
Chalet holiday 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.

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.

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 september) 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!

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.

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 exterior, the pool (June-September, depending on weather conditions), garden with swings and trampoline and playhouse for the little ones, trees, three porches, terrace-solarium, playground with foosball, table tennis and barbecues, all in a privileged location 5 minutes from Segovia and 30 from Ávila

ESTATE WITH CHALET and PRIVATE POOL ❤️ You will fall in love
An oasis to disconnect with your family and enjoy the holidays. Private property of 2500 m2 to thirty minutes by car from Valladolid, with villa with two bathrooms, private pool, wooded, lawn areas. Ideal for enjoying discovering the small villages around the province of Valladolid , winery routes and nearby spas. By the way, if you have pets , they will be happy to walk around the entire fully fenced property . EVERYTHING CLEANED and SANITIZED .

The Wooden Whim
Chalet built in 2019 with a license for non-tourist short-stay rentals. The villa has all the comforts to enjoy your stay. Energy efficiency A. It is prepared for up to 7 people, as it has Wi-Fi throughout the plot (300MB), a swimming pool (with a children's pool attached), a gazebo with a built-in barbecue, more than 400m2 of artificial grass, an indoor jacuzzi, Ps4, HD projector, board games, etc. but not for bachelor parties or similar events

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.

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.

House with garden in Rascafría
A large and beautiful house equipped with everything you need for a comfortable and pleasant stay. An ideal garden to relax and unwind from the weekly routine. Located in Rascafría, in the Sierra de Guadarrama National Park. One of the most beautiful natural settings in the Sierra de Madrid. Both the town center, with great gastronomy, and hiking trails are within walking distance. Discount for weekly periods or longer.

Spectacular house with 3 floors and garden in Riaza
(*) CHECK SPECIAL OFFERS: Weekdays (except high season) for groups of less than 10 people // Stays from 1 to 4 weeks. An incredible villa (corner townhouse), close to downtown, ideal for enjoying nature and tranquility. A cozy house with 3 floors, a garage, a garden, a barbecue grill, and Wi-Fi. Next to La Pinilla ski resort in an environment of culture, gastronomy, leisure, and sports in the middle of nature. VuT JCyL

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.

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.
Popular amenities for chalet rentals in Castile and León
Family-friendly chalet rentals

la rama_ nature and tranquility, as a family.

Villa with Pool Near Puy du Fou, Toledo

Nature paradise 30 min from Madrid

A warm and cozy house, ideal to enjoy.

"ToledoEscalona" House

Chalet with a wine cellar

Chalet with garden in a natural setting, 3 km from the center

Casa Valeriana
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El Nido in Manzanares El Real, La Pedriza

House with indoor pool in Rascafría, 1 hour from Madrid

Family Villa with Private Pool

Areitio Etxea - house with private garden

Margaret House Mountains and Valleys

Inés's house./Chalet in Alcala de Henares

NEW CHALET IN THE MIDDLE OF THE MOUNTAIN

Mauri Rural House ****
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