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Sierra de Guadarrama Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Sierra de Guadarrama vacation rentals

A rooftop terrace with outdoor seating and a view of historic buildings.

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
$90 nightly
The price is $99
Nov 23 - Nov 24
Total with taxes and fees
Real Segovia Apartments
A rustic courtyard with potted plants, a red wheelbarrow, and a stone wall.

2. 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
$220 nightly
The price is $242
Oct 25 - Oct 26
Total with taxes and fees
Villa Don Juan II
A room with a bed, a sofa, a dining table with chairs, a kitchen area, and a TV mounted on the wall.

3. Hotel Apartamentos Aralso

Hotel Apartamentos Aralso
2.0 star property
Segovia
9.8 out of 10, Exceptional, (54 reviews)
"Great affordable place to spend a few days roaming Segovia, it met all our expectations, highly recommended!"
Canada
Bobby
$88 nightly
The price is $96
Oct 28 - Oct 29
Total with taxes and fees
Hotel Apartamentos Aralso
A building with a stone facade, wooden shutters, and a fenced courtyard.

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

Holiday Home 'Casa De Los Abuelos' with Wi-Fi
Real Sitio de San Ildefonso
$220 nightly
The price is $220
Nov 9 - Nov 10
Total with taxes and fees
Holiday Home 'Casa De Los Abuelos' with Wi-Fi
Living area

5. 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
$956 nightly
The price is $956
Nov 15 - Nov 16
Total with taxes and fees
Holiday Home 'Río Tío Cocinas' with Mountain Views, Balcony and Wi-Fi
A modern bathroom with a shower, toilet, sink, and a large mirror.

6. 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.
$166 nightly
The price is $166
Nov 3 - Nov 4
Total with taxes and fees
La Arbolada
A modern hotel room with a large bed, a TV mounted on the wall, a small kitchenette, and a wooden accent wall.

7. 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.
$205 nightly
The price is $205
Nov 1 - Nov 2
Total with taxes and fees
Apartamento en Pleno Centro de Navacerrada
An outdoor patio with a brick wall, wooden ceiling, and a grill area.

8. 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 estaba muy limpia, la piscina es un plus increíble y la comunicación con el anfitrión fue muy fácil."
Spain
Anonymous traveler
$486 nightly
The price is $486
Oct 25 - Oct 26
Total with taxes and fees
Country House in Torrecaballeros with Mountain Views, Private Pool, and Wi-Fi
A house with a stone facade, a patio with chairs, and a tree in the yard.

9. 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 traveler
$252 nightly
The price is $252
Oct 26 - Oct 27
Total with taxes and fees
El Nido del Águila: Mountain House for 8 in Sierra de Guadarrama, near Madrid
A room with a wooden door, a glass window, a bookshelf, a sofa, and a lamp.

10. 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.
$181 nightly
The price is $181
Oct 25 - Oct 26
Total with taxes and fees
Studio 'Judería' with Wi-Fi
A modern hotel room with a large bed, a TV mounted on the wall, a small kitchenette, and a wooden wardrobe.

11. Apartamento El Roble

Apartamento El Roble
Navacerrada
$179 nightly
The price is $179
Nov 3 - Nov 4
Total with taxes and fees
Apartamento El Roble
A dining area with a white table set for four, a potted plant, and a painting on the wall.

12. Apartamento El Sauce

Apartamento El Sauce
Navacerrada
$202 nightly
The price is $202
Nov 3 - Nov 4
Total with taxes and fees
Apartamento El Sauce
A modern interior with a dining area, sofa, and kitchen.

13. 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
$213 nightly
The price is $213
Oct 25 - Oct 26
Total with taxes and fees
Country House in La Higuera – Rural Charm 10 km from Segovia
A view through a window with a castle in the distance, surrounded by trees and a hilly landscape.

14. 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
$665 nightly
The price is $665
Oct 31 - Nov 1
Total with taxes and fees
Rural House 'Casa Agapito Marazuela' with Mountain Views, Private Garden, and Wi-Fi
A courtyard with stone steps leading to a yellow building with arched doorways, outdoor seating, and potted plants.

15. 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
$87 nightly
The price is $87
Oct 25 - Oct 26
Total with taxes and fees
Room 'Habitación Doble Estandard' with Shared Terrace, Wi-Fi and Air Conditioning
A house with a patio, stone steps, and a wooden pergola.

16. 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 traveler
$984 nightly
The price is $984
Nov 1 - Nov 2
Total with taxes and fees
Dalt La Figuera Country House — Guadarrama, Mountain Views, Pool & Wi-Fi
A small building with a tiled roof, a wooden door, a window with metal bars, and a small table.

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
$383 nightly
The price is $383
Oct 31 - Nov 1
Total with taxes and fees
Holiday Home 'De Los Abuelos' with Mountain Views, Private Terrace and Wi-Fi
A living room with a black sofa, a glass coffee table, a small white side table, and a painting of a cityscape.

18. 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.
$322 nightly
The price is $322
Oct 31 - Nov 1
Total with taxes and fees
Beautiful duplex in unbeatable location
Interior

19. EL ENCANTO LAS NIEVES APARTMENT IN MIRAFLORES

EL ENCANTO LAS NIEVES APARTMENT IN MIRAFLORES
Miraflores de la Sierra
$111 nightly
The price is $111
Oct 31 - Nov 1
Total with taxes and fees
EL ENCANTO LAS NIEVES APARTMENT IN MIRAFLORES
A balcony with a table and chairs, a brick wall, and a view of the neighborhood.

20. Vacation Home 'Plena Naturaleza Moralzarzal' with Mountain View, Shared Pool & Wi-Fi

Vacation Home 'Plena Naturaleza Moralzarzal' with Mountain View, Shared Pool & Wi-Fi
Moralzarzal
$494 nightly
The price is $494
Oct 29 - Oct 30
Total with taxes and fees
Vacation Home 'Plena Naturaleza Moralzarzal' with Mountain View, Shared Pool & 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.
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Top Sierra de Guadarrama Hotel Reviews

Dorma Casa de los Linajes

Dorma Casa de los Linajes

10/10 Excellent
"Clean room"
Oscar 3-night trip
Posted 2 days ago
Dorma Casa de los Linajes

Find out more about Sierra de Guadarrama

Everything you need to know about Sierra de Guadarrama vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sierra de Guadarrama vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

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Sierra de Guadarrama vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sierra de Guadarrama. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Sierra de Guadarrama in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $96 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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