Family-friendly holiday rentals in Sierra Oeste

Home in San Martín de Valdeiglesias

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.

4.91 out of 5 average rating, 112 reviews

Casa Salamandra. With swimming pool, next to the swamp

Privileged environment, surrounded by pine forests next to the swamp, located between three of the most representative cities of Spain: Toledo, Ávila and Madrid. Very interesting design house in the shape of an A, with a lot of light, in the middle of nature, with views of the lake and mountains. Private garden of 1500 m2 with private pool. Furnished terrace with BBQ. 7 km from San Martín de Valdeiglesias (where all kinds of services are available). Possibility of carrying out a variety of aquatic activities.

4.97 out of 5 average rating, 127 reviews

Chalet in San Isidro

Oasis with private pool and patio in Madrid!

Enjoy a Premium Experience in Madrid! 🏡Stay in a beautiful house with private pool & patio near Madrid Río, just minutes from the historic city center by metro 2 bedrooms + 2 bathrooms, heated floors, A/C, fast Wi-Fi. 🏊‍♂️ Relax in your private pool (mid-April to early October) or stroll to nearby park & cafés. 🚇 Direct metro to El Rastro, Royal Palace & Gran Vía. Quick access to main attraction! ✨ Perfect for families or friends looking for a stylish, peaceful stay 😉 You Will ❤️ it!!

4.91 out of 5 average rating, 115 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.

Home in San Martín de Valdeiglesias

4.91 out of 5 average rating, 152 reviews

Romantic Triplex with Jacuzzi + Musical Thread

Welcome to Casa Capricho, the jewel in the crown, the magnificent Jacuzzi in the main room available all year round and a piped music system throughout the house. Less than 1 hour from Madrid, it's perfect for a getaway with friends, family, or perfect for those looking for a romantic retreat with their partner. Treat yourself to the pleasure of relaxing in the spacious Jacuzzi located in the master bedroom, set with your favorite music through the integrated piped music system.

4.84 out of 5 average rating, 230 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

Cozy and bright country house. 22-meter terrace

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

Apartment in San Martín de Valdeiglesias

4.87 out of 5 average rating, 167 reviews

San Juan Swamp Apartment

Apartamento recién reformado en primera línea del pantano con magníficas vistas en urbanización privada en el pantano de San Juan, acceso directo al pantano y sus playas privadas (a tan solo 3 minutos andando). Acceso a playas ideales para realizar todo tipo de actividades...Kayak, padel surf, esquí acuático, escalada, navegación, pesca, etc. Aparcamiento privado, zona super tranquila. Aire acondicionado, Netflix y fibra wifi Es vivienda habítual no apartamento turístico.

4.92 out of 5 average rating, 144 reviews

A spacious garden area is depicted, featuring a well-maintained lawn and a stone patio. Potted plants are arranged around the space, while trees and hedges provide a natural border. The house looms above, offering a glimpse of a balcony that overlooks the greenery.

Villa in La Estación

Very charming villa with a nice and spacious garden

It is a beautiful, charming and cozy stone and wood house, ideal to forget about the daily tensions of the city. It is very well equipped and well maintained. It has a stately garden in the front, very nice and independent. The house has 4 rooms facing the outside, with lots of light, and two separate bathrooms. A living room with a stone fireplace and a large window with beautiful mountain views. In the back, there is a large wooden porch for spending time together.

4.97 out of 5 average rating, 108 reviews

A serene outdoor space showcases a modern swimming pool framed by a stone patio. A vibrant sunset casts warm hues across the sky, while a hammock and sun loungers invite relaxation. Lush greenery and mountains provide a picturesque backdrop.

Chalet in Segovia

A chalet with a pool and dreamy sunsets

Enjoy a special getaway in our cozy villa, 45 minutes from Madrid, in the private development Los Angeles de San Rafael (Segovia). A home with charm and modern design, with 3 bedrooms: 2 with a 1.50 bed and 1 with a double bed. It has 2 bathrooms, one en-suite with a dressing room. Everything is ready for you to live a few unique days. Private salt chlorination pool with thermal canvas, barbecue grill and air conditioning in all rooms for your maximum comfort.

