
Family-friendly holiday rentals in Sierra Oeste
Find and book unique family-friendly homes on Airbnb
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 $34 NZD per night before taxes and fees

Verified guest reviews
Over 11,650 verified reviews to help you choose

Pet-friendly accommodation
Find 240 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
350 of Sierra Oeste holiday rentals include Wi-Fi 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!
Top-rated family-friendly rentals in Sierra Oeste
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Apartamentos de Carmen, Apartment with a bed...
Everything to disconnect from the routine, Apartamento Paraíso San Juan is unique and very relaxing. Great for couples. A private room with a 150 cms bed. Self check-in: Access the home with the smart lock. Living room: sofa bed, Smart tv and decorative electric fireplace. Kitchen: In vitro, refrigerator and micro. Red wifi apta para lavoro. It has a terrace with dining area and sofa-banco chill out with views. Pets max.8kg. The renovation has created a very natural and welcoming atmosphere. The grille, wood with the beta view, and the vaporous textiles reinforce this feeling of serenity and “Slow Life”. Apartment that complies with current legislation registered in the Register of Tourist Companies of the Region of Madrid with. What this place offers Panoramic views lake view mountain view view of the park Wi-Fi. area for work kitchen bedding basics TV heating refrigerator patio or balcony outdoor dining room coffee. There is even a Cala Nudista near the Senda del Yelmo for those who prefer a freer bath. Although the San Juan swamp area is known for its incredible wine (after all, we are in a wine region), the expansive food scene of the Sierra West is so enthusiastic to visit. Heir to a great wine tradition that dates back to the 12th century and appears in the literary texts of Jorge Manrique, Tirso de Molina or Cervantes. If you are an adventurous person, athlete, or just like to have fun, in this little paradise you will find all kinds of activities that will surprise you and make you spend an unforgettable day. The best known are the Canto del Guarro path, where wild boars and rabbits live, with numerous oaks, olive groves, pines and vineyards, where in autumn they often abound. The path of the 14 km Cerro de Valdenoches is very interesting from an environmental point of view. The abandoned road in Pelayos de la Presa, 13 km., comfortable and with little unevenness. There are amazing tours in San Martín de Valdeiglesias, but it's not always easy to know where to go. Climbs, descadas, linear… These bike routes are very varied. We know there are many cycling lovers, so we have reviewed our collection of MTB Routes in San Martín de Valdeiglesias to select the best. For the little and not so small… These places are perfect for letting go of adrenaline, laughing and having a blast. Once you try that feeling, you'll be looking forward to coming back! Animal lovers and nature lovers, this is your place. Here you will find different locations where you can enjoy incredible horseback riding. These majestic and incredible animals have the ability to calm and improve social skills, confidence, security, self-esteem, and manage stress, among many others. Equinotherapy helps overcome fears and who doesn't want to beat their own? Sailing enthusiast or just want to spend an amazing day with yours? Either way, we show you different marinas in which you will find the option to enjoy sailing lessons, boat rentals and routes, among others.
FamilyKitchenOutdoor spaces
4.95 out of 5 average rating, 105 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.
Indoor spacesKitchenParking
4.92 out of 5 average rating, 122 reviews
Nature in the San Juan swamp
In the middle of nature, surrounded by pine trees and 200 meters from the Bungalows beach. First floor: living room with terrace with wonderful views of the pine forest and the surroundings of the swamp. Double bedroom, bedroom with two beds, bathroom and kitchen. Ground floor: large multifunctional living room with bar, ping pong, billiards, dartboard and an apartment with two beds. A place that invites you to relax with the possibility of doing nautical and multi-adventure activities in the swamp area.
FamilyKitchenPets
4.79 out of 5 average rating, 110 reviews
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.
Indoor spacesFamilyWi-Fi
4.96 out of 5 average rating, 170 reviews
Family Villa with Private Pool
Escape to the country! Rest and relax just 45 minutes from Madrid by car. A spacious and comfortable house located in a quiet setting with a private pool. Ideal for a child-friendly vacation: Children's Park and Tree House. Ideal for inviting friends and family: barbecue and outdoor dining. Popular destination for hikers. Explore the surroundings of El Escorial and the Sierra de Guadarrama, Ávila, Segovia and San Ildefonso. Aquopolis Water Park is just a 15-minute drive away.
KitchenFamilyLocation
5.0 out of 5 average rating, 37 reviews
Saint Bernard. Charming house in Robledo de Chavela
Spectacular villa with a unique charm and in a setting of great beauty in Robledo de Chavela. The country house, over 300 m2. 6 independent rooms: 5 bedrooms and the large living room with a sofa bed (and extra beds). Fully-equipped kitchen The 2,000 m2 plot is flat and comfortable, with wide and spectacular views of the mountains. You can visit San Lorenzo de El Escorial, Madrid, Segovia, Ávila and Toledo, Sierra de Guadarrama National Park, Sierra de Gredos, Pantano San Juan
FamilyIndoor spacesQuiet
4.97 out of 5 average rating, 59 reviews
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.
FamilyIndoor spacesParking
4.91 out of 5 average rating, 161 reviews
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.
KitchenIndoor spacesCheck-in
4.86 out of 5 average rating, 166 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, gas BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more
FamilyIndoor spacesAccess
4.91 out of 5 average rating, 324 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.
FamilyKitchenGetting around
4.97 out of 5 average rating, 128 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
FamilyIndoor spacesCheckout
4.9 out of 5 average rating, 115 reviews
Mountain Views with Panoramic Terrace
Less than an hour from Madrid, escape the city's noise and reconnect with the essence of nature. A haven where you can enjoy breathtaking sunsets, breakfasts with endless views, and dinners under the stars, with the absolute privacy that only a detached house can offer. Here, luxury isn't about sophistication, but about silence, fresh air, and a terrace that seems to float above the Sierra de Gredos mountains.
Indoor spacesKitchenBathroom
4.98 out of 5 average rating, 123 reviewsPopular amenities for Sierra Oeste family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic triplex with a private jacuzzi and terrace
Indoor spacesFamilyPets
4.88 out of 5 average rating, 171 reviews
Dreamy treehouse
Indoor spacesFamilyCleanliness
4.94 out of 5 average rating, 136 reviews
My Grandmother's Little House
FamilyIndoor spacesLocation
4.95 out of 5 average rating, 196 reviews
The Casita de El Montecillo
Indoor spacesFamilyCheck-in
4.93 out of 5 average rating, 250 reviews
A detached villa 9 km from Ávila in a quiet area
Indoor spacesKitchenHeating
4.83 out of 5 average rating, 248 reviews
Odin's Rest. To real viking inn!
Indoor spacesFamilyView
4.94 out of 5 average rating, 139 reviews
MaderaVieja - Jacuzzi & Pool
FamilyKitchenAmenities
4.86 out of 5 average rating, 148 reviews
CASA RURAL CHOCOLATE HOUSE ROMANTIC GETAWAY
KitchenIndoor spacesQuiet
4.92 out of 5 average rating, 141 reviewsFamily- and pet-friendly home rentals

