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 favorite

Condo in Cercedilla

4.89 out of 5 average rating, 149 reviews

Vistas de la Sierra de Madrid. Mountains & views.

Mi casa en Cercedilla es parte de un complejo "El Tomillar" y ofrece unas vistas espectaculares de las montañas de la Sierra de Madrid. Durante todo el año podrá realizar senderismo. Hay justo en la parte trasera del edificio de apartamentos un sendero que sube la montaña que sigue un antiguo camino romano. En verano, desde las dos últimas semanas de junio hasta primera semana de septiembre se puede disfrutar de una piscina de tamaño olímpico con un salvavidas en el lugar y espacios ajardinados.

Jan 15 – 22

G$19,724 GYD per night

Guest favorite

Chalet in Manzanares el Real

4.88 out of 5 average rating, 308 reviews

Detached house on the mountain

Charming detached house with charm at the foot of La Pedriza. Beautiful garden to enjoy the singing of the birds and the tranquility that the environment offers. Built in harmony with the very stones that nature gives us. Ideal para relajarse Charming relaxing little house very close to the mountains. There is a beautiful garden where you will enjoy while hearing the birds singing and the relaxing atmosfere. It is built harmoniosuly within the nature of the surrounding enviroment.

Apr 10 – 17

G$14,087 GYD per night

Guest favorite

Townhouse in San Martín de Valdeiglesias

4.8 out of 5 average rating, 215 reviews

Fireplace+BBQ+Comfort+Nature+WiFi

-When booking two nights on the weekend, we could check in on Friday at 4:00 pm and leave on Sunday at 8:00 pm. -Relax in the heart of nature. Two floors joined by the exterior. Patio with BBQ. Urbanization with garden and pool(summer). Free air conditioning, heating, WiFi and parking. 10 minutes walk from the San Juan Swamp. Living room with fireplace, full kitchen, 2 bathrooms with shower, 2 bedrooms, and 1 separate dining/bedroom. One-night reservations come with a surcharge

Oct 29 – Nov 5

G$37,769 GYD per night

Guest favorite

Cottage in El Espinar

4.96 out of 5 average rating, 124 reviews

The corner of your Dreams.

Isolation, peace, and pure enjoyment A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. Wooden house in private oak (for you) of 3000m2 inside an urban with 24h security, swimming pools, hiking trails, golf courses, horse riding, restaurants, supermarket, lake with water activities and spa. Each season offers its possibilities,from its cozy fireplace to its barbecues, passing through a spring full of flowers.

Dec 15 – 22

G$39,952 GYD per night

Guest favorite

Cottage in Miraflores de la Sierra

4.91 out of 5 average rating, 250 reviews

Amazing garden and charming villa in the mountains

A beautiful renovated house from the 60s on a large 1500m plot with a private pool and large trees. Tranquility and privacy in the heart of the forest in one of the most beautiful villages in the Sierra de Madrid. You can walk for days through the forests and mountains of Guadarrama National Park from your doorstep. Great for two families to share. Totally charmingly equipped. Fireplace, BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

Oct 4 – 11

G$46,778 GYD per night

Guest favorite

Cottage in Los Molinos

4.94 out of 5 average rating, 185 reviews

La Casita de El Montecillo

Charming and fully equipped mountain cottage. Located in a unique natural environment: a private estate of 65 Ha full of oaks, with a lake and a hermitage, perfect for walks, hiking in the mountains... You will be in the heart of the mountains of Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and a jacuzzi for two people. Perfect for children. NO PETS ALLOWED. NO SMOKING ALLOWED.

Jun 27 – Jul 4

G$29,557 GYD per night

Guest favorite

Home in Collado Mediano

4.84 out of 5 average rating, 146 reviews

La casita de la abuela Pilar

Independent house completely renovated at the entrance of the village and very close to the square. Located very close to Cerro del Castillo, hikers can walk to the trails leading to the Cobañera and the Navacerrada reservoir in a few minutes. Also very close to Cerro del Telégrafo whose roads lead to Becerril de la Sierra or Moralzarzal. It is also perfect for mountain bike lovers for its countless possibilities in a unique environment.

Dec 11 – 18

G$19,395 GYD per night

Guest favorite

Apartment in Ávila

4.96 out of 5 average rating, 302 reviews

Tourist apartment cathedral Ávila

EXTERIOR FLOORING, VERY BRIGHT, IN 1909 BUILDING, BOTH COMPLETELY RENOVATED. IN THE HISTORIC CENTRE OF ÁVILA, A WORLD HERITAGE SITE, OVERLOOKING THE CATHEDRAL AND WITHIN THE SURROUNDINGS OF THE WALL AND THE MAIN MONUMENTS, PALACES, OFFICIAL CENTERS, RESTAURANTS AND BARS TYPICAL OF THE CITY'S TAPAS. ATTENTION AND COURTESY DETAILS. POSSIBILITY OF PARKING IN PUBLIC PARKING arranged. (Check availability and pricing.)

Sep 15 – 22

G$25,520 GYD per night

Guest favorite

Apartment in Ávila

4.96 out of 5 average rating, 225 reviews

Albatros (wifi and garage)

The accommodation "ALBATROS" is located in the historic and monumental center of Avila, next to the Basilica of San Vicente and Muralla. The house, part of a modern building, is completely renovated, has good views and is very, very bright. Very few meters from the most interesting monuments to visit and the most popular leisure and restaurant area in the city. Definitely a good choice to enjoy a pleasant stay in Avila.

Oct 4 – 11

G$19,695 GYD per night

Guest favorite

Apartment in Las Rozas

4.92 out of 5 average rating, 131 reviews

Small apartment well located with parking

A newly renovated apartment, well located and very comfortable with capacity for 4 people. Perfect for couples, business trips or work We are a marriage and we are very comfortable. . It is a quiet area with the possibility of many nearby excursions (Madrid is 20 minutes away, Segovia is 50 minutes away, El Escorial is 25 minutes away , Ávila, Cercedilla, Navacerrada, Toledo, etc...)

May 5 – 12

G$20,938 GYD per night

Superhost

Loft in San Lorenzo de El Escorial

4.84 out of 5 average rating, 143 reviews

Room-Loft an EXCLUSIVE PLACE

A room-LOFT, with all the amenities. Very quiet to rest. Perfect location to enjoy the countryside and with all the amenities nearby and not far from downtown. The beds are comfortable and very spacious. Come and meet him you will love it.

Mar 8 – 15

G$15,388 GYD per night

Guest favorite

Home in El Escorial

4.87 out of 5 average rating, 103 reviews

El Escorial House

House in the quiet residential area of El Escorial. You'll love my place because of the nice own garden and paths around the house and how close El Escorial Monastery. My accommodation is good for families with children, pets, and groups.

Aug 27 – Sep 3

G$98,120 GYD per night