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House vacation rentals in Guadarrama

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Top-rated house rentals in Guadarrama

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The chalet is depicted with a pebble path leading to its exterior, surrounded by well-maintained grassy areas and mature trees. Large windows can be seen on the facade, providing a glimpse of natural light inside. The property is framed by a low stone wall set against a clear blue sky.

Home in Guadarrama

4.75 out of 5 average rating, 4 reviews

La Finca del Montón de Trigo

Casa de lujo en Guadarrama, perfecta para grupos de hasta 12 personas. Dispone de una gran piscina, rodeada de un amplio jardín que incluye un campo de fútbol y una cancha de tenis 100% privados. Con parcela de 3000 m², el área exterior cuenta con una barbacoa de obra y una zona "chill-out" con brasero. El chalet está completamente equipado, con 5 habitaciones, 8 camas, 3 baños completos y un aseo. Un capricho ideal para disfrutar de unos días inolvidables en compañía de familia y/o amigos.

Top guest favorite

An industrial chic open-concept kitchen and dining area is visible, featuring wooden countertops and metal accents. A large table is surrounded by white chairs. A staircase leads to the upper level, and large windows provide views of the garden outside.

4.99 out of 5 average rating, 106 reviews

Industrial Oasis near The Park | Garden & Central

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.

A cozy living area features a brown sofa and two white armchairs. A wooden coffee table is centrally placed, adorned with decorative items. A flat-screen TV is mounted on the wall, and natural light enters through a window, creating a bright and inviting space.

Home in Collado Mediano

4.83 out of 5 average rating, 181 reviews

La casita de la abuela Pilar

Casita independiente totalmente reformada en la entrada del pueblo y muy próxima a la plaza. Situada muy cerca del Cerro del Castillo, los amantes del senderismo podrán acceder en pocos minutos a pie a los senderos que llevan a la Cobañera y al embalse de Navacerrada. Muy cerca también del Cerro del Telégrafo cuyos caminos llevan a Becerril de la Sierra o Moralzarzal. Es perfecta también para los amantes de la bicicleta de montaña por sus innumerables posibilidades en un entorno único.

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.

4.91 out of 5 average rating, 33 reviews

Casita de ensueños entre árboles

Descubre la magia de esta encantadora casita de madera, un oasis de tranquilidad rodeado de árboles y naturaleza. Su diseño único integra la modernidad con el entorno natural. Aquí, despertarás con el sonido de los pájaros y la brisa entre los árboles, disfrutando de un ambiente acogedor y sofisticado. A pocos metros, encontrarás rutas de senderismo que atraviesan paisajes donde podrás ver caballos, toros y la belleza del campo. Perfecto para desconectar y relajarte.

A vibrant garden is showcased, featuring a clear blue swimming pool surrounded by lush green grass and shaded trees. A swing set is visible in the background, along with garden furniture, including two chairs and a table, positioned nearby for relaxation.

Home in Becerril de la Sierra

4.91 out of 5 average rating, 193 reviews

Family house with pool and garden.

Whether you're simply looking to escape the bustle of Madrid or you're exploring this part of Spain, we hope you'll feel at home in our spacious house and shared garden. Becerril is the perfect base for hiking or exploring. We're in a quiet neighbourhood, just a short walk from the town centre, where you'll find plenty of great restaurants. Our house is in the same garden. We live in a separate house in the same garden. You'll share the garden and the pool with us.

The exterior of a red cottage features stone steps leading to a wooden door. Brown shutters adorn the windows, framed by climbing roses and lush greenery. A pathway of irregular stone slabs provides access to the entrance, creating a welcoming entry to the property.

Home in Cercedilla

4.93 out of 5 average rating, 29 reviews

Alquiler vacacional

Acogedora casita independiente que tiene una habitación y un baño completo (no hay salón ni cocina). Con nevera, microondas, cafetera y tetera. TV con Internet (smartTV). Aire acondicionado y calefacción. La finca tiene jardín propio con barbacoa. El jardín se comparte con otras personas de la misma finca. A 100 m de rutas por La Peñota y el valle de la Fuenfría. A 5 min. de autobuses y 15 min. del tren. Hay secador y se incluyen toallas, sábanas, gel y champú.

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.

4.96 out of 5 average rating, 102 reviews

Boutique Rural con Jacuzzi y Jardín

Bienvenido a la casa Pertenera. Sumérgete en el lujo de nuestro jacuzzi para dos personas, rodeado de piedra, donde la elegancia y el buen gusto están presentes en cada detalle de esta encantadora casa. Desde la cómoda cama, podrás contemplar las estrellas a través de la cristalera en las noches despejadas. Relájate en nuestro encantador patio con un jardín de cactus. ¡Tu escapada perfecta a menos de una hora de Madrid, donde el estilo se mezcla con lo rural!

