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Cottage vacation rentals in Sierra de Guadarrama

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Sierra de Guadarrama cottage rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Cottage rentals with a hot tub

Superhost
The exterior of the chalet is shown, featuring a two-story structure with a warm-colored façade and a tiled roof. A stone wall borders the property, and a covered terrace is visible at the front. Blue skies are present above, enhancing the inviting appearance.
Cottage in Navas del Rey
4.88 out of 5 average rating, 16 reviews

chalet relax luxury

Superhost
A scenic view reveals a vibrant landscape filled with clusters of purple wildflowers amid lush greenery. A quaint house is nestled in the background, surrounded by trees and rocky features, with mountains rising gently in the distance.
Cottage in Burgohondo
4.87 out of 5 average rating, 38 reviews

Una casa con vistas

Guest favorite
A rustic living space features exposed stone walls and warm wooden beams. A cozy fireplace with a fire burning is positioned next to a wooden table, holding a decorative cup and a bicycle basket filled with pine cones. A guitar leans against the wall, adding charm.
Cottage in Muñoveros
5 out of 5 average rating, 16 reviews

Casa rural Navega

Superhost
Cottage in Robledillo
4.87 out of 5 average rating, 30 reviews

Casa Rural El Berrueco, Jacuzzi privado 2/4 plazas

An indoor recreational area features a small swimming pool beside a jacuzzi. Sheltered by a transparent roof, the space is surrounded by smooth stone walls. Multiple lounge chairs are arranged near the pool, with a dining table visible in the background.
Cottage in Collado Mediano
4.72 out of 5 average rating, 32 reviews

MANSION DELUXE VILLA ANGELES

Guest favorite
A spacious hot tub is positioned near large glass doors, allowing natural light to fill the area. Stone walls complement the modern fixtures. A glimpse of the outdoor balcony is visible through the doors, enhancing the tranquil atmosphere.
Cottage in Cuevas del Valle
4.9 out of 5 average rating, 108 reviews

CASA RURAL CASA DE CHOCOLATE ESCAPADA ROMÁNTICA

Guest favorite
A cozy sleeping area features a spacious bed adorned with decorative pillows and a textured blanket. Antique wood furniture stands alongside the bed, complemented by soft lighting from lamps. Light filters in through large glass doors, which lead to an inviting outdoor space.
Cottage in San Martín del Pimpollar
4.89 out of 5 average rating, 9 reviews

Molino Navarenas Río, piedra, montaña, naturaleza

Top guest favorite
A two-story white house is framed by a well-maintained garden, featuring a large porch with potted plants and seating arrangements. The upper floor includes several windows with balconies, allowing natural light to fill the space. A clear blue sky with scattered clouds provides a serene backdrop.
Cottage in Tabladillo
4.94 out of 5 average rating, 51 reviews

Exclusiva casa en entorno rural

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Pet-friendly cottage rentals

Top guest favorite
A spacious living area features wooden beams and a central skylight. A stone wall houses a modern fireplace, while a large plant adds a touch of greenery. Comfortable seating is arranged around a rustic wooden table, with a television visible in the background.
Cottage in Valverde del Majano
5 out of 5 average rating, 18 reviews

Casa de Agustín

Top guest favorite
A shaded outdoor seating area features a dark dining table surrounded by several chairs. Potted plants add greenery against the textured brick wall, which is adorned with colorful vertical planters. Soft cushions are placed on the seating furniture, inviting relaxation.
Cottage in Madrigal de las Altas Torres
5 out of 5 average rating, 48 reviews

Casa Rural en Madrigal, una Joya oculta

Superhost
A round wooden dining table is surrounded by eight chairs, offering ample seating. Soft lighting is provided by a pendant lamp above, while a stylish mirror leans against the wall. A white sofa area is visible in the background, creating a cozy gathering space.
Cottage in Cercedilla
4.78 out of 5 average rating, 51 reviews

Casita El Acebo

Guest favorite
An open living area features a rustic stone wall and wooden beams. A large dining table is surrounded by light-colored chairs, with a vase of colorful flowers attracting attention. A comfortable seating area includes a soft armchair and a television on a white cabinet, creating a cozy atmosphere.
Cottage in Rascafría
4.91 out of 5 average rating, 64 reviews

Casa Valle del Lozoya

Guest favorite
A well-maintained outdoor area features a blue swimming pool bordered by a tiled edge. Sun loungers are positioned on a lush green lawn, with olive trees providing shaded spots. A spacious patio with a built-in seating area is visible in the background against a white wall.
Cottage in La Pueblanueva
4.94 out of 5 average rating, 49 reviews

Casa La Palmera…para disfrutar con amigos/familia!

