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House holiday rentals in Sierra de Guadarrama

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Top-rated house rentals in Sierra de Guadarrama

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

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Superhost
A spacious living area is highlighted by a large mural depicting a lakeside village. A comfortable sofa adorned with orange cushions faces a wooden dining table, while a small workspace and decorative plants add to the inviting ambiance.
Home in San Martín de Valdeiglesias
4.79 out of 5 average rating, 108 reviews

Nature in the San Juan swamp

In the middle of nature, surrounded by pine trees and 200 meters from the Bungalows beach. First floor: living room with terrace with wonderful views of the pine forest and the surroundings of the swamp. Double bedroom, bedroom with two beds, bathroom and kitchen. Ground floor: large multifunctional living room with bar, ping pong, billiards, dartboard and an apartment with two beds. A place that invites you to relax with the possibility of doing nautical and multi-adventure activities in the swamp area.

Guest favourite
The house features a modern A-frame design with large windows, situated amidst lush greenery. Pine trees surround the property, adding to the natural setting. A pathway leads to the entrance, blending harmoniously with the landscaped garden.
Home in San Martín de Valdeiglesias
4.91 out of 5 average rating, 113 reviews

Casa Salamandra. With swimming pool, next to the swamp

A privileged environment, surrounded by pine trees next to a marsh, located between three of the most representative cities in Spain: Toledo, Avila and Madrid. Very interesting design house in the shape of an A, with lots of light, in the middle of nature, with views of the lake and mountains. Private garden of 1500 m2 with private pool. Furnished terrace with BBQ. 7 km from San Martin de Valdeiglesias (where all kinds of services are available). Ability to carry out diversity of water activities.

Top 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 Madrid
4.99 out of 5 average rating, 126 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.

Guest favourite
A modern bathroom features a freestanding white tub and a glass shower. Natural light enters through a round window, highlighting the smooth, neutral wall textures. A small wooden table holds two glasses, a bottle of wine, and a candle, adding a subtle touch of elegance.
Home in Madrid
4.94 out of 5 average rating, 99 reviews

Dreamy treehouse

Discover the magic of this charming wooden house, an oasis of tranquility surrounded by trees and nature. Its unique design integrates modernity with the natural environment. Here, you will wake up to the sound of birds and the breeze through the trees, enjoying a cozy and sophisticated atmosphere. A few meters away, you will find hiking trails that cross landscapes where you can see horses, bulls and the beauty of the countryside. Perfect for disconnecting and relaxing.

Top guest favourite
A spacious terrace offers views of the surrounding cityscape, including historic buildings and rooftops. Four comfortable chairs are paired with a small table, inviting relaxation. The warm tones of the tiled flooring complement the soft hues of the evening sky.
Home in Toledo
4.99 out of 5 average rating, 176 reviews

* La casa Toledana * - Patio and Terrace with views

• Duplex apartment integrated into a house with a typical Toledo patio and terrace with spectacular views of the city. • Very bright, it consists of three bedrooms, a large living room, a fully-equipped kitchen, and two bathrooms. • Excellent location, very close to the Alcázar, Zocodover Square, and Cathedral. • Very quiet neighborhood, on a pedestrian street. • Easy access: private parking and urban bus stop 50 meters away Tourism Registration Number: 365022.

Top guest favourite
An outdoor space features a grill and a dining table surrounded by green chairs. A seating area with a sofa and a jacuzzi enhances relaxation. Lush grass and potted plants create a natural atmosphere, complemented by a shaded area for comfortable gatherings.
Home in El Espinar
4.98 out of 5 average rating, 55 reviews

El Espinar: BBQ and winter Jacuzzi

Bienvenidos a nuestra casa en El Espinar, entre Ávila, Segovia y Madrid, y muy cerca de los paisajes más bonitos de la Sierra Norte. Recién reformada, es un lugar cómodo y tranquilo, ideal para teletrabajar, pasar unas vacaciones o simplemente desconectar unos días. Cuenta con barbacoa de gran capacidad, paellero a gas, jacuzzi, piscina, wifi de alta velocidad, zona de trabajo, smart TV en salón y dormitorio, chillout con sofá y tumbonas. Uso totalmente privado.

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
4.89 out of 5 average rating, 193 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 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, 19 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 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
4.97 out of 5 average rating, 144 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!

Guest favourite
Home in San Martín de Valdeiglesias
4.9 out of 5 average rating, 156 reviews

Romantic Triplex with Jacuzzi + Musical Thread

Descubre Casa Capricho, un espacio pensado para disfrutar ✨ Su gran protagonista es el jacuzzi privado en la habitación principal, disponible todo el año, acompañado de hilo musical en toda la casa 🎶 A menos de 1 hora de Madrid, es ideal para escapadas en pareja, con amigos o en familia. Relájate, desconecta y crea el ambiente perfecto en cada momento 💫

Top guest favourite
A private swimming pool is presented alongside a well-maintained garden area. The pool features a light blue water surface, surrounded by a paved deck and bordered by a black metal fence. The charming house in the background showcases a stone facade and manicured trees.
Home in Ávila‎
4.96 out of 5 average rating, 106 reviews

A little house in the countryside within the city

A beautiful country house in the city of Ávila. Ideal, cozy house with careful details designed for you to enjoy an independent stay in the middle of nature and at the same time discover the walled city. Feel at home and disconnect in the countryside, or enjoy just a 10-minute walk from the World Heritage City.

Guest favourite
The image shows a private swimming pool surrounded by well-maintained artificial grass. The pool is framed by a paved area, and there are glimpses of trees and nearby structures in the background. Sunlight reflects off the clear water, creating a serene atmosphere.
Home in Serranillos Playa
4.95 out of 5 average rating, 123 reviews

A chalet with a salt pool in the downtown area (VUT)

Quiet residential development where respect for neighbors is essential, refrain from parties and noise that may disturb the neighborhood. Places of interest: Talavera de la Reina with its ceramics. Toledo World Heritage Site, with Puy du Fou Park. Cáceres, Salamanca, Ávila, Gredos and Madrid.

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