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Holiday houses in Valdepeñas de la Sierra

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Top-rated holiday rentals in Valdepeñas de la Sierra

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Guest favourite
An expansive loft-style area is characterized by large arched windows allowing natural light to fill the space. A wooden dining table is surrounded by white chairs, while a cozy seating arrangement is visible nearby. Lush greenery from the garden enhances the atmosphere.
Home in Retiro
4.99 out of 5 average rating, 124 reviews

Retiro Park Industrial House

BEFORE BOOKING PLEASE INDICATE THE EXACT NUMBER OF GUESTS, INCL. YOURSELF. Check-in: 3PM Check-out: 12PM IMPORTANT: PARTIES PROHIBITED. COMPLETELY PROHIBITED PHOTO SHOOTS, FILMING FOR MOVIES, COMMERCIALS, YOUTUBE CHANNELS, VLOGS, etc. BASICALLY RECORDINGS OF ANY KIND, except for those for personal use. PROHIBITED WORK MEETINGS, events, commercial presentations. The Spanish law requires every guest must provide their passport information, phone num, address and signature upon arrival.

Top Guest favourite
Holiday home in Alcalá de Henares
4.98 out of 5 average rating, 124 reviews

Diseño y Relax en Alcalá I 3 Dorm I Patio Privado

Apartamento reformado (2025) en el centro histórico de Alcalá de Henares. Ubicación inmejorable en la ciudad Patrimonio de la Humanidad, ideal para familias y amigos que buscan cultura y comodidad. Explora monumentos a pie y disfruta de la magnífica gastronomía local y sus famosas tapas. Un alojamiento moderno y acogedor en la mejor zona de ocio y cultura, a solo 25 min de Madrid. Vive la historia de Alcalá con todas las facilidades a tu alcance. ¡Reserva ahora y disfruta de Cervantes!

Top Guest favourite
A rustic stone house features a charming façade with a combination of rough stone and wooden accents. Steps lead up to the entrance, framed by well-maintained greenery. The structure is complemented by traditional tile roofing, evoking a warm and welcoming presence amid the natural surroundings.
Cottage in Madrid
4.91 out of 5 average rating, 115 reviews

Los Nerios Country house with pool

Los Nerios country house with swimming pool (Registered in the Tourist Companies Registry under number VT-13338), on the slopes of Pico de la Miel, a few kilometers from the Atazar reservoir. A house with lots of light, very large spaces and beautiful views of nature. Possibility of enjoying multiple sports activities: kayaking, paddle surfing, horseback riding for all levels (including children), hiking and climbing. Surrounded by a wide variety of gastronomic offerings. 12+1 pax.

Guest favourite
An indoor pool area is highlighted by sleek glass walls and a wooden ceiling with exposed beams. Sunlight filters through the skylights, reflecting off the calm water. Comfortable loungers are positioned alongside the pool, creating a relaxing atmosphere.
Cottage in Toledo
4.9 out of 5 average rating, 126 reviews

Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue

PADEL /HEATED POOL/ PICKLETBALL Not suitable for parties, or noises after 11:00 PM. *Ideal for Families and friends* Amant El Encinar is a 10,000m estate. It has a heated pool, paddle tennis court, pickleball, barbecue, ping pong, and billiards. All exclusive use of the tenants. Natural area of holm oaks just 58 kilometres from Madrid and 35 from Toledo. It is accessed from a 5.5 km dirt track, which takes 10 to 20 minutes. The house is for 8 people but we can accommodate up to 10

Superhost
Villa in Fuente el Saz de Jarama
5 out of 5 average rating, 6 reviews

Stunning Luxury Villa | Pool & Garden

Escape to a luxury private villa in North Madrid, ideal for families or groups seeking comfort, privacy, and easy access to the city. The villa accommodates up to 10 guests and offers spacious interiors, bright living areas, and comfortable bedrooms. Outside, enjoy a private swimming pool, large garden, and outdoor dining area with barbecue, perfect for relaxing and sharing memorable moments. Located in a quiet residential setting while still close to Madrid’s vibrant center.

Guest favourite
A spacious living area features a comfortable dark sofa adorned with orange cushions. A wooden coffee table is surrounded by indoor plants. Natural light floods the room from large windows, with a view of the surrounding landscape. A divider separates the sleeping area, enhancing privacy.
Apartment in San Sebastián de los Reyes
4.92 out of 5 average rating, 128 reviews

Golden Loft. Parking. AirPort 5 pax.

