A pine tree with snow-covered ground and a lake in the background.

Sierra de Guadarrama Holiday Rentals

  • 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

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Sierra de Guadarrama holiday rentals

Room

1. Hotel Apartamentos Aralso

Hotel Apartamentos Aralso
2.0 star property
Segovia
9.8 out of 10, Exceptional, (52 reviews)
"Spotlessly clean. Great location. Helpful host. This place is a winner. "
United States
Michael
The price is HK$814
HK$896 total
includes taxes & fees
6 Sept - 7 Sept
Hotel Apartamentos Aralso
Property grounds

2. Villa Don Juan II

Villa Don Juan II
3.5 star property
Segovia Old Town
9.8 out of 10, Exceptional, (33 reviews)
"Quiet and comfortable place, friendly and helpfull owner"
United Kingdom
Petr
The price is HK$1,458
HK$1,604 total
includes taxes & fees
8 Sept - 9 Sept
Villa Don Juan II
Staircase

3. Hotel Apartamentos Aralso Sotillo

Hotel Apartamentos Aralso Sotillo
2.0 star property
La Lastrilla
9.4 out of 10, Exceptional, (20 reviews)
"The manager was most helpful and courteous. "
United States
Steven
The price is HK$633
HK$697 total
includes taxes & fees
14 Sept - 15 Sept
Hotel Apartamentos Aralso Sotillo
Living area

4. Holiday Home 'Río Tío Cocinas' with Mountain Views, Balcony and Wi-Fi

Holiday Home 'Río Tío Cocinas' with Mountain Views, Balcony and Wi-Fi
Real Sitio de San Ildefonso
The price is HK$7,134
HK$7,803 total
includes taxes & fees
8 Sept - 9 Sept
Holiday Home 'Río Tío Cocinas' with Mountain Views, Balcony and Wi-Fi
Rooftop terrace

5. Real Segovia Apartments

Real Segovia Apartments
4.0 star property
Segovia Old Town
9.8 out of 10, Exceptional, (56 reviews)
"Perfect apartment in the Center of Segovia and a great view. Would stay again for sure."
United States
Richard
The price is HK$939
HK$1,033 total
includes taxes & fees
20 Sept - 21 Sept
Real Segovia Apartments
Outdoor dining

6. El Nido del Águila: Mountain House for 8 in Sierra de Guadarrama, near Madrid

El Nido del Águila: Mountain House for 8 in Sierra de Guadarrama, near Madrid
Becerril de la Sierra
10.0 out of 10, Exceptional, (1 review)
"Pros: La casa estaba genial y muy acogedora me encantó."
Spain
Anonymous traveller
The price is HK$2,468
HK$2,468 total
includes taxes & fees
24 Sept - 25 Sept
El Nido del Águila: Mountain House for 8 in Sierra de Guadarrama, near Madrid
Interior

7. Country House in La Higuera – Rural Charm 10 km from Segovia

Country House in La Higuera – Rural Charm 10 km from Segovia
Espirdo
10.0 out of 10, Exceptional, (1 review)
"Excellent house,15 min by car from Segovia,small village vibe,restaurants in Segovia and near towns available. Very accommodating host. Only wish I would have is Air-conditioning available-usually Segovia area don't need one."
United States
Gueorgui Stoyanov
The price is HK$1,739
HK$1,739 total
includes taxes & fees
30 Aug - 31 Aug
Country House in La Higuera – Rural Charm 10 km from Segovia
Interior

8. Studio 'Judería' with Wi-Fi

Studio 'Judería' with Wi-Fi
Segovia Old Town
The price is HK$1,339
HK$1,607 total
includes taxes & fees
14 Sept - 15 Sept
Studio 'Judería' with Wi-Fi
Interior

9. Los Acebos: Rural Retreat for Couples with Mountain Views in the Sierra de Segovia

Los Acebos: Rural Retreat for Couples with Mountain Views in the Sierra de Segovia
La Cuesta
10.0 out of 10, Exceptional, (1 review)
"Pros: La casa es maravillosa con todo lujo de detalles, los anfitriones realmente encantadores, volveremos sin duda!"
Spain
Anonymous traveller
The price is HK$4,274
HK$4,274 total
includes taxes & fees
27 Aug - 28 Aug
Los Acebos: Rural Retreat for Couples with Mountain Views in the Sierra de Segovia
Interior

10. Vacation Home 'Vivienda Turística El Laurel' with Mountain Views, Private Terrace & Wi-Fi

Vacation Home 'Vivienda Turística El Laurel' with Mountain Views, Private Terrace & Wi-Fi
Valdemanco
The price is HK$5,759
HK$5,759 total
includes taxes & fees
2 Sept - 3 Sept
Vacation Home 'Vivienda Turística El Laurel' with Mountain Views, Private Terrace & Wi-Fi
Living area

11. Beautiful duplex in unbeatable location

Beautiful duplex in unbeatable location
Segovia Old Town
8.2 out of 10, Very good, (10 reviews)
"We loved the location and the wonderful communication! It was like staying with family! "
United States
Laura U.
The price is HK$1,645
HK$2,386 total
includes taxes & fees
7 Sept - 8 Sept
Beautiful duplex in unbeatable location
Pool

12. Casa Puente Albor for 22 people

Casa Puente Albor for 22 people
Espinar (El)
9.8 out of 10, Exceptional, (13 reviews)
"Great house with indoor pool and great outdoor area. Sergio is the host: he is terrific in customer service and friendly. Strongly recommended."
Spain
Jose Miguel H.
The price is HK$5,034
HK$6,709 total
includes taxes & fees
13 Sept - 14 Sept
Casa Puente Albor for 22 people
Outdoor dining

