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House holiday rentals in La Pinilla

Find and book unique houses on Airbnb

Top-rated house rentals in La Pinilla

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

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Guest favourite
An outdoor patio area features a stone structure with wooden beams. A small white table and two chairs are positioned on a stone floor. Colorful flowers bloom in the background, and a lush green lawn extends beyond the patio.
Home
4.88 out of 5 average rating, 203 reviews

Apartamento Ocejón Couples

Places of interest: Valverde de los Arroyos, Tamajón, Incredible views, Incredible views, Hayedo Tejera Negra. Leafy oak forests, Pico Ocejón, Despeñalagua, the route of the Black Villages, the light, the comfort of the bed, the comfort of the bed, the cozy space. You will love my place because it is newly opened, everything is designed to be very comfortable, incredible views and very individual. Ideal for couples getaways.. My accommodation is good for couples, business travelers, and pets.

Superhost
The exterior area is softly illuminated at dusk, highlighting a pool surrounded by landscaped gardens. A large rock feature adorned with white stones is showcased in front, and the ambient light enhances the tranquil atmosphere of the outdoor space.
Home
4.94 out of 5 average rating, 90 reviews

Luxury villa in the Sierra de Madrid with no steps

Spectacularly designed and detached villa, unique in the area. Built in 2007. 2000-square-meter plot with pool, barbecue grill, and kennels. No architectural barrier on the entire property! Residential Complex "Las Cabezuelas", Municipality of Guadarrama (Madrid). Near downtown Alpedrete, next to Sierra de Guadarrama and Navacerrada. Several TV programs have been recorded at the villa, such as: Married with the naked eye, consensual exchange, come to dinner with me, etc.

Guest favourite
A modern bathroom features a freestanding white tub and a glass shower. Natural light enters through a round window, highlighting the smooth, neutral wall textures. A small wooden table holds two glasses, a bottle of wine, and a candle, adding a subtle touch of elegance.
Home
4.95 out of 5 average rating, 118 reviews

Dreamy treehouse

Discover the magic of this charming wooden house, an oasis of tranquility surrounded by trees and nature. Its unique design integrates modernity with the natural environment. Here, you will wake up to the sound of birds and the breeze through the trees, enjoying a cozy and sophisticated atmosphere. A few meters away, you will find hiking trails that cross landscapes where you can see horses, bulls and the beauty of the countryside. Perfect for disconnecting and relaxing.

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, 22 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.

Guest favourite
A bright open-plan kitchen and living area features wooden beams and a clean aesthetic. A dining table set for four is positioned next to a cozy sofa. The kitchen is equipped with modern appliances and a sleek countertop, enhancing the space's functionality.
Home
4.86 out of 5 average rating, 102 reviews

Newly renovated in the center

Enjoy this quiet, centrally located, spacious and carefully decorated place. Perfect for families or groups of friends Located a two-minute walk from the Plaza del Acueducto, ideal for visiting the Alcázar, Plaza Mayor, cathedral and other monuments of the city on foot and enjoying the gastronomy and good wine of the area, very close to the bus station, with paid parking on the street or paid covered parking 50 meters away and 300 meters away free parking on the street.

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
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

Guest favourite
The exterior of a spacious stone house is shown, featuring a covered terrace with a wooden beam structure. A set of metal chairs and a table are positioned on the stone patio, overlooking a well-kept lawn and surrounding nature.
Home
4.9 out of 5 average rating, 21 reviews

SINES housing in Casla

This accommodation is peaceful: ideal for spending time with friends and family, including your pets, of course! 5 minutes from the recreational center with a swimming pool for children and adults in the middle of nature, Parque Recreativo el Bardal. Pradena 20 minutes from Pedraza and Sepúlveda. 40 minutes from Segovia For sports lovers: 25 minutes from the Duratón River Gorges. 24 minutes from Bike Park in La Pinilla.

Guest favourite
A historic stone house is set against a clear blue sky, featuring natural ivy climbing the facade. The entrance is flanked by a small porch, with stone steps leading to a grassy area. Surrounding red sandstone buildings are visible in the background.
Home
4.91 out of 5 average rating, 56 reviews

La Casita de Alben

Beautiful stone and slate house located in the Sierra Norte de Guadalajara. The house dates back to 1870. It consists of a living room with a kitchenette and a wood-burning stove on the ground floor. Sofa bed that sleeps two. Upstairs there is an open bedroom, attic with exposed beams and a double bed. Built-in bathroom with shower. The kitchen is well stocked. Ideal for 2-4 guests. Very cozy and ready to enjoy!

Guest favourite
A spacious bedroom is highlighted by large glass doors that open to a patio and garden. A comfortable bed is adorned with light linens. The outdoor area features a small table and chairs surrounded by greenery, providing a peaceful and relaxing view.
Home
4.96 out of 5 average rating, 155 reviews

Rural Boutique with Jacuzzi and Garden

Welcome to the Pertenera house. Immerse yourself in the luxury of our stone-surrounded Jacuzzi for two, where elegance and good taste are present in every detail of this charming house. From the comfortable bed, you can gaze at the stars through the window on clear nights. Relax in our charming courtyard with a cactus garden. Your perfect getaway less than an hour from Madrid, where style meets rural!

Top guest favourite
A charming chalet is set against a clear blue sky, surrounded by well-maintained greenery. A variety of trees, including a tall cypress and a blooming deciduous tree, provide a welcoming entrance. The property features a fence that enhances privacy.
Home
4.95 out of 5 average rating, 56 reviews

Villa in the Sierra de Madrid

Ideal villa in the historic village of Torrelaguna. Spacious and quiet, perfect for families. Very good location, 35 minutes by car from Madrid. Points of interest: - Atazar Dam (20 minutes) - La Pedriza (20 minutes) - Pontón de la oliva (15 minutes) - Patones de arriba (10 minutes) - Paragliding center (10 minutes) - Canoeing in Buitrago (20 minutes) - Cycling, climbing and hiking

Top guest favourite
A wooden casita styled as a palafito sits elevated among boulders, surrounded by greenery. The structure features large windows and a porch, offering views of the surrounding mountainous landscape under a clear blue sky.
Home
5 out of 5 average rating, 134 reviews

Casa Verde in Manzanares el Real

A wooden house built in a stilt style with the intention of not disturbing the stones that inhabit the land. It has a double bedroom, a full bathroom, kitchen, dining room, living room, terrace, garden and incredible views of the Manzanares Regional Park.

Guest favourite
The exterior of a modern house is illuminated at dusk, showcasing large windows and a spacious terrace. Surrounding greenery adds to the tranquil setting, with trees framing the scene against a clear evening sky.
Home
4.93 out of 5 average rating, 179 reviews

Detached house with terrace in a natural setting

Get away from the routine at this unique and relaxing stay, a house with lots of natural light and glazed with beautiful views in the middle of the Sierra de Madrid, a natural enclave surrounded by trees and mountains, 10 minutes from Navacerrada on foot

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