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Vacation rentals in Cuenca del Guadarrama

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Top-rated vacation rentals in Cuenca del Guadarrama

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

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Top 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
4.96 out of 5 average rating, 138 reviews

Sweet and cozy apartment

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.

Top guest favorite
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, 204 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!

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, 108 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.

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, 155 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 favorite
Apartment in San Sebastián de los Reyes
4.93 out of 5 average rating, 132 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 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, 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 favorite
A spacious living area features a large grey sectional sofa, a round coffee table, and two unique armchairs. Natural light enters through large windows adorned with sheer curtains, complemented by decorative plants in modern pots. A wall-mounted television adds to the inviting ambiance.
Vacation home in Alcalá de Henares
4.97 out of 5 average rating, 111 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!

Superhost
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, 554 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 favorite
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 in Soto del Real
4.91 out of 5 average rating, 203 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 favorite
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.
Apartment in San Sebastián de los Reyes
4.87 out of 5 average rating, 284 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.

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, 130 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.

Top guest favorite
A welcoming exterior of a rustic farmhouse is surrounded by a blooming wildflower garden. A wooden table set for outdoor dining and a stone path lead through the lush greenery, framed by mature trees and distant hills, capturing the serene rural setting.
Farm stay in Braojos
4.95 out of 5 average rating, 161 reviews

Via Fera, with views of nature

Isolated rural space with capacity for 2/3 people, with a 1,000 square meter wild garden and a gazebo over the Lozoya river valley. Located in an old cattle farm. Kilometers of horizon over a score of towns in the Madrid mountains.

Popular amenities for Cuenca del Guadarrama vacation rentals

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