13. Country House in Torrecaballeros with Mountain Views, Private Pool, and Wi-Fi

Country House in Torrecaballeros with Mountain Views, Private Pool, and Wi-Fi
Torrecaballeros
10.0 out of 10, Exceptional, (3 reviews)
"Pros: La casa es muy grande y aunque íbamos 8 parejas y 4 niños, todos teníamos nuestro espacio vital para estar cómodos. Habitaciones con baño y tele como en un hotel, zonas comunes muy grandes, jardín con césped para jugar y piscina vallada Cons: Nos gustó todo. Quizás si pudiese tener rampa la entrada por el porche de la barbacoa hacia el salon, que hay unos escalones y con niños pequeños teníamos que estar atentos de que no se cayeran. Supongo que tambien si alguien va en silla de ruedas se...
Spain
Anonymous traveller
The price is HK$4,822
HK$4,822 total
includes taxes & fees
27 Aug - 28 Aug
Country House in Torrecaballeros with Mountain Views, Private Pool, and Wi-Fi
Exterior detail

14. Holiday Home 'De Los Abuelos' with Mountain Views, Private Terrace and Wi-Fi

Holiday Home 'De Los Abuelos' with Mountain Views, Private Terrace and Wi-Fi
Ortigosa del Monte
The price is HK$3,349
HK$3,349 total
includes taxes & fees
20 Sept - 21 Sept
Holiday Home 'De Los Abuelos' with Mountain Views, Private Terrace and Wi-Fi
Property grounds

15. Dalt La Figuera Country House — Guadarrama, Mountain Views, Pool & Wi-Fi

Dalt La Figuera Country House — Guadarrama, Mountain Views, Pool & Wi-Fi
La Higuera
9.0 out of 10, Wonderful, (4 reviews)
"Pros: La casa está decorada con un gusto exquisito y pese a estar ubicada en una zona árida el jardín está lleno de vegetación. Cons: Por decir algo las camas son un poco blandas y la vitro tiene los mandos borrados."
Spain
Anonymous traveller
The price is HK$7,925
HK$7,925 total
includes taxes & fees
30 Aug - 31 Aug
Dalt La Figuera Country House — Guadarrama, Mountain Views, Pool & Wi-Fi
Interior

16. Romantic and beautiful apartment 65 m2 new in the main square of Segovia.

Romantic and beautiful apartment 65 m2 new in the main square of Segovia.
Segovia Old Town
8.8 out of 10, Excellent, (6 reviews)
"The apartment is too near to the pubs. On the Saturday evening, the noise was very loud till 7 o'clock in the morning. It is impossible to sleep in the living room. There is a noise in the wall due to water piping."
Germany
KIAT MENG C.
The price is HK$686
HK$1,207 total
includes taxes & fees
1 Sept - 2 Sept
Romantic and beautiful apartment 65 m2 new in the main square of Segovia.
Private kitchen

17. Country House 'El Arrebol' with Mountain View, Private Terrace and Wi-Fi

Country House 'El Arrebol' with Mountain View, Private Terrace and Wi-Fi
El Espinar
10.0 out of 10, Exceptional, (3 reviews)
"Pros: La casa esta perfecta para no tener que ni salir, piscina zona recrativa, la casa espectacular, La piscina climatizada y la zona acristalada de la barbacoa da un juego increíble. Cons: las escaleras demasiado empinadas, puedes tener un susto con niños o personas mayores."
Spain
Anonymous traveller
The price is HK$13,934
HK$13,934 total
includes taxes & fees
7 Sept - 8 Sept
Country House 'El Arrebol' with Mountain View, Private Terrace and Wi-Fi
Room

18. El Rincón: Country House for 8 in the Segovia Mountains with Pool and Views

El Rincón: Country House for 8 in the Segovia Mountains with Pool and Views
La Cuesta
10.0 out of 10, Exceptional, (4 reviews)
"A beautiful house in a lovely peaceful village, everything was perfect and very helpful owners."
United Kingdom
Rachel J.
The price is HK$5,402
HK$5,402 total
includes taxes & fees
25 Sept - 26 Sept
El Rincón: Country House for 8 in the Segovia Mountains with Pool and Views
Exterior

19. Room 'Suite Presidencial' with Shared Terrace, Wi-Fi and Air Conditioning

Room 'Suite Presidencial' with Shared Terrace, Wi-Fi and Air Conditioning
Guadarrama
The price is HK$1,261
HK$1,261 total
includes taxes & fees
31 Aug - 1 Sept
Room 'Suite Presidencial' with Shared Terrace, Wi-Fi and Air Conditioning
Lobby

20. Country House 'La Tarja 1' with Private Garden and Wi-Fi

Country House 'La Tarja 1' with Private Garden and Wi-Fi
Martín Miguel
10.0 out of 10, Exceptional, (8 reviews)
"Pros: Hemos estado 15 personas (entre ellos 8 niños) y la casa nos ha parecido genial a todos. Más amplia de lo que nos parecía en fotos y con mucho detalle, muy bonita. La dueña muy atenta en todo momento y además puedes encargarle cenas- muy rico todo. Muy recomendable!!"
Spain
Anonymous traveller
The price is HK$4,013
HK$4,013 total
includes taxes & fees
24 Sept - 25 Sept
Country House 'La Tarja 1' with Private Garden and Wi-Fi
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

Hotel Cetina Palacio Ayala Berganza.

Hotel Cetina Palacio Ayala Berganza.

10/10 Excellent
"Great service and good location. Really enjoy the stay."
Bella 1-night trip
Posted 9 hours ago
Hotel Cetina Palacio Ayala Berganza.

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!

Explore a world of travel with Expedia