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Chalet holiday rentals in Castilla-La Mancha

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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.

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, 108 reviews

Oasis with private pool and patio in Madrid!

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

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

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

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 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

Luxurious villa near Toledo and Puy du Fou

Very well-kept townhouse, perfect for enjoying a magnificent experience. It has a separate main entrance, a large living room, a terrace with a garden, three bathrooms, three bedrooms, air conditioning in all rooms, a private garage, common areas with a community pool, and everything you need to enjoy. Just 5 minutes from Toledo, 10 minutes from Layos Golf Course and 5 minutes from Puy du Fou theme park. Ask us without obligation, we look forward to seeing you!

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

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.

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, 101 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 charming home with 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 saltwater pool with thermal cover, barbecue grill and air conditioning in all rooms for your maximum comfort.

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 for 15 people, 2000 m garden and swimming pool

Ideal house to enjoy its spacious and comfortable interior, around the large fireplace in winter or enjoying the good weather with the possibilities of the outside, the pool (jun-sept, depending on weather conditions), garden with swings and trampoline and cottage for the little ones, trees, three porches, sun terrace, playground with table football, table tennis and barbecues, all in a privileged location 5 minutes from Segovia and 30 from 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.

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