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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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Guest favourite
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
4.87 out of 5 average rating, 123 reviews

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.

Guest favourite
Chalet in Madrid
4.95 out of 5 average rating, 162 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 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!

Guest favourite
Chalet in Manzanares el Real
4.88 out of 5 average rating, 451 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.

Guest favourite
A clear blue swimming pool is surrounded by well-maintained greenery. Deck chairs are placed around the pool, and a shade umbrella provides comfort. The pool area is clearly enclosed with a fence for safety.
Chalet in Madrona
4.94 out of 5 average rating, 267 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 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

Top guest favourite
A view of a chalet with a textured stone foundation and a terracotta-tiled roof, surrounded by lush greenery. A private pool with a clear blue surface is in the foreground, while seating areas are located under a covered porch, offering shaded relaxation.
Chalet in Mojados
4.91 out of 5 average rating, 70 reviews

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 .

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, 115 reviews

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

Superhost
Chalet in Cortos
4.83 out of 5 average rating, 249 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, 164 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.

Top guest favourite
A spacious dining area is revealed, featuring a glass table surrounded by white chairs. A modern fireplace serves as a focal point, with a cozy living area in the background that includes a large sectional sofa. Natural light streams in through large windows, enhancing the welcoming ambiance.
Chalet in Rascafría
4.95 out of 5 average rating, 99 reviews

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.

Superhost
A spacious living area features comfortable seating arranged around a central fireplace, with large windows providing views of the garden. Natural light bathes the room, highlighting the wooden ceiling and warm interior design.
Chalet in Riaza
4.91 out of 5 average rating, 107 reviews

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

Superhost
Chalet in Fuentepiñel
4.91 out of 5 average rating, 213 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.

Top guest favourite
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, 166 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.

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