
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.

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.

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.

El Espinar: BBQ and winter Jacuzzi
Welcome to our house in El Espinar, between Ávila, Segovia and Madrid, and very close to the most beautiful landscapes of the Sierra Norte. Newly renovated, it is a comfortable and quiet place, ideal for remote working, a vacation or just disconnecting a few days. It has large capacity barbecue, gas paellero, jacuzzi, swimming pool, high-speed wifi, work area, smart TV in living room and bedroom, chillout with sofa and sunbeds. For entirely private use.

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

Luxury villa in Sierra Madrid-San Rafael
Escape to this spectacular mountain villa in San Rafael, surrounded by nature, tranquillity and design. Opposite the Biosphere Reserve, with routes and trails that literally start in front of the house. The property combines stone and wood with a warm and elegant style. Enjoy private terraces, a garden and spacious areas full of natural light. Ideal for unwinding in the heart of the mountains, just 30 minutes from Segovia and 50 minutes from 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.

House in Soto del Real
Keep it simple at this peaceful and centrally-located place. Spectacular house fully equipped with underfloor heating (cold and heat) by aerothermal. Divided into two floors, the main floor consists of an open kitchen, a full bathroom and a living-dining room. The first floor has a double bedroom and another with a trundle bed and a full bathroom (with a whirlpool bathtub) and a balcony overlooking the mountain. 60 m plot with artificial grass.

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

Casitas del Molino Grande del Duratón (Small Houses)

The Pumpkin House, special for mountaineers

House in the countryside to disconnect in Madrid. Animals

Views of Miraflores

Luxury villa in the Sierra de Madrid with no steps

Beautiful house in Madrid, private pool and garage

House next to the Pantano de Burguillo
Weekly house rentals

La Villa de Pi

The Blacksmith's House

Cozy and romantic little house in the mountains

Charming house 1 hour from Madrid

Spectacular view in the Fuenfria

Brand new with stunning views and a swimming pool

Beautiful house on the side of the mountain in Segovia

El Refugio de Pedraza 1st Floor
Private house rentals

Refugio 1900

Wooden house surrounded by nature

Spectacular House 9Pax Bernabéu

Rural charm and comfort near Segovia and Madrid

Disconnect in the mountains. House with terrace & BBQ.

Sierra Madrid · Navacerrada · Reservoir · 8 people

La Serradilla, a house for tourist use in Labajos

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
- Faunia
- Aqueduct of Segovia
- Parque de Atracciones de Madrid
- Teatro Real
- Matadero Madrid
- Mercado De San Miguel
- Complutense University of Madrid
- Ruta de los Pueblos Negros
- Caja Mágica
- Parque Europa





