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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 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
4.93 out of 5 average rating, 101 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
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, 147 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
Flat
4.94 out of 5 average rating, 139 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 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

Top guest favourite
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.
Flat
4.98 out of 5 average rating, 233 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!

Top guest favourite
Flat
4.99 out of 5 average rating, 137 reviews

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!

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
4.95 out of 5 average rating, 125 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.

Guest favourite
Chalet
4.87 out of 5 average rating, 45 reviews

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.

Top guest favourite
A modern living area features a wooden TV stand with a minimalist design. A television sits on top, flanked by decorative plants. Above, shelves display small plants and an art piece. Natural light enhances the bright, open feel of the space.
Loft
4.92 out of 5 average rating, 619 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
The charming stone exterior of the casita is complemented by a bright red roof. A well-maintained green lawn is bordered by a wrought iron fence. The entrance is framed by decorative gravel and edged with trees, creating a welcoming outdoor space.
Cottage
4.94 out of 5 average rating, 245 reviews

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.

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, 588 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, 209 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 stone facade house is framed by palm trees, showcasing large windows. A spacious lawn leads to a tranquil pool, reflecting the evening sky. Soft lighting adds charm to the exterior, creating a relaxed ambiance perfect for gathering.
Chalet
4.83 out of 5 average rating, 155 reviews

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

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