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Chalet vacation rentals in Castile and León

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Top-rated chalet rentals in Castile and León

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

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Guest favorite
Chalet in Madrid
4.97 out of 5 average rating, 118 reviews

Oasis with private pool and patio in Madrid!

Enjoy a Premium Experience in Madrid! 🏡Stay in a beautiful house with private pool & patio near Madrid Río, just minutes from the historic city center by metro 2 bedrooms + 2 bathrooms, heated floors, A/C, fast Wi-Fi. 🏊‍♂️ Relax in your private pool (mid-April to early October) or stroll to nearby park & cafés. 🚇 Direct metro to El Rastro, Royal Palace & Gran Vía. Quick access to main attractions! ✨ Perfect for families or friends looking for a stylish, peaceful stay 😉 You Will ❤️ it!!

Superhost
A well-maintained outdoor space features a round table complemented by two metal chairs, situated on a green lawn. Lush shrubs and plants provide a natural backdrop, while a terrace area is visible in the distance, enhancing the outdoor setting.
Chalet in Soto del Real
4.86 out of 5 average rating, 116 reviews

Villa with garden in Soto del Real (9 pax)

Individual villa in the Sierra de Madrid, in the urban center of Soto del Real. Unbeatable location. Perfectly connected. All services are a 5-minute walk away. Perfect for spending a few days with family or friends. Living room, kitchen, dining room, 1 bedroom and a full bathroom on the ground floor. 3 bedrooms, another full bathroom and terrace overlooking the Sierra de la Pedriza on the upper floor. It has a barbecue. Parking is available on the property. Pets are allowed. VT-15209.

Superhost
The independent house is surrounded by tall trees, with a garden showcasing natural stone paths. A staircase leads to the entrance, framed by lush greenery. In the background, the mountains are visible, providing a serene, natural setting.
Chalet in Manzanares el Real
4.87 out of 5 average rating, 414 reviews

Independent house in the mountains

Charming detached house with charm at the foot of La Pedriza. Beautiful garden to enjoy the singing of the birds and the tranquility that the environment offers. Built in harmony with the very stones that nature gives us. Ideal para relajarse Charming relaxing little house very close to the mountains. There is a beautiful garden where you will enjoy while hearing the birds singing and the relaxing atmosfere. It is built harmoniosuly within the nature of the surrounding enviroment.

Guest favorite
An outdoor view of the chalet showcases a covered seating area and a swimming pool with a blue cover. Surrounding trees provide shade, and outdoor lighting enhances the ambiance. The lawn features artificial grass, contributing to an inviting space for relaxation.
Chalet in Nuevo Baztán
4.97 out of 5 average rating, 103 reviews

The Wooden Whim

Chalet construido en 2019 con licencia para alquiler de corta estancia no turística. El chalet cuenta con todas las comodidades para disfrutar de la estancia. Eficiencia energética A. Está preparada para hasta 7 personas, ya q tiene Wifi en toda la parcela (300MB), piscina (con piscina para niños adosada), cenador con barbacoa de obra, más de 400m2 de césped artificial, jacuzzi interior, Ps4, proyector HD, juegos de mesa,... pero no para despedidas de soltero o eventos similares

Guest favorite
Chalet in Fuentepiñel
4.93 out of 5 average rating, 195 reviews

Large farmhouse for 20 people; 7 bedrooms and a bar

This large town house has 7 bedrooms, 4 bathrooms and a garden of 1000 meters ² with total privacy, as it is surrounded by different buildings and walls. One of them is a large stone inn and a second living room. The house is decorated with everything related to tillage. It has heating, pellet stoves, Bilbao kitchen, barbecue and internet. It is a very quiet environment, 10 minutes from the reservoir of the Vencías and the Hoces del Duratón. Village with paddle court.

Top guest favorite
A spacious living area features natural wood beams and a large window offering views of the greenery outside. Seating includes a wooden chair, a large round coffee table, and a long couch with cushions, providing a comfortable and inviting space.
Chalet in Orejanilla
4.95 out of 5 average rating, 88 reviews

Old barn, renovated

Old stone barn completely renovated. We have respected its rustic spirit by integrating it with a modern architectural design intervention and warm decoration. Take the opportunity to stay in a unique space and environment. Idyllic setting to disconnect from the city in a small village that is secluded but very close to the monumental town of Pedraza, which is a 3 km walk away. There are numerous hiking, cycling, and other activity trails in the surrounding area.

Top 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
4.97 out of 5 average rating, 105 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.

Superhost
A charming single-story structure is seen with a stone exterior and wooden beams. A covered porch features wicker chairs around a small table, surrounded by potted plants and greenery. The well-maintained lawn complements the rustic outdoor space.
Chalet in Muñoveros
4.86 out of 5 average rating, 22 reviews

Casa de Turismo rural La Casa de Gonzalo

Beautiful rural tourist house. It has two rooms with 1.50 beds with a separate bathroom in each. It has a full kitchen, living room with fireplace, and dining room. Outdoors, it has a garden and a porch where you can have the fresh air or barbecue. The house is located in the center of the province of Segovia, so communications are good to get to and with numerous places of interest to visit: Pedraza, Segovia capital, Hoces del Duratón, Turégano...

Superhost
Chalet in Cortos
4.84 out of 5 average rating, 228 reviews

Detached villa 9 km from Ávila in a quiet area.

It is not a rural house, although its surroundings are, it is certainly a good combination of modernity in a rural environment, ideal to enjoy and relax surrounded by nature and tranquility. It has the appeal and comforts of a modern home, where light is the main protagonist. Its perfectly designed courtyards convey peace and quiet, and its plot covers an area of 180 m. We are located just 9 km from Ávila, near the Police School. We allow pets.

Top guest favorite
A rustic stone house is positioned amid a natural landscape, featuring a wooden staircase leading to the entrance. Lush greenery surrounds the property, with expansive views of the mountains in the background under a clear blue sky.
Chalet in El Boalo
4.99 out of 5 average rating, 141 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.

Guest favorite
A charming two-story house features a stone facade complemented by a tiled roof. Large windows allow natural light to brighten the interior, while surrounding greenery and rocky terrain add to the serene outdoor setting. The structure is framed by mature trees.
Chalet in Garganta de los Montes
4.91 out of 5 average rating, 33 reviews

Las Encinas

Wonderful and cozy house, very bright and quiet, in the natural environment of the Sierra de Guadarrama. Located near the Lozoya River and 70 km from Madrid. A perfect place to enjoy any time of the year, go sightseeing or just relax. The house is ideal, very spacious, with a large garden that is fully enclosed and full of holm oaks. The interior is very well equipped with everything you need to make your stay an unforgettable memory.

Top guest favorite
A historic wine cellar is presented with a vaulted stone ceiling and warm lighting. Antique winemaking equipment, including barrels and copper stills, is arranged along either side of a central pathway. The atmosphere suggests a deep connection to the region's winemaking heritage.
Chalet in Cihuri
4.97 out of 5 average rating, 128 reviews

Rustic winery in a prime spot

Enjoy your own winery in a privileged area, surrounded by a roman bridge, breathtaking views of La Rioja vineyards and the relax and calm due to Tiron and Oja rivers flowing in front of your door. Winery located 10 minutes away from the centenary wineries of Haro, la Rioja Alta. 30 minutes away from the Monasteries of Suso, Yuso and Cañas. 35 minutes away from Ezcaray.

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