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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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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, 109 reviews

Casa Salamandra. With pool, by 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.

Guest favourite
A balcony features a small table and chairs, with a view overlooking the Monastery. The warm sunlight adds brightness to the scene, while a potted plant enhances the inviting setting. The balcony doors open to the outdoors, creating a seamless connection with the view.
Apartment in San Lorenzo de El Escorial
4.92 out of 5 average rating, 103 reviews

A stone's throw from the Monastery

"Casa Florida": old refurbished apartment in the heart of San Lorenzo de El Escorial. Unbeatable location in a century-old house that combines unique views, tranquility, and immersion in the local atmosphere. Next to the Plaza del Ayuntamiento, less than a 5-minute walk from the Monastery and bars, restaurants, and shops. Health center, supermarkets, taxis, and buses at your fingertips. Very close to the Herrería Forest and the Abantos Mountain pine forest, with wonderful walking or biking trails.

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, 105 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
Home in San Martín de Valdeiglesias
4.9 out of 5 average rating, 134 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.

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

A rehabilitated old guard house of 150 m2, with a hall, living room with fireplace, two bedrooms, two bathrooms and kitchen. The house is part of a 4 ha estate, with elements of an old farm: orchard, woodshed, chicken coop, pigeon house, two Ferris wheels, laundry room, old fruit trees, etc. Ideal for resting, celebrating or enjoying stays with children, who can learn and participate in the tasks of caring for animals and the farm. There are several walking routes around.

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, 186 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.

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 homes in Pelayos de la Presa
4.92 out of 5 average rating, 160 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
4.8 out of 5 average rating, 405 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.
Apartment in San Martín de Valdeiglesias
4.86 out of 5 average rating, 160 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.

Guest favourite
A modern kitchen space features a combination of light-colored cabinetry and a textured backsplash. Appliances include a refrigerator, washing machine, oven, and microwave. A dining area with sleek chairs is positioned near a central island, providing ample workspace and clean lines.
Apartment in San Lorenzo de El Escorial
4.81 out of 5 average rating, 100 reviews

A beautiful apartment with a lot of charm

Our beautiful apartment is located just 300 meters from the Monastery of San Lorenzo de El Escorial It is a farm of more than 100 years with a lot of charm. You will have everything at hand, restaurants, bars, market, health center, pharmacies, university, bus station,... You will be able to move without problems on foot walking through the streets of this beautiful municipality and at the same time rest in a newly renovated apartment, central and very quiet.

Guest favourite
A modern living area features a sleek white cabinet and a flat-screen television mounted above. The room is accented by a stylish table adorned with decorative items. Soft curtains in shades of black and white frame a window, enhancing the contemporary design.
Home in El Hoyo de Pinares
4.88 out of 5 average rating, 100 reviews

Modern house in the center of the town.

Enjoy one of the most beautiful villages in Avila, very well located for visiting Madrid, Avila, Segovia and Toledo less than an hour away. Village where you can walk through very natural environments, enjoy the municipal pool undoubtedly the best in Ávila. Independent and modern house with all amenities, heating, air conditioning, blinds and awnings. With two floors and large balconies. Enjoy hiking, local cuisine, wines and tapas in a beautiful village.

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.
Apartment in Navalcarnero
4.78 out of 5 average rating, 288 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$227 CAD$228 CAD$246 CAD$273 CAD$282 CAD$317 CAD$323 CAD$321 CAD$292 CAD$253 CAD$237 CAD$259 CAD
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Quick stats about vacation rentals that are family-friendly in Sierra Oeste

  • Total vacation rentals

    Explore 450 vacation rentals in Sierra Oeste

  • Nightly prices starting at

    Sierra Oeste vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 11,180 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 240 rentals that welcome pets

  • Vacation rentals with a pool

    250 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    360 of Sierra Oeste vacation 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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