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Cottage holiday rentals in Castilla-La Mancha

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Top-rated cottage rentals in Castilla-La Mancha

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Guest favourite
Cottage in Cerro Matallera
4.91 out of 5 average rating, 145 reviews

Casa Matallera - Mountain Retreat near Madrid

Beautiful house in Sierra de la Cabrera Guadarrama, 40 minutes from Madrid. Hiking, cycling, horse riding, leisure activities for families & a varied gastronomic offer. The loveliest municipal pool is just 10 km away. Very quiet area, ideal for disconnecting, resting, or working remotely. Large dining room, living room. Amazing fireplace and very well-equipped kitchen. Ideal for family gatherings, reduced weddings (30/40 pax) in spring and autumn (events subject to small extra payment to agree).

Top guest favourite
The wooden house is surrounded by lush greenery and stone landscaping. Sunlight filters through the trees, illuminating the natural elements. A stone seating area is visible in the foreground, with the house featuring large windows and a welcoming porch.
Cottage in El Espinar
4.96 out of 5 average rating, 165 reviews

The corner of your dreams.

Isolation, peace, and enjoyment in its purest state. A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. A 3000m2 private oak wood house (for you) within a community with 24-hour security, swimming pools, hiking trails, golf courses, horseback riding, restaurants, a supermarket, a lake with water activities, and a spa. Each season offers its possibilities, from its cozy fireplace to its barbecues, through a spring full of flowers.

Guest favourite
A spacious white jacuzzi is filled with gently swirling water illuminated in soft green hues. A bamboo ladder displaying towels is placed nearby, complemented by decorative grasses arranged against the wall, enhancing the serene atmosphere.
Cottage in Cehegín
4.92 out of 5 average rating, 121 reviews

Country house with a hot tub and views

We are in the heart of one of the most beautiful villages in the Region of Murcia. The tranquility of the surroundings together with the harmony of the decoration give rise to a very special accommodation where time stands still. Specially designed to enjoy as a couple, it has an equipped kitchen, bathroom, bedroom and a movie room with a projector to watch Netflix, Amazon, etc. The most special corner of this house is its spectacular Jacuzzi. You can also enjoy magical sunrises.

Guest favourite
A private pool surrounded by lush greenery offers a refreshing retreat. Two lounge chairs, one in red and one in black, are positioned beside the pool, inviting relaxation. A large umbrella provides shade, and the tranquil atmosphere is enhanced by the natural setting.
Cottage in Miraflores de la Sierra
4.91 out of 5 average rating, 308 reviews

Amazing garden and charming villa in the mountains

A beautiful renovated house from the 60s on a large 1500m plot with a private pool and large trees. Tranquility and privacy in the heart of the forest in one of the most beautiful villages in the Sierra de Madrid. You can walk for days through the forests and mountains of Guadarrama National Park from your doorstep. Great for two families to share. Totally charmingly equipped. Fireplace, gas BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

Top guest favourite
A pathway leads to a charming entrance, framed by a low wooden fence. Lush greenery and trees, including olive trees, surround the area. A reclined chair and a hammock are positioned on a well-kept lawn, inviting relaxation under the open sky.
Cottage in Horcajo de los Montes
5 out of 5 average rating, 107 reviews

Casa Cervo. Spacious loft with garden and views

A large, 60m2 loft, completely renovated, with a garden and views of the Cabañeros National Park. It has a fully equipped kitchen, living room, bedroom, bathroom, wood stove and air conditioning. Ideal for couples or families of up to 4 members. Located a 15-minute walk from one of the Park's most beautiful routes, 1 km from downtown Horcajo de los Montes and 2.5 km from the Visitor Center. A quiet atmosphere perfect for enjoying nature. Dog friendly.

Guest favourite
A serene garden area features wooden decking surrounded by lush greenery. Yellow chairs are positioned near a round table, inviting outdoor dining. Ivy-covered walls frame the space, while the entrance to the cozy interior is visible through a glass door.
Cottage in Tomelloso
4.93 out of 5 average rating, 178 reviews

Charming little house with a garden.

Enjoy a haven of peace in this charming accommodation: newly renovated, with a rustic and accessible style, a few meters from downtown Tomelloso. This charming garden house consists of two bright bedrooms with extra large and very comfortable beds. A living room with a fully-equipped kitchenette, an automatic pellet stove, air conditioning, and TV in all bedrooms and living room. The whole house, garden and bathroom are fully accessible. Pets are allowed.

