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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
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
4.96 out of 5 average rating, 23 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.

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.

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.

Top guest favorite
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, 163 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.

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
A charming casita is set within a green landscape, featuring a stone exterior and a wooden porch. Lush grass surrounds the structure, complemented by decorative plants. An umbrella provides shade over a seating area, while wooden benches offer a cozy spot to relax outdoors.
Cottage in El Berrueco
4.98 out of 5 average rating, 92 reviews

Nature and Rest: Rural house with private garden

The little house is an ideal place to enjoy nature and calm in the beautiful surroundings of El Berrueco, in the heart of Madrid's Sierra Norte. Can you imagine waking up to the singing of birds or opening the windows and breathing fresh air? This is your place. You will enjoy beautiful routes, sunsets, take a swim in the reservoir or the town pool, kayak or horseback ride, eat in the delicious restaurants in the town or lie down and sunbathe in the garden.

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
An elevated view captures a cozy interior with wooden beams and stone walls. A hammock is suspended nearby a rustic dining table. A sofa and armchair are placed in a relaxing corner, while a kitchen area is visible, equipped with wooden cabinetry and essential appliances.
Cabin in Cuevas de Ayllón
4.88 out of 5 average rating, 250 reviews

Stone cabin (Painting workshop)

Property for tourist use (License No.: 42/000223) The stone cabin is a cozy little stone and wood house where you can connect with yourself and the nature around you. It is a very special house, almost handmade with great effort and a lot of love. But IT IS NOT A HOTEL; it is a private home with its own characteristics and conditions, which do not always match those of a hotel!! Please make sure it meets your expectations.

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 in Riaza
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 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, 157 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.

Popular amenities for La Pinilla vacation rentals

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