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Chalet vacation rentals in Castile and León

Find and book unique chalets on Airbnb

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 favourite
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
4.88 out of 5 average rating, 403 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.

Top guest favourite
Chalet in Madrid
4.98 out of 5 average rating, 102 reviews

Oasis with private pool just steps from downtown!

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! 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!!

Guest favourite
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, 97 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 favourite
Chalet in Fuentepiñel
4.93 out of 5 average rating, 192 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 favourite
A saltwater pool is visible on a terrace, framed by sleek glass fencing. The sunset casts vibrant colors in the sky, reflecting on the water's surface. The modern architectural features and stone tiles create a serene environment.
Chalet in Segovia
4.98 out of 5 average rating, 98 reviews

A chalet with a pool and dreamy sunsets

Enjoy a special getaway in our cozy chalet, 45 minutes from Madrid, in the private Los Angeles de San Rafael (Segovia) development. A charming home with 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 favourite
A cozy stone fireplace with a flickering fire creates a warm focal point in the room. Books and decorative items are neatly arranged on open shelves, while a vibrant painting hangs above the mantel, enhancing the inviting interior space.
Chalet in Madrona
4.94 out of 5 average rating, 249 reviews

Chalet for 15 people, 2000 m garden and swimming pool

Ideal house to enjoy its spacious and comfortable interior, around the spacious fireplace in winter or enjoying the good weather with the possibilities of the outside, the pool (Jun-Sept, depending on weather conditions), garden with swings and trampoline and cottage for the little ones, trees, three porches, sundeck, playground with foosball, table tennis and barbecues, all in a privileged location 5 minutes from Segovia and 30 from Avila

Top guest favourite
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
4.98 out of 5 average rating, 132 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 favourite
The entryway features a warm and inviting atmosphere, highlighted by a wooden staircase leading to the upper floor. A vintage chest of drawers, a console table, and a comfortable bench provide functional touches. Natural light fills the space, enhancing the neutral color palette and woven area rug.
Chalet in Cercedilla
4.98 out of 5 average rating, 138 reviews

la rama_ nature and tranquility, as a family.

la rama_ is our beautiful family home in Cercedilla. Max. 8 adults (other places are for children). In a spacious, simple and very cozy atmosphere, we welcome you to spend relaxing days surrounded by nature; movie afternoons, bike rides, barbecues with friends in the garden and long walks with the children in the surrounding area. La Rama is located a few kilometers from the Navacerrada and Valdesquí ski resorts.

Guest favourite
A two-story house is depicted with a slanted roof and a combination of light-colored walls and brick detailing. Large windows allow natural light to illuminate the interior. Surrounding greenery enhances the setting, while a pathway leads to the front entrance.
Chalet in Areitio
4.94 out of 5 average rating, 66 reviews

Areitio etxea - house with private garden

House with private garden located in an impressive environment, with privileged views of the Basque mountains. It is located in a very quiet rural neighborhood of Mallabia, in the geographical center of the Basque Country, 50 and 70 km from any of the 3 capitals and 3 min. from the highway. It is a spacious and bright house with two floors and more than 200m2. Private garden of 1,500m2.

Top guest favourite
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, 121 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.

Top guest favourite
Chalet in Navaconcejo
5 out of 5 average rating, 33 reviews

Casa Valeriana

Apartamento turístico en plena naturaleza con chalet de grandes espacios interiores y exteriores. Situada a un minuto a pie de la piscina natural del Pilar y con la famosa ruta de la garganta de las Nogaledas en la puerta, es el lugar perfecto para disfrutar de la tranquilidad sin encontrarse lejos del pueblo.

Guest favourite
A clear blue pool is situated beside a well-maintained lawn, surrounded by tall, green hedges. The house features a modern exterior with wooden accents and large windows, offering views of the rocky landscape in the background.
Chalet in Manzanares el Real
4.88 out of 5 average rating, 101 reviews

Nature paradise 30 min from Madrid

Casa La Pedriza is a unique, peaceful, and confortable house located in the heart of the Guadarrama National Park only 30 minutes from the cosmopolitan city of Madrid. Perfect location for a wide array of nature, cultural and entertainment options.

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