
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.

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.

Casa Matallera - Mountain Retreat near Madrid
Beautiful house in Sierra de la Cabrera Guadarrama, 40 minutes from Madrid. Hiking, cycling, horse riding, leisure activities for families & a varied gastronomic offer. The loveliest municipal pool is just 10 km away. Very quiet area, ideal for disconnecting, resting, or working remotely. Large dining room, living room. Amazing fireplace and very well-equipped kitchen. Ideal for family gatherings, reduced weddings (30/40 pax) in spring and autumn (events subject to small extra payment to agree).

The corner of your dreams.
Isolation, peace, and enjoyment in its purest state. A unique experience, a magical feeling of having your own wooden house in the middle of the mountain. A 3000m2 private oak wood house (for you) within a community with 24-hour security, swimming pools, hiking trails, golf courses, horseback riding, restaurants, a supermarket, a lake with water activities, and a spa. Each season offers its possibilities, from its cozy fireplace to its barbecues, through a spring full of flowers.

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

Dreamy treehouse
Discover the magic of this charming wooden house, an oasis of tranquility surrounded by trees and nature. Its unique design integrates modernity with the natural environment. Here, you will wake up to the sound of birds and the breeze through the trees, enjoying a cozy and sophisticated atmosphere. A few meters away, you will find hiking trails that cross landscapes where you can see horses, bulls and the beauty of the countryside. Perfect for disconnecting and relaxing.

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.

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.

House in the countryside to disconnect in Madrid. Animals
Old rehabilitated guard house, 150 m2, with a hall, living room with fireplace, two bedrooms, two bathrooms and a kitchen. The house is part of a 4-hectare estate, with elements of an old farm: garden, woodshed, henhouse, dovecote, two waterwheels, laundry, old fruit trees, etc. Ideal for relaxing, 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 walking routes nearby.

A chalet with a pool and dreamy sunsets
Enjoy a special getaway in our cozy villa, 45 minutes from Madrid, in the private development Los Angeles de San Rafael (Segovia). A home with charm and modern design, with 3 bedrooms: 2 with a 1.50 bed and 1 with a double bed. It has 2 bathrooms, one en-suite with a dressing room. Everything is ready for you to live a few unique days. Private salt chlorination pool with thermal canvas, barbecue grill and air conditioning in all rooms for your maximum comfort.

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.

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.

San Juan Swamp Apartment
Newly renovated apartment in the first line of the swamp with magnificent views in private urbanization in the San Juan swamp, direct access to the swamp and its private beaches (just 3 minutes walk away). Access to ideal beaches for all kinds of activities...Kayaking, Padel Surfing, Water Skiing, Climbing, Boating, Fishing, etc. Private parking, super quiet area. Air conditioning, Netflix and fiber wifi It is habitat housing no tourist apartment.
Popular amenities for Sierra Oeste family-friendly rentals
Family-friendly home rentals with a hot tub

Detached villa 9 km from Ávila in a quiet area.

Odin's Rest. To real viking inn!

The Casita de El Montecillo

Loving Madrid Gran Vía. In the center!

Atocha Museums area. Bright and Big

The house in the woods

Casa Zúrich: swimming pool, jacuzzi and incredible views

vip LETRAS, by MONARO*****
Family- and pet-friendly home rentals

Family Villa with Private Pool

Beautiful villa with a garden, barbecue, and swimming pool

Golden Loft. Parking. AirPort 5 pax.

El Escorial House

On the front line of the San Juan Reservoir.

Los Nerios Country house with pool

Beautiful house with pool

Casita de la Ladera
Family-friendly home rentals with a pool

Casa Pantano San Juan

"El granado" country house

NidoGredos. The house. Eco-friendly designer cabin

Mansion with 5 bedrooms, Jacuzzi at 40° + Paddle tennis

Villa Prestige, barbecue and pool

Finca El Rivero

House next to the Pantano de Burguillo

Saint Bernard. Charming house in Robledo de Chavela
When is the best time to visit Sierra Oeste?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $257 SGD | $270 SGD | $266 SGD | $251 SGD | $259 SGD | $291 SGD | $296 SGD | $295 SGD | $268 SGD | $266 SGD | $276 SGD | $277 SGD |
| Avg. temp | 4°C | 5°C | 7°C | 10°C | 14°C | 19°C | 22°C | 21°C | 17°C | 12°C | 7°C | 5°C |
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 $25 SGD per night before taxes and fees

Verified guest reviews
Over 11,660 verified reviews to help you choose

Pet-friendly holiday rentals
Find 250 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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- Family-friendly rentals Madrid
- Family-friendly rentals Spain
- La Latina
- Santiago Bernabéu Stadium
- El Retiro Park
- Parque Warner Madrid
- Puy du Fou España
- Metropolitano Stadium
- Las Ventas Bullring
- WiZink Center
- Royal Palace of Madrid
- Museo Nacional del Prado
- Palacio Vistalegre
- Feria de Madrid
- Teatro Lope de Vega
- Faunia
- Ski resort Valdesqui
- Teatro Real
- Mercado De San Miguel
- Matadero Madrid
- Parque de Atracciones de Madrid
- Parque Warner Beach
- Aqueduct of Segovia
- Caja Mágica
- Complutense University of Madrid
- Parque Europa





