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Cottage vacation rentals in Sierra Oeste

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Top-rated cottage rentals in Sierra Oeste

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Cottage in Cervera de Buitrago

4.87 out of 5 average rating, 136 reviews

Alto de Cervera spectacular views

Magnificent house with spectacular views of the Atazar reservoir, comfortable house with two floors, 2 bedrooms upstairs and three downstairs. Rooms are opened according to the number of people, common areas are left available throughout the house. A bathroom and toilet downstairs and a bathroom upstairs. Kitchen on both floors. Great terrace where you can enjoy the sunset and the starry sky and glass porch overlooking the reservoir downstairs. We have installed a detachable pool for summer.

A rustic living area features natural stone walls and wooden beams. A dark sofa is complemented by a patterned rug and a low wooden table. Soft lighting from a nearby lamp creates a cozy ambiance, while a decorative basket and potted plant add touches of greenery.

Cottage in Hoyo de la Guija

4.85 out of 5 average rating, 171 reviews

Peguerinos: house with jacuzzi, fireplace and garden

Disconnect and relax 1 hour from Madrid, in an authentic village in the Sierra de Guadarrama. "La Margarita" is a dream house, very comfortable, built on an old stone haystack fully rehabilitated with noble materials. It has a jacuzzi, fireplace, wifi and a small private garden with barbecue. Very close to a swamp and great pine forests: hiking, mountain biking, horseback riding or donkey, mushroom pick up. Ideal for romantic getaways, resting or enjoying as a family.

A charming exterior of a country house is displayed, featuring a black front door and vibrant teal shutters. Yellow seating is positioned on the porch, surrounded by lush gardens filled with purple and yellow flowers. A gravel pathway leads to the entrance, enhancing accessibility.

Cottage in Los Molinos

4.99 out of 5 average rating, 165 reviews

Recoveco Cottage

Preciosa casa de campo, completamente independiente, ubicada en la sierra norte de Madrid. A escasos 5 minutos andando desde la estación de tren/cercanías Los Molinos. Y del centro del pueblo. La casa está completamente equipada y cuenta con fibra de 1G lo que hace de tu estancia un lugar perfecto para el ocio, el descanso o el teletrabajo. Tu opción perfecta para disfrutar de la naturaleza con todos los servicios que puede ofrecer la ciudad. No se admiten mascotas.

A serene natural setting is depicted, with a clear river surrounded by rocky outcrops and lush vegetation. Groups of individuals can be seen enjoying the water, while others relax along the rocky banks under the sunlight.

Cottage in Burgohondo

4.86 out of 5 average rating, 29 reviews

A house with a view

Get away from routine at this unique and relaxing stay. It offers you the tranquility you are looking for in the countryside with the sound of river water. Enjoy day and star views by night. Bathe in the river a 5 minute walk. Hiking paths and conditioned swimming areas in the municipality. Self-sustainable house. 2 bedrooms with double bed, 1 bathroom, 1 toilet. Kitchen dining room and living room with TV. Extra bed Barbecue, jacuzzi season, outdoor dining area.

A stone fire pit is surrounded by a sandy area, with a rustic stone fireplace displaying a gentle flame. The wooden house sits in the background, partially illuminated, while trees are visible across the landscape under a moonlit sky.

Cottage in El Espinar

4.95 out of 5 average rating, 145 reviews

The corner of your Dreams.

Isolation, peace, and pure enjoyment A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. Wooden house in private oak (for you) of 3000m2 inside an urban with 24h security, swimming pools, hiking trails, golf courses, horse riding, restaurants, supermarket, lake with water activities and spa. Each season offers its possibilities,from its cozy fireplace to its barbecues, passing through a spring full of flowers.

A cozy living area features a stone wall, exposed wooden beams, and a fireplace adding warmth. A plush sofa is positioned beside a wooden coffee table, with light gently illuminating the space through large windows.

Cottage in Piedralaves

5 out of 5 average rating, 6 reviews

Charming Casa Joya en Piedralaves

House of more than 300 years of history , rehabilitated with the max. comfort . Next to the church of San Antonio de Padua and the traditional Cruz de los lovers . Fully restored early 19th century house , keeps its essence , full of delicate and exquisite details . It is a house full of history for a discerning traveler. Friendly and welcoming home, a luxury of stay and a need for the soul . Relax and unwind in this quiet and stylish home.. VUT-AV-01060

A charming exterior of a stone house is surrounded by lush green grass, which is well maintained. The area includes a small patio with seating and flower pots placed near the entrance, complemented by trees and shrubs for privacy.

