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Vacation rentals in La Pinilla

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Top-rated vacation rentals in La Pinilla

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

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Guest favorite
The exterior showcases a charming stone house with a wooden porch, surrounded by a vibrant green lawn. A white picket fence borders the property, and various shrubs and small trees add natural elements to the inviting entrance.
Chalet in Riaza
4.94 out of 5 average rating, 70 reviews

Charming house in Riaza, on the Camino del Rasero

(*) GROUPS OF LESS THAN 10 PEOPLE: consult special offers during CONSULT SPECIAL OFFERS DURING THE WEEK (EXCEPT HIGH SEASON). (**) CONSULT SPECIAL OFFERS FOR STAYS OF 1, 2, 3 and 4 CONSECUTIVE WEEKS. Located on the Rasero road, close to the center, ideal to enjoy nature and tranquility. Spacious and cozy single-floor detached house. Heating, fireplace and WiFi. Next to the ski resort of La Pinilla in an environment of culture, gastronomy, leisure and sport in the middle of nature. VuT JCyL

Top guest favorite
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, 103 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 favorite
Loft in La Pinilla
4.86 out of 5 average rating, 125 reviews

"Snow escape with sauna and heated pool".

If you are preparing your getaway to disconnect from the routine, look at this charming studio of 45 m2. What gives a touch of distinction, is to be able to enjoy the relaxing HEATED-WARM POOL in winter, contemplating the nature and the landscape. You can also enjoy the warmth of a SAUNA, with its therapeutic benefits, in the Nordic style. They really are Little Whims that undoubtedly make a difference !. Ideal for couples and friends. Families, to value the limited space.

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.

Superhost
An indoor pool features crystal-clear water and is surrounded by large windows that offer views of the forest. The area is designed with light blue tiles and a stone perimeter, allowing for a serene swimming experience.
Loft in La Pinilla
4.67 out of 5 average rating, 55 reviews

Last corner, heated pool, sauna, duplex

Precioso Dúplex de 3 alturas, en la zona más elevada de La Pinilla. En pleno bosque de la Sierra de Ayllón, a pie de pistas de esquí y bicicleta de montaña. Cocina independiente perfectamente equipada. Dos cuartos de baño completos. Amplio y acogedor salón comedor con mesa de hasta seis comensales. Conexión wifi. Espaciosa terraza con magníficas vistas. Dormitorio con armarios empotrados y cuarto de baño con bañera independiente. Se suministran toallas y ropa de cama.

Superhost
A welcoming living area features a functional kitchenette with a washing machine and modern appliances. A cozy sofa is positioned next to a large window, allowing natural light to brighten the space. Wood paneling adds warmth, while a TV is available for entertainment.
Apartment in La Pinilla
4.57 out of 5 average rating, 30 reviews

Cozy Family Place in La Pinilla

Relax with the whole family in this small yet cozy accommodation, full of tranquility. Escape and enjoy La Pinilla, located on the third floor of El Nogal building. With two comfortable bedrooms, one bathroom, and a kitchen equipped with the essentials, it’s perfect for unwinding and enjoying the serenity of the mountains. Experience the charm of La Pinilla while staying in a peaceful and inviting setting. Discover nearby gems such as: Riaza (15 km) Pedraza (30 km)

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
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 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.

Superhost
A quaint outdoor seating area is surrounded by lush greenery. A wooden table is set with four portable chairs, inviting guests to enjoy the tranquil garden. Soft purple flowers and natural stone accents enhance the serene atmosphere.
Cottage in Martín Muñoz de Ayllón
4.92 out of 5 average rating, 48 reviews

El Refugio de Paz - Casita con encanto en Riaza

El Refugio de Paz is the fruit of our efforts (Paz and Antonio) to find a special place. Martín Muñoz de Ayllón is one of those charming villages, with spectacular nature and that seduced us on our first day in the village. It was love at first sight. A wonderful stone house, full of charm, pampering and details that we want to share with you and that will make your stay unforgettable.

Top guest favorite
Cottage in Los Molinos
4.99 out of 5 average rating, 230 reviews

Recoveco Cottage

Lovely cottage, completely detached, located in the northern mountains of Madrid. Just a 5-minute walk from Los Molinos train/suburban station. And from downtown. The house is fully equipped and has 1G fiber, making your stay a perfect place for leisure, rest, or teleworking. Your perfect choice to enjoy nature with all the amenities the city can offer. No pets allowed.

Popular amenities for La Pinilla vacation rentals

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