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Vacation rentals in Cuenca del Medio Jarama

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Top-rated vacation rentals in Cuenca del Medio Jarama

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

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Guest favorite
An overhead view captures a serene outdoor space, featuring a lawn bordered by a swimming pool and sun loungers. The rustic stone walls and wooden beams contribute to a harmonious setting, while an umbrella provides shade over a dining area with modern furnishings.
Home in Rascafría
4.96 out of 5 average rating, 28 reviews

The Rascafria granary

Get away from the daily grind at this unique accommodation in the Sierra de Guadarrama, IG @elpajarderascafria. Located in the beautiful town of Rascafría, the starting point for the best routes to Peñalara. Ideal for relaxing with the family at all times of the year. We also host retreats (IG @nkalmaretreats) for groups or celebrations, featuring a variety of workshops. The pool has a massage bench in summer. In winter you can enjoy the fireplace. One hour from Madrid and Segovia.

Top guest favorite
A modern living area is highlighted by a comfortable blue-checkered sofa and a flat-screen TV mounted on the wall. A dining table with two chairs is positioned nearby. Soft, natural light fills the space, revealing light wood flooring and a partition that separates the sleeping area.
Guesthouse in Colmenarejo
5.0 out of 5 average rating, 49 reviews

Independent studio with garden in nature

Bright and independent 35 m² studio, ideal for long-term stays by professionals or students. Featuring a private entrance, exclusive garden and terrace, private parking, and high-speed Wi-Fi. Set in a natural, quiet, and secure environment with excellent connections to Madrid: a 15-minute walk to the bus stop with departures every 10 minutes. Supermarkets, shops, and restaurants are just a 5-minute drive away. A comfortable, private, and fully equipped space for living and working.

Guest favorite
Home in Valdemorillo
4.98 out of 5 average rating, 42 reviews

Casa El Olivo

Welcome to El Olivo, a unique house designed in detail to offer an unforgettable rest experience. Every corner has been thought out with care and style: pure lines, natural materials and a careful aesthetic that combines comfort and elegance. Enjoy its private pool, garden with natural grass and spacious spaces full of light. Although it is located in the heart of the village, the house offers absolute tranquility, perfect for disconnecting from the daily rhythm and reconnecting.

Top guest favorite
A private saltwater pool is framed by wooden decking and equipped with sun loungers. An umbrella provides shade beside the pool, while a light-colored house with large windows is visible in the background, surrounded by trees.
Chalet in Valdemorillo
5.0 out of 5 average rating, 36 reviews

Family Villa with Private Pool

Escape to the country! Rest and relax just 45 minutes from Madrid by car. A spacious and comfortable house located in a quiet setting with a private pool. Ideal for a child-friendly vacation: Children's Park and Tree House. Ideal for inviting friends and family: barbecue and outdoor dining. Popular destination for hikers. Explore the surroundings of El Escorial and the Sierra de Guadarrama, Ávila, Segovia and San Ildefonso. Aquopolis Water Park is just a 15-minute drive away.

Superhost
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, 134 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 favorite
A serene outdoor space showcases a modern swimming pool framed by a stone patio. A vibrant sunset casts warm hues across the sky, while a hammock and sun loungers invite relaxation. Lush greenery and mountains provide a picturesque backdrop.
Chalet in Segovia
4.98 out of 5 average rating, 124 reviews

A chalet with a pool and dreamy sunsets

Enjoy a special getaway in our cozy villa, 45 minutes from Madrid, in the private development Los Angeles de San Rafael (Segovia). A home with charm and modern design, with 3 bedrooms: 2 with a 1.50 bed and 1 with a double bed. It has 2 bathrooms, one en-suite with a dressing room. Everything is ready for you to live a few unique days. Private salt chlorination pool with thermal canvas, barbecue grill and air conditioning in all rooms for your maximum comfort.

Guest favorite
A balcony table is set for dining, featuring wooden surfaces with plates and glasses arranged neatly. Lush green mountains and the Monastery of El Escorial are visible in the background, under a bright blue sky with scattered clouds.
Apartment in San Lorenzo de El Escorial
4.9 out of 5 average rating, 20 reviews

"Casa El Gorrión"

"Casa El Gorrión" becomes a unique experience, surrounded by spectacular views and an impressive natural setting. From the balcony, you can see the Monastery of El Escorial, a 16th-century jewel and World Heritage Site, as well as the majestic landscape of the Machotas Mountains. The accommodation stands out for its attention to detail, which will make you feel right at home. Our goal is to offer you a personalized and quality service. Permit VT-14872

Top guest favorite
An overview of a stone house surrounded by lush greenery is captured from above. The building features a traditional tiled roof, arched columns on the patio, and a circular stone seating area in the landscaped garden.
Cottage in La Estación
4.97 out of 5 average rating, 127 reviews

Villa with pool and mountain views

Enjoy the Sierra de Madrid in our beautiful stone house surrounded by greenery. You'll wake up every morning to an incredible garden with fruit trees and flowers, and you can have breakfast on a large terrace overlooking the mountain. Details such as the spiral staircase or the stone arches make our house a special and different place. The pool is super refreshing during these months and has night lighting so you can enjoy a swim under the stars.

Guest favorite
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 in Los Molinos
4.93 out of 5 average rating, 248 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 favorite
A bright and open living space features soft sectional seating in neutral tones, complemented by a small wooden table. A patterned black-and-white wall adds visual interest, while a window with a grid design allows natural light to fill the room, enhancing the overall ambiance.
Home in La Losa
5.0 out of 5 average rating, 22 reviews

Casa Josephine Riofrío - retreat 1 hour from Madrid

Casa Josephine Riofrío B&B is a capsule of peace and rest one hour from Madrid, in a quiet village in a protected landscape at the foot of the mountain. A place where time passes differently. A retreat, a space to create, rest, or work at a different pace. A house completely renovated in 2022 with an architectural and interior design project based on geometry, materials and proportions, signed by Casa Josephine Studio. License VUT 40/718

Top guest favorite
A rustic-style kitchen features wooden beams and white stone walls, adorned with colorful wall art. A round table is accompanied by four white chairs, with a small potted plant on the table. Modern appliances include a refrigerator and a microwave, alongside warm lighting.
Guest suite in Boadilla del Monte
4.92 out of 5 average rating, 108 reviews

Villa Palmheras. Cozy garden apartment.

Cozy and quiet space that we have decorated with love and care. It is ideal to come by car, as it is within an urbanization and located near various tourist spots such as El Escorial, Segovia, Toledo and of course Madrid. Close to outlet stores, cinemas, spa, golf, Boadilla forest, etc. Apartment with separate entrance attached to a single-family home. It has a living room-kitchen, a bedroom and a bathroom. Free street parking.

Top guest favorite
A shaded porch area features wooden beams and stone walls. Two woven chairs with a small table are positioned under lush greenery. A private pool is visible in the background, surrounded by grass and bordered by tall hedges, creating a serene outdoor space.
Home in Navacerrada
5.0 out of 5 average rating, 42 reviews

House with a garden and pool in Navacerrada

A detached house where you can enjoy a quiet stay, with a beautiful garden and private seasonal pool, and in a unique environment. Ideal for relaxing, as a starting point for mountain routes or enjoying summer or winter in the mountains. A 7-minute walk to the town center and 7 minutes to the Navacerrada reservoir. An option for families with children, couples, or small groups looking for a little nature and relaxation.

Popular amenities for Cuenca del Medio Jarama vacation rentals