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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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Guest favourite
Chalet
4.87 out of 5 average rating, 122 reviews

Chalet with garden in Soto del Real (10 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.

Top guest favourite
A serene private swimming pool is framed by a wooden patio and a wall adorned with greenery. Two lounge chairs are positioned beside the pool, bathed in sunlight. The water’s clarity reflects the blue sky with fluffy clouds above.
Chalet
4.97 out of 5 average rating, 145 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
A natural swimming pool is surrounded by wooden fencing and bordered by tall trees. A stone area with some rocks is visible in the foreground, contributing to the peaceful, rustic setting.
Chalet
4.87 out of 5 average rating, 434 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
4.99 out of 5 average rating, 157 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
A cozy outdoor seating area is created with four wicker chairs arranged around a wooden table. A colorful blanket drapes over one chair, and a soft cushion rests on another. The natural stone columns and distant mountain view add a serene touch.
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, 88 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.

Guest favourite
A rustic stone building is framed by lush greenery, with blooming white flowers surrounding a vibrant blue door. Soft lighting accentuates the texture of the stones and draws attention to the entryway, creating a welcoming entrance.
Chalet
4.93 out of 5 average rating, 206 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 rustic stone winery is set beside a gently flowing river, surrounded by trees and lush greenery. Clear blue skies are visible above, enhancing the serene landscape. The building features multiple windows, allowing natural light to complement its tranquil setting.
Chalet
4.97 out of 5 average rating, 143 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
4.86 out of 5 average rating, 175 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.

Guest favourite
A modern structure with large glass windows allows ample natural light, framed by a green lawn and hedge. The design emphasizes a connection to the outdoor space, while the clear blue sky enhances the overall ambiance.
Chalet
4.89 out of 5 average rating, 105 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.

Guest favourite
A black metal gate is set within a stone wall, surrounded by lush greenery. A green mailbox stands to the left of the gate, which opens to a gravel path leading towards a distant structure partially visible through the foliage.
Chalet
4.93 out of 5 average rating, 123 reviews

The house in the woods

This accommodation has been decorated and renovated with patience, care and love for the spaces that convey comfort, tranquility and peace, in the middle of a pine garden that makes this place a special place to spend a few days.

Guest favourite
A stone staircase leads towards the entrance of the house, framed by tall trees and a manicured garden. The pathway curves gently, and a small rock feature is visible alongside the greenery under a clear blue sky.
Chalet
4.93 out of 5 average rating, 245 reviews

Chalet in Real Sitio San Ildefonso

Staying in this house can enjoy the pleasant and comfortable interior of this house, and outside areas with garden, trees, terrace, barbecue gazebo and mountain views in a prime location in La Granja de San Ildefonso.

Popular amenities for chalet rentals in Castile and León

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