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

Sierra de Guadarrama Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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
$88 nightly
The price is $97
Dec 13 - Dec 14
Total with taxes and fees
Real Segovia Apartments
A building with a stone facade, wooden shutters, and a fenced courtyard.

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

Holiday Home 'Casa De Los Abuelos' with Wi-Fi
Real Sitio de San Ildefonso
$119 nightly
The price is $119
Nov 15 - Nov 16
Total with taxes and fees
Holiday Home 'Casa De Los Abuelos' with Wi-Fi
A rustic courtyard with potted plants, a red wheelbarrow, and a stone wall.

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
$198 nightly
The price is $218
Nov 22 - Nov 23
Total with taxes and fees
Villa Don Juan II
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
$857 nightly
The price is $857
Nov 17 - Nov 18
Total with taxes and fees
Holiday Home 'Río Tío Cocinas' with Mountain Views, Balcony and Wi-Fi
A reception desk with a framed welcome sign, a potted plant, and two desk lamps.

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.
$154 nightly
The price is $154
Nov 15 - Nov 16
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.

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.
$192 nightly
The price is $192
Nov 15 - Nov 16
Total with taxes and fees
Apartamento en Pleno Centro de Navacerrada
A modern hotel room with a large bed, a TV mounted on the wall, a small kitchenette, and a wooden wardrobe.

7. Apartamento El Roble

Apartamento El Roble
Navacerrada
$168 nightly
The price is $168
Nov 15 - Nov 16
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.

8. Apartamento El Sauce

Apartamento El Sauce
Navacerrada
$188 nightly
The price is $188
Nov 17 - Nov 18
Total with taxes and fees
Apartamento El Sauce
A stone building with a wooden door, a window with metal bars, and a black metal railing on the upper floor.

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.
$177 nightly
The price is $177
Nov 16 - Nov 17
Total with taxes and fees
Studio 'Judería' with Wi-Fi
A house with a stone facade, a patio with chairs, and a tree in the yard.

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 traveler
$238 nightly
The price is $238
Nov 15 - Nov 16
Total with taxes and fees
El Nido del Águila: Mountain House for 8 in Sierra de Guadarrama, near Madrid
A covered patio with a table and chairs, stone steps, and a view of the surrounding area.

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 traveler
$478 nightly
The price is $478
Nov 16 - Nov 17
Total with taxes and fees
Country House in Torrecaballeros with Mountain Views, Private Pool, and Wi-Fi
A bedroom with a bed, a window, wooden beams, a radiator, and wall art.

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
$209 nightly
The price is $209
Nov 16 - Nov 17
Total with taxes and fees
Country House in La Higuera – Rural Charm 10 km from Segovia
A rustic outdoor seating area with a wooden table and chairs, a covered table, and a large tree.

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
$655 nightly
The price is $655
Nov 16 - Nov 17
Total with taxes and fees
Rural House 'Casa Agapito Marazuela' with Mountain Views, Private Garden, and Wi-Fi
A neatly arranged bedroom with a bed, bedside tables, and a wall-mounted picture.

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.
$297 nightly
The price is $297
Dec 7 - Dec 8
Total with taxes and fees
Beautiful duplex in an unbeatable location.
A white door with a brass handle, leading to a room with a chandelier and a table.

15. EL ENCANTO LAS NIEVES APARTMENT IN MIRAFLORES

EL ENCANTO LAS NIEVES APARTMENT IN MIRAFLORES
Miraflores de la Sierra
$104 nightly
The price is $104
Nov 16 - Nov 17
Total with taxes and fees
EL ENCANTO LAS NIEVES APARTMENT IN MIRAFLORES
A courtyard with stone steps leading to a yellow building with arched doorways, outdoor seating, and potted plants.

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
$86 nightly
The price is $86
Nov 15 - Nov 16
Total with taxes and fees
Room 'Habitación Doble Estandard' with Shared Terrace, Wi-Fi and Air Conditioning
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
$363 nightly
The price is $363
Dec 1 - Dec 2
Total with taxes and fees
Holiday Home 'De Los Abuelos' with Mountain Views, Private Terrace and Wi-Fi
A stone gate with a wooden door, surrounded by greenery and a stone wall.

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 traveler
$968 nightly
The price is $968
Nov 16 - Nov 17
Total with taxes and fees
Dalt La Figuera Country House — Guadarrama, Mountain Views, Pool & Wi-Fi
A snowy street with a sign for 'Sarosalo' and a building labeled 'Iglesia románica'.

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
$343 nightly
The price is $343
Nov 15 - Nov 16
Total with taxes and fees
Holiday Home 'Las Marias' with Private Garden, Wi-Fi and Air Conditioning
A cozy room with a stone wall, a round mirror, a desk with a basket, and a bed with a pillow.

20. El Espinar Cottage

El Espinar Cottage
El Espinar
$195 nightly
The price is $195
Dec 10 - Dec 11
Total with taxes and fees
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

Áurea Convento Capuchinos by Eurostars Hotel Company

Áurea Convento Capuchinos by Eurostars Hotel Company

10/10 Excellent
"Na"
CHRIS 2-night trip
Posted 4 days ago
Áurea Convento Capuchinos by Eurostars Hotel Company

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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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 $97 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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