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Cottage vacation rentals in Sierra de Guadarrama

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Vacation rentals for every style

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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
4.88 out of 5 average rating, 33 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, 9 reviews

Casa rural Navega

Superhost
A stone-paved patio features two wooden chairs and a small dining table surrounded by colorful potted flowers. A sunshade is positioned overhead, and a wooden door with blue accents is visible in the background, adding charm to the outdoor space.
Cottage in Robledillo
4.9 out of 5 average rating, 29 reviews

Casa Rural El Berrueco, Jacuzzi privado 2/4 plazas

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, 107 reviews

CASA RURAL CASA DE CHOCOLATE ESCAPADA ROMÁNTICA

Guest favorite
An outdoor view of a spacious property at night, featuring a well-lit swimming pool bordered by a manicured lawn. Comfortable lounge chairs are positioned beside the pool, creating an inviting space for relaxation. The house's architecture reveals multiple windows and a covered patio area.
Cottage in Albarreal de Tajo
5 out of 5 average rating, 18 reviews

Casa Rural Alma Del Tajo 5* Gran Lujo en Toledo

Guest favorite
The exterior of a modern rural house is displayed, featuring a combination of stone and wood elements. Soft lighting highlights the architectural details, while large glass balconies offer views. A stone pathway leads to a welcoming entrance, framed by minimal landscaping.
Cottage in Prádena
4.79 out of 5 average rating, 14 reviews

Casa Rural La Luz de la Sierra (Diseño moderno)

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, 49 reviews

Exclusiva casa en entorno rural

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Pet-friendly cottage rentals

Guest favorite
A covered terrace features stylish dark wicker furniture, including two armchairs and a small table. The view overlooks a sprawling landscape of rooftops and greenery under a cloudy sky, enhancing the sense of open space and tranquility.
Cottage in El Espinar
4.88 out of 5 average rating, 106 reviews

Casita con preciosas vistas.

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, 50 reviews

Casita El Acebo

Superhost
The private swimming pool is framed by a glass fence, featuring a sun terrace with loungers and a shaded area provided by an umbrella. Lush greenery and flowering plants surround the pool, enhancing the tranquil outdoor setting.
Cottage in Talavera de la Reina
4.78 out of 5 average rating, 113 reviews

Casa de Campo en Finca La Pastera

Guest favorite
An open living space features wooden beams and terracotta flooring. Natural light filters through large windows, illuminating the cozy seating area. A rustic dining table is set nearby, complementing the warm, inviting atmosphere of the home.
Cottage in Segovia
4.98 out of 5 average rating, 52 reviews

El Palomar I - casa de campo para 6/8 personas

Superhost
A modern kitchen features wooden cabinetry and a mix of appliances, including a microwave and a retro-style refrigerator. A large wooden dining table is surrounded by colorful chairs. Two doors are visible in the background, adding an element of symmetry to the space.
Cottage in Miraflores de la Sierra
4.92 out of 5 average rating, 12 reviews

Casa rural con vistas espectaculares

Superhost
A stone structure stands alongside a verdant patch of grass, framed by trees displaying golden leaves. A fence delineates the property while a mountainous landscape is visible in the background under a clear blue sky.
Cottage in Palancares
4.8 out of 5 average rating, 74 reviews

Apartamento Ocejón Familiar

Guest favorite
An open living area features a light-colored sofa and armchair, with wooden beams highlighting the ceiling. A staircase leads to a loft area. A dining table with candles is positioned in the foreground, complemented by wall art depicting local scenes.
Cottage in El Campillo
4.96 out of 5 average rating, 26 reviews

Casa Rural Entre Pinares

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, 87 reviews

COVA Caballar. Gran patio y preciosos atardeceres.

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Private cottage rentals

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, 202 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

Superhost
The exterior of the house is visible, showcasing a two-story white building with green shutters and a dark green door. A large dining table with black chairs is set up on a smooth patio area, while a canopy provides some shade. Trees frame the scene.
Cottage in Robregordo
5 out of 5 average rating, 12 reviews

Casa con encanto en entorno rural

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, 49 reviews

Refugio del nogal - Cercedilla

Superhost
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

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, 48 reviews

Casa La Palmera…para disfrutar con amigos/familia!

Guest favorite
The open-concept kitchen and dining area features modern appliances, including a refrigerator and washing machine. Light wood flooring extends throughout, complemented by a staircase leading to the upper level. A small dining table with stools adds functionality to the space.
Cottage in San Bartolomé de Pinares
4.94 out of 5 average rating, 49 reviews

CASA RURAL CASCORRO

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, 60 reviews

La casita de teléfonos, disconnect and enjoy

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Destinations to explore