
House holiday 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.

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.

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

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.

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.

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.

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

Rural Boutique with Jacuzzi and Garden
Welcome to the Pertenera house. Immerse yourself in the luxury of our stone-surrounded Jacuzzi for two, where elegance and good taste are present in every detail of this charming house. From the comfortable bed, you can gaze at the stars through the window on clear nights. Relax in our charming courtyard with a cactus garden. Your perfect getaway less than an hour from Madrid, where style meets rural!

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

Refugio 1900
Refugio 1900 is a place to stay with a unique style and an unbeatable location. Just 8 minutes from the aqueduct, 12 minutes from La Granja de San Idelfonso and 15 minutes from the Sierra de Guadarrama, it combines nature, design and practicality so that you can live an authentic experience.

Detached house with terrace in a natural setting
Get away from the routine at this unique and relaxing stay, a house with lots of natural light and glazed with beautiful views in the middle of the Sierra de Madrid, a natural enclave surrounded by trees and mountains, 10 minutes from Navacerrada on foot
Popular amenities for house rentals in Montejo de la Sierra
House rentals with a pool

Villa Carmen del Rosal.

Designer house, pool & barbecue

Lovely place with a pool in summer

Views of Miraflores

Casitas del Molino Grande del Duratón (Small Houses)

La Lumbre: Charm with a year-round pool

Villa Rosalía: Heated Pool and Rural Charm

Designer house in Guadalajara with a private pool
Weekly house rentals

The Pedraza Bajo Refuge

Piedra Cascabel Rural House

Signature Triplex I Private Garden I 2 Suites

La Casita de Patones

Cozy and romantic little house in the mountains

F1 Madrid 2026 · VIP villa 1 minute from the circuit

La Casa de las Azas, in the Sierra Segoviana

The Alameda Cottage
Private house rentals

SINES housing in Casla

Wooden house surrounded by nature

Centennial oven surrounded by nature.

Luxury house with private pool, near Madrid

Country house with views near Madrid

Charming house in the heart of nature

Rural charm and comfort near Segovia and Madrid

Sierra Madrid · Navacerrada · Reservoir · 8 people
Destinations to explore
- Metropolitano Stadium
- Santiago Bernabéu 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
- Aqueduct of Segovia
- Teatro Real
- Parque de Atracciones de Madrid
- Matadero Madrid
- Complutense University of Madrid
- Mercado De San Miguel
- Madrid Río
- Ruta de los Pueblos Negros
- Parque Europa
- Caja Mágica
- La Pinilla ski resort
- Palacio Vistalegre





