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House vacation rentals in Guadarrama

Find and book unique houses on Airbnb

Top-rated house rentals in Guadarrama

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

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Guest favorite
The house features a modern A-frame design with large windows, situated amidst lush greenery. Pine trees surround the property, adding to the natural setting. A pathway leads to the entrance, blending harmoniously with the landscaped garden.
Home in San Martín de Valdeiglesias
4.92 out of 5 average rating, 118 reviews

Casa Salamandra. With swimming pool, next to the swamp

Privileged environment, surrounded by pine forests next to the swamp, located between three of the most representative cities of Spain: Toledo, Ávila and Madrid. Very interesting design house in the shape of an A, with a lot 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.

Top guest favorite
An expansive loft-style area is characterized by large arched windows allowing natural light to fill the space. A wooden dining table is surrounded by white chairs, while a cozy seating arrangement is visible nearby. Lush greenery from the garden enhances the atmosphere.
Home in Retiro
4.99 out of 5 average rating, 131 reviews

Retiro Park Industrial House

BEFORE BOOKING PLEASE INDICATE THE EXACT NUMBER OF GUESTS, INCL. YOURSELF. Check-in: 3PM Check-out: 12PM IMPORTANT: PARTIES PROHIBITED. COMPLETELY PROHIBITED PHOTO SHOOTS, FILMING FOR MOVIES, COMMERCIALS, YOUTUBE CHANNELS, VLOGS, etc. BASICALLY RECORDINGS OF ANY KIND, except for those for personal use. PROHIBITED WORK MEETINGS, events, commercial presentations. The Spanish law requires every guest must provide their passport information, phone num, address and signature upon arrival.

Superhost
A cozy living area is presented with a brown leather sofa and modern accent chair. Artworks adorn the walls, while a flat-screen TV is mounted nearby. A small round coffee table sits on a circular rug, and tall windows allow natural light to filter in.
Home in Toledo
4.92 out of 5 average rating, 144 reviews

Virgen de Gracia Viewpoint

A unique house restored in 2023, dating back to the 16th century, built on 10th century ruins. It is located in the Jewish quarter, next to the Virgen de Gracia viewpoint, on a pedestrian street where silence and tranquility prevail. This small house stands out above all for the care with which it has been restored, trying as much as possible to preserve its oldest essence. The added details give it that peculiar touch, which together with its special architecture make it very special.

Superhost
The exterior area is softly illuminated at dusk, highlighting a pool surrounded by landscaped gardens. A large rock feature adorned with white stones is showcased in front, and the ambient light enhances the tranquil atmosphere of the outdoor space.
Home in Guadarrama
4.94 out of 5 average rating, 90 reviews

Luxury villa in the Sierra de Madrid with no steps

Spectacularly designed and detached villa, unique in the area. Built in 2007. 2000-square-meter plot with pool, barbecue grill, and kennels. No architectural barrier on the entire property! Residential Complex "Las Cabezuelas", Municipality of Guadarrama (Madrid). Near downtown Alpedrete, next to Sierra de Guadarrama and Navacerrada. Several TV programs have been recorded at the villa, such as: Married with the naked eye, consensual exchange, come to dinner with me, etc.

Guest favorite
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
4.95 out of 5 average rating, 113 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 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.

Guest favorite
A bright and open living space features soft sectional seating in neutral tones, complemented by a small wooden table. A patterned black-and-white wall adds visual interest, while a window with a grid design allows natural light to fill the room, enhancing the overall ambiance.
Home in La Losa
5 out of 5 average rating, 20 reviews

Casa Josephine Riofrío - retreat 1 hour from Madrid

Casa Josephine Riofrío B&B is a capsule of peace and rest one hour from Madrid, in a quiet village in a protected landscape at the foot of the mountain. A place where time passes differently. A retreat, a space to create, rest, or work at a different pace. A house completely renovated in 2022 with an architectural and interior design project based on geometry, materials and proportions, signed by Casa Josephine Studio. License VUT 40/718

