid

Beautiful house in Sierra de la Cabrera Guadarrama, 40 minutes from Madrid. Hiking, cycling, horse riding, leisure activities for families & a varied gastronomic offer. The loveliest municipal pool is just 10 km away. Very quiet area, ideal for disconnecting, resting, or working remotely. Large dining room, living room. Amazing fireplace and very well-equipped kitchen. Ideal for family gatherings, reduced weddings (30/40 pax) in spring and autumn (events subject to small extra payment to agree).

Guest favourite
Apartment in Chamartín
4.93 out of 5 average rating, 120 reviews

Attic in Alfonso XIII

Very bright penthouse with a comfortable and functional decoration with a double room with it´s own bathroom. In this penthouse house you can enjoy a large terrace next to the dining room and a much larger one upstairs. It is located in a quiet area of Madrid very well connected and with all services. The metro is 5 minutes away (line 4: Alfonso XIII) and there are also buses and direct access to the M30. If you need parking I can give you options because it´s a regulated parking area.

Guest favourite
A modern living space features a comfortable sofa with a black and white abstract pattern. A sleek coffee table is positioned in front, and a wall-mounted television provides entertainment options. Soft overhead lighting enhances the inviting ambiance of the room.
Apartment in Fuente el Saz de Jarama
4.96 out of 5 average rating, 136 reviews

apartartamento dulce y acogedor

Relax and unwind in this apartment quiet and stylish. First qualities and new,complete for all your needs. Independent entrance to the direct studio from the street. This accommodation is located 15 minutes from the AIRPORT and JARAMA CIRCUIT, 20 minutes IFEMA and downtown Madrid.If you are looking for a little leisure or something to eat, less than five minutes walking is the area of the bars and supermarkets Day and Mercadona.parcamiento in the same door without needing to look.

Top Guest favourite
A dining area showcases a glass table set with elegantly arranged plates and various utensils. A vase filled with red roses serves as the centerpiece, while expansive windows provide panoramic views of the surroundings, allowing natural light to fill the space.
Apartment in San Sebastián de los Reyes
4.98 out of 5 average rating, 202 reviews

Madrid´s sky Luxury Penthouse 6Pax. 10 min Airport

Madrid´s Sky Luxury Penthouse 6pax. Airport Just 10 Minutes from Madrid Barajas AIRPORT in MADRID Designed for 2/3/4/5/6 People. Discover a duplex that redefines luxury in MADRID! This amazing space combines avant-garde design with dazzling lighting. From the first moment, the infinity effect of the views will take your breath away, creating a magical connection with the horizon. Every corner radiates elegance and sophistication. A visual experience that will captivate you!

Top Guest favourite
Apartment in Alcala de Henares
4.98 out of 5 average rating, 128 reviews

Design and Relax in Alcalá I 3 Bedrooms I Private Patio

Renovated apartment (2025) in the historic center of Alcalá de Henares. Unbeatable location in the World Heritage city, ideal for families and friends looking for culture and comfort. Explore monuments on foot and enjoy the magnificent local cuisine and its famous tapas. A modern and cosy accommodation in the best leisure and cultural area, just 25 minutes from Madrid. Experience the history of Alcalá with all the facilities at your fingertips. Book now and enjoy Cervantes!

Guest favourite
A spacious living area features a comfortable dark sofa adorned with orange cushions. A wooden coffee table is surrounded by indoor plants. Natural light floods the room from large windows, with a view of the surrounding landscape. A divider separates the sleeping area, enhancing privacy.
Apartment in San Sebastián de los Reyes
4.93 out of 5 average rating, 142 reviews

Golden Loft. Parking. AirPort 5 pax.

GOLDEN LOFT DUPLEX A 10 minutos del AEROPUERTO de Madrid. Diseñado para 1/2/3/4/5 personas. Bienvenido a tu estancia ideal! Alojamiento tranquilo y confortable con una iluminación deslumbrante dónde podrás relajarte y desconectar creando una conexión mágica con el horizonte. Diseño vanguardista y elegante en un Loft con ambiente acogedor. Te sentirás como en casa! 📌Número de licencia: VT-14517 📌Registro Único Alquiler: ESFCTU00002805400065354000000000000000000000VT-145179.

Guest favourite
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, 105 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.

Guest favourite
Apartment in Ciudalcampo
4.93 out of 5 average rating, 130 reviews

Suite in Villa near Madrid/T4 | Pool & BBQ

Relax in a peaceful private guest suite inside a villa surrounded by nature, just 20–30 min from Plaza de Castilla and 15–25 min from Madrid T4 Airport (depending on traffic). Enjoy a saltwater pool, garden with hammocks, and mountain views – perfect for unwinding after a busy day. ✔ Pool, garden & BBQ (cleaning fee: 30 €) ✔ Fast Wi-Fi + workspace ✔ Free parking ✔ Terrace with sunset and mountain views ✔ Quiet & relaxing atmosphere

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 in Uceda
4.96 out of 5 average rating, 147 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
Cottage in Los Molinos
4.99 out of 5 average rating, 219 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 wooden house with a welcoming porch is surrounded by lush greenery. Potted plants adorn the porch, while the stone wall and textured pathway complement the natural setting. Large windows provide ample light, enhancing the connection between the indoor and outdoor spaces.
Cabin in Uceda
4.88 out of 5 average rating, 550 reviews

Miguel's Cabin

Cozy wooden house with fireplace and 2700 Mt of wooded plot, fully fenced and private. Ideal for city getaways, enjoying nature, clean air and tranquility, 45 min from downtown Madrid. In a sparsely populated development in the municipality of Uceda, Guadalajara (400 meters bordering the community of Madrid). Near Patones de Arriba, Atazar, Jarama River.

Superhost
A large private pool is surrounded by well-maintained green grass. Sun loungers and shaded seating areas are positioned nearby, offering spaces for relaxation. A small storage shed is visible in the background, complementing the expansive outdoor setting.
Chalet in Valdetorres de Jarama
4.94 out of 5 average rating, 128 reviews

Beautiful villa with a garden, barbecue, and swimming pool

Country house, rustic style with large 1000 m2 garden, with private pool and barbecue. Enjoy a piece of countryside 30 minutes from Madrid, perfect for disconnecting and enjoying a relaxing time.

Popular amenities for Cuenca del Guadarrama holiday rentals

  1. Airbnb
  2. Spain
  3. Madrid
  4. Cuenca del Guadarrama