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Family-friendly holiday 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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Guest favourite
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
4.91 out of 5 average rating, 106 reviews

Casa Salamandra. With swimming pool, next to the swamp

A privileged environment, surrounded by pine trees next to a marsh, located between three of the most representative cities in Spain: Toledo, Avila and Madrid. Very interesting design house in the shape of an A, with lots 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 Martin de Valdeiglesias (where all kinds of services are available). Ability to carry out diversity of water activities.

Top guest favourite
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, 104 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.

Guest favourite
An inviting suite is showcased with a spacious bed positioned against a slanted ceiling. Soft lighting accentuates the textured wall and wooden jacuzzi area, emphasizing a relaxing atmosphere. A neutral colour palette enhances the sense of serenity throughout the room.
Home in San Martín de Valdeiglesias
4.9 out of 5 average rating, 128 reviews

Romantic triplex with Jacuzzi + Musical Wire

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.

Guest favourite
The image depicts a rustic orange house surrounded by tall pine trees and a rocky wall. A green gate provides access to the property. Rolling hills are visible in the background under a clear blue sky, showcasing the natural landscape.
Home in Cenicientos
4.86 out of 5 average rating, 154 reviews

House in the countryside to disconnect in Madrid. Animals

Former renovated guardhouse, of 150 m2 useful, with hall, living room with fireplace, two bedrooms, two bathrooms and kitchen. The house is part of a farm of 4 hectares, with elements of an old farm: vegetable garden, woodshed, chicken coop, dovecote, two norias, laundry, old fruit trees, etc. Ideal for resting, celebrating or enjoying stays with children, who can learn and participate in the tasks of caring for the animals and the farm. There are several routes to walk around.

Guest favourite
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, 264 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.

Superhost
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
4.85 out of 5 average rating, 185 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 haystack totally rehabilitated 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, horseback riding or donkey, mushroom picking. Ideal for romantic getaways, relaxing or enjoying as a family.

Guest favourite
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
4.94 out of 5 average rating, 132 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.

Superhost
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, 158 reviews

I House for couples with a Jacuzzi

Disconnect in this unique and relaxing place next to the Pantano de San Juan. Fully equipped. Canadian wooden house with air conditioning and heating. It consists of a living-dining room, bedroom area, kitchen, bathroom, and a living room with a Jacuzzi. Ideal for couples. You can use the pool in the assigned summer season. Access is shared with the main house. You have your own private garden area. Parking next to the house. Chill out terrace with mountain views.

Guest favourite
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, 399 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.

Guest favourite
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.
Flat in San Martín de Valdeiglesias
4.87 out of 5 average rating, 156 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.

Superhost
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
4.84 out of 5 average rating, 216 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

Guest favourite
A spacious room features a large bed paired with a patterned bedspread, complemented by bedside tables and lamps. A small sofa sits nearby, enhancing the cozy feel of the space. A refrigerator is positioned against the wall, and natural light enters through the sloped ceiling.
Flat in Navalcarnero
4.78 out of 5 average rating, 286 reviews

Pilar's attic

Our attic is perfect for anyone who wants to escape the hustle and bustle of the city. It is located in a very quiet village, making it ideal for relaxing with your partner, or to establish a place from which to visit everything that Madrid offers. Warner Park, Xanadu's indoor snow track, Safari Madrid, Casa de Campo Zoo, Toledo, Aldea del Fresno beaches, and much more, are what you can visit from our accommodation. We hope you come and enjoy it.

Popular amenities for Sierra Oeste family-friendly rentals

When is the best time to visit Sierra Oeste?

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Avg. price$214 SGD$215 SGD$232 SGD$256 SGD$266 SGD$298 SGD$303 SGD$302 SGD$275 SGD$238 SGD$223 SGD$243 SGD
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Quick stats about holiday rentals that are family-friendly in Sierra Oeste

  • Total holiday rentals

    Explore 450 holiday rentals in Sierra Oeste

  • Nightly prices starting at

    Sierra Oeste holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 11,180 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 240 rentals that welcome pets

  • Holiday rentals with a pool

    250 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    360 of Sierra Oeste holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Sierra Oeste rentals

  • 4.8 Average rating

    Sierra Oeste stays are highly rated by guests – averaging 4.8 out of 5!

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