
House vacation rentals in Montejo de la Sierra
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Top-rated house rentals in Montejo de la Sierra
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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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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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Casa Teja Vieja
Discover a peaceful corner in Duruelo, Segovia, where time seems to stand still. It's the perfect place to disconnect from the daily rhythm and immerse yourself in nature, with the comfort of a cozy house and spectacular views of the mountains. • Private pool overlooking the mountains • Privileged environment • Large garden and outdoor areas: Perfect for barbecue • Connection to nature: Surrounded by hiking trails, country lanes and charming villages to explore at your own pace.
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Casa La Huertona in Castroserna
Large house ideal for families and groups of friends, spacious and very bright, designed for everyone's maximum comfort. Outside, enjoy the barbecue and paella area for unforgettable outdoor meals and evenings. We are in a beautiful natural setting, perfect for quiet walks discovering rivers and waterfalls. A unique experience: watch the majestic flight of the vultures and visit the nearby vulture breeding centers. Prime location near Hoces del Duratón, Sepúlveda and Riaza.
LocationFamilyIndoor spaces

Casa Carma
Area of the black villages of Guadalajara nestled in front of the Ocejon peak and different routes that make waterfalls, Campillo de Ranas Majaelrayo reservoirs, a great place. Rooms with Smart TV, board games, oven, Nespresso, microwave, etc. 85 square meter house, 2 bedrooms, 1 toilet, full bathroom, living room, kitchen, outdoor table, extendable dining table, fireplace in living room, smart TV in living room, Wi-Fi available. And dishwasher. The pool and garden are shared
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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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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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La Lumbre: Charm with a year-round pool
La Lumbre, available for 22 guests, is located in a natural setting and has a heated indoor pool available year-round, private for our guests. Due to its size and layout, it is ideal for families and large groups who want to enjoy a charming and quiet accommodation, with multiple options for leisure and relaxation both without leaving the house and enjoying the surroundings: Riaza, La Pinilla, Sepúlveda, the Hoces del Duratón (gorge)...
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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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Villa in the Sierra de Madrid
Ideal villa in the historic village of Torrelaguna. Spacious and quiet, perfect for families. Very good location, 35 minutes by car from Madrid. Points of interest: - Atazar Dam (20 minutes) - La Pedriza (20 minutes) - Pontón de la oliva (15 minutes) - Patones de arriba (10 minutes) - Paragliding center (10 minutes) - Canoeing in Buitrago (20 minutes) - Cycling, climbing and hiking
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La Casa de las Azas, in the Sierra Segoviana
Rural house for rent with registration number 40/488. Fully equipped home, with a capacity of 2 to 5 people (minimum reservation 2 people), ideal for spending a few days in the tranquility of this small Segovian town, enjoying family or friends in a natural environment.
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Popular amenities for Montejo de la Sierra house rentals
House rentals with a pool

Villa Carmen del Rosal
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Country house with views near Madrid
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Villa Rosalía: Heated Pool and Rural Charm
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Casitas del Molino Grande del Duratón (Small Houses)
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Designer house, pool & barbecue
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Rural charm and comfort near Segovia and Madrid
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Views of Miraflores
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Luxury house with private pool, near Madrid
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Weekly house rentals

El Refugio de Pedraza 1st Floor
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Acogedora y romántica casita en la sierra
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La Casita de Patones
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House in Pedraza
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SINES housing in Casla
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Refugio 1900
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The patio house
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Piedra Cascabel Rural House
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Private house rentals

El Enebrón - Gorges of the Duratón River
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House with a garden and pool in Navacerrada
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Lovely place with a pool in summer
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Charming house at La Granja, Segovia
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Spectacular House 9Pax Bernabéu
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Luxury Villa + Separate Loft with No Steps
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The Pumpkin House, special for mountaineers
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Charming rural home for 2, 4 or 6!
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Destinations to explore
- Santiago Bernabéu Stadium
- Metropolitano Stadium
- 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
- La Pinilla ski resort





