
House holiday rentals in Sierra de Guadarrama
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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.

Cabaña del Burguillo
Idyllic environment surrounded by wild nature, located in a pinewood on the edge of the lake with direct access to the beach. Ideal for couples, the house consists of a spacious living room, fully equipped kitchen, bedroom with double bed and extra bed or optional cradle, bathroom and large terrace overlooking the lake. Place that invites you to rest, with the possibility of carrying out nautical and sports activities. Pets are allowed, except february, march & april due to pine processionary.

Apartamento Ocejón Couples
Places of interest: Valverde de los Arroyos, Tamajón, Incredible views, Incredible views, Hayedo Tejera Negra. Leafy oak forests, Pico Ocejón, Despeñalagua, the route of the Black Villages, the light, the comfort of the bed, the comfort of the bed, the cozy space. You will love my place because it is newly opened, everything is designed to be very comfortable, incredible views and very individual. Ideal for couples getaways.. My accommodation is good for couples, business travelers, and pets.

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.

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.

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.

The Rascafria granary
Escape the daily grind at this unique property in the Sierra de Guadarrama, IG @elpajarderascafria. Located in the beautiful village of Rascafría, the starting point for the best routes to Peñalara. Ideal for a family holiday at any time of the year. We also organise retreats (IG @nkalmaretreats) for groups or celebrations, featuring a range of workshops. The pool has a massage bench in summer. In winter you can enjoy the fireplace. One hour from Madrid and Segovia.

Lovely place with a pool in summer
Beautiful home, registered in Registry E. T. ref. no. VT-14878, two bedrooms (one double), two bathrooms, full kitchen. Separate entrance. It is the ground floor of a two-story villa (the owners live on the upper floor). Pets are allowed (max 2 medium) at an additional cost of €5 per day/pet. Independent access to the garden. Residential area. Downtown Los Molinos with all amenities a 7-minute walk away, two buses and commuter train connect with Madrid

Spectacular views one hour from Madrid
Disconnect and enjoy a paradise just an hour from Madrid. Spectacular views, infinity pool, fireplace, garden with barbecue, walking access to the lake and everything you need to enjoy with your family or friends. No parties. No smoking. Pets are not allowed. Late check-out ONLY WITH PRIOR NOTICE: ask for price Tourist licence: CRU05005000026499 According to decree 933 we will request the details of the guests according to these regulations.

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!

Romantic Triplex with Jacuzzi + Musical Thread
Discover Casa Capricho, a space designed for enjoyment ✨ The centrepiece is the private hot tub in the master bedroom, available all year round, accompanied by piped music throughout the house 🎶 Located less than an hour from Madrid, it is ideal for getaways as a couple, with friends or as a family. Relax, switch off, and create the perfect atmosphere at any time 💫
Popular amenities for house rentals in Sierra de Guadarrama
House rentals with a pool

Casa Pantano San Juan

The Pumpkin House, special for mountaineers

A little house in the countryside within the city

El Espinar: BBQ and winter Jacuzzi

House in the countryside to disconnect in Madrid. Animals

Views of Miraflores

Beautiful house in Madrid, private pool and garage

La Serradilla, a house for tourist use in Labajos
Weekly house rentals

Wooden house surrounded by nature

Rural charm and comfort near Segovia and Madrid

House in Soto del Real

Cozy and romantic little house in the mountains

Disconnect in the mountains. House with terrace & BBQ.

Finca El Rivero

Beautiful house on the side of the mountain in Segovia

El Refugio de Pedraza 1st Floor
Private house rentals

Refugio 1900

VUT La Casa de la Vega

Spectacular House 9Pax Bernabéu

La Villa de Pi

The Blacksmith's House

Sierra Madrid · Navacerrada · Reservoir · 8 people

F1 Madrid 2026 · VIP villa 1 minute from the circuit

House in Pedraza
Destinations to explore
- Metropolitano Stadium
- Santiago Bernabéu Stadium
- Chueca
- Parque Warner Madrid
- El Retiro Park
- Plaza Mayor
- La Latina
- Feria de Madrid
- Las Ventas Bullring
- Museo Nacional del Prado
- WiZink Center
- Royal Palace of Madrid
- Palacio Vistalegre
- Teatro Lope de Vega
- Aqueduct of Segovia
- Faunia
- Parque de Atracciones de Madrid
- Teatro Real
- Matadero Madrid
- Mercado De San Miguel
- Complutense University of Madrid
- Ruta de los Pueblos Negros
- Caja Mágica
- La Pinilla ski resort





