The 203 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

  • 14 photos 14 Photos

    El Bulín de Braojos- Casa Mirlo

    Braojos, Madrid

    3 reviews
    Booked 8 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
  • 15 photos 15 Photos

    Finca el Olivo de Fresnedillas

    Fresnedilla De La Oliva, Madrid

    2 reviews
    Booked 4 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
  • 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: Charming 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
  • Tourist use housing
    32 photos 32 Photos

    Finca El Torreón

    San Rafael, Segovia

    0 reviews
    Booked 3 times
    Full Rental
    8 rooms
    33 people
    5 bathrooms
    Match: Rural houses Sierra de Guadarrama
    • Parking
    • Outdoor pool
    • WiFi free
    Instant booking
    Cancellation 30 days before
    from 41person and night
    from 41 person and night
    Instant booking
    Cancellation 30 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: Holiday cottages 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
  • 28 photos 28 Photos

    Casa Rural Arroyo Aguilón

    Rascafría, Madrid

    5 reviews
    Booked 7 times
    Full Rental
    5 rooms
    11 people
    3 bathrooms
    Match: Charming cottages 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
    24 photos 24 Photos

    Casa Los Pedroches

    Las Navas Del Marques, Avila

    1 reviews
    Booked 10 times
    Full Rental
    5 rooms
    16 people
    3 bathrooms
    Match: Rural houses Sierra de Guadarrama
    • Parking
    • Pets allowed
    • Outdoor pool
    • WiFi free
    Instant booking
    Cancellation 7 days before
    from 26person and night
    from 26 person and night
    Instant booking
    Cancellation 7 days before
    View deal
  • Tourist use housing
    31 photos 31 Photos

    Casa rural Collarubio

    Collado Mediano, Madrid

    3 reviews
    Booked 14 times
    Full Rental
    6 rooms
    14 people
    3 bathrooms
    Match: Rural houses 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
  • 19 photos 19 Photos

    Casas El Arroyo

    Canencia De La Sierra, Madrid

    0 reviews
    Full Rental
    6 rooms
    16 people
    6 bathrooms
    Match: Rural houses 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
  • 13 photos 13 Photos

    El Álamo - Valle del Paular

    Rascafría, Madrid

    0 reviews
    Full Rental
    2 rooms
    4 people
    1 bathrooms
    Match: Charming cottages Sierra de Guadarrama
    • Pets allowed
    Instant booking
    Cancellation 30 days before
    from 32person and night
    from 32 person and night
    Instant booking
    Cancellation 30 days before
    View deal
  • 19 photos 19 Photos

    La Casa de Don

    Pedraza, Segovia

    0 reviews
    Full Rental
    3 rooms
    9 people
    3 bathrooms
    Match: Country houses Sierra de Guadarrama
    • Parking
    • Pets allowed
    • WiFi free
    Instant booking
    Cancellation 30 days before
    from 42person and night
    from 42 person and night
    Instant booking
    Cancellation 30 days before
    View deal
  • Tourist use housing
    28 photos 28 Photos

    La Consentida

    La Cabrera, Madrid

    0 reviews
    Per rooms
    3 rooms
    12 people
    2 bathrooms
    Match: Charming cottages Sierra de Guadarrama
    • Pets allowed
    • Outdoor pool
    • WiFi free
    Instant booking
    Cancellation 14 days before
    from 25person and night
    from 25 person and night
    Instant booking
    Cancellation 14 days before
    View deal
  • Tourist use housing
    47 photos 47 Photos

    El Robledal

    Miraflores De La Sierra, Madrid

    2 reviews
    Booked 5 times
    Full Rental
    8 rooms
    18 people
    3 bathrooms
    Match: Charming cottages Sierra de Guadarrama
    • Parking
    • Pets allowed
    • Outdoor pool
    • WiFi free
    Instant booking
    Cancellation 30 days before
    from 49person and night
    from 49 person and night
    Instant booking
    Cancellation 30 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: Holiday cottages 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
  • 29 photos 29 Photos

    Casa Fidelina I

    Miraflores De La Sierra, Madrid

    0 reviews
    Full Rental
    1 rooms
    2 people
    1 bathrooms
    Match: Rural houses Sierra de Guadarrama
    • Internet
    • Parking
    • Outdoor pool
    Instant booking
    Cancellation 7 days before
    from 100person and night
    from 100 person and night
    Instant booking
    Cancellation 7 days before
    View deal
  • 14 photos 14 Photos

    Calderuelas - Valle del Paular

    Rascafría, Madrid

    1 reviews
    Booked 5 times
    Full Rental
    1 rooms
    2 people
    1 bathrooms
    Match: Holiday cottages 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
  • 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: Holiday cottages 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
  • Tourist use housing
    30 photos 30 Photos

    El Chalet de Rascafría

    Rascafría, Madrid

    1 reviews
    Booked 3 times
    Full Rental
    3 rooms
    6 people
    1 bathrooms
    Match: Holiday cottages Sierra de Guadarrama
    • Parking
    • WiFi free
    Instant booking
    Cancellation 7 days before
    from 27person and night
    from 27 person and night
    Instant booking
    Cancellation 7 days before
    View deal
  • Tourist use housing
    40 photos 40 Photos

    Casa Sierra de Miraflores

    Miraflores De La Sierra, Madrid

    1 reviews
    Booked 9 times
    Full Rental
    7 rooms
    23 people
    3 bathrooms
    Match: Charming cottages Sierra de Guadarrama
    • Parking
    • Outdoor pool
    Instant booking
    Cancellation 30 days before
    from 24person and night
    from 24 person and night
    Instant booking
    Cancellation 30 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 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

Mª Luisa Sánchez Garzón's stay

The house is large, very cozy, with all kinds of details, it seemed to be in a hotel but, without schedules. Felipe is a man's charm, who shows that he has been a hospitality...
M
Mª Luisa Sánchez Garzón
10/10 feb-2025

Raquel Osorio Ruiz de León 's stay

The house is incredible, it has all the comforts. We spent a very pleasant weekend. The center of the town is very close and the surrounding areas are beautiful. I recommend...
R
Raquel Osorio Ruiz de León
10/10 jan-2025

Eduardo Gil García 's stay

Everything perfect. The house was very clean and not a detail was missing. The environment in which it is located is impressive, very well organized and cared for. Ideal for family...
E
Eduardo Gil García
10/10 jan-2025

Daniel Herranz Rivero's stay

The experience has been very good. The location of the house is perfect for what we were looking for, somewhat away from the center of town, but with houses around it. It had...
D
Daniel Herranz Rivero
8/10 jan-2025

Gil Ricardo 's stay

An incredibly well located house, with nature and all the desired tranquility. We were very comfortable. 100%...
G
Gil Ricardo
10/10 dec-2024

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
  • 153€-326€ The most frequent expense
  • 237€ Average rental price
  • 5600€ Highest price

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

What type of housing do travelers usually prefer to sleep in ?

  • Full Rental82.37%
  • Rental by rooms17.63%

When are online reservations made?

Per month

  • January 9.63%
  • February 9.14%
  • March 6.32%
  • April 8.07%
  • May 7.49%
  • June 7.00%
  • July 5.93%
  • August 6.71%
  • September 7.20%
  • October 7.30%
  • November 12.74%
  • December 12.45%

Per day of entry

  • Monday 9.14%
  • Tuesday 5.06%
  • Wednesdat 6.32%
  • Thursday 9.63%
  • Friday 51.56%
  • Saturday 14.01%
  • Sunday 4.28%

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Registered in the Mercantile Register of Madrid T 33270 F 136 S 8 H M 598712 I/A 1.