
House holiday 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.

Apartamento Ocejón Couples
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.

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.

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

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.

The Rascafria granary
Escape the daily grind at this unique property in the Sierra de Guadarrama, IG @elpajarderascafria. Located in the beautiful village of Rascafría, the starting point for the best routes to Peñalara. Ideal 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.

Casa La Huertona in Castroserna
Large house ideal for families and groups of friends, spacious and very bright, designed for the maximum comfort of all. Outside, enjoy the area with barbecue and paella for unforgettable outdoor meals and evenings. We are in a beautiful natural setting, perfect for peaceful walks discovering rivers and waterfalls. Unique experience - watch the majestic flight of the vultures and visit the nearby buitreras. Prime location near Hoces del Duraton, Sepúlveda and Riaza.

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

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)...

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.

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 hot tub, built in next to a stone wall, is the heart of the house. The room opens onto the courtyard through a large window, and the small cactus garden invites you to have breakfast outside, read, or simply while away the time. A house where you can close the door and forget about everything for a while.

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.
Popular amenities for house rentals in Montejo de la Sierra
House rentals with a pool

Villa Carmen del Rosal.

Luxe Villa | 12p | Movie Room | Saltwater Pool | Electric BBQ | 35 min to Mørdra

Views of Miraflores

Luxury house with private pool, near Madrid

The Whim of an Angel

Casitas del Molino Grande del Duratón (Small Houses)

Your home in La Pedriza

Rural charm and comfort near Segovia and Madrid
Weekly house rentals

Piedra Cascabel Rural House

SINES housing in Casla

El Refugio de Pedraza 1st Floor

La Casa de las Azas, in the Sierra Segoviana

La Casita de Patones

El Enebrón - Gorges of the Duratón River

Refugio 1900

F1 Madrid 2026 · VIP villa 1 minute from the circuit
Private house rentals

The Pumpkin House, special for mountaineers

La Casona de Espirdo charming rural tourism

Charming rural home for 2, 4 or 6!

The Alameda Cottage

Spectacular House 9Pax Bernabéu

Casa El Olivo

Casa Concha

Casa Rota ARAHUEtES
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