Guest favorite
A spacious dining area is highlighted by a long table with decorative tablecloth, accommodating numerous guests. Large windows allow natural light to fill the room, which features a contemporary kitchen in the background, alongside a cozy seating area with a fireplace.
Cottage in Mediana de Voltoya
4.84 out of 5 average rating, 81 reviews

Casa rural Camino de Avila un lujo a tu alcance

Guest favorite
A rectangular swimming pool is set against a backdrop of green hills and blue skies. A small round table and two chairs are positioned nearby on a grassy area, inviting relaxation. Surrounding gardens and residential buildings are subtly visible beyond the pool.
Cottage in El Casar de Escalona
4.73 out of 5 average rating, 115 reviews

An confortable house for families and friends

Guest favorite
The exterior of the house showcases a renovated stone structure with a covered porch. A garden space features green grass and a tree, along with outdoor seating arrangements. In the background, a traditional stone wall and a village church bell tower are visible, contributing to the rural charm.
Cottage in Caballar
4.97 out of 5 average rating, 91 reviews

COVA Caballar. Gran patio y preciosos atardeceres.

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Private cottage rentals

Top guest favorite
The circular stone building constructed of red sandstone features several large windows that provide scenic views of the nearby lake. Its rustic design harmonizes with the natural surroundings, showcasing a tranquil setting. The area around the building is largely open, enhancing the serene atmosphere.
Cottage in Pálmaces de Jadraque
4.98 out of 5 average rating, 86 reviews

Torreón Triatlón Pálmaces

Superhost
An outdoor area is highlighted by a shaded seating arrangement featuring a sofa set and a coffee table. A private swimming pool is visible in the background, with neat green grass surrounding the area. Tall pine trees provide natural shade, enhancing the tranquil setting.
Cottage in Medina del Campo
4.7 out of 5 average rating, 206 reviews

Casa con chimenea, piscina y jardín privados

Top guest favorite
An outdoor seating area features wooden lounge chairs and a small table placed on a stone surface. In the background, a dining table is visible under a shaded patio, surrounded by greenery and trees, providing a relaxed atmosphere.
Cottage in Mataelpino
4.94 out of 5 average rating, 54 reviews

La Favorita Mataelpino

Guest favorite
A serene garden area is presented, featuring a stone well surrounded by vibrant hydrangea flowers. A stone bench provides a peaceful seating spot, while lush greenery frames the scene, creating a secluded and inviting atmosphere. Natural light enhances the tranquility of the space.
Cottage in Guadarrama
4.87 out of 5 average rating, 31 reviews

La Bila

Guest favorite
The exterior of a stone house features a terracotta roof and black shutters on the windows. A shaded outdoor dining area with tables and chairs is visible in the foreground. Lush greenery partially frames the house, highlighting its rustic charm and inviting setting.
Cottage in Cercedilla
4.94 out of 5 average rating, 50 reviews

Refugio del nogal - Cercedilla

Guest favorite
The exterior of a charming stone house is framed by lush greenery and features a sloped roof. A covered porch with comfortable seating is visible, alongside a well-maintained garden that leads to a tranquil pool area, with natural rock formations in the background.
Cottage in Manzanares el Real
4.91 out of 5 average rating, 43 reviews

Alojamiento en Manzanares el Real

Top guest favorite
A wooden sign is attached to a light-colored wall, displaying the name 'La Casita de Teléfonos' in a stylish script. The sign features a round emblem with a map outline, enhancing the local charm of the establishment.
Cottage in Gargantilla del Lozoya
4.98 out of 5 average rating, 62 reviews

La casita de teléfonos, disconnect and enjoy

Superhost
A view of the outdoor area showcases a private swimming pool surrounded by a tiled terrace. Lush greenery and trees provide shade, while a play structure and hammock are positioned nearby. The surrounding landscape features distant hills under a partly cloudy sky.
Cottage in Toledo
4.67 out of 5 average rating, 42 reviews

El Paraíso Casa de campo, vistas VUT45012320812

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Destinations to explore

  1. Airbnb
  2. Spain
  3. Madrid
  4. Sierra de Guadarrama
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