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Holiday rentals 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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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
4.96 out of 5 average rating, 170 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.

Top guest favourite
The exterior of a stone house displays rustic charm, featuring a dark wooden door framed by decorative lanterns. The textured stone walls are contrasted by a clear blue sky, highlighting the structure's traditional character within the village.
Place to stay
4.97 out of 5 average rating, 101 reviews

La Casa de Brieva

Charming stone country house in Brieva, declared a Cultural Heritage Site (Bien de Interés Cultural), just an hour and a half from Madrid. A place to slow down, reconnect with nature and enjoy the silence. Perfect for family getaways, romantic escapes or a few days of remote work during the week. Wake up without rushing, stroll through the surroundings, read or write in peace and enjoy the fireplace at the end of the day. A fully equipped home designed to make you feel at home

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
4.95 out of 5 average rating, 20 reviews

The Rascafria granary

Escape the daily grind at this unique property in the Sierra de Guadarrama, IG @elpajarderascafria. Located in the beautiful village of Rascafría, the starting point for the best routes to Peñalara. Ideal 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.

Top guest favourite
A bright living area features a spacious sofa and a small glass table. A flat-screen television is positioned on a white cabinet against the wall. Large windows provide ample natural light and offer views of the surrounding landscape.
Flat
4.99 out of 5 average rating, 159 reviews

Apartment with panoramic views in Segovia

Fully renovated apartment, very bright and with wonderful views of the city of Segovia. Free street parking and just a 15-minute walk from the aqueduct. Spacious entrance, large kitchen, two bedrooms each with a 1.50 m bed, living room with a 90 cm sofa bed, two full bathrooms with shower and a cozy terrace. It is on the fifth floor with an elevator. Central heating and hot water by electric thermos. Bus and supermarket 200 meters away. No parties and no pets allowed.

Guest favourite
Home
4.93 out of 5 average rating, 15 reviews

Casitas del Molino Grande del Duratón (Small Houses)

This unique home has plenty of space for you to enjoy with your loved ones. This is a very comfortable accommodation with spectacular views and easy access to walking or sailing trips. Located in the center of the peninsula, 150 km from Madrid, 90 km from Valladolid, 90 km from Burgos and 60 km from Segovia The area is rich in nature, gastronomy and art, especially Romanesque. The host will welcome you with information about everything you can do.

Guest favourite
The exterior of the house reveals a charming stone façade, showcasing its original architecture. Soft natural light reflects off the textured surface, and a few small windows are visible, allowing glimpses of the interior. The setting is complemented by a quiet street lined with similar homes.
Home
4.94 out of 5 average rating, 216 reviews

La Casa del Pastor de Villanueva de Gumiel

The original house was built in 1890 and was renovated during 2015 maintaining its original stone structure on all its exterior walls, giving it a great personality that makes it stand out from the closest of the street on which it is located. This house has been renovated to the fullest respecting its old architecture but oriented to endow it with the current amenities and suitable for the enjoyment of the tenants who occasionally inhabit it.

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
4.92 out of 5 average rating, 61 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 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 touring the entire fully fenced estate. EVERYTHING WAS CLEAN AND SANITIZED .

Guest favourite
Home
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

Top guest favourite
A spacious living area features wooden ceilings and large windows that provide views of the outdoors. Comfortable seating is arranged around a central coffee table, while a wood stove adds warmth. A dining area is visible in the background, enhancing the inviting atmosphere.
Cabin
5 out of 5 average rating, 37 reviews

The Pillars of the Sierra

Discover this cozy cabin by the Cega River! With a privileged location, enjoy a retreat in the middle of nature, which combines the charm of the rustic with modern comfort and a short distance from the historic village of Pedraza. Equipped with all the amenities and a charming Nordic touch, it is the perfect retreat to escape the urban hustle and enjoy the tranquility of the natural environment.

Top guest favourite
A modern living area features a gray sectional sofa facing a sleek entertainment unit. Wall-mounted shelves display decorative items. A clock is positioned above the television, and natural light filters through large windows, enhancing the spaciousness of the room.
Townhouse
4.97 out of 5 average rating, 130 reviews

"Villa in Cabezón" VUT 47-208

Townhouse with 3 bedrooms, 2 bathrooms, a spacious living room, kitchen, and garden. Ideal place to disconnect. Quiet village with many tourist, gastronomic, and wine attractions. The accommodation is located 12 km from Valladolid and 36 km from Palencia. The town has a supermarket, bakeries, fruit shops, bars, restaurants, church, doctor's office, and Civil Guard barracks.

Guest favourite
A transparent dome structure is nestled among trees, revealing an interior with a spacious bed and soft lighting. Surrounding greenery and flowers create a natural, serene setting, enhancing the unique design of this accommodation.
Dome
4.91 out of 5 average rating, 204 reviews

Transparent Dome Room Madrid - Natura Domo

Do you want to be at one with nature as you've always dreamed of? Stay in this unique place and enjoy the sounds of nature while looking at the stars. We are the only transparent dome to enjoy with your partner in the Sierra de Madrid, just 40km from the city, with an ecosystem that surrounds it to have an unforgettable experience.

Guest favourite
Cottage
4.91 out of 5 average rating, 87 reviews

Casa Ruplas

Casa Rural Ruplas esta situada en Villalba de Adaja un pequeño pero encantador pueblo que pertenece a Matapozuelos, villa gastronómica. Es perfecto para escapar del ajetreo de la ciudad y del estrés diario. Ideal para venir en pareja o con niños.

Popular amenities for Portillo holiday rentals

  1. Airbnb
  2. Spain
  3. Castile and León
  4. Portillo