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Sierra de Guadarrama Holiday Rentals

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Our top choices for Sierra de Guadarrama holiday rentals

1. Real Segovia Apartments

Real Segovia Apartments
4.0 star property
Segovia Old Town
9.8 out of 10, Exceptional, (58 reviews)
"Loved the view from room and access to rooftop. Location was close to everything. Restaurant in hotel was very good and reasonably priced. Excellent overall. Would stay there again."
Canada
Shauna
The price is NZ$176
includes taxes & fees
13 Dec - 14 Dec
Real Segovia Apartments

2. Holiday Home 'Casa De Los Abuelos' with Wi-Fi

Holiday Home 'Casa De Los Abuelos' with Wi-Fi
Real Sitio de San Ildefonso
The price is NZ$391
includes taxes & fees
17 Nov - 18 Nov
Holiday Home 'Casa De Los Abuelos' with Wi-Fi

3. Villa Don Juan II

Villa Don Juan II
3.5 star property
Segovia Old Town
9.8 out of 10, Exceptional, (35 reviews)
"Location could not be beat! Lots of space, well appointed, and great AC.Would definitely stay here again."
Canada
Mike
The price is NZ$374
includes taxes & fees
15 Nov - 16 Nov
Villa Don Juan II

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 NZ$1,546
includes taxes & fees
17 Nov - 18 Nov
Holiday Home 'Río Tío Cocinas' with Mountain Views, Balcony and Wi-Fi

5. La Arbolada

La Arbolada
Navacerrada
10.0 out of 10, Exceptional, (2 reviews)
"Encantada con todo, el sitio, el anfitrión y los innumerables detalles ☺️. Repetiré sin duda"
Spain
ROSANA G.
The price is NZ$279
includes taxes & fees
15 Nov - 16 Nov
La Arbolada

6. Apartamento en Pleno Centro de Navacerrada

Apartamento en Pleno Centro de Navacerrada
Navacerrada
8.0 out of 10, Very good, (1 review)
"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 NZ$341
includes taxes & fees
15 Nov - 16 Nov
Apartamento en Pleno Centro de Navacerrada

7. Apartamento El Roble

Apartamento El Roble
Navacerrada
The price is NZ$301
includes taxes & fees
19 Nov - 20 Nov
Apartamento El Roble

8. Apartamento El Sauce

Apartamento El Sauce
Navacerrada
The price is NZ$335
includes taxes & fees
23 Nov - 24 Nov
Apartamento El Sauce

9. Studio 'Judería' with Wi-Fi

Studio 'Judería' with Wi-Fi
Segovia Old Town
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful host who explained the history of the place. Great central location in the middle of everything. Cathedral around the corner. Easy walking through town from the central bus drop off near the aqueduct."
United States
Jeremy K.
The price is NZ$350
includes taxes & fees
16 Nov - 17 Nov
Studio 'Judería' with Wi-Fi

10. 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, (2 reviews)
"Pros: Excellent, clean apartment with top end bedding and well stocked kitchen."
United States
Anonymous traveller
The price is NZ$413
includes taxes & fees
17 Nov - 18 Nov
El Nido del Águila: Mountain House for 8 in Sierra de Guadarrama, near Madrid

11. 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, (6 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 NZ$864
includes taxes & fees
15 Nov - 16 Nov
Country House in Torrecaballeros with Mountain Views, Private Pool, and Wi-Fi

12. 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 NZ$797
includes taxes & fees
23 Nov - 24 Nov
Country House in La Higuera – Rural Charm 10 km from Segovia

13. Rural House 'Casa Agapito Marazuela' with Mountain Views, Private Garden, and Wi-Fi

Rural House 'Casa Agapito Marazuela' with Mountain Views, Private Garden, and Wi-Fi
Segovia
The price is NZ$1,184
includes taxes & fees
14 Nov - 15 Nov
Rural House 'Casa Agapito Marazuela' with Mountain Views, Private Garden, and Wi-Fi

14. Beautiful duplex in an unbeatable location.

Beautiful duplex in an 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 NZ$514
includes taxes & fees
6 Dec - 7 Dec
Beautiful duplex in an unbeatable location.

15. EL ENCANTO LAS NIEVES APARTMENT IN MIRAFLORES

EL ENCANTO LAS NIEVES APARTMENT IN MIRAFLORES
Miraflores de la Sierra
The price is NZ$175
includes taxes & fees
22 Nov - 23 Nov
EL ENCANTO LAS NIEVES APARTMENT IN MIRAFLORES

16. Room 'Habitación Doble Estandard' with Shared Terrace, Wi-Fi and Air Conditioning

Room 'Habitación Doble Estandard' with Shared Terrace, Wi-Fi and Air Conditioning
Guadarrama
The price is NZ$155
includes taxes & fees
15 Nov - 16 Nov
Room 'Habitación Doble Estandard' with Shared Terrace, Wi-Fi and Air Conditioning

17. 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 NZ$656
includes taxes & fees
1 Dec - 2 Dec
Holiday Home 'De Los Abuelos' with Mountain Views, Private Terrace and Wi-Fi

18. 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 NZ$1,750
includes taxes & fees
15 Nov - 16 Nov
Dalt La Figuera Country House — Guadarrama, Mountain Views, Pool & Wi-Fi

19. Holiday Home 'Las Marias' with Private Garden, Wi-Fi and Air Conditioning

Holiday Home 'Las Marias' with Private Garden, Wi-Fi and Air Conditioning
Sotosalbos
The price is NZ$646
includes taxes & fees
8 Dec - 9 Dec
Holiday Home 'Las Marias' with Private Garden, Wi-Fi and Air Conditioning

20. El Espinar Cottage

El Espinar Cottage
El Espinar
The price is NZ$341
includes taxes & fees
22 Nov - 23 Nov
El Espinar Cottage
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.
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Top Sierra de Guadarrama Hotel Reviews

Find out more about Sierra de Guadarrama

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sierra de Guadarrama holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Sierra de Guadarrama. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Sierra de Guadarrama. Seeing all the best attractions is bound to make you fall in love with Sierra de Guadarrama. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Sierra de Guadarrama short-term rentals, that won’t be hard to do.

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