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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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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, 38 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.

Top Guest favourite
A bright living area features a comfortable, three-seat sofa and a stylish coffee table. Large glass doors lead to a private terrace, showcasing views of foliage. Natural light floods the room, and air conditioning units ensure a cool environment.
Apartment in Valladolid
4.97 out of 5 average rating, 541 reviews

New ★ Ideal Couples/Private Parking & Wifi

Nothing represents us better than the opinions of our guests: ✭"Spacious private parking in the same building, with elevator access to the apartment, a luxury in the center!" ✭"Breakfast on the terrace with the sun above you is the best! ✭"I really appreciated the air conditioning in all the rooms" ✭"I want to highlight the cleanliness, very very clean!" ✭"Carmen's exquisite hospitality was incredible... everything 5 stars!" Add the listing to your favorites ❤ to find us quickly

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, 99 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

Top 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
5 out of 5 average rating, 19 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.

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.
Apartment in Segovia
4.99 out of 5 average rating, 156 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
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, 315 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 cozy living area features a light-colored sofa with decorative cushions, positioned beside a sleek white coffee table. A glass showcase displays decorative items. Natural light filters through wooden shutters covering a large window, enhancing the inviting feel of the space.
Apartment in Valladolid
4.98 out of 5 average rating, 320 reviews

Casa Morelia - in the historic center - Garage *

Casa Morelia is a tourist house registered under number VUT-47-34. It is located in the historic center of Valladolid, on Cánovas del Castillo Street, 1 minute from the main square and next to all the city's emblematic buildings: Calderón Theater, Cathedral, La Antigua... Multiple processions pass under the balconies during HOLY WEEK. Wifi, heating, air conditioning, first aid kit, fire extinguisher and crib. * Garage space NOT included in the price.

Guest favourite
Home in San Miguel de Bernuy
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
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, 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 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 .

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

Superhost
A spacious garden features neatly trimmed grass, surrounded by a variety of trees and shrubs. Sunlight filters through the leaves, casting gentle shadows. The house is partially visible in the background, adding to the serene outdoor environment.
Cottage in Villabáñez
4.87 out of 5 average rating, 213 reviews

Casa de Campo en Villabañez, Valladolid VUT-47-163

Countryside house with three bedrooms, spacious living room, kitchen and bathroom surrounded by a large garden with orchard of its own. Ideal for relaxing, surrounded by nature, getting away with friends or family and enjoying the fresh air of the Douro shore. Located 20 min by car from downtown Valladolid Equipped with everything necessary to spend pleasant days surrounded by countryside, nature and pure air.

Top Guest favourite
A bright bedroom features a spacious bed with soft linens and neatly arranged towels. Light filters through window blinds, illuminating the room. A small nightstand and a dresser are present, complemented by decorative artwork on the walls, creating a serene environment.
Home in Palencia
4.97 out of 5 average rating, 173 reviews

Blanca's Cottage

Tourist housing license VUT 34/96. Cozy apartment with terrace, quiet and comfortable, to enjoy a good stay in Palencia, one or two travelers. Good location and with easy and free parking on the same street or around the block. Bus and taxi stop 2 minutes away. There is a health center, pharmacy, supermarkets, public library and restaurants next to the house.

Popular amenities for Portillo holiday rentals

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