
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.

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.

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.

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 450 m2 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

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!

Oasis and Design in Alcalá I 3 Bedrooms I Private Courtyard
Renovated apartment (2025) in the historic centre 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 savour 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 amenities at your fingertips. Book now and enjoy Cervantes!

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.

Family chalet to enjoy nature
Our spacious villa of 222m2 with a great outdoor space of more than 700m2 is located in an urbanization at El Casar, half an hour from Guadalajara and just in the border with Madrid region, closed to Jarama river. It has a private-use summer pool (with a 3-hour circulation cycle), barbacue, and a large additional room with sofas, dining table and bar to enjoy with the family in the lower part of the house. Also, you can enjoy hiking in the near routes of Mesones.

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

The Casita de El Montecillo
Charming and fully equipped mountain house. Located in a unique natural setting: a private 65-hectare estate full of holm oaks, with a lake and a hermitage, perfect for walking, hiking in the mountains... You will be in the middle of the Sierra de Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and jacuzzi for two. Perfect for coming with children. NO PETS ALLOWED. NO SMOKING ALLOWED.

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.

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.

Finca Las Amebas
Las Amebas is located in a natural, private and exclusive setting with large areas for hiking and many bike routes. Las Amebas is the perfect place to disconnect and enjoy a vacation, but without leaving the capital.
Popular amenities for Cuenca del Guadarrama holiday rentals
Stay near Cuenca del Guadarrama's top sights
Other great holiday rentals in Cuenca del Guadarrama

The Rascafria granary

Inés's house./Chalet in Alcala de Henares

Palomar's Rural Apartments

Studio

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F1 Madrid 2026 · VIP villa 1 minute from the circuit

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Bula House in Madrid, Meco
Destinations to explore
- Metropolitano Stadium
- Santiago Bernabéu Stadium
- Chueca
- Parque Warner Madrid
- El Retiro Park
- Plaza Mayor
- La Latina
- Feria de Madrid
- Las Ventas Bullring
- Museo Nacional del Prado
- WiZink Center
- Royal Palace of Madrid
- Palacio Vistalegre
- Teatro Lope de Vega
- Faunia
- Aqueduct of Segovia
- Parque de Atracciones de Madrid
- Matadero Madrid
- Teatro Real
- Mercado De San Miguel
- Complutense University of Madrid
- Ruta de los Pueblos Negros
- Caja Mágica
- Parque Europa





