Vacation rentals in Montejo de la Sierra

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Top-rated vacation rentals in Montejo de la Sierra

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

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Guest favorite

A charming house features a combination of stone and wood exteriors, set against a backdrop of a large, textured tree. The structure has a prominent stone chimney and a wooden balcony above a garage area, situated in a natural, rustic landscape.

Cottage

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).

Top guest favorite

An overview of a stone house surrounded by lush greenery is captured from above. The building features a traditional tiled roof, arched columns on the patio, and a circular stone seating area in the landscaped garden.

Cottage

4.97 out of 5 average rating, 100 reviews

Villa with pool and mountain views

Disfruta de la Sierra de Madrid en nuestra preciosa casa de piedra rodeada de vegetación. Te despertarás cada mañana con vistas a un increíble jardín con árboles frutales y flores y podrás tomar el desayuno en una gran terraza mirando el monte. Detalles como la escalera de caracol o los arcos de piedra hacen de nuestra casa un sitio especial y diferente. La piscina es súper refrescante durante estos meses y tiene iluminación nocturna para que puedas disfrutar de un baño bajo las estrellas.

Top guest favorite

An expansive loft-style area is characterized by large arched windows allowing natural light to fill the space. A wooden dining table is surrounded by white chairs, while a cozy seating arrangement is visible nearby. Lush greenery from the garden enhances the atmosphere.

Home

4.99 out of 5 average rating, 111 reviews

Industrial Oasis near The Park | Garden & Central

BEFORE BOOKING PLEASE INDICATE THE EXACT NUMBER OF GUESTS, INCL. YOURSELF. Check-in: 3PM Check-out: 12PM IMPORTANT: PARTIES PROHIBITED. COMPLETELY PROHIBITED PHOTO SHOOTS, FILMING FOR MOVIES, COMMERCIALS, YOUTUBE CHANNELS, VLOGS, etc. BASICALLY RECORDINGS OF ANY KIND, except for those for personal use. PROHIBITED WORK MEETINGS, events, commercial presentations. The Spanish law requires every guest must provide their passport information, phone num, address and signature upon arrival.

Guest favorite

The exterior of a charming house is covered in vibrant autumn leaves, creating a striking contrast against a soft blanket of snow. Stone steps lead to the entrance, flanked by greenery and lampposts, while the landscape is adorned with seasonal colors.

Cottage

4.91 out of 5 average rating, 288 reviews

Amazing garden and charming villa in the mountains

A beautiful renovated house from the 60s on a large 1500m plot with a 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 your doorstep. Great for two families to share. Totally charmingly equipped. Fireplace, gas BBQ, ping-pong, trampoline, slide, basketball basket, Wi-Fi, and more

Guest favorite

A bright living area features large windows with French doors opening to a balcony. Modern furnishings are present, including a cozy sofa, a glass coffee table, and a TV stand. Decorative plants add a touch of greenery, while natural light enhances the room's airy feel.

Apartment

4.96 out of 5 average rating, 209 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!

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

4.96 out of 5 average rating, 108 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!

Top guest favorite

A private balcony is shown featuring a small table set with breakfast items, including pastries, fruit, and a beverage. The view includes a vibrant city square with buildings in various architectural styles and trees lining the streets under a clear blue sky.

Apartment

4.99 out of 5 average rating, 405 reviews

Apartment with a View in the Hearth of Madrid

APARTAMENTO SUPER REFRIGERADO EN EL ENTORNO DEL PASEO DEL PRADO, DECLARADO PATRIMONIO DE LA HUMANIDAD UNESCO WORLD HERITAGE SITE Apartamento de lujo en pleno corazón de Madrid, en la misma Plaza de Santa Ana. Se ubica en el barrio de Las Letras a pocos metros del museo del Prado, de la colección Thyssen o de la joven CaixaForum, y del centro neurálgico de Madrid, de Sol y de la Plaza Mayor.

Guest favorite

A rural house constructed of stone and wood is set against a clear blue sky. Wooden shutters accent the windows, and a spacious garden features a small seating area with tables and chairs. Lush green grass and flowering plants enhance the surroundings.

Cottage

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.

Guest favorite

A stone-clad entrance presents a welcoming exterior, featuring a shaded seating area with wooden chairs and a table beneath a large umbrella. Greenery enhances the environment, while rustic details add character to the facade of the house.

Cottage

4.92 out of 5 average rating, 36 reviews

Comfortable Country House with fireplace (3 bedrooms + 3 bathrooms)

Casa Rural in Montejo de la Sierra within the Sierra del Rincon Biosphere Reserve and just 8 km from Hayedo de Montejo. This home breathes tranquility and comfort: relax with the whole family! Stay in its three bedrooms with bathroom, fully equipped kitchen, TV, TV, independent heating and a small terrace area with outdoor barbecue. Learn about the Sierra Norte of Madrid and you will repeat!

Superhost

Dome

4.9 out of 5 average rating, 181 reviews

Transparent Dome Room Madrid - Natura Domo

Do you want to be at one with nature as you've always dreamed of? Stay in this unique place and enjoy the sounds of nature while looking at the stars. We are the only transparent dome to enjoy with your partner in the Sierra de Madrid, just 40km from the city, with an ecosystem that surrounds it to have an unforgettable experience.

Guest favorite

A modern living area features large glass windows allowing natural light to fill the space. A comfortable sofa is complemented by decorative pillows in various shades. A hanging chair adds a unique touch, while potted plants introduce greenery to the setting.

Apartment

4.86 out of 5 average rating, 233 reviews

Luxury Loft. AirPort, 5 Pax.

SPECTACULAR LUXURY LOFT Referencia del Registro: VT-13777 A 10 min. del AEROPUERTO de MADRID. Ideal 1/2/3/4/5 personas. Vistas Únicas! El mejor atardecer de Europa . Estilo, elegancia, sutileza y comodidad a un paso de Madrid. Loft de lujo a precio ejecutivo. Madrid a tus pies.