Cottage vacation rentals in Sierra Oeste

Cottage in Cerro Matallera

Casa Matallera - Mountain Retreat near Madrid

Beautiful house in Sierra de la Cabrera Guadarrama, 40 minutes from Madrid. Hiking, cycling, horse riding, leisure activities for families & a varied gastronomic offer. The loveliest municipal pool is just 10 km away. Very quiet area, ideal for disconnecting, resting, or working remotely. Large dining room, living room. Amazing fireplace and very well-equipped kitchen. Ideal for family gatherings, reduced weddings (30/40 pax) in spring and autumn (events subject to small extra payment to agree).

LocationValueAccuracy

4.92 out of 5 average rating, 155 reviews

Cottage in Los Ángeles de San Rafael

The wooden house is surrounded by lush greenery and stone landscaping. Sunlight filters through the trees, illuminating the natural elements. A stone seating area is visible in the foreground, with the house featuring large windows and a welcoming porch.

The corner of your dreams.

Isolation, peace, and enjoyment in its purest state. A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. A 3000m2 private oak wood house (for you) within a community with 24-hour security, swimming pools, hiking trails, golf courses, horseback riding, restaurants, a supermarket, a lake with water activities, and a spa. Each season offers its possibilities, from its cozy fireplace to its barbecues, through a spring full of flowers.

ValueFamilyCleanliness

4.95 out of 5 average rating, 174 reviews

4.92 out of 5 average rating, 125 reviews

A rustic stone house features a charming façade with a combination of rough stone and wooden accents. Steps lead up to the entrance, framed by well-maintained greenery. The structure is complemented by traditional tile roofing, evoking a warm and welcoming presence amid the natural surroundings.

Cottage in Madrid

Los Nerios Country house with pool

Los Nerios country house with swimming pool (Registered in the Tourist Companies Registry under number VT-13338), on the slopes of Pico de la Miel, a few kilometers from the Atazar reservoir. A house with lots of light, very large spaces and beautiful views of nature. Possibility of enjoying multiple sports activities: kayaking, paddle surfing, horseback riding for all levels (including children), hiking and climbing. Surrounded by a wide variety of gastronomic offerings. 12+1 pax.

FamilyLocationHospitality

4.86 out of 5 average rating, 125 reviews

A stunning sunset casts vibrant hues of orange and pink across the sky, reflecting on the tranquil waters of the pantano. The surrounding mountains create a serene backdrop, enhancing the peaceful ambiance of the natural landscape.

Cottage in El Tiemblo

The Swamp House

The house is located on the banks of the Burguillo swamp with 3000 m2 of private land where you will find a large garden with a pool, barbecue and terrace with spectacular views of the swamp. Everything around it is the Iruelas Valley Nature Reserve, so it is a natural, isolated and quiet environment. Water sports, hiking trails, biking, horseback riding, mushroom picking, chestnuts... The area offers you a taste of the cuisine that is characterized by its rich meats and vegetables.

ValueLocationGetting around

4.84 out of 5 average rating, 256 reviews

A wooden terrace showcases two armchairs and a small table, surrounded by lush greenery. The scenic view of rolling hills and trees highlights the natural beauty of the area, providing a peaceful setting for relaxation.

Cottage in Río Cofio

Cottage. 22-meter terrace. It did NOT suffer any fires!

CLOSED PLOT WITH ANTI CATERPILLAR TREATMENT Murmur of the river..Nature at its best..Relax..Evenings in the company of the moon... Unique skies.. Clear views of the majestic mountain of Sta Catalina. Eagles... walks to the river that is 50 meters away... smell of greenery... cozy house... Paraguayan hammocks... barbecue... swimming pool in the development... cool nights... pure air... quiet mornings and also everything you need: wifi, air conditioning, coffee, TV, board games

FamilyLocationView

4.86 out of 5 average rating, 139 reviews

The exterior of a two-story red house features a stone foundation and decorative railings on the upper level. Windows are framed with white shutters, and a wooden door is centered beneath the balcony. A paved pathway leads to the entrance.

Cottage in Maello

Casa Rosita: Enjoy the rural setting

Casa Rosita is a charming house in the middle of town. It has two floors with 4 spacious and bright rooms (3 with a double bed and 1 with 2 single beds), 2 full bathrooms with shower, fully equipped kitchen (with dining area and laundry room) and full living room with sofa bed. The village where it is located has a swimming pool, paddle tennis court, children's playground and numerous spaces for activities and outdoor walks. Enjoy and relax in an unbeatable setting!

LocationValueDecor

Cottage in Miraflores de la Sierra

The exterior of a charming house is covered in vibrant autumn leaves, creating a striking contrast against a soft blanket of snow. Stone steps lead to the entrance, flanked by greenery and lampposts, while the landscape is adorned with seasonal colors.

