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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, 112 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 Martín de Valdeiglesias (where all kinds of services are available). Possibility of carrying out a variety of aquatic 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, 114 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
4.88 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.

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, 229 reviews

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

Guest favourite
A rustic wooden stairway leads to a cozy area featuring a modern kitchen and a heated pool. A large screen displays a calming fireplace, enhancing the relaxed ambiance. Soft lighting from candles illuminates the space, highlighting the textured stone walls and wooden accents.
Tiny home in Burgohondo
4.93 out of 5 average rating, 134 reviews

My Grandmother's Little House

In a picturesque village in the Alberche Valley, at the foot of the Sierra de Gredos, La Casita de Mi Abuela is the ideal getaway for couples. Cozy and unique, it has a heated pool with hydromassage inside, perfect for relaxing and enjoying. Surrounded by hiking trails and near the Alberche River, where you can cool off in summer, this house combines rural charm with modern comfort. A special place to disconnect and experience an unforgettable getaway as a couple.

Superhost
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, 415 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
4.87 out of 5 average rating, 167 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
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, 190 reviews

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.

Superhost
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, 105 reviews

Modern house in the center of the town.

Enjoy one of the most beautiful villages in Ávila, very well located to visit Madrid, Ávila, Segovia and Toledo less than an hour away. A village where you can stroll through very natural surroundings, enjoy the municipal pool, undoubtedly the best in Ávila. Independent and modern home 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
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
4.9 out of 5 average rating, 107 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

Top Guest favourite
A bright and airy space is depicted, featuring a single bed with a simple wooden frame. The room includes a partition leading to a modern bathroom with serene color tones. Natural light filters through a window adorned with light curtains.
Guesthouse in Manzanares el Real
4.93 out of 5 average rating, 119 reviews

At the foot of the mountains - Cozy little house - Gingko

Cozy little house at the foot of the mountains. Relax alone, as a couple, or in a group or with the whole family at this peaceful place to stay! Enjoy the fresh air, the sounds of nature, and many possibilities right nearby for walking, cycling, or birdwatching in a wonderful environment. It has a terrace, an 800 m2 garden, outdoor tables and chairs, and a 30m zip line. If the weather is good, there is a pool from June to October. Enjoy!

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, 288 reviews

Ecological cabin with Jacuzzi

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

When is the best time to visit Sierra Oeste?

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Avg. price$276 NZD$278 NZD$300 NZD$332 NZD$344 NZD$386 NZD$392 NZD$391 NZD$355 NZD$352 NZD$366 NZD$367 NZD
Avg. temp4°C5°C7°C10°C14°C19°C22°C21°C17°C12°C7°C5°C

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

  • Total holiday rentals

    Explore 440 holiday rentals in Sierra Oeste

  • Nightly prices starting at

    Sierra Oeste holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 11,560 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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