House holiday rentals in Sierra de Guadarrama

Find and book unique houses on Airbnb

Top-rated house rentals in Sierra de Guadarrama

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in San Martín de Valdeiglesias

4.9 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 Martin de Valdeiglesias (where all kinds of services are available). Ability to carry out diversity of water activities.

Top guest favourite

Home in Madrid

4.99 out of 5 average rating, 112 reviews

Industrial Oasis near The Park | Garden & Central

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

Home in La Estación

4.75 out of 5 average rating, 55 reviews

Country house with a pool and spectacular views

Chalet de nueva construcción en una zona tranquila de Robledo de Chavela (Urbanización Río Cofio), con impresionantes vistas de 360º con piscina, jardín y una terraza orientada al oeste con increíbles puestas de sol. A menos de una hora de Madrid, esta será la base ideal para explorar las maravillas de esta zona, incluyendo la monumental San Lorenzo del Escorial y los preciosos senderos y piscinas naturales de la comarca. Es el sitio ideal para desconectar del ajetreo de la vida diaria.

Guest favourite

Home in San Martín de Valdeiglesias

4.9 out of 5 average rating, 125 reviews

Romantic triplex with Jacuzzi + Musical Wire

Welcome to Casa Capricho, the jewel in the crown, the magnificent Jacuzzi in the main room available all year round and a piped music system throughout the house. Less than 1 hour from Madrid, it's perfect for a getaway with friends, family, or perfect for those looking for a romantic retreat with their partner. Treat yourself to the pleasure of relaxing in the spacious Jacuzzi located in the master bedroom, set with your favorite music through the integrated piped music system.

Guest favourite

Home in Madrid

4.95 out of 5 average rating, 187 reviews

Retiro Park 1 Luxurious house with terrace

Have fun with all the family and friends in this stylish accommodation just a 10 minutes walk from the Retiro Park Enjoy this big house with a lovely green terrace. The house has 3 floors: In the GROUND FLOOR you will find the living room, dining room and kitchen and one bathroom. In the FIRST FLOOR you will find 3 bedrooms and 2 bathrooms. The biggest bedroom has the bathroom in suit. The BASEMENT FLOOR there is a playing ground area and the exit to the garage.

Guest favourite

Home in Manzanares el Real

4.82 out of 5 average rating, 142 reviews

THE HOUSE OF THE ROCK

The house of the rock is an ideal place to practice mountain sports such as climbing and hiking or simply spend a few days of tranquility,located in Manzanares el Real which is integrated into the Sierra de Guadarrama National Park and Regional Park of the Upper Manzanares Basin, 46 km from Madrid there are significant natural areas such as La Pedriza and the Santillana reservoir in addition to the Ventisquero de la Condesa, where the Manzanares River is born.

Guest favourite

Home in Madrid

4.92 out of 5 average rating, 52 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

Home in Valdemorillo

4.9 out of 5 average rating, 144 reviews

Beautiful house with pool

This house is perfect for families with children or groups. Fully furnished and decorated with great care. I renovated it a few years ago and it maintains a rustic exterior with a modern, bright and comfortable interior. It is in a very quiet and very well-connected area, 35 minutes from Madrid and 15 minutes from El Escorial. We especially value the neighbors' peace, so unfortunately reservations for people under 25 years old are not allowed. Thank you!

Guest favourite

Home in Moratilla

4.92 out of 5 average rating, 392 reviews

Casaicon 1 A place hidden in the landscape

"Wake up in Art" In a hidden valley of Rivera, in an old soap factory, there are these avant-garde and wild places to rest, surrounded by oaks, poplars, silence, birds, and clean skies on starry nights. The challenge is to make a perfect cocktail with the mixture of ingredients: landscape, emotion, inspiration, and beauty. When they are all blended, the secrets appear, a peculiar marriage to learn how to enjoy natural life in this small hidden oasis.

Guest favourite

Home in Palancares

4.89 out of 5 average rating, 166 reviews

Apartamento Ocejón I mean Parents

Places of interest: Valverde de los Arroyos, Tamajón, Incredible views, Hayedo Tejera Negra. Lush oak forests, Pico Ocejón, Las Chorreras Despeñalagua, the route of the Black Villages, light, the comfort of the bed, the cozy space. You'll love my place because it's newly opened, all designed to be very comfortable, incredible views and very individual. Ideal for couples getaways. My accommodation is good for couples, adventurers, and pets.

Guest favourite

Home in La Losa

5 out of 5 average rating, 13 reviews

Casa Josephine Riofrío - retreat 1 hour from Madrid

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

Guest favourite

Home in Sinlabajos

4.92 out of 5 average rating, 113 reviews

Seven Lakes House

Enjoy the comfort of this home and film it. A completely renovated single-family house with everything you need for a quiet stay in a well-connected village. 10 km Arevalo with everything you need in terms of supermarkets,pharmacies,etc... 18 km Madrigal from the high towers, cradle of Isabel la Católica. 55 km from Ávila, 65 km from Segovia, 85 km from Valladolid, 95 km from Salamanca. Regional registration: Vut- Av 0724