
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.

Retiro Park Industrial House
Bright, south-facing home in a quiet central neighborhood, just 600 meters from Retiro Park. Fun and original, with an industrial-chic vibe, this 160 m² house has lots of natural light, a small garden, and a private parking spot. Downstairs there’s a large open-plan kitchen, dining, and living area (about 70 m² / 750 sq ft), with underfloor heating and AC in every room. The kitchen is fully equipped, and we provide bed linens, towels, and all the basics you’ll need for a comfortable stay. You’ll also find a small private gym on this floor. Upstairs are the three bedrooms: • The main bedroom has a 180 x 200 cm / 71 x 79 inches bed (King Size) and a private bathroom. • The second bedroom also has a 180 x 200 cm / 71 x 79 inches bed (King Size) and shares a bathroom with the third room. • The third bedroom, which is the smallest, has a trundle bed (90 x 200 cm). It can be pulled out to create two single beds (90 x 200 cm each), placed very close together—ideal for two kids or two people who are comfortable sharing close space. There’s also the option to join them and form a 180 x 200 cm bed (King Size), suitable for a couple.
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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.
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The Pumpkin House, special for mountaineers
Escape to this charming house nestled at the foot of La Pedriza, where the mountains and river meet in a stunning natural setting. Enjoy peace, fresh air, and beautiful views perfect for a relaxing break, a romantic escape, or an outdoor adventure. Just steps away, the Sierra de Guadarrama National Park awaits, with scenic hiking trails, crystal-clear natural pools, and breathtaking rock viewpoints. Whether you’re here to explore or unwind, this is your perfect refuge in the heart of nature.
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Romantic three-bedroom apartment with private jacuzzi and terrace
Discover Casa Capricho, a place designed for enjoyment ✨ ✅ The house is intact and the area is functioning normally: roads and accesses are open, the reservoir and restaurants are operational. The star feature is the private jacuzzi in the master bedroom, available year-round, along with piped music throughout the house 🎶 Less than an hour from Madrid, it's ideal for getaways as a couple, with friends, or as a family. Relax, unwind, and create the perfect atmosphere at all times 💫
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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.
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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.
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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
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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.
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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
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House with a garden and pool in Navacerrada
A detached house where you can enjoy a quiet stay, with a beautiful garden and private seasonal pool, and in a unique environment. Ideal for relaxing, as a starting point for mountain routes or enjoying summer or winter in the mountains. A 7-minute walk to the town center and 7 minutes to the Navacerrada reservoir. An option for families with children, couples, or small groups looking for a little nature and relaxation.
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Rural Boutique with Jacuzzi and Garden
Welcome to Pertenera. A boutique house less than an hour from Madrid, where rural charm meets design. The private Jacuzzi, built in next to a stone wall, is the heart of the house. The room opens onto the patio through a large glass door, and the small cactus garden invites you to have breakfast outside, read, or simply relax. A house where you can close the door and forget about everything for a while.
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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.
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Popular amenities for Sierra de Guadarrama house rentals
House rentals with a pool

House in Arganda del Rey
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Dream House in Aranjuez, Madrid
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House next to the Pantano de Burguillo
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Your home in La Pedriza
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Sierra Madrid · Navacerrada · Reservoir · 8 people
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Rural charm and comfort near Segovia and Madrid
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La Serradilla, a house for tourist use in Labajos
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Charming house 1 hour from Madrid
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Weekly house rentals

Cabaña del Burguillo
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Beautiful house on the side of the mountain in Segovia
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Charming house at La Granja, Segovia
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Luxury villa + separate loft with no steps
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El Refugio de Pedraza 1st Floor
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Luxe Villa | 12p | Movie Room | Saltwater Pool | EV Charger | 35 min to Mardr
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Villa Rosalía: Heated Pool and Rural Charm
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Casa Paraíso Navas
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Private house rentals

the little blue house
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La Casona de Espirdo charming rural tourism
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La Lumbre: Charm with a year-round pool
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Casitas del Molino Grande del Duratón (Small Houses)
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Family home for hiking trails
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Charming house in the heart of nature
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Relax in the Sierra
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Casa Carma
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Destinations to explore
- Santiago Bernabéu Stadium
- Metropolitano Stadium
- Parque Warner Madrid
- Chueca
- El Retiro Park
- Plaza Mayor
- La Latina
- Feria de Madrid
- Las Ventas Bullring
- WiZink Center
- Royal Palace of Madrid
- Teatro Lope de Vega
- Faunia
- Complutense University of Madrid
- Aqueduct of Segovia
- Parque de Atracciones de Madrid
- Teatro Real
- Matadero Madrid
- Mercado De San Miguel
- Madrid Río
- Parque Europa
- Ruta de los Pueblos Negros
- Círculo de Bellas Artes
- Puerta de Toledo