4.97 out of 5 average rating, 122 reviews

A spacious living area features a comfortable sofa adorned with a vibrant orange and white patterned throw. A television is positioned on a low cabinet, while decorative elements, including wall art and plants, enhance the inviting atmosphere. Natural light filters in through a nearby window.

Condo in Majadahonda

Centrally located, bright and cozy apartment

Piso acogedor de 80m. muy luminoso excelentes vistas , dentro de una urbanización con piscina, gimnasio, pista de padel y zona infantil. Supermercados y centro medico a un minuto. Muy bien comunicado por transporte público (autobus) en la puerta directamente a Madrid (Moncloa) y a la estación de tren con conexion directa al aeropuerto. Cinco minutos andando al centro de Majadahonda con amplios servicios de restauración, bancos, comercios, parques etc.

4.97 out of 5 average rating, 114 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.

4.99 out of 5 average rating, 147 reviews

A rustic stone house is positioned amid a natural landscape, featuring a wooden staircase leading to the entrance. Lush greenery surrounds the property, with expansive views of the mountains in the background under a clear blue sky.

Chalet in El Boalo

Beautiful rustic house in the mountains of Madrid

Very comfortable rustic house located in the heart of the "Sierra de la Pedriza", that belongs to the Guadarrama regional park, and just half an hour from Madrid. The land of this house has an area of 3000 square meters with natural vegetation in the area. 5 minutes walk you will find the beautiful town "El Boalo". Impressive views of the Sierra de Madrid. Possibility of beautiful excursions, horse riding and multiple activities.

4.91 out of 5 average rating, 290 reviews

A pathway of smooth stones leads to a covered porch, flanked by greenery and softly illuminated by warm outdoor lights. The surrounding trees add to the tranquil ambiance of the cabin's entryway, creating a serene transition from nature to the living space.

Cabin in La Atalaya

Ecological cabin with Jacuzzi 40°

Discover this eco-friendly cabin less than an hour from Madrid, perfect for disconnecting among trees and silence. Unwind in the 40°C jacuzzi under a starry sky, or enjoy breakfast under the pergola surrounded by greenery. Complete privacy and a 950 m² fenced plot so your dogs can run free and safe. 🏙️ Madrid – 55 minutes by car 🏞️ San Juan Reservoir – 12 min by car 🌳 El Castañar (and hiking trails) – 15 min by car

Popular amenities for Sierra Oeste family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.84 out of 5 average rating, 234 reviews

Chalet in Cortos

Detached villa 9 km from Ávila in a quiet area.

4.94 out of 5 average rating, 130 reviews

A circular wooden shield is mounted on a wooden wall, enhanced by metallic bands and a central boss. Two ornate axes are displayed nearby, highlighting Viking craftsmanship. Soft shadows from surrounding trees create a serene atmosphere around this striking display.

Guest suite in El Boalo

El descanso de Odín. A real viking inn!

4.82 out of 5 average rating, 163 reviews

A softly lit jacuzzi with a circular design is situated against a textured brick wall. The surrounding area is enhanced by subdued blue lighting, with glowing lanterns placed nearby. A plush cushion rests against the wall, offering a comfortable seating option.

Condo in Embajadores

1-YOUR DREAM_LUXURY_JACUZZl_Parking_ 8people

4.94 out of 5 average rating, 232 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

4.93 out of 5 average rating, 122 reviews

A charming house is nestled among pine trees, featuring a white facade and stone accents. A swing hangs from a nearby tree, and a pathway lined with natural stones leads to the entrance, surrounded by well-maintained greenery.

Chalet in La Estación

The house in the woods

Apartment in Palazuelos de Eresma

A private pool area is enclosed with glass walls, featuring two white lounge chairs positioned on green grass. Natural light floods the space, creating a bright and airy atmosphere. The pool remains inviting, with a safety flotation device visible on the wall.

4.85 out of 5 average rating, 200 reviews

Apartment with a private pool, 5 minutes from Segovia!