GOLDEN LOFT DUPLEX A 10 minutos del AEROPUERTO de Madrid. Diseñado para 1/2/3/4/5 personas. Bienvenido a tu estancia ideal! Alojamiento tranquilo y confortable con una iluminación deslumbrante dónde podrás relajarte y desconectar creando una conexión mágica con el horizonte. Diseño vanguardista y elegante en un Loft con ambiente acogedor. Te sentirás como en casa! 📌Número de licencia: VT-14517 📌Registro Único Alquiler: ESFCTU00002805400065354000000000000000000000VT-145179.

Top Guest favourite
A serene outdoor space showcases a modern swimming pool framed by a stone patio. A vibrant sunset casts warm hues across the sky, while a hammock and sun loungers invite relaxation. Lush greenery and mountains provide a picturesque backdrop.
Chalet in Segovia
4.97 out of 5 average rating, 109 reviews

A chalet with a pool and dreamy sunsets

Enjoy a special getaway in our cozy villa, 45 minutes from Madrid, in the private development Los Angeles de San Rafael (Segovia). A home with charm and modern design, with 3 bedrooms: 2 with a 1.50 bed and 1 with a double bed. It has 2 bathrooms, one en-suite with a dressing room. Everything is ready for you to live a few unique days. Private salt chlorination pool with thermal canvas, barbecue grill and air conditioning in all rooms for your maximum comfort.

Top Guest favourite
A dining table is elegantly set with blue plates and glassware, complemented by a vibrant floral centerpiece. The natural light enhances the glossy finish of the table, while large windows reveal expansive views of the city outside.
Loft in San Sebastián de los Reyes
4.97 out of 5 average rating, 199 reviews

Iconic and Exclusive Duplex up to 6pax

LUXURY DUPLEX in MADRID POOL/PADEL/ 2 garage spaces 10 minutes from the MADRID AIRPORT Designed for 1/2/3/4/5/6 people. Discover a duplex that redefines the light in MADRID! This shadowy space combines a vanguardist design with bright lighting. From the first moment, the infinity effect of the views will take you away, creating a magical connection with the horizon. Each ring radiates elegance and sophistication. A visual experience that will help you!

Top Guest favourite
A spacious living area features a comfortable sofa adorned with a vibrant orange and white patterned throw. A television is positioned on a low cabinet, while decorative elements, including wall art and plants, enhance the inviting atmosphere. Natural light filters in through a nearby window.
Condo in Majadahonda
4.97 out of 5 average rating, 122 reviews

Centrally located, bright and cozy apartment

Cozy apartment of 80m very bright, excellent views , within an urbanization with pool, gym, paddle court and children's area. Supermercados and medical center a minute away. Very well connected by public transport (bus), with a direct service from the doorstep to Madrid (Moncloa) and to the train station, which has a direct connection to the airport. Five minutes walk to downtown Majadahonda with ample catering services, banks, shops, parks etc.

Guest favourite
A bright and open living space features soft sectional seating in neutral tones, complemented by a small wooden table. A patterned black-and-white wall adds visual interest, while a window with a grid design allows natural light to fill the room, enhancing the overall ambiance.
Home in La Losa
5 out of 5 average rating, 17 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

Superhost
A geodesic dome is seen nestled among trees, set against a clear blue sky with fluffy clouds. The surrounding landscape features lush greenery and low shrubs, creating a natural and serene environment.
Dome in San Agustín del Guadalix
4.89 out of 5 average rating, 118 reviews

Luna 2 - Moonlight - Designer Dome in Madrid

Just 20 minutes from Madrid, in San Agustín de Guadalix, discover a unique space surrounded by nature, where the starry sky and the tranquility of the surroundings make each moment a different experience. Our geodesic domes are the perfect place to enjoy a special stay with your partner and celebrate any occasion. Comfort, nature and a unique atmosphere await you. Make your next getaway an experience you won't forget.

Top Guest favourite
A wooden terrace is shown with a red hammock suspended between two trees. Surrounding greenery features various trees and shrubs, creating a serene natural setting. The distant mountains and a sunset sky add a peaceful ambiance to the scene.
Cottage in Cadalso de los Vidrios
4.97 out of 5 average rating, 102 reviews

Mountain Views with Panoramic Terrace

Less than an hour from Madrid, escape the city's noise and reconnect with the essence of nature. A haven where you can enjoy breathtaking sunsets, breakfasts with endless views, and dinners under the stars, with the absolute privacy that only a detached house can offer. Here, luxury isn't about sophistication, but about silence, fresh air, and a terrace that seems to float above the Sierra de Gredos mountains.

Popular amenities for Valdepeñas de la Sierra holiday rentals