Holiday houses in Alto del León

Apartment in San Lorenzo de El Escorial

4.95 out of 5 average rating, 79 reviews

A stone's throw from the Monastery

"Casa Florida": old refurbished apartment in the heart of San Lorenzo de El Escorial. Unbeatable location in a century-old house that combines unique views, tranquility, and immersion in the local atmosphere. Next to the Plaza del Ayuntamiento, less than a 5-minute walk from the Monastery and bars, restaurants, and shops. Health center, supermarkets, taxis, and buses at your fingertips. Very close to the Herrería Forest and the Abantos Mountain pine forest, with wonderful walking or biking trails.

4.95 out of 5 average rating, 151 reviews

Cottage in El Espinar

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.

4.83 out of 5 average rating, 179 reviews

Home in Collado Mediano

Grandma Pilar's little house

Fully renovated detached house at the entrance of the village and very close to the square. Located very close to Cerro del Castillo, hiking lovers will be able to access in a few minutes on foot to the trails that lead to the Cobañera and the Navacerrada reservoir. Also very close to Cerro del Telégrafo whose paths lead to Becerril de la Sierra or Moralzarzal. It is also perfect for mountain biking lovers for its countless possibilities in a unique environment.

4.85 out of 5 average rating, 213 reviews

Guest suite in El Boalo

Cozy place in El Boalo

A private room with a 180x200 double bed and a full bathroom. It has a separate entrance. It has a fridge, a microwave and a capsule coffee machine. Located in the heart of the Sierra de Guadarrama with direct access to La Pedriza. Perfect for enjoying nature and the mountains, as well as outdoor sports, horse riding, climbing, hiking... Guides: Restaurants: https://abnb.me/n3RaHOLDimb El Boalo: https://abnb.me/oUk0Mf3Dimb Nature: https://abnb.me/tJljHiUDimb

4.91 out of 5 average rating, 32 reviews

Home in Madrid

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 among 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 to get away and relax.

4.84 out of 5 average rating, 98 reviews

Condo in Guadarrama

Apartment with views and a swimming pool.

Bright apartment on third floor with elevator, newly renovated with a lot of love where you can enjoy nature and surroundings. The apartment is located in a quiet development with a pool, landscaped areas, playgrounds, basketball courts and soccer. From the same development there are beautiful paths to walk or bike through which to walk or ride bikes. Downtown is a 10-15 minute walk away. The closest bus stop is 5 min and 35 min by car from downtown Madrid.

4.98 out of 5 average rating, 80 reviews

Chalet in Segovia

A chalet with a pool and dreamy sunsets

Pool open from March 7th. Enjoy our new villa, 45 minutes from Madrid in the private development of Los Ángeles de San Rafael in SEGOVIA. A modern and innovative design featuring 3 bedrooms, 2 with a 1.50 cm bed and 1 with a double bed, 2 bathrooms, 1 of them en suite with a dressing room. It is fully equipped to enjoy your vacation. It has a private saltwater pool with thermal canvas, a barbecue grill, and an air conditioning system in all the bedrooms

4.94 out of 5 average rating, 209 reviews

Cottage in Los Molinos

The Casita de El Montecillo

Charming and fully equipped mountain house. Located in a unique natural setting: a private 65-hectare estate full of holm oaks, with a lake and a hermitage, perfect for walking, hiking in the mountains... You will be in the middle of the Sierra de Guadarrama, surrounded by mountains and nature. The perfect place for a romantic weekend, with a fireplace and jacuzzi for two. Perfect for coming with children. NO PETS ALLOWED. NO SMOKING ALLOWED.

Guesthouse in Manzanares el Real

4.92 out of 5 average rating, 102 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 suite in Moralzarzal

5 out of 5 average rating, 166 reviews

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

Temporary loft, next to Sierra del Guadarrama National Park, in a natural setting. On the ground floor of our home, independent, with full kitchen, wifi, fiber 600 MB, Smart TV, living room and bedroom, fireplace, garden and barbecue. Pool shared with the owners and another place for two people. 45 km from Madrid capital, very good communication by car and bus. Close to supermarkets, hospital, schools, bus stop and all kinds of services.

4.96 out of 5 average rating, 51 reviews

Chalet in El Espinar

A nice chalet with an indoor fireplace and views.

CASA TOMILLAR is nestled in a privileged location, a few hundred meters from the mountain and in a very quiet urban area where silence and rest prevail. Just 30 minutes by road from three very important cities, Segovia, Ávila and Madrid. Distributed over three floors, with four bedrooms, a spacious living room, full kitchen, three bathrooms or a toilet, gym, ping pong, foosball, parking and porch with garden area.

4.92 out of 5 average rating, 110 reviews

Cabin in Ávila‎

Casa Otea

Cabañita in the Sierra de Guadarrama natural Park. (Peguerinos) 🏡 Disconnection and beautiful views 📍 One hour from Madrid 🐶 Welcome Casa Otea is in a prime location, atop a mountain looking out across a protected setting. The perfect setting to disconnect and appreciate the landscape from a designer tiny house where you will have all kinds of amenities that take you to enjoy the best slow stay.

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Other great holiday rentals in Alto del León

4.68 out of 5 average rating, 152 reviews

Chalet in Madrid

Accommodation with a year-round pool

German y VeroRating, 5 stars2 weeks ago

Simply perfect! The stay at Inmaculada's house was amazing. The spacious, comfortable and very clean house is located in a residential area where peace and quiet prevail. Located about 10 minutes walk (taking a walk around the area) from the center of the village where we find all kinds of services. One night we didn't feel like going out and we ordered dinner from Glovo, which goes that far! The best of all is the garden where we have been able to enjoy long baths in the pool, we have barbecued and had breakfast under the shade of a fig tree. We will definitely be back soon! Last but not least, we highlight the kindness and hospitality of the immaculate hostess, we were pleased to meet her. We recommend it for a family stay.

4.81 out of 5 average rating, 26 reviews

Townhouse in Los Molinos

La Sierra I by SkyKey

JessicaRating, 5 stars3 months ago

An incredible stay at this beautiful property in Los Molinos! From the moment I booked, Gina and Gunter were absolutely outstanding hosts—extremely professional, incredibly attentive, and always quick to respond to any questions or needs. Their warm hospitality made the entire experience seamless and stress-free. The property itself is stunning—peaceful, well-maintained, and thoughtfully equipped with everything you could possibly need for a comfortable stay. Whether you're looking to relax and unwind or explore the charming surroundings, this place is a perfect home base. I truly appreciated the care and attention to detail Gina and Gunter put into everything. It’s clear they take great pride in making sure their guests have a five-star experience. I wouldn’t hesitate to return and highly recommend this wonderful spot to anyone visiting Los Molinos!

4.93 out of 5 average rating, 43 reviews

Home in Alpedrete

Villa Monika

AaronRating, 5 stars1 week ago

The house is brilliant with everything you need, bbq, pool and lots of indoor and outdoor space. Monika was always attentive and provided recommendations and guidance on travel Alpedrete has a great centre with shops, cafes and food. I would be returning again. Thank you so much Monika. The house was fantastic

4.94 out of 5 average rating, 18 reviews

Home in Cercedilla

Casita de montaña - Alalinde

JordanRating, 5 stars2 months ago

The house is very comfortable and cozy, perfect to relax in after hiking. Easy access to trails from the house. Would definitely stay again!