Cottage in El Berrueco

4.98 out of 5 average rating, 61 reviews

Nature and Rest: Rural house with private garden

The little house is an ideal place to enjoy nature and calm in the beautiful surroundings of El Berrueco, in the heart of Madrid's Sierra Norte. Can you imagine waking up to the singing of birds or opening the windows and breathing fresh air? This is your place. You will enjoy beautiful routes, sunsets, take a swim in the reservoir or the town pool, kayak or horseback ride, eat in the delicious restaurants in the town or lie down and sunbathe in the garden.

A natural scene features a cascading waterfall flowing over rocky outcrops into a tranquil pool. Lush greenery surrounds the area, enhancing the serene environment. Large boulders are positioned near the water's edge, offering a sense of calm and connection to nature.

Cottage in Casavieja

4.87 out of 5 average rating, 31 reviews

El Carabo

It was a tobacco dryer and is converted into a rural house with spectacular views of the Tietar Valley. The house only shares the exterior with other customers. It is a place to rest and meet the spirit. The farm has 5,000 m2 and fruit trees of great variety such as kiwis, lemon and orange avocados, pears, apples, pistachios, peaches and olive stars that are over five hundred years old. In short, a place you'll always want to return.

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

4.95 out of 5 average rating, 43 reviews

CASA RURAL CASCORRO

In the center of San Bartolomé de Pinares (AVILA). Accomodates twelve people, it has two floors, a large dining room, a fireplace with a cassette, TV, side tables, etc. The kitchen is fully equipped, with all the necessary kitchen. Six rooms, with bathroom and TV in each of them, cotton linens. Board games, a travel cot, wifi. Patio with BBQ. Free firewood. Has GARDEN WITH POOL You can do activities , hiking,bicycle.

A serene lake is surrounded by lush greenery and scattered trees, reflecting the clear blue sky. Rolling hills rise in the background, leading to majestic mountains that add depth to the landscape. Gentle ripples on the water's surface create a calm and tranquil scene.

Cottage in Los Molinos

4.94 out of 5 average rating, 200 reviews

La Casita de El Montecillo

Charming and fully equipped mountain cottage. Located in a unique natural setting: a 65 Ha private estate full of holm oaks, with a lake and hermitage, perfect for walking, mountain hiking... You'll be in the middle of the Sierra de Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and jacuzzi for two people. Perfect for children. NO PETS:: NO SMOKING ALLOWED.

An octagonal pool is set in a tranquil outdoor space, surrounded by lush greenery. A gentle stream flows in the background, reflecting the natural landscape of hills and vegetation. Sunlight creates a serene atmosphere over the area.

Cottage in Madrid

5 out of 5 average rating, 5 reviews

Finca La Cuadra, Esápate

In this accommodation you can breathe tranquility: relax with the whole family! Enjoy the sunsets by the river and the peace of life in the countryside The estate is 8 km from Aranjuez, 15 km from Chinchón, near Warner Park, Madrid, Toledo, Puy du Fou... it is a nice place from which to visit the south of Madrid and rest quietly again. Nearby activities, fishing, canoeing, horseback riding, hiking, biking...

A covered terrace area presents multiple white chairs paired with wooden tables, surrounded by lush greenery and blooming flowers. Light filters through the outdoor space, creating a peaceful setting overlooking the natural landscape.

Cottage in Navas del Rey

4.95 out of 5 average rating, 39 reviews

Charming Casita in Nature

50 minutes from downtown Madrid, a single house with three bedrooms (two double and one single) with garden is rented. The house is located in a protected area in the middle of nature. The home has WiFi for remote work and a small pool ideal for children. 5 minutes from a magnificent swamp and hiking trails. *June/July/August minimum stay 5 nights. *bridges and holidays: minimum stay 3 nights.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Sierra Oeste cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

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

Cottage in Casavieja

4.8 out of 5 average rating, 5 reviews

Beautiful Charming Cottage

A well-lit outdoor area features a large tree near a wooden hot tub. The inviting home has green walls, and soft illumination highlights the stone pathway that leads through the garden. A serene night sky with a visible moon adds to the tranquil setting.

Cottage in Las Herreras

4.68 out of 5 average rating, 79 reviews

Casa rural las Herreras 1

A two-story chalet is depicted with a light-colored exterior and a tiled roof. The property features a covered porch and several windows, allowing natural light. A black car is parked in front of the home, while a stone wall and gate provide security.

Cottage in Santa Olalla

4.72 out of 5 average rating, 71 reviews

Chalet La gitana santa olalla

A modern living space is presented, featuring an open-plan kitchen and dining area. A sleek table with six black chairs occupies the center. Natural light floods in through two windows, illuminating the adjacent seating area with a gray sofa. Exposed brick walls add textural contrast.

Cottage in Aveinte

5 out of 5 average rating, 17 reviews

House in nature with Spa and spacious patio.

