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Vacation rentals in Cuenca del Guadarrama

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cuenca del Guadarrama

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

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Guest favorite
Cottage in Cerro Matallera
4.91 out of 5 average rating, 145 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 favorite
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
4.95 out of 5 average rating, 130 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 favorite
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 in Nuevo Baztán
4.97 out of 5 average rating, 106 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 favorite
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
4.92 out of 5 average rating, 128 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 favorite
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 in Miraflores de la Sierra
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 favorite
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 in San Sebastián de los Reyes
4.97 out of 5 average rating, 200 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!

Guest favorite
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, 139 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 favorite
Vacation home in Alcala de Henares
4.98 out of 5 average rating, 105 reviews

Luxury Suite in Libreros I Large Living Room I Balcony

Enjoy this exclusive retreat, refurbished 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 will experience the city's history with maximum modern comfort. Ready for a magical stay? Book your dates now!

Guest favorite
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.
Apartment in Aeropuerto
4.88 out of 5 average rating, 534 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.

Top guest favorite
A wooden casita styled as a palafito sits elevated among boulders, surrounded by greenery. The structure features large windows and a porch, offering views of the surrounding mountainous landscape under a clear blue sky.
Home in Manzanares el Real
5 out of 5 average rating, 123 reviews

Casa Verde in Manzanares el Real

A wooden house built in a stilt style with the intention of not disturbing the stones that inhabit the land. It has a double bedroom, a full bathroom, kitchen, dining room, living room, terrace, garden and incredible views of the Manzanares Regional Park.

Guest favorite
A spacious villa is shown surrounded by manicured gardens with vibrant flowering shrubs. The two-story brick structure features multiple balconies and large windows, providing ample natural light. A swimming pool is visible in the foreground, complemented by a stone patio and lush green landscaping.
Villa in Becerril de la Sierra
4.87 out of 5 average rating, 100 reviews

Stunning Villa In Sierra De Madrid

A truly stunning 5 bedroom, 3 bathroom villa with swimming pool, cellar and garage, surrounded by beautifully landscaped gardens, enviably located in Becerril de la Sierra, only 45km from Madrid. Pool is open from June to mid September.

Guest favorite
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 vacation rentals

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