
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.

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.
LocationValueParks

Apartamento Ocejón Parejas
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.
LocationFamilyWi-Fi

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.
LocationFamilySleep quality

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
ValueFamilyCheckout

The Rascafria granary
Escape 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 trails to Peñalara. Perfect 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.
LocationFamilyWalkability

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.
LocationFamilyNearby

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.
LocationValueParking

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
FamilyLocationAmenities

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)...
LocationFamilyQuiet

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.
LocationValueCleanliness

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.
LocationFamilyIndoor spaces

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

Villa Carmen del Rosal.
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Casa Teja Vieja
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Luxe Villa | 12p | Movie Room | Saltwater Pool | EV Charger | 35 min to Mardr
LocationFamilyAir conditioning

Views of Miraflores
ValueLocationKitchen

The Whim of an Angel
LocationFamilyView

Country house with views near Madrid
LocationFamilyPool

Your home in La Pedriza
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Rural charm and comfort near Segovia and Madrid
LocationFamilyDecor
Weekly house rentals

Piedra Cascabel Rural House
LocationFamilyHospitality

La Casa de las Azas, in the Sierra Segoviana
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SINES housing in Casla
LocationValueComfort

La Casita de Patones
FamilyValueHospitality

El Refugio de Pedraza 1st Floor
ValueLocationAccuracy

Refugio 1900
LocationFamilyTV

The patio house
LocationAmenitiesComfort

Charming house at La Granja, Segovia
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Private house rentals

El Cañal Rural Retreat. Groups and active tourism.
ValueFamilyBathroom

Casa Rota ARAHUEtES
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Spectacular House 9Pax Bernabéu
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The Pumpkin House, special for mountaineers
LocationValueRiver

A detached villa with views.
ValueLocationBathroom

Charming rural home for 2, 4 or 6!
FamilyLocationLong stay

Sierra Madrid · Navacerrada · Reservoir · 8 people
LocationFamilyNearby

Entire rural accommodation for rent
LocationFamilyView
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





