
House vacation rentals in Montejo de la Sierra
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Top-rated house rentals in Montejo de la Sierra
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.
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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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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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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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Villa Rosalía: Heated Pool and Rural Charm
Casa Villa Rosalía is a spacious country house in Hontalbilla, Segovia, ideal for families and groups. It has 6 bedrooms, 3 full bathrooms and bright and cozy common areas. Its main attraction is the heated indoor pool, perfect to enjoy any time of the year. The patio with barbecue, the garden and the open spaces invite you to relax and share unforgettable moments in a quiet and authentic environment, very close to the city of Segovia.
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House in Pedraza
The house is located in the Villa de Pedraza and can accommodate up to 12 people, making it ideal for group stays, whether with friends or family. The property welcomes you with a sandstone exterior, with touches of wood in its windows. Its large dimensions are evident in its 3 interior floors, with an evident rustic and traditional style. It has 4 bedrooms and an attic with several beds, as well as an outdoor patio.
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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 Montejo de la Sierra house rentals
House rentals with a pool

Villa Carmen del Rosal
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Luxe Villa | 12p|Movie Room|Salt Pool|EV Charger|35min to Mardr
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Views of Miraflores
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Luxury house with private pool, near Madrid
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The Whim of an Angel
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Casitas del Molino Grande del Duratón (Small Houses)
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Your home in La Pedriza
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Rural charm and comfort near Segovia and Madrid
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Weekly house rentals

Piedra Cascabel Rural House
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SINES housing in Casla
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El Refugio de Pedraza 1st Floor
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La Casa de las Azas, in the Sierra Segoviana
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La Casita de Patones
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El Enebrón - Gorges of the Duratón River
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Refugio 1900
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F1 Madrid 2026· VIP villa 1 min. from the circuit
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Private house rentals

The Pumpkin House, special for mountaineers
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La Casona de Espirdo charming rural tourism
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Charming rural home for 2, 4 or 6!
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The Alameda Cottage
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Spectacular House 9Pax Bernabéu
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Casa El Olivo
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Casa Concha
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Casa Rota ARAHUEtES
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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
- Royal Palace of Madrid
- WiZink Center
- 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
- La Pinilla ski resort





