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Family-friendly vacation rentals in Sierra Oeste

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Sierra Oeste

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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.

Home in San Martín de Valdeiglesias

4.9 out of 5 average rating, 104 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.

The exterior showcases a two-story white building, featuring a welcoming entrance with a wooden door. Stone steps lead up to the entry, surrounded by lush greenery and colorful flowers. Bright sunlight illuminates the pathway, highlighting the natural beauty of the surroundings.

Townhouse in San Martín de Valdeiglesias

4.82 out of 5 average rating, 256 reviews

Swimming pool+BBQ+Comfort+Nature+WiFi

-By booking two nights on the weekend, you can check in on Friday at 4:00 PM and leave on Sunday at 8:00 PM. - Relax in the middle of nature. Two floors joined by the outside. Terrace with barbecue. Development with garden and swimming pool (summer). Air conditioning, heating, WiFi and free parking. A 10-minute walk from the Pantano de San Juan. Living room with fireplace, full kitchen, 2 bathrooms with shower, 2 bedrooms, and 1 separate dining room/bedroom. One-night bookings carry a surcharge

Top guest favorite

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

4.97 out of 5 average rating, 100 reviews

Villa with pool and mountain views

Disfruta de la Sierra de Madrid en nuestra preciosa casa de piedra rodeada de vegetación. Te despertarás cada mañana con vistas a un increíble jardín con árboles frutales y flores y podrás tomar el desayuno en una gran terraza mirando el monte. Detalles como la escalera de caracol o los arcos de piedra hacen de nuestra casa un sitio especial y diferente. La piscina es súper refrescante durante estos meses y tiene iluminación nocturna para que puedas disfrutar de un baño bajo las estrellas.

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

4.91 out of 5 average rating, 247 reviews

Ecological cabin with Jacuzzi

Less than an hour from Madrid, our cosy cabin is located in the Sierra de Gredos. It is a very quiet and quiet area that allows you to relax and disconnect from the daily stress. 60 m2 cabin, artificial grass of 50m2 with an independent and private plot of 950 m2 fenced with a height of 1.80 meters for your dogs to be free and safe. The space with artificial grass has a jacuzzi heated all year round to 38/40°, sun loungers, pergola and table, you will be surrounded by nature.

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

4.93 out of 5 average rating, 122 reviews

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.

A modern entertainment area features a sleek black television on a white unit, accompanied by potted plants. A small decorated Christmas tree with lights stands nearby, adding a festive touch to the wooden floor and minimalistic decor.

Apartment in Cebreros

4.84 out of 5 average rating, 92 reviews

Charming house in the historic center - Cebreros

Enjoy the simplicity of this peaceful and centrally-located place, 150 meters from the church of Santiago Apóstol and the town's shopping area. Ideal for rest, teleworking, getting to know new places, recreation, enjoyment as a couple and family. You'll feel right at home in our house. Its location has access to the different reservoirs in the area, the Alberche River, as well as the Tiemblo area. For cold days, our accommodation has two types of heating equipment.

An outdoor seating area is presented under a gazebo. A wooden table is accompanied by four elegant cast-iron chairs, featuring comfortable cushions. A small potted plant decorates the center of the table, set against a textured stone background.

Guest suite in El Álamo

4.79 out of 5 average rating, 388 reviews

Marietta's house

Spacious suite on the ground floor, cozy and warm, very bright; with separate bathroom (shower tray, shampoo, gel and towels), bedroom with space for 2 or 3 people, desk, closet and bedding and living room with microwave and table for small meals. Breakfast and secure Wi-Fi included in the price. Garden with gazebo and barbecue available to customers. Located in a quiet village that is very well connected, with all services near Madrid, Toledo, Aranjuez, Escorial.

A cozy living area features a modern sofa and a flat-screen television mounted on the wall. A dining table with four chairs is positioned near large glass doors that open to a balcony, allowing natural light to illuminate the space. A brick fireplace adds warmth to the ambiance.

Apartment in San Martín de Valdeiglesias

4.86 out of 5 average rating, 148 reviews

San Juan Swamp Apartment

Small apartment on the first line of the reservoir with magnificent views in a private development in the San Juan reservoir, direct access to the reservoir and its private beaches (just a 3-minute walk away). Access to beaches ideal for all kinds of activities...kayaking, paddle surfing, water skiing, climbing, sailing, fishing, etc. Private parking, super quiet area. Air conditioning, Netflix, and fiber WiFi It is a habitual residence, not a tourist apartment.

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.