Amazing garden and charming villa in the mountains

A beautiful renovated house from the 60s on a large 1500m plot with a private pool and large trees. Tranquility and privacy in the heart of the forest in one of the most beautiful villages in the Sierra de Madrid. You can walk for days through the forests and mountains of Guadarrama National Park from your doorstep. Great for two families to share. Totally charmingly equipped. Fireplace, gas BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

ValueFamilyRiver

4.91 out of 5 average rating, 327 reviews

Cottage in Hoyo de la Guija

An open loft area is highlighted by exposed wooden beams and a vibrant wall decoration. A potted plant adds a touch of greenery. Natural light pours in through skylights, illuminating the rustic design that complements the stone walls.

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 charming, very cozy house, built on an old stone barn completely renovated with noble materials. It has a jacuzzi, fireplace, wifi and a small private garden with barbecue. Very close to a swamp and large pine forests: hiking, mountain biking, horse or donkey riding, mushroom picking. Ideal for romantic getaways, relaxing or enjoying as a family.

ValueFamilyAccuracy

4.86 out of 5 average rating, 202 reviews

4.9 out of 5 average rating, 135 reviews

An indoor pool area is highlighted by sleek glass walls and a wooden ceiling with exposed beams. Sunlight filters through the skylights, reflecting off the calm water. Comfortable loungers are positioned alongside the pool, creating a relaxing atmosphere.

Cottage in Toledo

Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue

PADEL /HEATED POOL/ PICKLETBALL To preserve the peaceful environment and the neighbors' peace, in this house *no parties, celebrations, gatherings, loud music, shouting, or any behavior that causes bothersome noise are allowed, either during the day or, especially, at night.* It has a heated pool, paddle court, Pickleball, barbecue, ping pong, pool table. All the exclusive use of the renters. It is accessed from a 5.5 km dirt track it takes 10 to 20min

FamilyValueGetting around

4.95 out of 5 average rating, 121 reviews

A spacious living area features a light-colored sofa facing a stone fireplace. A wooden coffee table sits in front, while a cabinet along the wall displays decorative items. Natural light enters through a window adorned with a vibrant curtain.

Cottage in Muñana

Estajero Rural House

House of the year 1855 totally rehabilitated in the year 2022. Its 120m2 are distributed in living room with fireplace, fully furnished and equipped kitchen, 2 bathrooms, 2 double bedrooms, a single with option of extra bed, interior patio with barbecue. Heating and wood-burning fireplace (wood drawer for 3-4 days at €12) No parties permitted. The town has a supermarket, butcher, fishmonger, pharmacy, restaurant... polideportivo and municipal pool

ValueLocationAmenities

4.97 out of 5 average rating, 130 reviews

An overview of a stone house surrounded by lush greenery is captured from above. The building features a traditional tiled roof, arched columns on the patio, and a circular stone seating area in the landscaped garden.

Cottage in La Estación

Villa with pool and mountain views

Enjoy the Sierra de Madrid in our beautiful stone house surrounded by greenery. You'll wake up every morning to an incredible garden with fruit trees and flowers, and you can have breakfast on a large terrace overlooking the mountain. Details such as the spiral staircase or the stone arches make our house a special and different place. The pool is super refreshing during these months and has night lighting so you can enjoy a swim under the stars.

ValueLocationCleanliness

4.93 out of 5 average rating, 253 reviews

The charming stone exterior of the casita is complemented by a bright red roof. A well-maintained green lawn is bordered by a wrought iron fence. The entrance is framed by decorative gravel and edged with trees, creating a welcoming outdoor space.

Cottage in Los Molinos

The Casita de El Montecillo

Charming and fully equipped mountain house. Located in a unique natural setting: a private 65-hectare estate full of holm oaks, with a lake and a hermitage, perfect for walking, hiking in the mountains... You will 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. Perfect for coming with children. NO PETS ALLOWED. NO SMOKING ALLOWED.

LocationFamilyPool

Popular amenities for Sierra Oeste cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.94 out of 5 average rating, 18 reviews

Cottage in Casavieja

A beautiful and charming country house

FamilyLocationNearby

4.88 out of 5 average rating, 60 reviews

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

A house with a view

FamilyLocationHospitality

Cottage in Castillo de Bayuela

House with a romantic hot tub – La Casita De Albino

LocationValueLaundry

4.92 out of 5 average rating, 95 reviews

A two-story structure is showcased, featuring a blend of textured brick and stone elements. Windows with wooden shutters are present, along with an arched entryway that leads to the garage area, enhancing the building's rustic charm.

Cottage in La Colilla

CASA RURAL LA CALAÑA, with Jacuzzi,Pool and Patio.

LocationFamilyComfort

4.6 out of 5 average rating, 102 reviews

A two-story house with a green façade and stone accents is surrounded by a well-maintained lawn. Outdoor seating arrangements are provided near the pool, which features a wooden deck. Lush trees offer shade, creating a serene outdoor environment for relaxation.

