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Chalet holiday rentals in Castilla-La Mancha

Find and book unique chalets on Airbnb

Top-rated chalet rentals in Castilla-La Mancha

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, 26 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.

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, 405 reviews

Casita independiente en la montaña

Casita independiente con encanto al pie de la Pedriza. Precioso jardín para disfrutar del canto de los pájaros y de la tranquilidad que ofrece el entorno. Construida en armonía con las propias piedras que la naturaleza nos regala. 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
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, 84 reviews

Antiguo pajar reformado

Antiguo pajar de piedra totalmente reformado. Hemos respetando su espíritu rústico integrándolo con una intervención de diseño arquitectónico moderno y una cálida decoración. Aprovecha la oportunidad de alojarte en un espacio y entorno singular. Entorno idílico para desconectar de la ciudad en un pequeño pueblo retirado pero muy próximo a la monumental localidad de Pedraza distante 3 km a pie. En los alrededores existen numerosas rutas para practicar senderismo, ciclismo y otras actividades.

Top guest favourite
A spacious living area is illuminated by natural light, featuring a light-colored sofa and a dark accent chair. A dining table with black chairs is positioned nearby, while a decorative floral arrangement rests on a side table. The textured stone wall adds visual interest.
Chalet in Burguillos de Toledo
4.98 out of 5 average rating, 131 reviews

Toledo Horizon

Vivienda tipo chalet en zona muy tranquila . Muy cerca del parque temático Puy du Fou y cerca del casco histórico de Toledo ( 10 minutos en ambos casos ). Junto a la vivienda, hay un Mercadona y un almacén Variety. Se puede ir andando puesto que está a 300 metros. La vivienda es muy amplia y cómoda (130 m2). Muy luminosa. se encuentra distribuída en una planta con tres dormitorios, dos baños, amplia cocina y un amplio salón con acceso a una gran terraza. Aire acondicionado en cada estancia.

Top guest favourite
Chalet in Madrid
4.98 out of 5 average rating, 107 reviews

Oasis with private pool and patio in Madrid city!

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, 99 reviews

El capricho de madera

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
A well-maintained garden area features lush green grass surrounded by neatly trimmed hedges. Soft lighting fixtures are visible along the garden's edge, illuminating the space as evening approaches. The background shows part of a neighboring building and hints of a peaceful residential atmosphere.
Chalet in Argés
4.95 out of 5 average rating, 111 reviews

Lujoso chalet cerca de Toledo y de Puy du Fou

Chalet adosado muy cuidado, perfecto para disfrutar de una magnífica experiencia. Cuenta con entrada principal independiente, amplio salón, terraza con jardín, tres baños, tres habitaciones, aire acondicionado en todas las estancias, garaje privado, zonas comunes con piscina comunitaria y todo lo que necesario para disfrutar. A sólo 5 minutos de Toledo, a 10 minutos del Campo de Golf de Layos y a 5 minutos del parque temático Puy du Fou. Pregúntanos sin compromiso, ¡Te esperamos!

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
4.97 out of 5 average rating, 100 reviews

Chalet con piscina y atardeceres de ensueño

. Disfruta de una escapada especial en nuestro acogedor chalet, a 45 min de Madrid, en la urbanización privada Los Ángeles de San Rafael (Segovia). Un hogar con encanto y diseño moderno, con 3 hab: 2 con cama de 1,50 y 1 con cama doble. Cuenta con 2 baños, uno en suite con vestidor. Todo está preparado para que vivas unos días únicos. Piscina privada de cloración salina con lona térmica, plancha para barbacoa y aire acondicionado en todas las habitaciones para tu máximo confort.

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, 251 reviews

Chalet para 15 personas, jardín 2000 m y piscina

Casa ideal para disfrutar de su espacioso y confortable interior, alrededor de la amplia chimenea en invierno o disfrutando del buen tiempo con las posibilidades del exterior, la piscina (jun-sept, según condiciones meteorológicas), jardín con columpios y cama elástica y casita para los más pequeños, árboles, tres porches, terraza-solárium, zona de juegos con futbolín, tenis de mesa y barbacoas, todo ello en una ubicación privilegiada a 5 minutos de Segovia y 30 de Ávila

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, 136 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
A cabinet with glass doors stands against a wall, displaying various items. Above it, a nature-themed artwork features a deer with a crown of leaves. A white radiator is positioned below the cabinet, and warm wood flooring complements the room's decor.
Chalet in Albarracín
4.85 out of 5 average rating, 116 reviews

Chalet Casa Mediquillo with Free parking.

Semi-detached house with a large outdoor terrace with table and chairs located in one of the most beautiful villages in Spain. Without the inconvenience of parking and access to accommodation that those located in the urban area have, since it is not possible to circulate through it and all parking is paid (blue zone). It is only 2 minutes by car or taking a walk. Tranquility and rest during the night. Crashpad rental for guests

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.

Popular amenities for chalet rentals in Castilla-La Mancha

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