The 286 best holiday cottages & country houses in Sierra de Guadarrama in 2025
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Holiday Cottages in Sierra de Guadarrama

Top 20 most popular country houses in Sierra de Guadarrama

  • 15 photos 15 Photos

    Finca el Olivo de Fresnedillas

    Fresnedilla De La Oliva, Madrid

    2 reviews
    Booked 5 times
    Full Rental
    3 rooms
    16 people
    2 bathrooms
    Match: Charming cottages Sierra de Guadarrama
    Instant booking
    Cancellation 30 days before
    from 25person and night
    from 25 person and night
    Instant booking
    Cancellation 30 days before
    View deal
  • 44 photos 44 Photos

    Chalet La Ponderosa

    Manzanares El Real, Madrid

    1 reviews
    Booked 2 times
    Full Rental
    5 rooms
    13 people
    3 bathrooms
    Match: Country houses Sierra de Guadarrama
    • Parking
    • WiFi free
    Instant booking
    Cancellation 30 days before
    from 48person and night
    from 48 person and night
    Instant booking
    Cancellation 30 days before
    View deal
  • 26 photos 26 Photos

    El Balcón de Siete Picos

    Cercedilla, Madrid

    0 reviews
    Booked 4 times
    Full Rental
    3 rooms
    8 people
    4 bathrooms
    Match: Charming cottages Sierra de Guadarrama
    • Parking
    • Pets allowed
    • Outdoor pool
    • WiFi free
    • Suitable for Handicapped
    Instant booking
    Cancellation 30 days before
    from 46person and night
    from 46 person and night
    Instant booking
    Cancellation 30 days before
    View deal
  • 19 photos 19 Photos

    Casas El Arroyo

    Canencia De La Sierra, Madrid

    0 reviews
    Booked 2 times
    Full Rental
    6 rooms
    16 people
    6 bathrooms
    Match: Holiday cottages Sierra de Guadarrama
    • Parking
    Instant booking
    Cancellation 14 days before
    from 37person and night
    from 37 person and night
    Instant booking
    Cancellation 14 days before
    View deal
  • Tourist use housing
    29 photos 29 Photos

    La Candela

    Cercedilla, Madrid

    10 reviews
    Booked 25 times
    Full Rental
    4 rooms
    8 people
    3 bathrooms
    Match: Charming cottages Sierra de Guadarrama
    • Parking
    • Pets allowed
    • WiFi free
    Instant booking
    Cancellation 30 days before
    from 39person and night
    from 39 person and night
    Instant booking
    Cancellation 30 days before
    View deal
  • Tourist use housing
    30 photos 30 Photos

    La Casita del Abuelo Antonio

    Trescasas, Segovia

    3 reviews
    Booked 24 times
    Full Rental
    5 rooms
    11 people
    2 bathrooms
    Match: Country houses Sierra de Guadarrama
    • Outdoor pool
    • WiFi free
    Instant booking
    Cancellation 14 days before
    from 18person and night
    from 18 person and night
    Instant booking
    Cancellation 14 days before
    View deal
  • 24 photos 24 Photos

    Casa Fidelina II

    Miraflores De La Sierra, Madrid

    0 reviews
    Full Rental
    1 rooms
    2 people
    1 bathrooms
    Match: Country houses Sierra de Guadarrama
    • Internet
    • Parking
    • Outdoor pool
    Instant booking
    Cancellation 30 days before
    from 88person and night
    from 88 person and night
    Instant booking
    Cancellation 30 days before
    View deal
  • 15 photos 15 Photos

    La Casita de Patones

    Patones, Madrid

    2 reviews
    Booked 5 times
    Full Rental
    2 rooms
    4 people
    1 bathrooms
    Match: Country houses Sierra de Guadarrama
    • Parking
    • WiFi free
    Instant booking
    Cancellation 14 days before
    from 35person and night
    30% Off next 7 Days
    from 35 person and night
    Instant booking
    Cancellation 14 days before
    View deal
  • 13 photos 13 Photos