Cottage in Las Herreras

Las Herreras 1 Country House

FamilyValueHospitality

4.68 out of 5 average rating, 136 reviews

A recreational area features a billiards table with a set of colorful balls arranged on it. Cozy seating is provided with a blue sofa and a bar counter with stools. Soft lighting illuminates the room, which includes a fireplace and a TV on the wall.

Cottage in Las Herreras

El olival.es

LocationValueHot tub

4.82 out of 5 average rating, 131 reviews

A charming rural house is featured, showcasing stone architecture complemented by vibrant orange walls. In the foreground, a hot tub and a swimming pool are visible, surrounded by a grassy area and lounge chairs, enhancing relaxation in the outdoor space.

Cottage in Collado Mediano

LUXURY RURAL MANSION VILLA ADELA

FamilyValueCheckout

4.78 out of 5 average rating, 58 reviews

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

Chalet La gitana santa olalla

FamilyLocationCleanliness

4.73 out of 5 average rating, 75 reviews

Pet-friendly cottage rentals

Cottage in Sotillo de la Adrada

A compact living area features a white sofa adjacent to a glass dining table. A television is positioned on a dark cabinet, while framed artwork decorates the walls. A staircase leads to the upper floor, and a wooden door is visible at the end of the corridor.

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

ValueFamilyView

4.78 out of 5 average rating, 144 reviews

Cottage in Los Ángeles de San Rafael

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.

House with beautiful views. VUT-40/868

ValueFamilyCheckout

4.86 out of 5 average rating, 140 reviews

4.95 out of 5 average rating, 64 reviews

Cottage in Navas del Rey

Charming little house in nature

ValueLocationHospitality

4.98 out of 5 average rating, 52 reviews

A single-story rural house is surrounded by greenery, showcasing a natural stone foundation and light-colored walls. Steps lead to a nearby wooded area, while large windows invite natural light into the space. A flat, grassy area provides a serene outdoor environment.

Cottage in Gavilanes

El Molino Rural House

LocationFamilyHospitality

4.98 out of 5 average rating, 84 reviews

A rustic stone and wood cabin nestled in a lush green landscape, surrounded by oak and pine trees. A winding path leads to the entrance, which features a round window and flower pots. Sunlight filters through the trees, casting gentle shadows on the ground.

Cottage in Gavilanes

Room with a view of the Stars

LocationFamilyRiver

Cottage in Higuera de las Dueñas

A serene outdoor space features a salt-water pool surrounded by a stone terrace. Sun loungers line the area, inviting relaxation under the open sky. The house stands in the background, framed by natural greenery and scenic hillside views.

Spectacular Private Estate with Views of Gredos

FamilyLocationAmenities

4.96 out of 5 average rating, 92 reviews

4.98 out of 5 average rating, 65 reviews

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

El Palomar I - country house for 6 people

FamilyLocationHiking

5.0 out of 5 average rating, 69 reviews

The image portrays a rustic stone building framed by trees, with reflective glass windows displaying a soft sunset glow. Steps lead up to the entrance, surrounded by greenery, creating a serene outdoor setting that complements the natural landscape.

Cottage in Casavieja

Molino Mellado

LocationFamilyHiking

Private cottage rentals

4.92 out of 5 average rating, 53 reviews

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

No, without

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 5 reviews

Cottage in La Hoya

La Placita de la Hoya: comfortable, elegant and rural

LocationFamilyIndoor spaces

4.96 out of 5 average rating, 75 reviews

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

La Favorita (Mataelpino)

FamilyValueWalkability

4.88 out of 5 average rating, 85 reviews

A light-filled living area is shown, featuring a spacious sectional sofa with decorative pillows. A wooden coffee table sits at the center, while a bookshelf filled with various items lines one wall. Natural light filters through green curtains, highlighting the inviting atmosphere.

Cottage in La Estación

La osa and el madroño, Robledo de Chavela country house

FamilyValueComfort

4.98 out of 5 average rating, 49 reviews

The modern kitchen features a central island with seating, surrounded by light wood cabinetry and stainless steel appliances. A dining area is visible in the background with a large table and white chairs, illuminated by natural light from expansive windows.

Cottage in Valdeprados

The Cypress of Valdeprados

LocationFamilyAir conditioning

Cottage in San Martín de Valdeiglesias, Madrid

A bright living room is featured, showcasing large windows that provide a panoramic view of the surrounding greenery. Comfortable seating is arranged with a low coffee table nearby, and a television is positioned in the corner, adding to the inviting atmosphere.

Villa with Private Pool & Lake Views · 1hr Madrid

FamilyValueQuiet

4.82 out of 5 average rating, 39 reviews

4.88 out of 5 average rating, 92 reviews

A weathered stone sign reading 'La Casita de Piedra by LIGHTHOUSE GALLERY' is mounted on a rustic background. Nearby, lush green leaves frame the sign, highlighting the natural surroundings.

Cottage in Cercedilla

Cozy mountain stone house near Madrid.

FamilyLocationBathroom