Cottage in Hoyo de la Guija

4.86 out of 5 average rating, 181 reviews

Peguerinos: house with jacuzzi, fireplace and garden

Disconnect and relax 1 hour from Madrid, in an authentic hamlet of the Sierra de Guadarrama. "La Margarita" is a charming house, very cozy, built on an old stone barn, fully restored with fine 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, horseback riding or donkey, mushroom picking. Ideal for romantic getaways, relaxing or enjoying as a family.

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

4.85 out of 5 average rating, 207 reviews

Cozy and bright country house. 22-meter terrace

CLOSED PLOT WITH ANTI CATERPILLAR TREATMENT Murmullo del Río..Nature tops..Relax..Evening in the company of the moon... Unique skies.. Unique views of the majestic Mount of Sta Catalina. Águilas .. rides to the river that is 50 meters away... smell of green.. cozy house.. umbrella hammocks.. barbecue .....pool in the development ... fresh nights.. pure air... quiet mornings and also everything you need: wifi, air conditioning, coffee, TV, board games

An open interior space is displayed, featuring a spacious bed with fresh linens. A small kitchen area is visible, alongside a dining table with two chairs. Natural light illuminates the room, highlighting a cozy sofa with decorative cushions and a stylish sideboard.

Guesthouse in Zarzalejo

4.89 out of 5 average rating, 103 reviews

A guest house in the Sierra's natural setting

Our guest house is located in a large 1 Ha garden where you can isolate yourself from everything in the middle of nature in the Sierra Oeste. 45 minutes from Madrid, in a quiet village where you can take beautiful walks, bike routes, enjoy the surroundings or simply relax in our garden full of roses and fruit trees. The detached house will give you great privacy with all the amenities. We have two good, playful mastiffs that are loose in the garden

A rustic stone house with a welcoming wooden door is framed by a small garden featuring an olive tree. The spacious patio is paved with large tiles, and planters with greenery are placed throughout, creating a serene outdoor space.

Cottage in Robledo de Chavela

4.9 out of 5 average rating, 49 reviews

The Gardener's Cottage

Enjoy this beautiful restored farmhouse in an idyllic setting, just 45 minutes from Madrid, with all the necessary amenities and only 5 km from the nearest village. On our farm, you can enjoy one of the environments with the highest density of protected birds in the Community of Madrid, while preparing an exquisite barbecue in our courtyard with local products. We promise you'll enjoy one of the best starry nights of your life.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Sierra Oeste family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A modern two-story house is depicted with a smooth white facade and expansive glass windows. A wooden railing surrounds the exterior, enhancing the blend of natural elements and contemporary design. The surrounding landscape is open and inviting, suggesting a tranquil setting.

Chalet in Cortos

4.83 out of 5 average rating, 213 reviews

Single chalet 9 km from Ávila quiet area.

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

4.94 out of 5 average rating, 117 reviews

The rest of Odin. To real viking inn!

A cozy wooden cabin is set against a blue sky with scattered clouds. A well-maintained garden surrounds a circular flower bed, featuring a variety of colorful blooms. The cabin's deck extends towards the grassy yard, providing a welcoming outdoor space.

Tiny home in Pelayos de la Presa

4.92 out of 5 average rating, 156 reviews

I House for couples with a Jacuzzi

A scenic view of the casita nestled among lush greenery, surrounded by a diverse variety of trees. The rustic stone structure features a red-tiled roof, harmonizing with the natural landscape of rolling hills and varied vegetation.

Cottage in Los Molinos

4.94 out of 5 average rating, 214 reviews

The Casita de El Montecillo

A cozy living area features exposed brick walls and wooden beams, creating a warm ambiance. A glass coffee table is centered on a patterned floor, while a comfortable sofa is placed nearby. A flat-screen TV is mounted on the wall, complementing the overall design.

Apartment in Gran Vía

4.94 out of 5 average rating, 359 reviews

Loving Madrid Gran Vía. In the center!

A spacious wellness area features a modern freestanding bathtub, complemented by warm brick walls and wooden flooring. Soft lighting from wall sconces adds ambiance, while a potted plant and a wooden stool enhance the serene environment. A sauna is visible in the background.

Apartment in Cortes

4.9 out of 5 average rating, 266 reviews

Luxurious apt. next to Golden Triangle of Art

A bright living area features a light-colored couch and a yellow armchair, complemented by a wooden coffee table. Floor-to-ceiling bookshelves, filled with books and decorative items, line one wall. A vibrant rug adds warmth to the inviting space.

Apartment in Argüelles

4.87 out of 5 average rating, 271 reviews

Charming 3-bedroom apartment, incredibly located.

