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Holiday houses in San Bernardo

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Top-rated holiday rentals in San Bernardo

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

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Top Guest favourite
The exterior of the house is constructed from stone and wood, featuring a large porch with comfortable seating. Lush greenery surrounds the property, while the upper balcony offers views of the garden below. A prominent stone chimney adds character to the inviting façade.
Cottage in Cerro Matallera
4.91 out of 5 average rating, 150 reviews

Casa Matallera - Mountain Retreat near Madrid

Beautiful house in Sierra de la Cabrera Guadarrama, 40 minutes from Madrid. Hiking, cycling, horse riding, leisure activities for families & a varied gastronomic offer. The loveliest municipal pool is just 10 km away. Very quiet area, ideal for disconnecting, resting, or working remotely. Large dining room, living room. Amazing fireplace and very well-equipped kitchen. Ideal for family gatherings, reduced weddings (30/40 pax) in spring and autumn (events subject to small extra payment to agree).

Top Guest favourite
A refreshing outdoor pool is framed by a stone wall and lush greenery. The attached terrace features a shaded seating area, and stairs lead to the house, showcasing a rustic exterior. Sunlight bathes the scene, creating a serene atmosphere in the garden.
Cottage in Caballar
4.97 out of 5 average rating, 112 reviews

COVA Caballar. Large garden and beautiful sunsets

WE HAVE A GREAT KITCHEN next to the garden, porch and barbecue. La COVA is located in Caballar, Segovia. Fully renovated. It has 5 bedrooms, 2 large equipped kitchens, terrace, garden with porch, 2 independent living rooms, 3 bathrooms, a toilet, and WiFi connection. It is 5 km from Turégano. And also very close to places like the Hoces del Duratón, La Granja, Pedraza, Valsaín and Segovia Capital. Capacity subject to current epidemiological regulations. Registration Number C.R.-40/720

Top Guest favourite
A welcoming entrance is framed by rustic stone walls, leading into a softly lit interior. The threshold opens to a glimpse of warm wooden beams and cozy furnishings, with a doormat positioned at the doorway. A potted plant sits beside the entrance.
Place to stay in Brieva
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

Top Guest favourite
A modern open-plan living area showcases a central wood-burning stove, surrounded by a spacious seating arrangement. Natural stone walls and wooden beams contribute to the warm ambience. A dining table with a patterned surface is positioned nearby, with views of the staircase leading to the upper level.
Home in Rascafría
5 out of 5 average rating, 19 reviews

The Rascafria granary

Escape 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 trails to Peñalara. Perfect for a family holiday at any time of the year. We also organise retreats (IG @nkalmaretreats) for groups or celebrations, featuring a range 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
A serene view from the terrace showcases the surrounding landscape, with trees lining the foreground and the city of Segovia in the distance. A small wooden table is set with a plate of assorted cheeses and cured meats, alongside a glass of beverage and a potted plant.
Apartment in Segovia
4.99 out of 5 average rating, 157 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.

Guest favourite
Cottage in Miraflores de la Sierra
4.91 out of 5 average rating, 315 reviews

Amazing garden and charming villa in the mountains

A beautiful renovated house from the 60s on a large 1500m plot with a private pool and large trees. Tranquility and privacy in the heart of the forest in one of the most beautiful villages in the Sierra de Madrid. You can walk for days through the forests and mountains of Guadarrama National Park from your doorstep. Great for two families to share. Totally charmingly equipped. Fireplace, gas BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

Guest favourite
A modern wooden structure is presented, featuring large glass doors that open onto a spacious outdoor deck. Two white chairs and a small table are positioned on the deck, with a gravel pathway leading towards the entrance. The soft glow of sunset enhances the natural surroundings.
Home in San Miguel de Bernuy
4.93 out of 5 average rating, 15 reviews

Casitas del Molino Grande del Duratón (Small Houses)

This unique home has plenty of space for you to enjoy with your loved ones. This is a very comfortable accommodation with spectacular views and easy access to walking or sailing trips. Located in the center of the peninsula, 150 km from Madrid, 90 km from Valladolid, 90 km from Burgos and 60 km from Segovia The area is rich in nature, gastronomy and art, especially Romanesque. The host will welcome you with information about everything you can do.

Top Guest favourite
Home in Villanueva de Gumiel
4.94 out of 5 average rating, 214 reviews

La Casa del Pastor de Villanueva de Gumiel

The original house was built in 1890 and was renovated in 2015, maintaining its original stone structure on all its exterior walls, giving it a great personality that makes it stand out from the nearest ones on the street in which it is located. This house has been rehabilitated with the utmost respect for its old architecture but aimed at providing it with the current comforts and suitable for the enjoyment of tenants who occasionally inhabit it.

Guest favourite
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 favourite
A relaxing jacuzzi for two is set against a textured stone wall, featuring subtle blue lighting that highlights the water's surface. The clean lines of the simple design contribute to a tranquil ambiance. A woven basket with a cushion is positioned nearby.
Home in Uceda
4.96 out of 5 average rating, 150 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 favourite
A hot tub is situated on a wooden deck, surrounded by greenery. Large glass doors reflect the outdoors, creating an open feel. A small side table and a gas grill add functionality to the space, providing a relaxing retreat for guests.
Cabin in Pajares de Pedraza
5 out of 5 average rating, 36 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.

Top Guest favourite
A bright bedroom features a spacious bed with soft linens and neatly arranged towels. Light filters through window blinds, illuminating the room. A small nightstand and a dresser are present, complemented by decorative artwork on the walls, creating a serene environment.
Home in Palencia
4.97 out of 5 average rating, 174 reviews

Blanca's Cottage

Tourist housing license VUT 34/96. Cozy apartment with terrace, quiet and comfortable, to enjoy a good stay in Palencia, one or two travelers. Good location and with easy and free parking on the same street or around the block. Bus and taxi stop 2 minutes away. There is a health center, pharmacy, supermarkets, public library and restaurants next to the house.

Popular amenities for San Bernardo holiday rentals

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