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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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Guest favourite
A private pool with lounge chairs is framed by a lush garden. The pool area is bordered by greenery, and a covered seating area can be seen in the background. The property features well-maintained landscaping and a charming stone structure with terracotta roofing.
Villa in Uceda
4.93 out of 5 average rating, 99 reviews

Shangrila Space Estate

RURAL HOUSE of Castilla -La Mancha. Registration Number: 19012128183 Classification in the 4 green star category. House in Uceda, bordering the countryside, 50 minutes from Madrid. Located on a large estate with a beautiful garden. Original, comfortable and very bright. Cool in summer and warm in winter, with heating, a fireplace, and a wood stove. 2 full bathrooms, fully equipped kitchen, with an island and open to the living-dining room. Garage, swimming pool, wood and gas barbecue and garden furniture.

Top guest favourite
Apartment in Fuente el Saz de Jarama
4.96 out of 5 average rating, 140 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.

Guest favourite
Apartment in San Sebastián de los Reyes
4.93 out of 5 average rating, 135 reviews

Family Room on Lower Ground Floor at Casa Caliche

Enjoy a private family room (two bedrooms, living room and more) with its own bathroom in a peaceful villa surrounded by nature, just 20–30 minutes from Plaza de Castilla and 15–25 minutes from Madrid Airport. A place to rest, work remotely, or disconnect while staying close to the city. ✔ Fast WiFi + dedicated workspace ✔ Saltwater swimming pool (open year-round) ✔ Garden, BBQ and terraces with mountain views ✔ Free parking inside the property ✔ Quiet & relaxing atmosphere

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
4.95 out of 5 average rating, 113 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 favourite
Apartment in San Sebastián de los Reyes
4.96 out of 5 average rating, 144 reviews

Infinity Madrid Sky deluxe 10 min Airport

Infinity MADRID Sky deluxe A 10 Minutos del AEROPUERTO de MADRID Diseñado para 1/2/3/4/5/6 Personas. ¡Descubre un APARTAMENTO que redefine el lujo en MADRID! Este espacio asombroso combina un diseño vanguardista con una iluminación deslumbrante. Desde el primer instante, el efecto infinity de las vistas te dejará sin aliento, creando una conexión mágica con el horizonte. Cada rincón irradia elegancia y sofisticación. ¡Una experiencia visual que te cautivará!

Guest favourite
The exterior of the house is adorned with lush green vines, blending seamlessly with the surrounding nature. A stone pathway leads up to the property, with decorative planters featuring flowers and shrubs. Tall trees and a lamp post contribute to the tranquil ambiance.
Cottage in Miraflores de la Sierra
4.91 out of 5 average rating, 316 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
Loft in San Sebastián de los Reyes
4.92 out of 5 average rating, 608 reviews

Amazing Views, Parking and Close to the Airport

ELEGANT LOFT WITH SPECTACULAR VIEWS. 10 minutes from MADRID AIRPORT. The luck of seeing everything from a unique perspective. Enjoying the light and views of this loft is a pleasure within your reach. Relaxing in it is finding the balance between details and simplicity in a unique atmosphere. Free Parking Rooftop pool in the summer months. 📌License number: VT-4679 📌Single Rental Registration: ESFCTU000028054000654561000000000000000000000VT-46793

Top guest favourite
A spacious living area features a large, light-colored sectional sofa positioned around a wooden coffee table. A stone fireplace adds warmth, while large windows provide natural light. Framed artwork decorates the walls, including a mounted antler display above the sofa.
Chalet in El Boalo
4.99 out of 5 average rating, 159 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.

Top guest favourite
A spacious living area features light wood flooring and soft overhead lighting, complemented by modern furniture. A comfortable sofa is positioned adjacent to a wall-mounted television. Decorative plants add a touch of greenery, while a stylish lamp stands beside a dining area with two chairs.
Vacation home in Alcalá de Henares
4.97 out of 5 average rating, 112 reviews

Luxury Suite in Libreros I Large Living Room I Balcony

Descubre este exclusivo refugio de diseño, totalmente reformado en febrero de 2025. Con vistas a la emblemática calle Libreros, su atmósfera sofisticada es perfecta para nómadas digitales, parejas y familias. Rodeados de una vibrante oferta gastronómica y comercial, experimentaréis la historia local con el máximo confort y lujo moderno. ¿Listos para una estancia mágica? ¡Reservad vuestras fechas ahora!

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.
Apartment in Aeropuerto
4.88 out of 5 average rating, 570 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 in Soto del Real
4.91 out of 5 average rating, 204 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.

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, 129 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