Sierra de Guadarrama Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
9 Dec - 10 Dec
Tomorrow
10 Dec - 11 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Holiday Rentals in Sierra de Guadarrama

Outdoor pool
Hotel El Rancho

Residence in Torrecaballeros

4.0 star property
9.4 out of 10, Exceptional, (63)
"Stayed there before. An excellent hotel. "
United Kingdom
William
The price is HK$607
HK$668 total
includes taxes & fees
15 Dec - 16 Dec
Hotel El Rancho
In-room safe, laptop workspace, soundproofing, iron/ironing board
Hotel Apartamentos Aralso Sotillo

Aparthotel in La Lastrilla

2.0 star property
9.4 out of 10, Exceptional, (18)
"The manager was most helpful and courteous. "
United States
Steven
Hotel Apartamentos Aralso Sotillo
Premium bedding, down duvets, in-room safe, desk
Hotel Apartamentos Aralso

Aparthotel in Segovia

2.0 star property
9.8 out of 10, Exceptional, (37)
"Great affordable place to spend a few days roaming Segovia, it met all our expectations, highly recommended!"
Canada
Bobby
Hotel Apartamentos Aralso
Outdoor dining
Luxury rural cottage for 2 people in the Sierra de Guadarrama

Apartment in Collado Mediano

10.0 out of 10, Exceptional, (1)
"Disfrutamos mucho del alojamiento. La cabaña es pequeñita pero muy acogedora y muy cómoda, sin duda lo recomendamos."
Spain
Julia G.
The price is HK$688
HK$688 total
includes taxes & fees
17 Dec - 18 Dec
Luxury rural cottage for 2 people in the Sierra de Guadarrama
Fridge, microwave, oven, coffee/tea maker
Rural apartment Colla - Rubio for 2 people

Apartment in Collado Mediano

9.0 out of 10, Wonderful, (20)
"Situé pas loin de Madrid par autoroute (gratuite). L'accueil était très bien. Cercedilla et Navacerrada sont à visiter 👍👍 Très bon logement pour se poser."
France
Samuel M.
The price is HK$761
HK$761 total
includes taxes & fees
15 Dec - 16 Dec
Rural apartment Colla - Rubio for 2 people
Rooftop terrace
Real Segovia Apartments

Aparthotel in Segovia Old Town

4.0 star property
9.8 out of 10, Exceptional, (52)
"Great location in the middle of everything we wanted to do!"
United States
Clarissa
Real Segovia Apartments
Fridge, microwave, oven
Valsain Studio double + sofa bed

Apartment in Real Sitio de San Ildefonso

10.0 out of 10, Exceptional, (1)
"La verdad que es muy limpio y muy bien equipado Volveré encantado"
Spain
Tomás M.
The price is HK$453
HK$589 total
includes taxes & fees
10 Dec - 11 Dec
Valsain Studio double + sofa bed
2 bedrooms, iron/ironing board, travel cot, WiFi
La Arbolada

Apartment in Navacerrada

10.0 out of 10, Exceptional, (2)
"Encantada con todo, el sitio, el anfitrión y los innumerables detalles ☺️. Repetiré sin duda"
Spain
ROSANA G.
The price is HK$897
HK$1,332 total
includes taxes & fees
1 Jan - 2 Jan 2026
La Arbolada
Iron/ironing board, free WiFi, bed sheets
Studio 'Judería' with Wi-Fi

Apartment in Segovia Old Town

The price is HK$1,326
HK$1,592 total
includes taxes & fees
15 Dec - 16 Dec
Studio 'Judería' with Wi-Fi
Exterior
Biblical rural house el pajar de Tenzuela. Sleeps 6 (Segovia)

Cottage in Pelayos del Arroyo

10.0 out of 10, Exceptional, (22)
"La casa cuenta con todas las comodidades y es ideal para pasar un fin de semana tranquilo, sabiendo que tienes muchas alternativas en los alrededores. "
Spain
Angel A.
The price is HK$3,625
HK$4,142 total
includes taxes & fees
24 Dec - 25 Dec
Biblical rural house el pajar de Tenzuela. Sleeps 6 (Segovia)
Dining
Apartamento El Sauce