Fireplace + Barbecue + Comfort + Nature + WiFi
KitchenFamilyGetting around
4.83 out of 5 average rating, 279 reviews
Casa de Campo El Encinar-Pool, Paddle Tennis, Barbecue
FamilyKitchenPets
4.9 out of 5 average rating, 134 reviews
La Casita de Noe, overlooking the reservoir.
FamilyKitchenHiking
4.78 out of 5 average rating, 58 reviews
Old renovated chalet. "El Mirador"
KitchenFamilyHospitality
5.0 out of 5 average rating, 12 reviews
Charming little house in nature
Indoor spacesFamilyHiking
4.95 out of 5 average rating, 63 reviews
Charming house 1 hour from Madrid
Indoor spacesKitchenAmenities
4.91 out of 5 average rating, 55 reviews
Lovely place with a pool in summer
KitchenIndoor spacesPets
4.85 out of 5 average rating, 71 reviews
Villa in Luxury Gated Community
KitchenIndoor spacesHeating
4.98 out of 5 average rating, 59 reviewsFamily-friendly home rentals with a pool

Ethnic Penthouse Apartment
FamilyIndoor spacesAir conditioning
4.9 out of 5 average rating, 456 reviews
Little House in San Juan Swamp
Indoor spacesFamilyAccuracy
4.97 out of 5 average rating, 34 reviews
Casa Pantano San Juan
FamilyKitchenAccuracy
4.95 out of 5 average rating, 85 reviews
House next to the Pantano de Burguillo
Indoor spacesFamilyAccuracy
5.0 out of 5 average rating, 43 reviews
Spectacular views one hour from Madrid
KitchenFamilyTV
4.86 out of 5 average rating, 84 reviews
La osa and el madroño, Robledo de Chavela country house
Indoor spacesKitchenDecor
4.88 out of 5 average rating, 85 reviews
Cozy villa with garden ideal to disconnect.
FamilyIndoor spacesBathroom
5.0 out of 5 average rating, 15 reviews
Mauri Rural House ****
FamilyIndoor spacesSkiing
4.86 out of 5 average rating, 63 reviewsWhen is the best time to visit Sierra Oeste?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $343 NZD | $360 NZD | $355 NZD | $375 NZD | $375 NZD | $411 NZD | $395 NZD | $394 NZD | $358 NZD | $355 NZD | $368 NZD | $370 NZD |
| 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 |
Destinations to explore
- Guesthouse rentals Sierra Oeste
- Chalet rentals Sierra Oeste
- Rentals with breakfast Sierra Oeste
- Waterfront rentals Sierra Oeste
- Rentals with lake access Sierra Oeste
- Pet-friendly rentals Sierra Oeste
- Rentals with pools Sierra Oeste
- Beachfront rentals Sierra Oeste
- Condo rentals Sierra Oeste
- Apartment rentals Sierra Oeste
- Villa rentals Sierra Oeste
- Rentals with a hot tub Sierra Oeste
- Rentals with beach access Sierra Oeste
- House rentals Sierra Oeste
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- Hotel rooms Sierra Oeste
- Family-friendly rentals Madrid
- Family-friendly rentals Spain
- Santiago Bernabéu Stadium
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