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Vacation rentals in Montemorillo

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Top-rated vacation rentals in Montemorillo

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.

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.

Guest favorite
A spacious stone house is presented with a large terrace surrounded by a metal railing. Colorful chairs and an umbrella create a welcoming outdoor space. A small wooden structure, likely a hot tub, is positioned at the forefront, with lush greenery enhancing the natural setting.
Home in Peralejo
4.93 out of 5 average rating, 43 reviews

The Remanso de Fuente Clara

Beautiful stone house on a 27,000 m2 estate, located in a wonderful enclave on the slope of Las Machotas, where you can enjoy tranquility among ash trees, oak groves and stones that make up a landscape characteristic of this area of the Madrid mountains from where you can see the Monastery of El Escorial as well as the four towers of Madrid on clear days. In the surrounding area, there are numerous hiking trails that connect the town of Zarzalejo with El Escorial, among others.

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 spacious bedroom features a large bed adorned with decorative pillows and a light blanket. Bedside tables with lamps are positioned on either side. Sheer curtains frame the window, allowing natural light to brighten the room, which is accented by a calming color scheme.
Guesthouse in Montemorillo
4.78 out of 5 average rating, 138 reviews

The Break

Private apartment consisting of 2 bedrooms, full bathroom and living room with kitchenette equipped with kitchenware. It has a TV in the living room and Wi-Fi connection. A brick-built barbecue in the garden. Located in a quiet residential development of villas outside the urban center. 8 km from the Monastery of San Lorenzo del Escorial, 2 km from the Valmayor swamp and 38 km from Moncloa (Madrid). Parking is available inside the private plot. WE SPEAK FLUENT ENGLISH

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.

Top guest favorite
A private pool surrounded by lush greenery offers a refreshing retreat. Two lounge chairs, one in red and one in black, are positioned beside the pool, inviting relaxation. A large umbrella provides shade, and the tranquil atmosphere is enhanced by the natural setting.
Cottage in Miraflores de la Sierra
4.91 out of 5 average rating, 323 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

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

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