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Vacation rentals in Guadarrama

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Top-rated vacation rentals in Guadarrama

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
A balcony features a small table and chairs, with a view overlooking the Monastery. The warm sunlight adds brightness to the scene, while a potted plant enhances the inviting setting. The balcony doors open to the outdoors, creating a seamless connection with the view.
Apartment in San Lorenzo de El Escorial
4.92 out of 5 average rating, 102 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.

Guest favourite
The exterior of a red cottage features stone steps leading to a wooden door. Brown shutters adorn the windows, framed by climbing roses and lush greenery. A pathway of irregular stone slabs provides access to the entrance, creating a welcoming entry to the property.
Home in Cercedilla
4.94 out of 5 average rating, 33 reviews

Vacation rentals

Cozy independent casita that has one bedroom and a full bathroom (no living room or kitchen). With refrigerator, microwave, coffee maker and kettle. Internet TV (smartTV). AC and heat. The bed is 150 x 190. The estate has its own garden with a barbecue. The garden is shared with other people from the same estate. 100 m to routes through La Peñota and the valley of the Fuenfría. 5 min. of buses and 15 min. from the train. There is a hair dryer and towels, sheets, gel and shampoo are included.

Guest favourite
A modern bathroom features a freestanding white tub and a glass shower. Natural light enters through a round window, highlighting the smooth, neutral wall textures. A small wooden table holds two glasses, a bottle of wine, and a candle, adding a subtle touch of elegance.
Home in Madrid
4.94 out of 5 average rating, 66 reviews

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.

Guest favourite
A serene garden area is presented, featuring a stone well surrounded by vibrant hydrangea flowers. A stone bench provides a peaceful seating spot, while lush greenery frames the scene, creating a secluded and inviting atmosphere. Natural light enhances the tranquility of the space.
Cottage in Guadarrama
4.89 out of 5 average rating, 37 reviews

La Without

La Bila was built in 1947, in a stone house colony. Its interior is completely renovated. It has a spectacular swimming pool for the summer and a garden to enjoy at all times of the year. The plot is completely fenced and away from the road, it is very quiet. Thanks to its isolation, both in summer and winter the interior temperature is very pleasant. The kitchen is well-equipped in terms of kitchenware and utensils, and its spaciousness is also noteworthy.

Superhost
A cozy sleeping area is featured, with a wooden bed dressed in layered blankets and cushions. Soft natural light enters through large windows, framed by yellow curtains. Shelves above the bed display decorative items, and a clothing rack stands in one corner.
Guest suite in Moralzarzal
4.74 out of 5 average rating, 325 reviews

Cozy studio with a private entrance.

Apartment annex to main house with independent entrance. (AUTONOMOUS Entrance) READ THE ENTIRE LISTING BEFORE BOOKING😉 The apartment consists of kitchen and full bathroom for EXCLUSIVE USE of the guest. (see images) The apartment has about 20m 2 , arranged to offer the greatest comfort with all the amenities possible. Pets have a charge of €12 per stay and must be added to the reservation. There is Mesita and chairs outside with awning.

Guest favourite
The charming stone exterior of the casita is complemented by a bright red roof. A well-maintained green lawn is bordered by a wrought iron fence. The entrance is framed by decorative gravel and edged with trees, creating a welcoming outdoor space.
Cottage in Los Molinos
4.94 out of 5 average rating, 221 reviews

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.

Top guest favourite
A bright and airy space is depicted, featuring a single bed with a simple wooden frame. The room includes a partition leading to a modern bathroom with serene color tones. Natural light filters through a window adorned with light curtains.
Guesthouse in Manzanares el Real
4.93 out of 5 average rating, 115 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!

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, 177 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.

Top guest favourite
A small living area is highlighted by a bright yellow sofa and a mounted television. A round area rug is placed under a circular table that features three wooden bar stools. Potted plants add a touch of greenery to the space.
Guesthouse in Alpedrete
5 out of 5 average rating, 12 reviews

Private Cottage

Discover our cozy independent home near Madrid! With careful decor and cozy atmosphere, it offers everything for an unforgettable stay: double bed, Smart TV, equipped kitchen, large shower and charming private garden. WiFi available. Located between Alpedrete and Guadarrama, 30 minutes from Madrid, is the perfect balance between tranquility and proximity to the city. Book now and live a one-of-a-kind experience in nature!

Top guest favourite
A spacious bed with light blue accents is framed by two stylish bedside lamps. A small dining table with chairs is visible in the background. The wall features a textured design, adding character to the room.
Loft in Becerril de la Sierra
4.99 out of 5 average rating, 289 reviews

Studio with a garden to disconnect in the Sierra

We would like to share with you the undeniable luck of living in such a beautiful place, surrounded by nature, endless routes, paths and places of interest!And all this just 40 kilometers from Madrid! Our studio is located on the same plot as the main house, but has a separate entrance and garden for guests' exclusive use. We have renovated and decorated it so that you can enjoy absolute privacy and comfort.

A modern cabin is situated on a rocky terrain, featuring large windows that illuminate the interior. A balcony extends from one side, providing a relaxing outdoor space. The dark exterior contrasts with the soft glow of the lights, blending into the natural surroundings.
Cabin in Ávila‎
4.92 out of 5 average rating, 134 reviews

Casa Otea

Cabañita in the Sierra de Guadarrama natural Park. (Peguerinos) 🏡 Disconnection and beautiful views 📍 One hour from Madrid 🐶 Welcome Casa Otea sits in a prime spot, on top of 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.

Top guest favourite
A comfortable living space features a spacious orange sofa paired with a sleek black dining table surrounded by dark chairs. Soft lighting is provided by pendant lamps hanging above, illuminating the modern decor and creating an inviting atmosphere with a television in the background.
Apartment in San Lorenzo de El Escorial
4.93 out of 5 average rating, 46 reviews

Apartment in San Lorenzo

Enjoy a stylish experience at this centrally-located place. Take a short walk through San Lorenzo and get to know all its special corners. You are just a 5-minute walk from the monastery and its gardens, and 2 minutes from the town hall square, a meeting place To enjoy a typical sweet of the area or a good meal, let yourself fall in love with the town, its people and its customs.

Popular amenities for Guadarrama vacation rentals

  1. Airbnb
  2. Spain
  3. Madrid
  4. Guadarrama