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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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Top guest favourite
A spacious loft area features a comfortable bed covered with a textured blanket, accompanied by soft lighting from wall sconces. A cozy seating arrangement includes a light-colored sofa and a small coffee table, with a decorative plant adding a touch of greenery to the setting.
Guest suite in Moralzarzal
5 out of 5 average rating, 180 reviews

"El Nido" loft, private garden, barbecue, swimming pool

Loft para alquiler de uso temporal, junto al Parque Nacional Sierra del Guadarrama. Situado en la planta baja de nuestra vivienda independiente. Dispone de cocina equipada, wifi por fibra (600 Mb), Smart TV, salón-dormitorio, climatización por bomba de calor, chimenea, jardín y barbacoa. Piscina compartida con los propietarios y otro alojamiento temporal para dos personas. A 45 km de Madrid, con excelente acceso en coche y autobús. Próximo a supermercados, hospital, colegios y servicios.

Superhost
Home in San Martín de Valdeiglesias
4.88 out of 5 average rating, 149 reviews

Triplex Romántico con Jacuzzi + Hilo Musical

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
A cozy sleeping area showcases a white bed adorned with decorative pillows in various patterns. Soft light filters through a sheer curtain above the bed. A small bedside lamp and a bookshelf filled with books are positioned nearby, adding functional charm to the space.
Guest house in Retiro
4.83 out of 5 average rating, 374 reviews

Guesthouse - Pacific - Airport Express

Independent room on the ground floor with an exterior window at street level. It has a kitchenette and a private bathroom. This space is not shared. The entrance and exit are shared in the hall. This is not a tourist rental. It is rented temporarily for work, teaching, or leisure purposes. Conveniently located in a well-connected area, close to supermarkets, restaurants, and shops. It is close to museums, El Buen Retiro Park, Atocha Station, and the 203 Airport Express bus.

Top guest favourite
An open-plan living area is illuminated by recessed lighting and natural light from the sliding doors. Wooden beams and columns add character to the space, which includes a cozy seating arrangement with a sofa and armchair, a dining area with wooden chairs, and a fully equipped kitchen in the background.
Flat in Madrid
4.89 out of 5 average rating, 128 reviews

Spacious open-plan designer basement flat.

Designer flat, located in the La Latina neighbourhood, is a 160 m2 underground gem that can accommodate up to 4 people. With 2 elegant bedrooms and a separate office with an additional sofa bed. Although it is a ground floor apartment, its refurbished and modern interior surprises with its open and airy style. Please note that light is limited due to its location and you will not find balconies or large windows. Enjoy TV via Chromecast. Bed linen and towels are provided.

Guest favourite
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, 168 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.

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, 411 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, 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, 188 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.

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, 111 reviews

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.

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.
Guest house 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

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
4.79 out of 5 average rating, 295 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.

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, 281 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$211 SGD$212 SGD$229 SGD$253 SGD$262 SGD$294 SGD$300 SGD$298 SGD$271 SGD$235 SGD$220 SGD$240 SGD
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 $13 SGD 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!

Destinations to explore

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