A modern kitchen is presented, featuring sleek cabinetry and a light wood countertop. Glass bottles are neatly arranged on open shelves above the sink, while a minimalist stove and preparation area complement the design. Natural light floods in from the adjacent door, enhancing the bright ambiance.

Home in El Boalo

4.85 out of 5 average rating, 52 reviews

La casita de la sierra

Desconecta de la rutina en este alojamiento único y relajante. Una ubicacion excelente para desconectar, con mil rutas unicas de senderismo y otros deportes al aire libre. Con paisajes dignos del recuerdo, como el embalse de Santillana, el Yelmo o la Maliciosa. Otros datos importantes: El sofa es chiquitito, es para dos personas, de reposabrazos a reposabrazos 175cm, solo el asiento 117cm, ideal para que pueda dormir un niñ@ o una persona pequeñita.

A cozy living area features a light-colored sofa adorned with cushions, complemented by houseplants and framed artwork on the walls. Natural light filters through the large, grid-patterned windows, creating a warm ambiance.

Home in Valdemorillo

4.92 out of 5 average rating, 125 reviews

Preciosa casa con piscina

Esta casa es perfecta para familias con niños o grupos. Totalmente equipada y decorada con mucho mimo. La reformé hace unos años y mantiene un exterior rústico con un interior moderno, luminoso y cómodo. Esta en una zona muy tranquila y muy bien comunicada, a 35 minutos de Madrid y 15 minutos de El Escorial. Valoramos especialmente el descanso de los vecinos por lo que lamentablemente no se permiten reservas a menores de 25 años. Gracias!

A covered porch is framed by stone columns and overlooks a grassy area. A pathway of stone slabs leads to the entrance, while trees provide shade and scenic views of the distant mountains, enhancing the natural surroundings.

Home in Galapagar

4.81 out of 5 average rating, 37 reviews

Nuevo con impresionantes vista a la sierra

Despierta con vistas panorámicas de la sierra de Guadarrama, desde La Pedriza hasta la Bola del Mundo. A tan sólo 30 min en coche de Moncloa-Madrid y de Segovia. Y junto a San Lorenzo del Escorial. Casa completa para 4 personas y recién reformada. Relájate en un espacio moderno, cómodo y natural.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Guadarrama house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A charming two-story house is set against a clear blue sky. Its exterior features a combination of stone and wood, with large windows and a balcony. Steps lead up to the entrance, and lush greenery surrounds the property, enhancing the natural setting.

4.95 out of 5 average rating, 58 reviews

Casa Pantano San Juan

The exterior of a white house is showcased, featuring a spacious terrace covered by a pergola. A set of stairs leads up to the entrance, flanked by a tree. Multiple seating areas are visible on the terrace, suitable for relaxation.

Home in Villanueva del Pardillo

4.94 out of 5 average rating, 32 reviews

Charming house in the heart of nature

Home in Ávila‎

4.95 out of 5 average rating, 81 reviews

Una casita en el campo dentro de la ciudad

The exterior of a stone house is presented, featuring a large balcony on the upper level with wooden railings. A spacious terrace with a dining table is visible in front, with expansive glass doors leading into the interior. The surrounding area includes landscaped steps and grassy sections.

Home in Las Herreras

4.95 out of 5 average rating, 20 reviews

Casa con encanto a 1 h de Madrid

An infinity pool features tranquil, clear water reflecting the surrounding nature. The pool's edge seamlessly connects with the landscape, and light-colored stone tiles frame the pool area, enhancing the natural setting. Lush greenery is visible in the background, contributing to the serene atmosphere.

Home in Valdemorillo

5 out of 5 average rating, 3 reviews

Refugio a las afueras de Madrid

Top guest favorite

A serene outdoor area features a stone table and benches nestled under a tree, providing shade. A swimming pool is visible in the background, surrounded by greenery and a paved patio. The ambiance suggests a peaceful setting for relaxation.

Home in Arganda del Rey

4.94 out of 5 average rating, 293 reviews

Casa en Arganda del Rey

Home in Carabanchel

4.99 out of 5 average rating, 80 reviews

Private pool (April-Oct). 2bd house in Madrid City

Top guest favorite

A serene outdoor pool is surrounded by rustic stone walls and mature trees. A relaxed dog is seen lounging beside the pool, with a modern house partially visible in the background. Bright blue skies create a peaceful atmosphere.

Home in Peñalba de Ávila

5 out of 5 average rating, 7 reviews

Casa de campo en Ávila

Weekly house rentals

A spacious living area features a large, L-shaped sofa covered with white fabric, complemented by decorative brown cushions. A wooden coffee table sits in the center, surrounded by warm wooden flooring and a colorful area rug. Natural light enters through multiple windows, enhancing the room's inviting atmosphere.

