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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 favourite
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, 26 reviews

The Rascafria granary

Escape 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 resting with the family at all times of the year. We also organize 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 favourite
The house is viewed through a natural wooden frame, showcasing its spacious design and large windows. The exterior features a mix of neutral colors, with greenery surrounding the structure, enhancing its connection to the natural environment.
Home in Duruelo
5 out of 5 average rating, 13 reviews

Casa Teja Vieja

Discover a peaceful corner in Duruelo, Segovia, where time seems to stand still. It's the perfect place to disconnect from the daily rhythm and immerse yourself in nature, with the comfort of a cozy house and spectacular views of the mountains. • Private pool overlooking the mountains • Privileged environment • Large garden and outdoor areas: Perfect for barbecue • Connection to nature: Surrounded by hiking trails, country lanes and charming villages to explore at your own pace.

Guest favourite
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 favourite
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, 101 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.

Guest favourite
The spacious living area showcases exposed wooden beams and terracotta tiles. Soft, beige linen sofas surround a wooden coffee table. A stone fireplace adds warmth, while natural light illuminates the room. A staircase leads to the upper floor, and a dining area is visible in the background.
Cottage in Roblelacasa
4.82 out of 5 average rating, 11 reviews

Nogal Country House Workshop

El Taller del Nogal is a country house located in Roblelacasa, a small hamlet in the heart of the Sierra Norte Natural Park — surrounded by nature, yet less than 120 km from Madrid. Built from the characteristic slate stone of the Pueblos Negros architectural style, but offering all the comforts of a modern home, the house is the ideal base camp for a family getaway in one of the most well-preserved natural areas in Europe. Follow us @tallerdelnogal

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
4.91 out of 5 average rating, 106 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
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, 206 reviews

Apartamento Ocejón I mean Parents

Sights: Valverde de los Arroyos, Tamajón, Incredible views, Hayedo Tejera Negra. lush oak forests, Pico Ocejón, Despeñalagua jetties, the route of the Black Towns, the light, the comfort of the bed, the cozy space. You'll love my place because of its newly opened, all designed to be very comfortable, incredible views and very individual. Ideal for couples getaways.. My place is good for couples, adventurers, and pets.

Top guest favourite
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, 40 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.

Guest favourite
A transparent dome structure is nestled among trees, revealing an interior with a spacious bed and soft lighting. Surrounding greenery and flowers create a natural, serene setting, enhancing the unique design of this accommodation.
Dome in Soto del Real
4.91 out of 5 average rating, 209 reviews

Transparent Dome Room Madrid - Natura Domo

Do you want to be at one with nature as you've always dreamed of? Stay in this unique place and enjoy the sounds of nature while looking at the stars. We are the only transparent dome to enjoy with your partner in the Sierra de Madrid, just 40km from the city, with an ecosystem that surrounds it to have an unforgettable experience.

Guest favourite
The exterior of the house is shown, featuring a well-maintained garden with green grass and stone pathways. A large tree offers shade beside the house, which has a warm-toned facade and traditional architecture. The sunny sky enhances the tranquil ambiance of the outdoor space.
Cottage in Sotosalbos
5 out of 5 average rating, 32 reviews

Dream house 6 pers. Sotosalbos 17km Segovia.

Espectacular casa de 260m2 con amplios espacios, ideal para descansar o teletrabajar en el campo. Tiene 3 grandes dormitorios con cama de matrimonio, baño privado dentro de cada dormitorio, amplio salón comedor, cocina, porche con mesa para comer al fresco y jardín. La casa tiene la categoría de 4 estrellas.

Guest favourite
The stone and wood house features a traditional tile roof, complemented by large windows allowing natural light. Surrounding structures include a stone wall and another building with wooden balcony, under a clear blue sky.
Cottage in Braojos
4.93 out of 5 average rating, 409 reviews

Rustic house near National Park

DISCOUNT 7 NIGHTS OR MORE 20%, ENTIRE MONTH 47% !!! Rustic house, made of stone and timber. It is localization in a little town, Braojos, 1.200 metres high, in the Central Mountains of Spain. The house is surrounded by mountains and forests, 50 minutes drive from the city of Madrid

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