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Holiday houses in Portillo

Find and book unique accommodation on Airbnb

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
4.89 out of 5 average rating, 28 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.

Top Guest favourite
The dining area features a rustic wooden table surrounded by six cushioned chairs, set against a backdrop of warm wood beams. A decorative rug anchors the space, while art pieces adorn the walls, adding character to the bright and open room.
Apartment in Valladolid
5 out of 5 average rating, 39 reviews

San Pedro Regalado Apartments - 4C

Experience downtown Valladolid like never before! This apartment in a historic building immerses you in the vibrant Calle Platería, with culture, tapas, history and the pulse of the city just steps away. With 2 beds, 1 bathroom, a kitchen and a cozy living room, it's ideal for relaxing after exploring. Experience the magic of the historic center, with everything within easy reach, in a space that combines charm and comfort. Book now and make your visit to Valladolid an unforgettable experience.

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 Los Angeles de San Rafael
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 in Brieva
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 in Rascafría
4.95 out of 5 average rating, 20 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.

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, 99 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.

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 in Villanueva de Gumiel
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 in 2015, maintaining its original stone structure on all its exterior walls, giving it a great personality that makes it stand out from the nearest ones on the street in which it is located. This house has been rehabilitated with the utmost respect for its old architecture but aimed at providing it with the current comforts and suitable for the enjoyment of tenants who occasionally inhabit it.

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

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 in Pajares de Pedraza
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.

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 in Soto del Real
4.91 out of 5 average rating, 205 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
A spacious jacuzzi is situated in a bathroom with stylish tile work. Soft, ambient lighting reflects off the water's surface, while two contoured backrests enhance relaxation. Fixtures and controls are neatly arranged along the edge, ensuring a comfortable and inviting bathing experience.
Cottage in Villalba de Adaja
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.

Top Guest favourite
A welcoming exterior of a rustic farmhouse is surrounded by a blooming wildflower garden. A wooden table set for outdoor dining and a stone path lead through the lush greenery, framed by mature trees and distant hills, capturing the serene rural setting.
Farm stay in Braojos
4.95 out of 5 average rating, 163 reviews

Via Fera, with views of nature

Isolated rural space with capacity for 2/3 people, with a 1,000 square meter wild garden and a gazebo over the Lozoya river valley. Located in an old cattle farm. Kilometers of horizon over a score of towns in the Madrid mountains.

Popular amenities for Portillo holiday rentals

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