Home in San Agustín del Guadalix

4.78 out of 5 average rating, 136 reviews

Casa de madera en plena naturaleza

A small outdoor patio area is framed by a glass door, featuring a set of white metal furniture, including a table and four chairs. Lush green artificial grass covers the ground, bordered by mulched flower beds with blooming flowers and a small evergreen shrub.

Home in Soto del Real

4.97 out of 5 average rating, 35 reviews

Casa en Soto del Real

A private outdoor pool is surrounded by lush greenery and palm trees. The water is clear and inviting, reflecting the sky above. A spacious patio area borders the pool, providing room for lounging and relaxation.

Home in La Chopera

4.78 out of 5 average rating, 60 reviews

Casa de diseño, piscina & Barbacoa

A cozy living area is featured with a flat-screen television mounted on the wall. A wooden staircase leads to the upper level. Comfortable armchairs and a footrest are arranged around a small, natural wood table with a potted plant, creating a relaxing corner.

Home in Garganta de los Montes

4.89 out of 5 average rating, 56 reviews

Acogedora y romántica casita en la sierra

A private outdoor jacuzzi is featured, surrounded by stone tiling and illuminated by warm lights. The space is designed for relaxation, showcasing a sleek, modern aesthetic with a calming water surface.

4.88 out of 5 average rating, 16 reviews

Preciosa casa en Madrid, piscina privada y garaje

A panoramic view of a serene body of water surrounded by lush hills and trees. The horizon features gentle slopes and a partly cloudy sky, creating a peaceful natural landscape. This waterfront scene is framed by a decorative railing.

Home in San Martín de Valdeiglesias

4.82 out of 5 average rating, 68 reviews

Casa Rural La Goleta II. Pantano de San Juan

Top guest favorite

A vibrant garden surrounds a charming yellow house with a red-tiled roof. A covered porch, featuring seating, offers a welcoming entrance. Potted plants with colorful blooms add a touch of nature to the manicured lawn under a clear blue sky.

Home in Ortigosa del Monte

4.95 out of 5 average rating, 56 reviews

Casa Cantera del Berrocal, WiFi gratuito

An outdoor porch area features a dining table with several chairs, alongside a comfortable seating arrangement. Large glass doors provide a view of the surrounding garden, allowing natural light to fill the space. Lush green grass adds a serene touch to the setting.

Home in La Berzosa

4.88 out of 5 average rating, 25 reviews

La Casa de la Sierra de Madrid. A 30 KM de Madrid

Private house rentals

A private outdoor area is depicted with a swimming pool surrounded by artificial grass. Two lounge chairs are positioned under a large umbrella, and additional seating is visible nearby. The vibrant green walls frame the space, enhancing the view of the surrounding hills.

Home in Las Herreras

4.85 out of 5 average rating, 98 reviews

El olival 2

A dining table set for a meal is displayed on a terrace. Glassware and dishes are arranged neatly, alongside a floral centerpiece. A clear glass pitcher stands beside water glasses, with a scenic view of trees and distant hills visible beyond the railing.

Home in Las Navas del Marqués

4.97 out of 5 average rating, 34 reviews

Casa familiar para rutas de senderismo

Top guest favorite

An indoor heated pool is set within a stone-walled space. The vibrant blue water is seen gently rippling, reflecting light from the surrounding windows. Decorative plants are positioned near the windows, adding a touch of greenery to the tranquil environment.

Home in Villacastín

5 out of 5 average rating, 13 reviews

Casa rural El Atardecer

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, 97 reviews

Casa Salamandra. Con piscina, junto al pantano

A cozy outdoor sitting area features a white cushioned sofa set arranged around a round glass table. A soft glow from the nearby lamp highlights the textured yellow wall, while potted flowers add subtle color to the scene.

Home in Becerril de la Sierra

5 out of 5 average rating, 24 reviews

Casa serrana de piedra con piscina

A spacious outdoor area features a swimming pool with clear blue water, surrounded by lush green grass. Large windows of the building provide views of the pool, while a sun-drenched patio offers ample space for relaxation and outdoor activities.

Home in El Boalo

4.83 out of 5 average rating, 12 reviews

Casa Sierra Bonita

A rustic stone wall frames a view of a spacious house with a textured facade, featuring two distinct levels and a wooden roof. Surrounding greenery is visible, adding to the natural setting.

Home in Torre Val de San Pedro

4.93 out of 5 average rating, 72 reviews

La Solanilla

The chalet exterior is showcased, featuring a yellow facade with brown trim and stone accents. A well-maintained lawn area includes a children's play area with colorful equipment. Two lounge chairs are positioned on the lawn, inviting relaxation. The entrance is accessible, enhancing outdoor enjoyment.

Home in Los Molinos

4.95 out of 5 average rating, 19 reviews

"El Vergel "Paraíso del Descanso

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