A serene swimming pool reflects the surrounding greenery, with clear, inviting water. Stone steps lead to a well-maintained garden area, featuring lush foliage and a variety of plants. The sun casts gentle light on the stone wall of the house, enhancing the peaceful ambiance.

Cottage in Zarzalejo

4.97 out of 5 average rating, 31 reviews

Casa Rural dera Zarzalejo Estación

A spacious bathroom features a rounded jacuzzi with multiple jets, positioned against a light-colored wall. Natural light enters through a window, highlighting the sleek, modern tiles and clean lines of the design.

Cottage in Baterna

5 out of 5 average rating, 8 reviews

A loft-style farmhouse with a HOT TUB

Pet-friendly cottage rentals

The exterior view showcases a charming brick house with a covered porch and steps leading to the entrance. Surrounding the home, vibrant flowers and a decorative fountain highlight the well-maintained garden. The salt-water pool extends in the foreground, emphasizing a relaxing outdoor space.

Cottage in Toledo

4.97 out of 5 average rating, 33 reviews

Casa Rural Dani. Escalona

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

4.87 out of 5 average rating, 89 reviews

Casita with gorgeous views.

A single-story building with a terracotta tiled roof is situated in a grassy landscape. Solar panels are visible on its roof. Surrounding trees and distant mountains create a natural backdrop, enhancing the rural setting.

Cottage in Garganta de los Montes

4.68 out of 5 average rating, 57 reviews

Accommodation in the middle of nature

A private outdoor space features a swimming pool with a metal ladder, surrounded by sun loungers. A shaded dining area with wooden furniture is positioned nearby, complemented by greenery and a stone pathway leading to the entrance of the chalet.

Cottage in Móstoles

4.81 out of 5 average rating, 85 reviews

Casa del Rio

Cottage in Río Cofio

4.85 out of 5 average rating, 183 reviews

Cozy and bright cottage. Terrace 22 mts

Cottage in Bernuy Salinero

5 out of 5 average rating, 15 reviews

The Fortaleza de Bernuy

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, 67 reviews

Casa rural Camino de Avila is a luxury within reach

A shaded outdoor terrace is surrounded by greenery, featuring a comfortable seating area. The space is adorned with hanging plants, and sunlight filters through the vines above, creating a serene environment. A stone wall provides a natural boundary, enhancing the outdoor experience.

Cottage in Gavilanes

4.96 out of 5 average rating, 25 reviews

Casa Rural El Molino

Private cottage rentals

A refreshing outdoor space features a clear swimming pool surrounded by five lounge chairs. The chalet is visible in the background, with large windows and a stone feature, framed by greenery. A wooden fence borders the property, enhancing the privacy.

Cottage in La Estación

4.87 out of 5 average rating, 68 reviews

The Bear and the Madroño, Chavela's Robledo Cottage

Staircase leading to the upper floor is framed by wooden planks and accented with black beams. The walls exhibit a blend of smooth textures and rustic stone, while warm wooden tones create a harmonious connection between spaces.

Cottage in Cercedilla

4.95 out of 5 average rating, 43 reviews

Walnut Shelter - Cercedilla

A well-equipped kitchen area is displayed, showcasing modern appliances and a sleek countertop. Stairs are seen leading to the upper level, accompanied by a cozy seating area featuring a sofa with decorative cushions. Natural light brightens the space with a welcoming ambiance.

Cottage in Sotillo de la Adrada

4.81 out of 5 average rating, 105 reviews

Sotillo de la Adrada ,V.del Tietar, (Toledo&Ávila)

An outdoor area features a large screen displaying a tranquil nature scene. Soft illumination from string lights highlights the space, which includes a hammock and a cozy green seating area on artificial grass. Natural elements like plants add to the relaxing ambiance.

Cottage in Cardiel de los Montes

4.9 out of 5 average rating, 21 reviews

Relaxing Casa Rural

Cottage in Escalona del Alberche

4.89 out of 5 average rating, 54 reviews

Casa Rural with Pool, large garden and BBQ

Cottage in Cerro Matallera - Valdemanco

4.9 out of 5 average rating, 133 reviews

Casa Matallera - Mountain Retreat near Madrid

A light-filled living area features large glass doors that open to a green outdoor space. A comfortable armchair is positioned beside a wooden cabinet, with natural stone accents on the walls adding texture to the inviting environment.

Cottage in El Vellón

4.94 out of 5 average rating, 89 reviews

Maryvan's Casa Rural Essence

Cottage in San Martín de Valdeiglesias

4.8 out of 5 average rating, 20 reviews

San Juan Swamp, Susan Home, Full Chalet

Quick stats about cottage rentals in Sierra Oeste

Total rentals
70 properties
Nightly prices starting at
G$6,258 GYD before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
40 properties have a pool

Destinations to explore