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Holiday rentals in La Pinilla

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Top-rated holiday rentals in La Pinilla

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

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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
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
Loft
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 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, 113 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
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.
Flat
4.54 out of 5 average rating, 28 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)

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
4.67 out of 5 average rating, 55 reviews

Last corner, heated pool, sauna, duplex

Beautiful three-storey duplex in the highest part of La Pinilla. In the heart of the Sierra de Ayllón forest, right by the ski slopes and mountain bike trails. Fully equipped separate kitchen. Two full bathrooms. Spacious and cosy living-dining room with a table for up to six people. Wi-Fi connection. Spacious terrace with magnificent views. Bedroom with fitted wardrobes and bathroom with a separate bathtub. Towels and bed linen are provided.

Top guest favourite
The charming stone exterior of the casita is complemented by a bright red roof. A well-maintained green lawn is bordered by a wrought iron fence. The entrance is framed by decorative gravel and edged with trees, creating a welcoming outdoor space.
Cottage
4.94 out of 5 average rating, 242 reviews

The Casita de El Montecillo

Charming and fully equipped mountain house. Located in a unique natural setting: a private 65-hectare estate full of holm oaks, with a lake and a hermitage, perfect for walking, hiking in the mountains... You will be in the middle of the Sierra de Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and jacuzzi for two. Perfect for coming with children. NO PETS ALLOWED. NO SMOKING ALLOWED.

Guest favourite
A well-lit studio apartment features a spacious bed against a softly painted wall. Two armchairs sit next to a round table near a bright window, with soft drapes allowing light to enhance the space. A wall-mounted television is positioned for easy viewing.
Flat
4.96 out of 5 average rating, 167 reviews

Studio steps from the Aqueduct

Pequeño y cómodo apartamento tipo Estudio de 24mts, perfectamente equipado con todos los elementos necesarios para descansar y disfrutar de la ciudad. Cuenta con cama de matrimonio 150cm, baño privado, Smart-TV y WIFI, cocina equipada con mesa, sillas y sillones para descansar. Posibilidad de garaje por 10€/día (bajo disponibilidad y reserva previa) Capacidad máx. 2 personas. Posibilidad de cuna y cama supletoria (solicitar información).

Superhost
A spacious living area features comfortable seating arranged around a central fireplace, with large windows providing views of the garden. Natural light bathes the room, highlighting the wooden ceiling and warm interior design.
Chalet
4.9 out of 5 average rating, 105 reviews

Spectacular house with 3 floors and garden in Riaza

(*) CHECK SPECIAL OFFERS: Weekdays (except high season) for groups of less than 10 people // Stays from 1 to 4 weeks. An incredible villa (corner townhouse), close to downtown, ideal for enjoying nature and tranquility. A cozy house with 3 floors, a garage, a garden, a barbecue grill, and Wi-Fi. Next to La Pinilla ski resort in an environment of culture, gastronomy, leisure, and sports in the middle of nature. VuT JCyL

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, 153 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!

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
4.92 out of 5 average rating, 48 reviews

El Refugio de Paz - Charming little house in 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 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
Cottage
4.99 out of 5 average rating, 228 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 holiday rentals

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