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.

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Guest favorite

An overhead view captures a serene outdoor space, featuring a lawn bordered by a swimming pool and sun loungers. The rustic stone walls and wooden beams contribute to a harmonious setting, while an umbrella provides shade over a dining area with modern furnishings.

Home in Rascafría

4.97 out of 5 average rating, 30 reviews

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.

LocationFamilyIndoor spaces

Top guest favorite

Home in Prádena

5.0 out of 5 average rating, 7 reviews

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.

LocationFamilyPool

Guest favorite

A shared swimming pool is featured within a stone-walled enclosure, surrounded by green grass. Sunlight reflects on the pool's water while shadows are cast from nearby structures, creating a serene outdoor space. The rustic surroundings enhance the tranquil ambiance.

Home in El Espinar

4.97 out of 5 average rating, 64 reviews

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

LocationFamilyKitchen

Superhost

A modern bathroom features a freestanding white tub and a glass shower. Natural light enters through a round window, highlighting the smooth, neutral wall textures. A small wooden table holds two glasses, a bottle of wine, and a candle, adding a subtle touch of elegance.

Home in Madrid

4.94 out of 5 average rating, 140 reviews

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.

FamilyLocationOutdoor spaces

Superhost

A small outdoor patio area is framed by a glass door, featuring a set of white metal furniture, including a table and four chairs. Lush green artificial grass covers the ground, bordered by mulched flower beds with blooming flowers and a small evergreen shrub.

Home in Soto del Real

4.86 out of 5 average rating, 112 reviews

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.

ValueFamilyAmenities

Guest favorite

An outdoor patio area features a stone structure with wooden beams. A small white table and two chairs are positioned on a stone floor. Colorful flowers bloom in the background, and a lush green lawn extends beyond the patio.

Home in Palancares

4.89 out of 5 average rating, 211 reviews

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.

LocationFamilyKitchen

Guest favorite

A bright and open living space features soft sectional seating in neutral tones, complemented by a small wooden table. A patterned black-and-white wall adds visual interest, while a window with a grid design allows natural light to fill the room, enhancing the overall ambiance.

Home in La Losa

5.0 out of 5 average rating, 22 reviews

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

LocationValueSleep quality

Superhost

A bell is positioned above a wooden table set with glassware, suggesting a communal dining experience. A small red birdhouse adds a charming touch to the scene. Outside, a pool area is enclosed by transparent walls, allowing for natural views while offering privacy.

Home in Segovia

4.91 out of 5 average rating, 34 reviews

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

Guest favorite

Home in Hontalbilla

4.95 out of 5 average rating, 38 reviews

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.

LocationValueIndoor spaces

Top guest favorite

An open living space features wooden beams overhead and terracotta tile flooring. A comfortable white sofa is positioned near a black coffee table. A rustic wooden dining table for six is also present. Large windows allow natural light to fill the room, enhancing the cozy ambiance.

Home in Pedraza

4.99 out of 5 average rating, 84 reviews

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.

LocationFamilyOutdoor spaces

Guest favorite

A spacious bedroom is highlighted by large glass doors that open to a patio and garden. A comfortable bed is adorned with light linens. The outdoor area features a small table and chairs surrounded by greenery, providing a peaceful and relaxing view.

Home in Uceda

4.95 out of 5 average rating, 163 reviews

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.

LocationValueKitchen

Top guest favorite

A charming chalet is set against a clear blue sky, surrounded by well-maintained greenery. A variety of trees, including a tall cypress and a blooming deciduous tree, provide a welcoming entrance. The property features a fence that enhances privacy.

Home in Torrelaguna

4.95 out of 5 average rating, 63 reviews

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

LocationFamilyAccess