    El Bulín de Braojos- Casa Golondrina

    Braojos, Madrid

    2 reviews
    Booked 4 times
    Full Rental
    2 rooms
    4 people
    2 bathrooms
    Match: Rural houses Sierra de Guadarrama
    • Parking
    • WiFi free
    Instant booking
    Cancellation 14 days before
    from 26person and night
    from 26 person and night
    Instant booking
    Cancellation 14 days before
    View deal
  • 14 photos 14 Photos

    El Bulín de Braojos- Casa Mirlo

    Braojos, Madrid

    3 reviews
    Booked 9 times
    Full Rental
    1 rooms
    2 people
    2 bathrooms
    Match: Rural houses Sierra de Guadarrama
    • Parking
    • WiFi free
    Instant booking
    Cancellation 14 days before
    from 42person and night
    from 42 person and night
    Instant booking
    Cancellation 14 days before
    View deal
  • 11 photos 11 Photos

    El Bulín de Braojos- Casa Zorzal

    Braojos, Madrid

    1 reviews
    Booked 3 times
    Full Rental
    2 rooms
    4 people
    2 bathrooms
    Match: Country houses Sierra de Guadarrama
    • Parking
    • WiFi free
    Instant booking
    Cancellation 14 days before
    from 30person and night
    from 30 person and night
    Instant booking
    Cancellation 14 days before
    View deal
  • 29 photos 29 Photos

    Acebo- Saika Rural

    Puentes Viejas, Madrid

    1 reviews
    Booked 2 times
    Full Rental
    2 rooms
    4 people
    1 bathrooms
    Match: Charming cottages Sierra de Guadarrama
    • Parking
    • Outdoor pool
    • WiFi free
    • Suitable for Handicapped
    Instant booking
    Cancellation 14 days before
    from 43person and night
    from 43 person and night
    Instant booking
    Cancellation 14 days before
    View deal
  • 28 photos 28 Photos

    La Insula

    Santa Maria De La Alameda, Madrid

    2 reviews
    Booked 7 times
    Full Rental
    6 rooms
    18 people
    6 bathrooms
    Match: Holiday cottages Sierra de Guadarrama
    • Parking
    • WiFi free
    Instant booking
    Cancellation 30 days before
    from 31person and night
    from 31 person and night
    Instant booking
    Cancellation 30 days before
    View deal
  • 14 photos 14 Photos

    Calderuelas - Valle del Paular

    Rascafría, Madrid

    1 reviews
    Booked 6 times
    Full Rental
    1 rooms
    2 people
    1 bathrooms
    Match: Country houses Sierra de Guadarrama
    • WiFi free
    Instant booking
    Cancellation 30 days before
    from 52person and night
    from 52 person and night
    Instant booking
    Cancellation 30 days before
    View deal
  • 53 photos 53 Photos

    Casa Rural Dunas

    Santa Maria De La Alameda, Madrid

    1 reviews
    Booked 3 times
    Full Rental
    6 rooms
    22 people
    2 bathrooms
    Match: Holiday cottages Sierra de Guadarrama
    • Parking
    • Pets allowed
    • Outdoor pool
    • WiFi free
    Instant booking
    Cancellation 14 days before
    from 39person and night
    from 39 person and night
    Instant booking
    Cancellation 14 days before
    View deal
  • 28 photos 28 Photos

    Casa Rural Arroyo Aguilón

    Rascafría, Madrid

    6 reviews
    Booked 7 times
    Full Rental
    5 rooms
    11 people
    3 bathrooms
    Match: Country houses Sierra de Guadarrama
    • Parking
    • WiFi free
    Instant booking
    Cancellation 7 days before
    from 23person and night
    from 23 person and night
    Instant booking
    Cancellation 7 days before
    View deal
  • Tourist use housing
    60 photos 60 Photos

    Home Apo- Villa Más Vida

    Miraflores De La Sierra, Madrid

    1 reviews
    Booked 2 times
    Full Rental
    4 rooms
    10 people
    3 bathrooms
    Match: Charming cottages Sierra de Guadarrama
    • Parking
    • Outdoor pool
    • WiFi free
    Instant booking
    Cancellation 30 days before
    from 52person and night
    from 52 person and night
    Instant booking
    Cancellation 30 days before
    View deal
  • Tourist use housing
    31 photos 31 Photos

