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Holiday houses in Portillo

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Top-rated holiday rentals in Portillo

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

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The image displays a tranquil pool area, featuring clear blue water that reflects the soft lighting. Surrounding the pool, a stone deck is visible with decorative plants, and a shaded seating area adds to the calm environment.
Cottage in Traspinedo
4.9 out of 5 average rating, 29 reviews

La Luz de Ari Rural House

La Luz de Ari is a rural accommodation located in the middle of the golden mile of the banks of the Douro River, surrounded by pine forests. In 20 minutes you can reach Valladolid capital and within a radius of 25km you can visit the best wineries in the area and taste their gastronomy. Traspinedo is 2 km away, famous for its lamb skewers. The house has a 750m plot with a private pool, barbecue, several terraces. The house has 4 double bedrooms, 2 bathrooms, living room, kitchen, wood oven. Dual mass heating etc.

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Top Guest favourite
Cottage in Caballar
4.97 out of 5 average rating, 117 reviews

COVA Caballar. Large garden and beautiful sunsets

WE HAVE A GREAT KITCHEN next to the garden, porch and barbecue. La COVA is located in Caballar, Segovia. Fully renovated. It has 5 bedrooms, 2 large equipped kitchens, terrace, garden with porch, 2 independent living rooms, 3 bathrooms, a toilet, and WiFi connection. It is 5 km from Turégano. And also very close to places like the Hoces del Duratón, La Granja, Pedraza, Valsaín and Segovia Capital. Capacity subject to current epidemiological regulations. Registration Number C.R.-40/720

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Guest favourite
An overhead view captures a serene outdoor space, featuring a lawn bordered by a swimming pool and sun loungers. The rustic stone walls and wooden beams contribute to a harmonious setting, while an umbrella provides shade over a dining area with modern furnishings.
Home in Rascafría
4.96 out of 5 average rating, 26 reviews

The Rascafria granary

Escape the daily grind at this unique accommodation in the Sierra de Guadarrama, IG @elpajarderascafria. Located in the beautiful town of Rascafría, the starting point for the best trails to Peñalara. Perfect for a family holiday at any time of the year. We also organise retreats (IG @nkalmaretreats) for groups or celebrations, featuring a range of workshops. The pool has a massage bench in summer. In winter you can enjoy the fireplace. One hour from Madrid and Segovia.

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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, 101 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.

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Guest favourite
A tranquil indoor pool setting features two individuals enjoying the water, framed by large glass doors that open to a lush garden. The pool's turquoise water reflects soft light, while vibrant greenery, including palm and olive trees, can be seen in the background.
Villa in San Cristóbal de Cuéllar
4.92 out of 5 average rating, 50 reviews

Beautiful and pleasant house with heated pool

Accommodation 1h30 from Madrid. Perfect for enjoying, relaxing, and rejuvenating. Ideal for gatherings: family, friends, business. Comfortable, versatile, and functional. 650m2 house in two buildings and 500m2 garden. Heated pool, Jacuzzi, gym equipment... 4 lounges with charming corners, to enjoy reading, music, TV, games, talks and organize projects. Garden with pond and barbecue. Aerothermal heating that allows for ideal temperatures year-round. 300MB Fiber

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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
4.92 out of 5 average rating, 66 reviews

ESTATE WITH CHALET and PRIVATE POOL ❤️ You will fall in love

An oasis to disconnect with your family and enjoy the holidays. Private estate from 2500 m2 to thirty minutes by car from Valladolid, with chalet with two bathrooms, private pool, wooded, grassy areas. Ideal to enjoy discovering the towns of the surroundings of the province of Valladolid , winery routes and nearby spas. By the way if you have pets , they will be happy touring the entire fully fenced estate. EVERYTHING WAS CLEAN AND SANITIZED .

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Guest favourite
A bright and open living space features soft sectional seating in neutral tones, complemented by a small wooden table. A patterned black-and-white wall adds visual interest, while a window with a grid design allows natural light to fill the room, enhancing the overall ambiance.
Home in La Losa
5 out of 5 average rating, 20 reviews

Casa Josephine Riofrío - retreat 1 hour from Madrid

Casa Josephine Riofrío B&B is a capsule of peace and rest one hour from Madrid, in a quiet village in a protected landscape at the foot of the mountain. A place where time passes differently. A retreat, a space to create, rest, or work at a different pace. A house completely renovated in 2022 with an architectural and interior design project based on geometry, materials and proportions, signed by Casa Josephine Studio. License VUT 40/718

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Top Guest favourite
An inviting dining area features a wooden table set for four, complemented by stylish chairs. Exposed brick walls add texture, while a large window allows natural light to fill the space. A cozy seating area with a light-colored sofa is positioned nearby, creating a warm ambiance.
Apartment in Valladolid
4.98 out of 5 average rating, 44 reviews

19th century charm in the center

Aquí no solo te alojas, conectas con el alma de la antigua capital de España. En pleno Campo Grande y junto a la icónica Plaza Colón, este piso reformado en un edificio del siglo XIX redefine el significado de ubicación privilegiada. A solo 5 minutos de la Plaza Mayor, te sumergirás en el latido cultural y natural de Valladolid desde un espacio que combina historia, modernidad y diseño único. ¡Descubre dónde empieza tu historia!

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Guest favourite
Cottage in Adrados
4.84 out of 5 average rating, 56 reviews

Adrados Mar de Pinos • Courtyard and BBQ

🏡 Adrados Mar de Pinos: chimenea, patio con barbacoa y pueblos con encanto Casa rural con chimenea para 6 personas entre Sepúlveda, Pedraza, Cuéllar, Peñafiel y el Parque Natural de las Hoces del Río Duratón. 3 dormitorios, 5 camas, baño completo, aseo y barbacoa privada. Tu escapada rural perfecta con chimenea, barbacoa y naturaleza a 45min de Segovia y menos de 2h de Madrid.

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Top Guest favourite
Home in Olmedo
5 out of 5 average rating, 16 reviews

Mi Casita Olmedo

In this wonderful accommodation you can enjoy an unforgettable family getaway, in our comfortable Olmedo house. Fall in love with this charming rural space with a splendid garden, BBQ area, and spacious stays for the whole family. You won't find a better option for your getaway! You can breathe tranquility in the heart of Castilla y León - relax and enjoy the whole family!

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Guest favourite
The exterior of the house is shown, featuring a well-maintained garden with green grass and stone pathways. A large tree offers shade beside the house, which has a warm-toned facade and traditional architecture. The sunny sky enhances the tranquil ambiance of the outdoor space.
Cottage in Sotosalbos
5 out of 5 average rating, 32 reviews

Dream house 6 pers. Sotosalbos 17km Segovia.

Espectacular casa de 260m2 con amplios espacios, ideal para descansar o teletrabajar en el campo. Tiene 3 grandes dormitorios con cama de matrimonio, baño privado dentro de cada dormitorio, amplio salón comedor, cocina, porche con mesa para comer al fresco y jardín. La casa tiene la categoría de 4 estrellas.

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Guest favourite
Home in San Cristóbal de Segovia
5 out of 5 average rating, 30 reviews

Refugio 1900

Refugio 1900 is a unique and stylish accommodation in an unbeatable location. Just 8 minutes from the aqueduct, 12 minutes from La Granja de San Idelfonso and 15 minutes from the Sierra de Guadarrama, it combines nature, design and practicality for an authentic experience.

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Popular amenities for Portillo holiday rentals