Guest favourite
An indoor pool area is highlighted by sleek glass walls and a wooden ceiling with exposed beams. Sunlight filters through the skylights, reflecting off the calm water. Comfortable loungers are positioned alongside the pool, creating a relaxing atmosphere.
Cottage in Toledo
4.9 out of 5 average rating, 126 reviews

Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue

PADEL /HEATED POOL/ PICKLETBALL Not suitable for parties, or noises after 11:00 PM. *Ideal for Families and Friends* Amant El Encinar is a 10,000m estate. It has a heated pool, paddle court, Pickleball, barbecue, ping pong, pool table. All the exclusive use of the renters. Natural Paraje de Encinas just 58 kilometers from Madrid and 35 from Toledo. It is accessed from a 5.5 km dirt track it takes 10 to 20min The house is for 8 people but we admit up to 10

Top guest favourite
An overview of a stone house surrounded by lush greenery is captured from above. The building features a traditional tiled roof, arched columns on the patio, and a circular stone seating area in the landscaped garden.
Cottage in La Estación
4.97 out of 5 average rating, 116 reviews

Villa with pool and mountain views

Enjoy the Sierra de Madrid in our beautiful stone house surrounded by greenery. You'll wake up every morning to an incredible garden with fruit trees and flowers, and you can have breakfast on a large terrace overlooking the mountain. Details such as the spiral staircase or the stone arches make our house a special and different place. The pool is super refreshing during these months and has night lighting so you can enjoy a swim under the stars.

Guest favourite
The charming stone exterior of the casita is complemented by a bright red roof. A well-maintained green lawn is bordered by a wrought iron fence. The entrance is framed by decorative gravel and edged with trees, creating a welcoming outdoor space.
Cottage in Los Molinos
4.94 out of 5 average rating, 233 reviews

The Casita de El Montecillo

Charming and fully equipped mountain house. Located in a unique natural setting: a private 65-hectare estate full of holm oaks, with a lake and a hermitage, perfect for walking, hiking in the mountains... You will be in the middle of the Sierra de Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and jacuzzi for two. Perfect for coming with children. NO PETS ALLOWED. NO SMOKING ALLOWED.

Guest favourite
A gravel pathway leads through a wooded area, bordered by evergreen trees and shrubs. A stone structure is visible in the distance on the left, blending with the natural surroundings. The scene is bathed in natural light, illustrating a serene atmosphere.
Cottage in Valera de Abajo
4.92 out of 5 average rating, 118 reviews

Finca La Marquesa (Cuenca)

Beautiful country house located on a wooded estate, ideal for relaxing and spending a few days. The estate is located between two towns (Valera de Abajo - Piqueras del Castillo), Castilla-La Mancha, Spain. This country house is perfect for family groups. Nearby we can enjoy wonderful places such as: The Roman ruins of Valeria, the Alarcón Reservoir, Hoz del Río Gritos, beautiful Manchego villages and a climbing area in Valera de Abajo.

Top guest favourite
A wooden terrace is shown with a red hammock suspended between two trees. Surrounding greenery features various trees and shrubs, creating a serene natural setting. The distant mountains and a sunset sky add a peaceful ambiance to the scene.
Cottage in Cadalso de los Vidrios
4.97 out of 5 average rating, 103 reviews

Mountain Views with Panoramic Terrace

Less than an hour from Madrid, escape the city's noise and reconnect with the essence of nature. A haven where you can enjoy breathtaking sunsets, breakfasts with endless views, and dinners under the stars, with the absolute privacy that only a detached house can offer. Here, luxury isn't about sophistication, but about silence, fresh air, and a terrace that seems to float above the Sierra de Gredos mountains.

Top guest favourite
A charming white cottage features vibrant blue shutters and a terracotta roof. A small patio with yellow chairs and a table is visible, framed by lush greenery. Two lounge chairs sit nearby, providing a serene outdoor space.
Cottage in Los Molinos
4.99 out of 5 average rating, 214 reviews

Recoveco Cottage

Lovely cottage, completely detached, located in the northern mountains of Madrid. Just a 5-minute walk from Los Molinos train/suburban station. And from downtown. The house is fully equipped and has 1G fiber, making your stay a perfect place for leisure, rest, or teleworking. Your perfect choice to enjoy nature with all the amenities the city can offer. No pets allowed.

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