Guest favorite
A spacious bedroom is highlighted by large glass doors that open to a patio and garden. A comfortable bed is adorned with light linens. The outdoor area features a small table and chairs surrounded by greenery, providing a peaceful and relaxing view.
Home in Uceda
4.96 out of 5 average rating, 150 reviews

Rural Boutique with Jacuzzi and Garden

Welcome to the Pertenera house. Immerse yourself in the luxury of our stone-surrounded Jacuzzi for two, where elegance and good taste are present in every detail of this charming house. From the comfortable bed, you can gaze at the stars through the window on clear nights. Relax in our charming courtyard with a cactus garden. Your perfect getaway less than an hour from Madrid, where style meets rural!

Top guest favorite
A charming courtyard features stone walls and terra-cotta tile flooring, creating a serene atmosphere. Lush greenery surrounds a small fountain, while a staircase leads to the upper level. A bistro table with two chairs is placed near the garden area, inviting relaxation.
Home in Toledo
4.96 out of 5 average rating, 281 reviews

Casa de Bisagra. House 1. Historic Elegance

Experience the historic charm of this beautiful house in the heart of Toledo's old town. Located at the main entrance to the historic center, it offers easy and convenient access. Surrounded by iconic monuments, this single-story house provides tranquility and elegance, perfect for exploring the city's rich history and culture, just steps away from everything Toledo has to offer.

Guest favorite
A spacious property is seen from a serene poolside view, showcasing a large two-story house set amid lush gardens. The backdrop features well-maintained greenery and mature trees, with a clear sky enhancing the tranquil atmosphere.
Home in Toledo
4.9 out of 5 average rating, 104 reviews

Cigarral de la Encarnación (The Incarnation Cigarral)

Un Cigarral, with stunning views of Toledo, a 20-minute walk from the historic center, and a five-minute drive, with an 11,000-meter garden and a magnificent swimming pool. A family of caretakers who live in a separate house across the garden take care of the property and can help you in any situation. Parking for 5 cars. Five double bedrooms, each with its own bathroom.

Guest favorite
Home in San Martín de Valdeiglesias
4.91 out of 5 average rating, 163 reviews

Romantic Triplex with Jacuzzi + Musical Thread

Discover Casa Capricho, a place designed for enjoyment ✨ The star feature is the private jacuzzi in the master bedroom, available year-round, along with piped music throughout the house 🎶 Less than an hour from Madrid, it's ideal for getaways as a couple, with friends, or as a family. Relax, unwind, and create the perfect atmosphere at all times 💫

Superhost
A spacious living area is presented with comfortable sofas adorned with yellow cushions. A coffee table sits in the center, while a dining table is positioned in the background. Large windows allow ample natural light, and neutral-colored walls create a calming atmosphere.
Home in Madrid
4.92 out of 5 average rating, 216 reviews

Dream House in Aranjuez, Madrid

Your best choice if you plan to see Madrid, Toledo, Segovia, Avila and Aranjuez among other wonderful locations in the area. Brand new place with an experienced Airbnb host will welcome you with lots of ideas to enjoy your stay in the Madrid area. I look forward to host you and will make sure you feel at home. Welcome to your travel home!

Guest favorite
A private swimming pool is presented alongside a well-maintained garden area. The pool features a light blue water surface, surrounded by a paved deck and bordered by a black metal fence. The charming house in the background showcases a stone facade and manicured trees.
Home in Ávila‎
4.95 out of 5 average rating, 108 reviews

A little house in the countryside within the city

A beautiful country house in the city of Ávila. Ideal, cozy house with careful details designed for you to enjoy an independent stay in the middle of nature and at the same time discover the walled city. Feel at home and disconnect in the countryside, or enjoy just a 10-minute walk from the World Heritage City.

Popular amenities for Guadarrama house rentals

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