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Chalet vacation rentals in Castile and León

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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
4.98 out of 5 average rating, 98 reviews

Chalet with private pool just a few steps from the center!

Enjoy a Premium Experience in Madrid!! 🏡Stay in a beautiful design house with private pool & garden 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 favorite
A well-maintained outdoor space features a round table complemented by two metal chairs, situated on a green lawn. Lush shrubs and plants provide a natural backdrop, while a terrace area is visible in the distance, enhancing the outdoor setting.
Chalet in Soto del Real
4.88 out of 5 average rating, 111 reviews

Chalet with garden in Soto del Real (10 pax)

Individual villa in the Sierra de Madrid, located in the urban center of Soto del Real. Unbeatable location. Perfectly connected. All amenities within a 5-minute walk. 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 available inside the plot. We are pet friendly.

Guest favorite
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
4.87 out of 5 average rating, 399 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
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, 95 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

Guest favorite
A spacious garden area is highlighted by vibrant pink flowers, providing a colorful border. In the center, a rectangular pool is flanked by sun loungers and shaded seating. A gazebo stands in the background, with recreational equipment visible, under a clear blue sky.
Chalet in Nuevo Baztán
4.77 out of 5 average rating, 129 reviews

Apartment cottage with fireplace

Relax and enjoy this apartment in a detached house. With a very cozy large fireplace. SHARED garden with owners with gazebo, relaxation area, night LED lighting. Natural and quiet environment. Close to shopping centers and leisure area. 50 m2 apartment with air conditioning, heating and fireplace for 4 people in 2 double beds and a crib Village of tourist and historical interest, very close to Warner Park and Europa Park, 35 minutes from the airport Enjoy lavender fields

Guest favorite
A traditional two-story house is displayed, featuring a pastel-colored exterior with blue accents. The building has large wooden doors, decorative wrought iron balconies, and stone details framing the windows. A wide walkway leads to the entrance, indicating easy accessibility.
Chalet in Fuentepiñel
4.93 out of 5 average rating, 188 reviews

Large farmhouse for 20 people; 7 bedrooms and a bar

This large town house has 7 bedrooms, 4 bathrooms and a garden of 1000 meters ² with total privacy, as it is surrounded by different buildings and walls. One of them is a large stone inn and a second living room. The house is decorated with everything related to tillage. It has heating, pellet stoves, Bilbao kitchen, barbecue and internet. It is a very quiet environment, 10 minutes from the reservoir of the Vencías and the Hoces del Duratón. Village with paddle court.

Top guest favorite
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
4.98 out of 5 average rating, 95 reviews

A chalet with a pool and dreamy sunsets

Swimming pool open from 07 March . Enjoy our new villa, 45 minutes from Madrid in the private Los Angeles de San Rafael development in SEGOVIA. A modern and innovative design that has 3 bedrooms, 2 with a 1.50 cm bed and 1 with a double bed, it has 2 toilets, 1 of them en suite with a dressing room. It is fully equipped to enjoy your vacation. It has a private salt chlorination pool and thermal canvas, an iron for barbecue. Air conditioning system in all rooms.

Guest favorite
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, 246 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 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
4.98 out of 5 average rating, 130 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 favorite
The entryway features a warm and inviting atmosphere, highlighted by a wooden staircase leading to the upper floor. A vintage chest of drawers, a console table, and a comfortable bench provide functional touches. Natural light fills the space, enhancing the neutral color palette and woven area rug.
Chalet in Cercedilla
4.98 out of 5 average rating, 137 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 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, 120 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.

Top guest favorite
Chalet in Navaconcejo
5 out of 5 average rating, 30 reviews

Casa Valeriana

Apartamento turístico en plena naturaleza con chalet de grandes espacios interiores y exteriores. Situada a un minuto a pie de la piscina natural del Pilar y con la famosa ruta de la garganta de las Nogaledas en la puerta, es el lugar perfecto para disfrutar de la tranquilidad sin encontrarse lejos del pueblo.

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