Vacation rentals in La Pinilla

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Top-rated vacation rentals in La Pinilla

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Guest favorite

A heated indoor pool is surrounded by large floor-to-ceiling windows, providing views of the forest outside. Soft light filters in, highlighting the serene water as a person floats effortlessly on the surface. The atmosphere is inviting and tranquil.

Loft in La Pinilla

4.86 out of 5 average rating, 119 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.

Top guest favorite

A spacious living area features natural wood beams and a large window offering views of the greenery outside. Seating includes a wooden chair, a large round coffee table, and a long couch with cushions, providing a comfortable and inviting space.

Chalet in Orejanilla

4.95 out of 5 average rating, 81 reviews

Old barn, renovated

Old stone barn completely renovated. We have respected its rustic spirit by integrating it with a modern architectural design intervention and warm decoration. Take the opportunity to stay in a unique space and environment. Idyllic setting to disconnect from the city in a small village that is secluded but very close to the monumental town of Pedraza, which is a 3 km walk away. There are numerous hiking, cycling, and other activity trails in the surrounding area.

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

4.65 out of 5 average rating, 52 reviews

The last corner, duplex with heated pool

Beautiful 3-storey duplex with fireplace in the highest area of La Pinilla. In the middle of the forest of the Sierra de Ayllón, walking distance to ski slopes and mountain biking. It has independent, perfectly equipped. Two full bathrooms. Spacious and cozy living room with table for up to six diners. WiFi connection. Spacious terrace with magnificent views. Bedroom with fitted wardrobes and bathroom with separate bathtub. Towels and bedding are provided.

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, 236 reviews

Stone cabin (Painting workshop)

Tourist accommodation (license number: 42/000223) The stone cabin is a cozy little stone and wood house where you soon connect with yourself and the nature that surrounds you. It is a very special house, made almost by hand with great effort and a lot of love. But IT IS NOT A HOTEL, it is a private house with its own characteristics and conditions, which do not always match those of a hotel!! Before you book, make sure it meets your expectations.

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, 165 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

The exterior of the house features a distinctive stone façade, complemented by large windows. A spacious lawn surrounds the property, and a patio area is visible. The roof is sloped, and greenery from nearby trees adds a natural touch to the setting.

Cottage in Riaza

5 out of 5 average rating, 27 reviews

Country House "El Rebeco"

Fabulous country house on the outskirts of Riaza. Newly renovated, comfortable, and with plenty of space for groups of friends or families. It has 5 bedrooms, 4 bathrooms and a large living room with a fully equipped open kitchen. The house is surrounded by a large garden with an outdoor porch, gazebo, and barbecue. Just a 15-minute walk to downtown Riaza, a 10-minute drive to La Pinilla and many other countryside and mountain activities.

Guest favorite

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

4.91 out of 5 average rating, 100 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

Top guest favorite

A spacious bed with light blue accents is framed by two stylish bedside lamps. A small dining table with chairs is visible in the background. The wall features a textured design, adding character to the room.

Loft in Becerril de la Sierra

4.99 out of 5 average rating, 282 reviews

Studio with a garden to disconnect in the Sierra

We would like to share with you the undeniable luck of living in such a beautiful place, surrounded by nature, endless routes, paths and places of interest!And all this just 40 kilometers from Madrid! Our studio is located on the same plot as the main house, but has a separate entrance and garden for guests' exclusive use. We have renovated and decorated it so that you can enjoy absolute privacy and comfort.

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, 25 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.

Guest favorite

A rural house constructed of stone and wood is set against a clear blue sky. Wooden shutters accent the windows, and a spacious garden features a small seating area with tables and chairs. Lush green grass and flowering plants enhance the surroundings.

Cottage in Prádena

4.96 out of 5 average rating, 101 reviews

El Covanchon Rural House

Cozy country house on the outskirts of a village in Segovia. Built in wood and stone and surrounded by a beautiful garden with excellent views. The location is ideal as it is within the village but maintains privacy by being on the outskirts and you can walk to many routes in the area. The village has a municipal swimming pool located in a magnificent juniper forest 5 minutes from the house.

Guest favorite

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

4.93 out of 5 average rating, 41 reviews

Charming cottage in the mountains of 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

A charming white cottage features vibrant blue shutters and a terracotta roof. A small patio with yellow chairs and a table is visible, framed by lush greenery. Two lounge chairs sit nearby, providing a serene outdoor space.

Cottage in Los Molinos

4.99 out of 5 average rating, 183 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.