Holiday houses in Montejo de la Sierra

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Top-rated holiday rentals in Montejo de la Sierra

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Cottage in Cerro Matallera

4.91 out of 5 average rating, 139 reviews

Casa Matallera - Mountain Retreat near Madrid

Beautiful house in Sierra de la Cabrera Guadarrama, 40 minutes from Madrid. Hiking, cycling, horse riding, leisure activities for families & a varied gastronomic offer. The loveliest municipal pool is just 10 km away. Very quiet area, ideal for disconnecting, resting, or working remotely. Large dining room, living room. Amazing fireplace and very well-equipped kitchen. Ideal for family gatherings, reduced weddings (30/40 pax) in spring and autumn (events subject to small extra payment to agree).

Guest favourite

Home in Palancares

4.88 out of 5 average rating, 160 reviews

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.

Superhost

Cottage in Miraflores de la Sierra

4.91 out of 5 average rating, 287 reviews

Amazing garden and charming villa in the mountains

Beautiful house of the 60s rehabilitated, on a large plot of 1500m with private pool and large trees. Tranquility and privacy in the heart of the forest in one of the most beautiful villages in the Sierra de Madrid. You can walk for days through the forests and mountains of Guadarrama National Park from the very doorstep. Ideal for sharing two families. Fully equipped with lots of charm. Fireplace, barbecue, table tennis, trampoline, slide, basketball basket, wi-fi...

Top Guest favourite

Guest suite in Miraflores de la Sierra

4.9 out of 5 average rating, 142 reviews

The Gold fish house in Miraflores de la Sierra

I live in a beautifull XIX century home in the village of Miraflores de la Sierra, a small town inthe hills of Madrid, sorrounded by an amazing nature with incredible hiking routes, pleasent walks and delicius local gastronomy. Is an independant apatyament were in the summer you can escape the heat enjoying the garden and the swiming pool and in the winter relax in front of the chimney. We are a two minutes walking distance from the center of the village.

Guest favourite

Cabin in Cuevas de Ayllón

4.88 out of 5 average rating, 233 reviews

Stone cabin (Painting workshop)

Tourist accommodation (license number: 42/000223) The stone cabin is a cozy little stone and wood house where you soon connect with yourself and the nature that surrounds you. It is a very special house, made almost by hand with great effort and a lot of love. But IT IS NOT A HOTEL, it is a private house with its own characteristics and conditions, which do not always match those of a hotel!! Before you book, make sure it meets your expectations.

Top Guest favourite

Chalet in El Boalo

4.98 out of 5 average rating, 123 reviews

Beautiful rustic house in the mountains of Madrid

Very comfortable rustic house located in the heart of the "Sierra de la Pedriza", that belongs to the Guadarrama regional park, and just half an hour from Madrid. The land of this house has an area of 3000 square meters with natural vegetation in the area. 5 minutes walk you will find the beautiful town "El Boalo". Impressive views of the Sierra de Madrid. Possibility of beautiful excursions, horse riding and multiple activities.

Guest favourite

Home in La Losa

5 out of 5 average rating, 12 reviews

Casa Josephine Riofrío - retreat 1 hour from Madrid

Casa Josephine Riofrío B&B is a capsule of peace and rest an hour from Madrid, in a quiet village in a protected landscape at the foot of the mountain. A place where time runs differently. A retreat, one place to create, rest, or work at a different pace. A fully renovated house in 2022 with an architectural and interior design project paused in geometry, materials and proportions, signed by Casa Josephine Studio. Permit VUT 40/718

Guest favourite

Cottage in El Vellón

4.94 out of 5 average rating, 99 reviews

Esencia de Maryvan Rural House

Esencia de Maryvan is a charming country house located in the urban area of the town of El Vellón. Composed of two floors with independent access to each of them. The house will be rented in full. Check the number of people. Enjoy the large outdoor spaces such as the garden, barbecue, pool and large outdoor lounge. The house is located just 47 km from Madrid. You can also enjoy a relaxing stay and environment during your stay.

Top Guest favourite

Apartment in Centro

4.96 out of 5 average rating, 207 reviews

At Home in Madrid II, Centro, Prado, Letras Neighborhood

Best location, right in the center of Madrid! In the famous "Barrio de las Letras" - the literary neighborhood. Beautiful, clean apartment with lots of light in a historic building with elevator. Centrally-located with short walking distance (<10 mins) to all the major museums, Plaza Mayor, Royal Place, Puerta del Sol, Gran Via, Parque del Retiro, Atocha train station, etc. You will love the apartment and our location!

Superhost

Cabin in Ávila‎

4.92 out of 5 average rating, 118 reviews

Casa Otea

Cabañita in the Sierra de Guadarrama natural Park. (Peguerinos) 🏡 Disconnection and beautiful views 📍 One hour from Madrid 🐶 Welcome Casa Otea sits in a prime spot, on top of a mountain looking out across a protected setting. The perfect setting to disconnect and appreciate the landscape from a designer tiny house where you will have all kinds of amenities that take you to enjoy the best slow stay.

Guest favourite

Home in Uceda

4.96 out of 5 average rating, 107 reviews

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!

Guest favourite

Cottage in Prádena

4.96 out of 5 average rating, 100 reviews

El Covanchon Rural House

Cozy country house on the outskirts of a village in Segovia. Built in wood and stone and surrounded by a beautiful garden with excellent views. The location is ideal as it is within the village but maintains privacy by being on the outskirts and you can walk to many routes in the area. The village has a municipal swimming pool located in a magnificent juniper forest 5 minutes from the house.