4.93 out of 5 average rating, 204 reviews

A spacious living area is presented with comfortable sofas adorned with yellow cushions. A coffee table sits in the center, while a dining table is positioned in the background. Large windows allow ample natural light, and neutral-colored walls create a calming atmosphere.

Home in Madrid

Dream House in Aranjuez, Madrid

Cottage in Cuevas del Valle

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.

4.91 out of 5 average rating, 123 reviews

COTTAGE CHOCOLATE HOUSE ROMANTIC GETAWAY

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 213 reviews

A spacious dining area features a white table surrounded by wooden chairs, illuminated by natural light from a large window. A decorative chandelier hangs above, and a message about hygiene and disinfection is prominently displayed.

Apartment in Ávila‎

SWEET HOME ÁVILA (Wi-Fi - Netflix - Smart TV)

4.86 out of 5 average rating, 103 reviews

A spacious terrace is equipped with comfortable seating and a low table, offering a perfect spot for relaxation. Lush greenery and scenic mountain views surround the area, creating a serene outdoor space. Soft lighting accents are unobtrusively integrated, enhancing the tranquil atmosphere.

Holiday home in Mijares

Gredos Starlight House | Mountain Views

4.97 out of 5 average rating, 32 reviews

A glamping tent is illuminated at night, showcasing warm lights that enhance its inviting appearance. The wooden platform leads to a collection of outdoor seating, with the surrounding natural landscape visible in the background, creating a serene atmosphere under the night sky.

Tent in Méntrida

Glamping Unalome con cocina y baño privado

4.79 out of 5 average rating, 34 reviews

Townhouse in Los Molinos

La Sierra I by SkyKey

4.9 out of 5 average rating, 125 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

4.88 out of 5 average rating, 525 reviews

An open-concept loft features a modern living area with a gray sofa and unique coffee tables. A sleek kitchen with a breakfast bar is visible in the background. Stairs lead to a second level, adorned with artwork and large windows, highlighting the contemporary design.

Apartment in Aeropuerto

Designer loft in Barajas

4.98 out of 5 average rating, 43 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

4.89 out of 5 average rating, 298 reviews

A well-lit living and dining area features a beige sofa and a small round ottoman. A rectangular dining table with wooden chairs is set for dining. A flat-screen TV is mounted on the wall, and a potted plant adds greenery to the space.

Apartment in Segovia

Modern & Comfort 2 bedrooms Historic Center

Family-friendly home rentals with a pool

Condo in Manzanares el Real

A clear view of a historic building with a tall bell tower is presented, surrounded by manicured gardens and lined with cypress trees. The backdrop features mountains capped with snow under a bright blue sky, creating a picturesque setting for relaxation.

4.87 out of 5 average rating, 123 reviews

Mountain apartment with views of La Pedriza and the village

4.82 out of 5 average rating, 74 reviews

An outdoor area features a hot tub set against a backdrop of greenery. The adjacent structure has large windows, allowing natural light to fill the space. Potted plants contribute to the serene atmosphere, with tiles covering the patio floor.

Home in La Chopera

Designer house, pool & barbecue

4.94 out of 5 average rating, 16 reviews

A charming stone house stands behind a wooden gate, framed by lush greenery and mature trees. The exterior features a combination of natural stone and traditional architecture, with a tiled roof and multiple windows that provide a warm, welcoming appearance.

Home in Ávila‎

El Olivo Rural House

4.96 out of 5 average rating, 165 reviews

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.

Cottage in El Espinar

The corner of your dreams.

4.96 out of 5 average rating, 104 reviews

A private swimming pool is presented alongside a well-maintained garden area. The pool features a light blue water surface, surrounded by a paved deck and bordered by a black metal fence. The charming house in the background showcases a stone facade and manicured trees.

Home in Ávila‎

A little house in the countryside within the city

4.86 out of 5 average rating, 123 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

4.92 out of 5 average rating, 13 reviews

A spacious villa features a rectangular salt-water pool surrounded by a sunbathing area with several lounge chairs. A well-maintained terrace showcases flower boxes under the windows, with a backdrop of scenic hills under clear blue skies.

Home in Collado Mediano

Stunning Luxury Villa