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House vacation 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 favorite
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, 22 reviews

The Rascafria granary

Get away from 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 routes to Peñalara. Ideal for relaxing with the family at all times of the year. We also host retreats (IG @nkalmaretreats) for groups or celebrations, featuring a variety of workshops. The pool has a massage bench in summer. In winter you can enjoy the fireplace. One hour from Madrid and Segovia.

Guest favorite
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 in Madrid
4.95 out of 5 average rating, 119 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 favorite
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 in Segovia
4.83 out of 5 average rating, 103 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.

Superhost
Home in Segovia
5 out of 5 average rating, 3 reviews

Luxury Chalet in Sierra Madrid-San Rafael

Escape to this spectacular mountain chalet in San Rafael, surrounded by nature, tranquility and design. Across from the Biosphere Reserve, with routes and trails that literally start in front of the house. The home combines stone and wood with a warm and elegant style. Enjoy private terraces, a garden and large spaces filled with natural light. Ideal for disconnecting in the middle of the mountains, just 30 minutes from Segovia and 50 minutes from Madrid.

Guest favorite
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 favorite
A small outdoor patio area is framed by a glass door, featuring a set of white metal furniture, including a table and four chairs. Lush green artificial grass covers the ground, bordered by mulched flower beds with blooming flowers and a small evergreen shrub.
Home in Soto del Real
4.93 out of 5 average rating, 100 reviews

House in Soto del Real

Keep it simple at this peaceful and centrally-located place. Spectacular house fully equipped with underfloor heating (cold and heat) by aerothermal. Divided into two floors, the main floor consists of an open kitchen, a full bathroom and a living-dining room. The first floor has a double bedroom and another with a trundle bed and a full bathroom (with a whirlpool bathtub) and a balcony overlooking the mountain. 60 m plot with artificial grass.

Guest favorite
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 in Palancares
4.88 out of 5 average rating, 204 reviews

Apartamento Ocejón I mean Parents

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

Guest favorite
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

Guest favorite
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 in Segovia
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 favorite
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 in Uceda
4.96 out of 5 average rating, 156 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 favorite
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 in Manzanares el Real
5 out of 5 average rating, 136 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 favorite
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 in Collado Mediano
4.93 out of 5 average rating, 181 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

Popular amenities for La Pinilla house rentals

  1. Airbnb
  2. Spain
  3. Castile and León
  4. La Pinilla
  5. House rentals