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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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Top guest favorite
Chalet in Madrid
4.97 out of 5 average rating, 154 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 favorite
Chalet in Manzanares el Real
4.88 out of 5 average rating, 443 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
A spacious living area is showcased, featuring a large leather sectional sofa with decorative pillows. Wood flooring adds warmth, while contemporary art pieces adorn the walls. A dining area is visible in the background, along with a kitchen featuring a bar and modern seating.
Chalet in Las Rozas de Madrid
4.96 out of 5 average rating, 27 reviews

Designer Chalet with a garden and pool

Beautiful family townhouse chalet. Designer interior and garden, with swimming pool and open interior and exterior living-dining room. Open kitchen with bar and professional appliances. Designer furniture and lamps. Ideal for spending a season near the center of Madrid with good access to the city center by highway and public transport (bus and train). Surrounded by parks and green areas, forest, municipal and private sports areas (tennis, paddle, bike, swimming) and shopping centers

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, 34 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 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, 100 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.

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, 122 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.

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Chalet in Cortos
4.83 out of 5 average rating, 244 reviews

A 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, 162 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 favorite
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 in Cantabria
4.99 out of 5 average rating, 91 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.

Superhost
Chalet in Fuentepiñel
4.93 out of 5 average rating, 209 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 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, 151 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
Chalet in Pioz
4.87 out of 5 average rating, 178 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 Castile and León chalet rentals

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