A spacious terrace overlooks Gran Vía, featuring a cozy seating area with brown wooden furniture and a jacuzzi. Lush green plants are arranged along the edge, enhancing the outdoor ambiance while a vibrant cityscape fills the background.

Apartment in Gran Vía

4.81 out of 5 average rating, 435 reviews

Luxury penthouse, Gran Vía, with terrace, spa and views

Family- and pet-friendly home rentals

Top guest favorite

A private saltwater pool is framed by wooden decking and equipped with sun loungers. An umbrella provides shade beside the pool, while a light-colored house with large windows is visible in the background, surrounded by trees.

Chalet in Valdemorillo

5 out of 5 average rating, 23 reviews

Family Villa with Private Pool

Apartment in Ciudalcampo

4.95 out of 5 average rating, 111 reviews

Private Flat Lower Ground Floor at Casa Caliche

Top guest favorite

An aerial view captures a spacious mansion surrounded by lush greenery and hills. The infinity pool glistens in the sunlight, while the scenic landscape includes a nearby lake and village. The layout demonstrates the property's expansive outdoor areas and harmonious integration with nature.

Villa in El Tiemblo

5 out of 5 average rating, 23 reviews

Mansion with 5 bedrooms, Jacuzzi at 40° + Paddle tennis

A spacious two-story house is framed by lush greenery, featuring large windows and a welcoming porch. Comfortable seating and umbrellas provide shaded areas in the garden, while well-maintained lawns and landscaped plants enhance the outdoor environment.

Home in Ciudad Ducal

4.98 out of 5 average rating, 54 reviews

Villa in Luxury Gated Community

Apartment in San Sebastián de los Reyes

4.86 out of 5 average rating, 233 reviews

Luxury Loft. AirPort, 5 Pax.

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

4.9 out of 5 average rating, 119 reviews

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

A bright bedroom features two spacious beds placed against a rustic wooden wall. Each bed is adorned with white linens and colorful decorative pillows. A glass door opens to a small balcony, allowing natural light to fill the room.

Cottage in El Vellón

4.94 out of 5 average rating, 101 reviews

Esencia de Maryvan Rural House

Top guest favorite

A serene outdoor area features a swimming pool surrounded by lush greenery and well-maintained gardens. Sun loungers are positioned near the water, providing a peaceful spot for relaxation. A pathway leads through the garden, lined with tropical plants and trees.

Guest suite in Miraflores de la Sierra

4.9 out of 5 average rating, 145 reviews

The Gold fish house in Miraflores de la Sierra

Family-friendly home rentals with a pool

An inviting infinity pool is surrounded by lush greenery, offering stunning views of the landscape. A shaded area with seating is positioned beside the pool, enhancing the serene environment. The structure features a blend of stone and modern architecture, integrating beautifully with nature.

Home in Ávila‎

4.85 out of 5 average rating, 60 reviews

Spectacular views one hour from Madrid

A charming two-story house is set against a clear blue sky. Its exterior features a combination of stone and wood, with large windows and a balcony. Steps lead up to the entrance, and lush greenery surrounds the property, enhancing the natural setting.

4.95 out of 5 average rating, 64 reviews

Casa Pantano San Juan

The tranquil salt-water pool reflects the evening sky, complemented by the silhouette of the house in the background. The serene water creates a calm atmosphere as the sun sets, with clouds softly scattered across the horizon.

Cottage in Higuera de las Dueñas

4.94 out of 5 average rating, 70 reviews

Spectacular Private Estate with Views of Gredos

The chalet features a traditional stone facade with a terracotta tiled roof. A gated entrance is visible, surrounded by neatly landscaped greenery. The two-story structure is set against a clear blue sky, highlighting its inviting appearance.

Chalet in Calalberche

4.78 out of 5 average rating, 161 reviews

Villa Maribel, a 3-story chalet with a pool.

Cottage in El Espinar

4.96 out of 5 average rating, 156 reviews

The corner of your dreams.

Home in Cenicientos

4.86 out of 5 average rating, 149 reviews

House in the countryside to disconnect in Madrid. Animals

Home in La Estación

4.73 out of 5 average rating, 52 reviews

Country house with a pool and spectacular views

Home in Pelayos de la Presa

4.95 out of 5 average rating, 55 reviews

A cozy house that offers total privacy

Quick stats about vacation rentals that are family-friendly in Sierra Oeste

Total rentals
480 properties
Total number of reviews
11K reviews
Pet-friendly rentals
260 properties allow pets
Rentals with a pool
260 properties have a pool
Rentals with dedicated workspaces
250 properties have a dedicated workspace
Wifi availability
380 properties include access to wifi

Destinations to explore