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

Family Villa with Private Pool

¡Escápate al campo! Descanso y relax a tan solo 45 minutos de Madrid en coche. Amplia y cómoda casa situada en un entorno tranquilo con piscina privada. Ideal para unas vacaciones aptas para niños: Parque Infantil y Casita en el árbol. Ideal para invitar a amigos y familiares: barbacoa y cenas al aire libre. Destino popular para senderistas. Explora las cercanías de El Escorial y la Sierra de Guadarrama, Ávila, Segovia y San Ildefonso. Parque Acuático Aquopolis a tan solo 15 minutos en coche.

Top guest favourite
Chalet
4.97 out of 5 average rating, 149 reviews

Private pool and patio, a true Oasis in Madrid.

Enjoy a Premium Experience in Madrid. 🏡Stay in a beautiful chalet with private plunge 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 (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
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
4.87 out of 5 average rating, 437 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 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
4.97 out of 5 average rating, 111 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

Superhost
Chalet
4.83 out of 5 average rating, 243 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 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
4.99 out of 5 average rating, 159 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.

Top 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
4.98 out of 5 average rating, 148 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.

Top guest favourite
A mountain chalet is nestled among lush greenery, with a large rock formation towering in the background. The property features a covered outdoor seating area, a barbecue grill, and white chairs arranged around a table. Sunlight illuminates the space, enhancing the natural surroundings.
Chalet
4.99 out of 5 average rating, 90 reviews

El chalet de la poza - Wifi, work area and BBQ

Take it easy at this unique and tranquil getaway. Impressive space located in the La Hermida Gorge, 30 meters above the Deva River, which gives you incredible views from its 2,000 m2 estate, and from its spectacular terrace. Fully equipped with everything you need to spend a few unique days surrounded by nature and mountains. Equipped to study and work, it will be the ideal environment to disconnect.

Top 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
4.95 out of 5 average rating, 81 reviews

Areitio Etxea - house with private garden

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

Guest favourite
Chalet
4.93 out of 5 average rating, 207 reviews

Large farmhouse for 20 people; 7 bedrooms and a bar

Spacious town house with 7 beds, 4 baths, and a private 1,000 m² courtyard enclosed by traditional buildings, including a stone dining hall and second lounge. Rustic decor features authentic farming tools. Equipped with full heating, pellet stoves, BBQ, and Wi-Fi. Quiet setting, 13-24 mins from Las Vencías reservoir and Hoces del Duratón. Village with paddle tennis court.

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
4.97 out of 5 average rating, 144 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.

Superhost
A private garden setting is shown with a blue swimming pool surrounded by tiled decking. A gazebo is positioned nearby, accompanied by lounge chairs. A play area with swings is also visible, and the house features a two-story design with a garden view.
Chalet
4.86 out of 5 average rating, 176 reviews

HOUSE TO RELAX

Relax and enjoy a house located in a private urbanization, to disconnect from the city, only 50 minutes from Madrid, with all amenities and private garden, perfect for the whole family. You can go hiking, mountain biking, and the Los Santos de la Humosa karting circuit is very close by. Tranquility guaranteed. Privacy.

Popular amenities for chalet rentals in Castile and León

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