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Holiday rentals in Cuenca del Guadarrama

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Top-rated holiday rentals in Cuenca del Guadarrama

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

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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.
Flat
4.95 out of 5 average rating, 131 reviews

apartartamento dulce y acogedor

Relájate y desconecta en este apartamento tranquilo y elegante.Primeras calidades y nuevo,completo para todas tus necesidades. Entrada independiente al estudio directa desde la calle. Este alojamiento se encuentra a 15 minutos del AEROPUERTO y CIRCUITO JARAMA, 20 minutos IFEMA y centro de Madrid .Si buscas un poco de ocio o algo para comer,a menos de cinco minutos andando esta la zona de los bares y supermercados Día y Mercadona.Aparcamiento en la misma puerta sin necesidad de buscar.

Guest favourite
An outdoor view of the chalet showcases a covered seating area and a swimming pool with a blue cover. Surrounding trees provide shade, and outdoor lighting enhances the ambiance. The lawn features artificial grass, contributing to an inviting space for relaxation.
Chalet
4.97 out of 5 average rating, 108 reviews

The Wooden Whim

Chalet construido en 2019 con licencia para alquiler de corta estancia no turística. El chalet cuenta con todas las comodidades para disfrutar de la estancia. Eficiencia energética A. Está preparada para hasta 7 personas, ya q tiene Wifi en toda la parcela (300MB), piscina (con piscina para niños adosada), cenador con barbacoa de obra, más de 400m2 de césped artificial, jacuzzi interior, Ps4, proyector HD, juegos de mesa,... pero no para despedidas de soltero o eventos similares

Guest favourite
A private pool surrounded by lush greenery offers a refreshing retreat. Two lounge chairs, one in red and one in black, are positioned beside the pool, inviting relaxation. A large umbrella provides shade, and the tranquil atmosphere is enhanced by the natural setting.
Cottage
4.91 out of 5 average rating, 308 reviews

Amazing garden and charming villa in the mountains

A beautiful renovated house from the 60s on a large 1500m plot with a private pool and large trees. Tranquility and privacy in the heart of the forest in one of the most beautiful villages in the Sierra de Madrid. You can walk for days through the forests and mountains of Guadarrama National Park from your doorstep. Great for two families to share. Totally charmingly equipped. Fireplace, gas BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

Top guest favourite
A dining table is elegantly set with blue plates and glassware, complemented by a vibrant floral centerpiece. The natural light enhances the glossy finish of the table, while large windows reveal expansive views of the city outside.
Loft
4.97 out of 5 average rating, 206 reviews

Iconic and Exclusive Duplex up to 6pax

LUXURY DUPLEX in MADRID POOL/PADEL/ 2 garage spaces 10 minutes from the MADRID AIRPORT Designed for 1/2/3/4/5/6 people. Discover a duplex that redefines the light in MADRID! This shadowy space combines a vanguardist design with bright lighting. From the first moment, the infinity effect of the views will take you away, creating a magical connection with the horizon. Each ring radiates elegance and sophistication. A visual experience that will help you!

Top guest favourite
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
4.99 out of 5 average rating, 148 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 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
4.96 out of 5 average rating, 140 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
Holiday home
4.97 out of 5 average rating, 106 reviews

Luxury Suite in Libreros I Large Lounge I Balcony

Enjoy this exclusive haven, renovated in February 2025. Overlooking the iconic Calle Libreros, its sophisticated design makes it the ideal place for couples looking for an unforgettable getaway, digital nomads, and small families. Surrounded by the best restaurants and shops, you'll experience the city's history with the utmost modern comfort. Ready for a magical stay? Book your dates now!

Guest favourite
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
4.88 out of 5 average rating, 543 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.

Guest favourite
An open-concept loft features a modern living area with a gray sofa and unique coffee tables. A sleek kitchen with a breakfast bar is visible in the background. Stairs lead to a second level, adorned with artwork and large windows, highlighting the contemporary design.
Flat
4.88 out of 5 average rating, 541 reviews

Designer loft in Barajas

Cozy loft in historic Barajas, just minutes from the metro with direct links to the airport, IFEMA, and city center. Cozy loft in historic Barajas, just minutes from the metro with direct links to the airport, IFEMA, and city center. Cozy loft in historic Barajas, just minutes from the metro with direct links to the airport, IFEMA, and city center.

Guest favourite
A transparent dome structure is nestled among trees, revealing an interior with a spacious bed and soft lighting. Surrounding greenery and flowers create a natural, serene setting, enhancing the unique design of this accommodation.
Dome
4.91 out of 5 average rating, 199 reviews

Transparent Dome Room Madrid - Natura Domo

Do you want to be at one with nature as you've always dreamed of? Stay in this unique place and enjoy the sounds of nature while looking at the stars. We are the only transparent dome to enjoy with your partner in the Sierra de Madrid, just 40km from the city, with an ecosystem that surrounds it to have an unforgettable experience.

Guest favourite
A modern living area features large glass windows allowing natural light to fill the space. A comfortable sofa is complemented by decorative pillows in various shades. A hanging chair adds a unique touch, while potted plants introduce greenery to the setting.
Flat
4.87 out of 5 average rating, 274 reviews

Luxury Loft. Parking. AirPort, 5 Pax.

SPECTACULAR LUXURY LOFT Referencia del Registro: VT-13777 A 10 min. del AEROPUERTO de MADRID. Ideal 1/2/3/4/5 personas. Vistas Únicas! El mejor atardecer de Europa . Estilo, elegancia, sutileza y comodidad a un paso de Madrid. Loft de lujo a precio ejecutivo. Madrid a tus pies.

Guest favourite
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
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