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Holiday rentals in Sierra de Guadarrama

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Top-rated holiday rentals in Sierra de Guadarrama

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Top guest favourite
An overview of a stone house surrounded by lush greenery is captured from above. The building features a traditional tiled roof, arched columns on the patio, and a circular stone seating area in the landscaped garden.
Cottage in La Estación
4.97 out of 5 average rating, 102 reviews

Villa with pool and mountain views

Disfruta de la Sierra de Madrid en nuestra preciosa casa de piedra rodeada de vegetación. Te despertarás cada mañana con vistas a un increíble jardín con árboles frutales y flores y podrás tomar el desayuno en una gran terraza mirando el monte. Detalles como la escalera de caracol o los arcos de piedra hacen de nuestra casa un sitio especial y diferente. La piscina es súper refrescante durante estos meses y tiene iluminación nocturna para que puedas disfrutar de un baño bajo las estrellas.

Superhost
A pathway of smooth stones leads to a covered porch, flanked by greenery and softly illuminated by warm outdoor lights. The surrounding trees add to the tranquil ambiance of the cabin's entryway, creating a serene transition from nature to the living space.
Cabin in La Atalaya
4.91 out of 5 average rating, 258 reviews

Ecological cabin with Jacuzzi

Less than an hour from Madrid, our cosy cabin is located in the Sierra de Gredos. It is a very quiet and quiet area that allows you to relax and disconnect from the daily stress. 60 m2 cabin, artificial grass of 50m2 with an independent and private plot of 950 m2 fenced with a height of 1.80 meters for your dogs to be free and safe. The space with artificial grass has a jacuzzi heated all year round to 38/40°, sun loungers, pergola and table, you will be surrounded by nature.

Guest favourite
The exterior of a charming house is covered in vibrant autumn leaves, creating a striking contrast against a soft blanket of snow. Stone steps lead to the entrance, flanked by greenery and lampposts, while the landscape is adorned with seasonal colors.
Cottage in Miraflores de la Sierra
4.91 out of 5 average rating, 292 reviews

Amazing garden and charming villa in the mountains

Beautiful renovated 60s house, on a large 1500m plot with 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 the Guadarrama National Park from the doorstep. Perfect for two families to share. Fully equipped with a lot of charm. Fireplace, gas barbecue, ping-pong, trampoline, slide, basketball hoop, Wi-Fi, etc.

Guest favourite
A circular wooden shield is mounted on a wooden wall, enhanced by metallic bands and a central boss. Two ornate axes are displayed nearby, highlighting Viking craftsmanship. Soft shadows from surrounding trees create a serene atmosphere around this striking display.
Guest suite in El Boalo
4.93 out of 5 average rating, 121 reviews

The rest of Odin. To real viking inn!

Welcome to the traveler! You will be tired after a day traveling through these icy northern lands. Come by, come by and enjoy our hospitality in our cozy Viking inn. Come rest from the madding crowd and everyday life and let yourself be carried away by the experience of living like a ninth century Nordic but enjoying the basic comforts of our era. We are Christian and Nadia, your hosts. We have created this cozy space with all our love for you to enjoy

Superhost
A modern dining area is showcased with a wooden table set for a meal. Elegant dishware is arranged alongside glasses, while a stone oven adds character to the background. Decorative elements, such as vases and candles, enhance the inviting ambiance of the space.
Cottage in Valdilecha
4.9 out of 5 average rating, 172 reviews

Your Rural House

Forget the worries in this great home - it's an oasis of tranquility! A wonderful diaphanous apartment that has no lack of detail. It is located in a beautiful village 35km from Madrid. Perfect for recharging batteries in a relaxed atmosphere or spending a romantic weekend as a couple. It has a small garden out back with a barbecue, stove and mini pool. It is equipped with full kitchen and a wood-fired oven. You can see the available packs in photos.

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.
Guest house in Manzanares el Real
4.93 out of 5 average rating, 113 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, 174 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 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, 287 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.

Top guest favourite
A charming white cottage features vibrant blue shutters and a terracotta roof. A small patio with yellow chairs and a table is visible, framed by lush greenery. Two lounge chairs sit nearby, providing a serene outdoor space.
Cottage in Los Molinos
4.99 out of 5 average rating, 188 reviews

Recoveco Cottage

Lovely cottage, completely detached, located in the northern mountains of Madrid. Just a 5-minute walk from Los Molinos train/suburban station. And from downtown. The house is fully equipped and has 1G fiber, making your stay a perfect place for leisure, rest, or teleworking. Your perfect choice to enjoy nature with all the amenities the city can offer. No pets allowed.

Superhost
A transparent dome structure is nestled among trees, revealing an interior with a spacious bed and soft lighting. Surrounding greenery and flowers create a natural, serene setting, enhancing the unique design of this accommodation.
Dome in Soto del Real
4.9 out of 5 average rating, 185 reviews

Transparent Dome Room Madrid - Natura Domo

Do you want to be at one with nature as you've always dreamed of? Stay in this unique place and enjoy the sounds of nature while looking at the stars. We are the only transparent dome to enjoy with your partner in the Sierra de Madrid, just 40km from the city, with an ecosystem that surrounds it to have an unforgettable experience.

Top guest favourite
A spacious sleeping area is featured with a generously sized bed adorned with decorative pillows. Natural light enters through multiple windows, highlighting the wooden beams above. A plush chair is placed adjacent to a bedside table, and a staircase leads to an upper level.
Apartment in Toledo
4.96 out of 5 average rating, 363 reviews

Apartment with exclusive views

Beautiful apartment located in a representative area of Toledo's old town. A newly renovated 16th century building with luxury materials and a unique design. It has a balcony and a spectacular private terrace where you can enjoy unique views. Open space with exclusive views. It has a full kitchen and a 1.50 bed.

Guest favourite
The stone and wood house features a traditional tile roof, complemented by large windows allowing natural light. Surrounding structures include a stone wall and another building with wooden balcony, under a clear blue sky.
Cottage in Braojos
4.93 out of 5 average rating, 386 reviews

Rustic house near National Park

DISCOUNT 7 NIGHTS OR MORE 20%, ENTIRE MONTH 47% !!! Rustic house, made of stone and timber. It is localization in a little town, Braojos, 1.200 metres high, in the Central Mountains of Spain. The house is surrounded by mountains and forests, 50 minutes drive from the city of Madrid

Popular amenities for Sierra de Guadarrama holiday rentals

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