    Casa rural Collarubio

    Collado Mediano, Madrid

    3 reviews
    Booked 15 times
    Full Rental
    6 rooms
    14 people
    3 bathrooms
    Match: Holiday cottages Sierra de Guadarrama
    • Parking
    • Outdoor pool
    • WiFi free
    Instant booking
    Cancellation 14 days before
    from 18person and night
    from 18 person and night
    Instant booking
    Cancellation 14 days before
    View deal
  • Tourist use housing
    36 photos 36 Photos

    La Dehesa

    Las Navas Del Marques, Avila

    1 reviews
    Booked 4 times
    Full Rental
    4 rooms
    9 people
    4 bathrooms
    Match: Rural houses Sierra de Guadarrama
    • Parking
    • Pets allowed
    • Outdoor pool
    Instant booking
    Cancellation 30 days before
    from 39person and night
    from 39 person and night
    Instant booking
    Cancellation 30 days before
    View deal
  • 31 photos 31 Photos

    Casa Rural Numancia 12

    Santa Maria De La Alameda, Madrid

    1 reviews
    Booked 1 times
    Full Rental
    5 rooms
    16 people
    2 bathrooms
    Match: Holiday cottages Sierra de Guadarrama
    • Parking
    • Pets allowed
    • Outdoor pool
    • WiFi free
    Instant booking
    Cancellation 14 days before
    from 32person and night
    from 32 person and night
    Instant booking
    Cancellation 14 days before
    View deal
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We have an average score of 9/10! See what they think of our properties in Sierra de Guadarrama

Real experiences of guests who have stayed in a country house in Sierra de Guadarrama

Alejandro Mateo Jiménez's stay

The house was very well conditioned for 12 people. If you are more, you have to tighten a little in the sense of sleeping in double bed in the living room. Everything great, quite recommended. Emilio...
A
Alejandro Mateo Jiménez
10/10 jul-2025

Irene Rodriguez Trujillo's stay

The house was perfect, clean and with everything you need. The host, Felipe, was lovely and left us some surprise. Without a doubt, we will...
I
Irene Rodriguez Trujillo
10/10 may-2025

Jose Miguel Galay Franco's stay

The location of the accommodation is good, in a town in the Sierra with tranquility, trails and a good restaurant. The maintenance of the house and the interest of the owner to...
J
Jose Miguel Galay Franco
6/10 apr-2025

Andrés Falcó Roig's stay

Rural house that is not prepared for large groups for having many objects the house in between. They told us that we could enter and leave without a problem of schedules and at the...
A
Andrés Falcó Roig
4/10 apr-2025

Alejandro García Picado's stay

Felipe and Mario are cracks! The house is spectacular, with a wide and fully equipped kitchen, with several common areas, even with a beer cane bar. They prepared the house and...
A
Alejandro García Picado
10/10 mar-2025

Valeria Iglesia Amsif 's stay

We had a great experience. The house was perfect, all super clean, there was everything and super well. The host could not be more pleasant and helpful, at all times he asked us if...
V
Valeria Iglesia Amsif
10/10 feb-2025

Frequent asked questions about las country houses in Sierra de Guadarrama

How much does it cost to rent a rural house in ?

  • 60€ Lowest Price
  • 60€-40€ The most frequent expense
  • 40€ Average rental price
  • 44€ Highest price

Real data from the reserves of HolidayCottagesToRent.net for a weekend and 2 travelers.

When are online reservations made?

Per month

  • January 0.00%
  • February 100.00%
  • March 0.00%
  • April 0.00%
  • May 0.00%
  • June 0.00%
  • July 0.00%
  • August 0.00%
  • September 0.00%
  • October 0.00%
  • November 0.00%
  • December 0.00%

Per day of entry

  • Monday 0.00%
  • Tuesday 0.00%
  • Wednesdat 0.00%
  • Thursday 0.00%
  • Friday 100.00%
  • Saturday 0.00%
  • Sunday 0.00%

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Copyright RURAL RENTALS S.L. © 2015-2025 - All rights reserved. VAT Number: ESB-87248290
Registered in the Mercantile Register of Madrid T 33270 F 136 S 8 H M 598712 I/A 1.