
House vacation 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 Rascafria granary
Get away from 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 routes to Peñalara. Ideal for relaxing with the family at all times of the year. We also host retreats (IG @nkalmaretreats) for groups or celebrations, featuring a variety 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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Romantic triplex with private Hot Tub 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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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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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.
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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.
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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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Charming house at La Granja, Segovia
Cozy rural house in the Royal Site of San Ildefonso, perfect for up to 8 guests. It features 3 bedrooms, 3 bathrooms, a fully equipped kitchen, living room with fireplace, high-speed Wi-Fi, workspace, Smart TV, board games, and laundry facilities. Built in 2021, with private access, easy parking, and nearby public transport. Ideal for families or friends looking to relax and unwind in a natural and historic setting.
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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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Popular amenities for Sierra de Guadarrama house rentals
House rentals with a pool

Dream House in Aranjuez, Madrid
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Spectacular views one hour from Madrid
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Casa junto al Pantano de Burguillo
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The Pumpkin House, special for mountaineers
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Your home in La Pedriza
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Views of Miraflores
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Sierra Madrid · Navacerrada · Reservoir · 8 pax
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La Serradilla, a house for tourist use in Labajos
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Weekly house rentals

Beautiful house on the side of the mountain in Segovia
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Cabaña del Burguillo
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Stone mountain house with pool
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Villa in the Sierra de Madrid
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Luxury Villa + Separate Loft with No Steps
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Casa La Huertona in Castroserna
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El Refugio de Pedraza 1st Floor
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Disconnect in the mountains. House with terrace & BBQ.
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Private house rentals

El huerto de la Dominga. House for couples
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House in Pedraza
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Family home for hiking trails
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La Casona de Espirdo charming rural tourism
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Casa Pantano San Juan
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The Whim of an Angel
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Wooden house surrounded by nature
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Luxe Villa | 12p|Movie Room|Salt Pool|EV Charger|35min to Mardr
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Destinations to explore
- Santiago Bernabéu Stadium
- Parque Warner Madrid
- Chueca
- Metropolitano Stadium
- 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
- Puerta de Toledo
- Círculo de Bellas Artes
- Parque Europa
- Ruta de los Pueblos Negros