Apartment in Navacerrada

The price is HK$1,177
HK$1,612 total
includes taxes & fees
9 Jan - 10 Jan 2026
Apartamento El Sauce
Private kitchen
DELUXE APARTMENT WITH JACUZZI LOVE FOR TWO

Apartment in Collado Mediano

The price is HK$1,060
HK$1,060 total
includes taxes & fees
14 Dec - 15 Dec
DELUXE APARTMENT WITH JACUZZI LOVE FOR TWO
Fridge, microwave, oven, dishwasher
Pure nature only 35 min from Madrid center!

Apartment in Molinos, Los

The price is HK$946
HK$1,711 total
includes taxes & fees
10 Dec - 11 Dec
Pure nature only 35 min from Madrid center!
Smart TV
Apartamento en Pleno Centro de Navacerrada

Apartment in Navacerrada

8.0 out of 10, Very good, (1)
"Todo correcto, la unica pega, mi pareja no podía acceder (no le funcionaba) las llaves 🔑 del teléfono, solo introduciendo el número en la puerta directamente, lo que lo hacia mas incómodo sobre todo al ir con 2 niñas pequeñas."
Spain
Aa A.
The price is HK$1,177
HK$1,612 total
includes taxes & fees
9 Jan - 10 Jan 2026
Apartamento en Pleno Centro de Navacerrada
Fridge, microwave, oven, stovetop
Apartamento Deluxe 2 Habitaciones Siete Picos

Apartment in Cercedilla

8.0 out of 10, Very good, (1)
"Appartement trés propre"
France
Cedric Z.
The price is HK$1,133
HK$1,133 total
includes taxes & fees
14 Dec - 15 Dec
Apartamento Deluxe 2 Habitaciones Siete Picos
Smart TV, fireplace
De Brevas a Higos. Visita Segovia Disfrutando del Campo

Holiday Home in La Higuera

The price is HK$1,586
HK$1,795 total
includes taxes & fees
10 Dec - 11 Dec
De Brevas a Higos. Visita Segovia Disfrutando del Campo
Smart TV
Apartamento El Roble

Apartment in Navacerrada

The price is HK$996
HK$1,449 total
includes taxes & fees
23 Dec - 24 Dec
Apartamento El Roble
Pool
Villa 'Los Ángeles' with Lake Views, Private Pool and Wi-Fi

Villa in El Espinar

2.0 star property
The price is HK$1,990
HK$3,316 total
includes taxes & fees
10 Dec - 11 Dec
Villa 'Los Ángeles' with Lake Views, Private Pool and Wi-Fi
Smart TV
Cottage with garden and barbecue in the Guadarrama mountain range

Holiday Home in Guadarrama

The price is HK$1,994
HK$2,674 total
includes taxes & fees
10 Dec - 11 Dec
Cottage with garden and barbecue in the Guadarrama mountain range
Interior
Sparza Boutique Department

Apartment in Cercedilla

The price is HK$1,087
HK$1,250 total
includes taxes & fees
23 Dec - 24 Dec
Sparza Boutique Department
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sierra de Guadarrama Hotel Reviews

Exe Casa de Los Linajes

Exe Casa de Los Linajes

10/10 Excellent
"Perfect stay, great view of Zamaramala from our window, superb breakfast with the best coffee making machine."
owen 2-night trip
Posted 4 days ago
Exe Casa de Los Linajes

Find out more about Sierra de Guadarrama

Search for holiday rentals in Sierra de Guadarrama on Expedia! You can easily find your home rentals, villas, holiday apartments in Sierra de Guadarrama using one of the methods below:

  • View our selection of featured holiday rentals in Sierra de Guadarrama
  • Use the map to find apartments and other holiday homes in the Sierra de Guadarrama neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sierra de Guadarrama while they last

Look no further and take a look at our great range of rental properties in Sierra de Guadarrama!