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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 in Valdemorillo
5 out of 5 average rating, 34 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 in Madrid
4.97 out of 5 average rating, 153 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 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, 26 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

Guest favourite
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 favourite
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.

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, 441 reviews

Independent house in the mountains

Charming detached house at the foot of La Pedriza. Beautiful garden to enjoy the birdsong and the tranquility offered by the surroundings. Built in harmony with the very stones that nature gives us. Ideal for relaxing 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.

Superhost
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 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
4.99 out of 5 average rating, 161 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
Chalet in Sotillo de la Adrada
5 out of 5 average rating, 12 reviews

Cozy villa with garden ideal to disconnect.

Enjoy a winter getaway in this cozy villa in Sotillo de la Adrada. Surrounded by nature and with all the amenities: heating, equipped kitchen and private garden with chill-out area. Perfect for families or groups looking to relax near Madrid. Up to 2 pets are allowed (max. 20 kg, €15 per stay). 📍 Sotillo de la Adrada – Ávila (the center is 1 km away). 🚗 Just 1 hour from Madrid. 🌲 Nature, calm and rural comfort.

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 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.

Top Guest favourite
A private outdoor area features a kidney-shaped pool surrounded by lush greenery and tiled flooring. Sunlight reflects on the water, creating a bright and inviting atmosphere. Comfortable seating and a barbecue area are present nearby, enhancing the space for relaxation and gatherings.
Chalet in Alcala de Henares
5 out of 5 average rating, 20 reviews

Inés's house./Chalet in Alcala de Henares

Spectacular newly renovated and furnished villa located in the historic city of Alcalá de Henares. Very spacious and bright, it has a large garden area with a pool and barbecue. It has all the necessary amenities to have an unforgettable stay in Alcalá de Henares (Madrid). Wi-Fi, Smart TV, washing machine, microwave, coffee maker, toaster, kettle, shampoo and gel, towels... VT-13846

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.

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