Vacation rentals in Valdepeñas de la Sierra

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Top-rated vacation rentals in Valdepeñas de la Sierra

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Guest favorite

A charming house features a combination of stone and wood exteriors, set against a backdrop of a large, textured tree. The structure has a prominent stone chimney and a wooden balcony above a garage area, situated in a natural, rustic landscape.

Cottage in Cerro Matallera

4.91 out of 5 average rating, 139 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 favorite

An overview of a stone house surrounded by lush greenery is captured from above. The building features a traditional tiled roof, arched columns on the patio, and a circular stone seating area in the landscaped garden.

Cottage in La Estación

4.97 out of 5 average rating, 100 reviews

Villa with pool and mountain views

Disfruta de la Sierra de Madrid en nuestra preciosa casa de piedra rodeada de vegetación. Te despertarás cada mañana con vistas a un increíble jardín con árboles frutales y flores y podrás tomar el desayuno en una gran terraza mirando el monte. Detalles como la escalera de caracol o los arcos de piedra hacen de nuestra casa un sitio especial y diferente. La piscina es súper refrescante durante estos meses y tiene iluminación nocturna para que puedas disfrutar de un baño bajo las estrellas.

Guest favorite

A spacious wellness area features a modern freestanding bathtub, complemented by warm brick walls and wooden flooring. Soft lighting from wall sconces adds ambiance, while a potted plant and a wooden stool enhance the serene environment. A sauna is visible in the background.

Apartment in Centro

4.9 out of 5 average rating, 266 reviews

Luxurious apt. next to Golden Triangle of Art

Tu apartamento con área de wellness privada (sauna + bañera) en la mejor localización de Madrid, en una tranquila calle del barrio de Huertas a la espalda del Museo del Prado dormirás a tres minutos de Las Meninas de Velázquez que te esperan en el Museo del Prado junto a tantas otras obras de arte :) El apartamento ha sido completamente reformado en julio 2021, con muebles de diseño y todo lo que puedas necesitar para disfrutar unos días maravillosos en la capital madrileña.

Superhost

A cozy living area features a comfortable sofa adorned with decorative cushions. The space is illuminated by natural light streaming through multiple windows with open shutters, revealing charming street views. A rustic bar counter with high stools and tasteful decor enhances the welcoming ambiance.

Apartment in Centro

4.87 out of 5 average rating, 524 reviews

In The Very Heart of the City + Video Projector

THE CALENDAR OPENS 3 MONTHS IN ADVANCE. Apartment with eight balconies overlooking the street, benefiting from abundant natural light and exquisite decor. It is fully equipped with all modern conveniences. Located in one of Madrid's most vibrant neighborhoods, within walking distance of Gran Vía, the city's most iconic and bustling street, and at the heart of the bohemian neighborhood of Malasaña, often compared to New York's Williamsburg. Right in the center of Madrid.

Guest favorite

The exterior of a charming house is covered in vibrant autumn leaves, creating a striking contrast against a soft blanket of snow. Stone steps lead to the entrance, flanked by greenery and lampposts, while the landscape is adorned with seasonal colors.

Cottage in Miraflores de la Sierra

4.91 out of 5 average rating, 288 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

Top 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

4.99 out of 5 average rating, 73 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

A bright bedroom features two spacious beds placed against a rustic wooden wall. Each bed is adorned with white linens and colorful decorative pillows. A glass door opens to a small balcony, allowing natural light to fill the room.

Cottage in El Vellón

4.94 out of 5 average rating, 101 reviews

Esencia de Maryvan Rural House

Esencia de Maryvan is a charming country house located in the urban area of the town of El Vellón. Composed of two floors with independent access to each of them. The house will be rented in full. Check the number of people. Enjoy the large outdoor spaces such as the garden, barbecue, pool and large outdoor lounge. The house is located just 47 km from Madrid. You can also enjoy a relaxing stay and environment during your stay.

Guest favorite

A bright living area features large windows with French doors opening to a balcony. Modern furnishings are present, including a cozy sofa, a glass coffee table, and a TV stand. Decorative plants add a touch of greenery, while natural light enhances the room's airy feel.

Apartment in Centro

4.96 out of 5 average rating, 209 reviews

At Home in Madrid II, Centro, Prado, Letras Neighborhood

Best location, right in the center of Madrid! In the famous "Barrio de las Letras" - the literary neighborhood. Beautiful, clean apartment with lots of light in a historic building with elevator. Centrally-located with short walking distance (<10 mins) to all the major museums, Plaza Mayor, Royal Place, Puerta del Sol, Gran Via, Parque del Retiro, Atocha train station, etc. You will love the apartment and our location!

Guest favorite

A modern living area is showcased, featuring stylish wooden cabinetry and a spacious seating arrangement. Soft lighting accentuates the warm color palette, while a striking piece of wall art adds a pop of color. A television is mounted on the wall, complementing the contemporary design.

Apartment in Salamanca

4.93 out of 5 average rating, 124 reviews

Stylish Apartment in Recoletos

Enjoy a stylish experience at this centrally-located place. Discover the epitome of luxury living in our splendid apartment nestled in the heart of Madrid's Golden Mile. Immerse yourself in the vibrant energy of the city with renowned boutiques, gourmet restaurants, and cultural landmarks just steps away. This meticulously designed space combines contemporary elegance with Spanish charm, offering a tranquil retreat.

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, 108 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 private balcony is shown featuring a small table set with breakfast items, including pastries, fruit, and a beverage. The view includes a vibrant city square with buildings in various architectural styles and trees lining the streets under a clear blue sky.

Apartment in Centro

4.99 out of 5 average rating, 405 reviews

Apartment with a View in the Hearth of Madrid

APARTAMENTO SUPER REFRIGERADO EN EL ENTORNO DEL PASEO DEL PRADO, DECLARADO PATRIMONIO DE LA HUMANIDAD UNESCO WORLD HERITAGE SITE Apartamento de lujo en pleno corazón de Madrid, en la misma Plaza de Santa Ana. Se ubica en el barrio de Las Letras a pocos metros del museo del Prado, de la colección Thyssen o de la joven CaixaForum, y del centro neurálgico de Madrid, de Sol y de la Plaza Mayor.

Guest favorite

A modern living area features large glass windows allowing natural light to fill the space. A comfortable sofa is complemented by decorative pillows in various shades. A hanging chair adds a unique touch, while potted plants introduce greenery to the setting.

Apartment in San Sebastián de los Reyes

4.86 out of 5 average rating, 233 reviews

Luxury Loft. AirPort, 5 Pax.

SPECTACULAR LUXURY LOFT Referencia del Registro: VT-13777 A 10 min. del AEROPUERTO de MADRID. Ideal 1/2/3/4/5 personas. Vistas Únicas! El mejor atardecer de Europa . Estilo, elegancia, sutileza y comodidad a un paso de Madrid. Loft de lujo a precio ejecutivo. Madrid a tus pies.