
House vacation 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.

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.

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.

Romantic Triplex with Jacuzzi + Musical Thread
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.

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.

* La casa Toledana * - Patio and Terrace with views
• Duplex apartment integrated into a house with a typical Toledo patio and terrace with spectacular views of the city. • Very bright, it consists of three bedrooms, a large living room, a fully-equipped kitchen, and two bathrooms. • Excellent location, very close to the Alcázar, Zocodover Square, and Cathedral. • Very quiet neighborhood, on a pedestrian street. • Easy access: private parking and urban bus stop 50 meters away Tourism Registration Number: 365022.

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!

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.

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

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!

Santo Domingo del Piron Rural House
Our newly renovated country house combines the warmth of the rustic with all modern amenities. With spacious spaces, equipped kitchen and a cozy patio. It's perfect for families looking to relax, explore nature, and discover Segovia, just 25 minutes away. The Granja de San IIdefonso is located 20 minutes away and 8 minutes from Torrecaballeros.

House next to the Pantano de Burguillo
Charming rustic house on the banks of the Burguillo reservoir with direct access to the water. Ideal to disconnect and enjoy nature with family and friends all year round. Spectacular views, swimming pool, chimmey and garden with barbecue. The house has all the amenities to enjoy it both in winter and summer and only 1 hour from Madrid.

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 Sierra de Guadarrama house rentals
House rentals with a pool

Casa Tua con piscina climatizada en Segovia

El Olivo Rural House

Designer house, pool & barbecue

El huerto de la Dominga. House for couples

Designer house in Guadalajara with a private pool

La Serradilla, a house for tourist use in Labajos

Your home in La Pedriza

Cigarral de la Encarnación (The Incarnation Cigarral)
Weekly house rentals

VUT La Casa de la Vega

La Casa de las Azas, in the Sierra Segoviana

Wooden house surrounded by nature

House in Soto del Real

Cozy and romantic little house in the mountains

Finca El Rivero

Villa Ardilla

House in the mountains
Private house rentals

Casitas del Molino Grande del Duratón (Small Houses)

Views of Miraflores

Beautiful house in Madrid, private pool and garage

Country house with views near Madrid

Casa del Acebo

Canchal C R jardín, barbacoa y chimenea

Stone mountain house with pool

Casa Moreras, your haven of peace
Destinations to explore
- Madrid Vacation rentals
- Málaga Vacation rentals
- Porto Vacation rentals
- Valencia Vacation rentals
- Seville Vacation rentals
- Alicante Vacation rentals
- Costa Blanca Vacation rentals
- Granada Vacation rentals
- Côte d'Argent Vacation rentals
- Área Metropolitalitana y Corredor del Henares Vacation rentals
- San Sebastián Vacation rentals
- Benidorm Vacation rentals
- La Latina
- Santiago Bernabéu Stadium
- El Retiro Park
- Parque Warner Madrid
- WiZink Center
- Las Ventas Bullring
- Casino Gran Via
- Metropolitano Stadium
- Museo Nacional del Prado
- Teatro Lope de Vega
- Palacio Vistalegre
- Feria de Madrid
- Ski resort Valdesqui
- Faunia
- Teatro Real
- Mercado De San Miguel
- Parque de Atracciones de Madrid
- Matadero Madrid
- La Pinilla ski resort
- Aqueduct of Segovia
- Parque Europa
- Parque Warner Beach
- Las Hoces Del Río Duratón national park
- Real Jardín Botánico




