
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.

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.

Apartamento Ocejón Parejas
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.

The Rascafria granary
Escape the daily grind at this unique accommodation in the Sierra de Guadarrama, IG @elpajarderascafria. Located in the beautiful town of Rascafría, the starting point for the best trails to Peñalara. Perfect 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.

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.

House in the countryside to disconnect in Madrid. Animals
Old rehabilitated guard house, 150 m2, with a hall, living room with fireplace, two bedrooms, two bathrooms and a kitchen. The house is part of a 4-hectare estate, with elements of an old farm: garden, woodshed, henhouse, dovecote, two waterwheels, laundry, old fruit trees, etc. Ideal for relaxing, celebrating or enjoying stays with children, who can learn and participate in the tasks of caring for the animals and the farm. There are several walking routes nearby.

El Espinar: BBQ and winter Jacuzzi
Bienvenidos a nuestra casa en El Espinar, entre Ávila, Segovia y Madrid, y muy cerca de los paisajes más bonitos de la Sierra Norte. Recién reformada, es un lugar cómodo y tranquilo, ideal para teletrabajar, pasar unas vacaciones o simplemente desconectar unos días. Cuenta con barbacoa de gran capacidad, paellero a gas, jacuzzi, piscina, wifi de alta velocidad, zona de trabajo, smart TV en salón y dormitorio, chillout con sofá y tumbonas. Uso totalmente privado.

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 ADVANCE NOTICE: consult price Tourist permit: 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 main feature is the private jacuzzi in the master bedroom, available all year round, accompanied by piped music throughout the house 🎶 Less than an hour from Madrid, it's ideal for getaways with your partner, friends or family. Relax, unwind and create the perfect atmosphere at all times 💫
Popular amenities for Sierra de Guadarrama house rentals
House rentals with a pool

Casa Pantano San Juan

Casitas del Molino Grande del Duratón (Small Houses)

The Pumpkin House, special for mountaineers

Charming house 1 hour from Madrid

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

Sierra Madrid · Navacerrada · Reservoir · 8 people

F1 Madrid 2026 · VIP villa 1 minute from the circuit

Your home in La Pedriza

Casillas del Molino country house

Beautiful house on the side of the mountain in Segovia
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.

SINES housing in Casla

Spectacular view in the Fuenfria

New with stunning views and a pool
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





