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Sierra de Guadarrama Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Sierra de Guadarrama vacation rentals

A staircase with a checkered floor leading to a landing. A painting of a mountain lake is on the wall above the landing.

1. Hotel Apartamentos Aralso Sotillo

Hotel Apartamentos Aralso Sotillo
2.0 star property
La Lastrilla
9.4 out of 10, Exceptional, (21 reviews)
"The manager was most helpful and courteous. "
United States
Steven
The price is ￥10,074
￥11,081 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Apartamentos Aralso Sotillo
A room with a bed, a sofa, a dining table with chairs, a kitchen area, and a TV mounted on the wall.

2. Hotel Apartamentos Aralso

Hotel Apartamentos Aralso
2.0 star property
Segovia
9.8 out of 10, Exceptional, (52 reviews)
"Great affordable place to spend a few days roaming Segovia, it met all our expectations, highly recommended!"
Canada
Bobby
The price is ￥15,510
￥17,061 total
includes taxes & fees
Oct 28 - Oct 29
Hotel Apartamentos Aralso
A rooftop terrace with outdoor seating and a view of historic buildings.

3. Real Segovia Apartments

Real Segovia Apartments
4.0 star property
Segovia Old Town
9.8 out of 10, Exceptional, (57 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 ￥14,231
￥15,654 total
includes taxes & fees
Nov 2 - Nov 3
Real Segovia Apartments
A rustic courtyard with potted plants, a red wheelbarrow, and a stone wall.

4. 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 ￥23,261
￥25,587 total
includes taxes & fees
Oct 4 - Oct 5
Villa Don Juan II
A room with a fireplace, a dining table with chairs, a sofa, and a fan.

5. 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 ￥31,275
￥34,829 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Home 'Casa De Los Abuelos' with Wi-Fi
Living area

6. 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 ￥138,694
￥151,698 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Home 'Río Tío Cocinas' with Mountain Views, Balcony and Wi-Fi
A house with a stone facade, a patio with chairs, and a tree in the yard.

7. 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
The price is ￥43,171
￥43,171 total
includes taxes & fees
Oct 8 - Oct 9
El Nido del Águila: Mountain House for 8 in Sierra de Guadarrama, near Madrid
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, (5 reviews)
"Pros: La casa es estupenda, limpia y cómoda, con muchos detalles que hacen que pases unos días de descanso y desconexión. La cocina enorme y muy práctica y las habitaciones muy cómodas. La piscina es genial y la zona de césped es perfecta para jugar grandes y mayores. La zona cubierta de la barbacoa es muy amplia y en el porche se está de maravilla. La atención de Héctor ha sido excelente y estuvo muy pendiente para que estuviéramos a gusto. Cons: Lo que menos nos gustó fue el calor en la parte...
Spain
Anonymous traveler
The price is ￥77,041
￥77,041 total
includes taxes & fees
Oct 4 - Oct 5
Country House in Torrecaballeros with Mountain Views, Private Pool, and Wi-Fi
A room with a wooden door, a glass window, a bookshelf, a sofa, and a lamp.

9. Studio 'Judería' with Wi-Fi

Studio 'Judería' with Wi-Fi
Segovia Old Town
10.0 out of 10, Exceptional, (1 review)
"We really loved this place. The apartment is spacious, well designed and nicely decorated. The exposed centuries old walls really imbue the site with a sense of history. Very cool.Check-in was smooth; Lizbeth was great.We recommend this place 100%."
United States
joe l.
The price is ￥23,405
￥28,606 total
includes taxes & fees
Oct 4 - Oct 5
Studio 'Judería' with Wi-Fi
A view through a window with a castle in the distance, surrounded by trees and a hilly landscape.

10. 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 ￥105,555
￥105,555 total
includes taxes & fees
Oct 4 - Oct 5
Rural House 'Casa Agapito Marazuela' with Mountain Views, Private Garden, and Wi-Fi
Interior

11. EL ENCANTO LAS NIEVES APARTMENT IN MIRAFLORES

EL ENCANTO LAS NIEVES APARTMENT IN MIRAFLORES
Miraflores de la Sierra
The price is ￥13,271
￥16,469 total
includes taxes & fees
Oct 12 - Oct 13
EL ENCANTO LAS NIEVES APARTMENT IN MIRAFLORES
A house with a patio, stone steps, and a wooden pergola.

12. 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
The price is ￥156,031
￥156,031 total
includes taxes & fees
Oct 4 - Oct 5
Dalt La Figuera Country House — Guadarrama, Mountain Views, Pool & Wi-Fi
A courtyard with stone steps leading to a yellow building with arched doorways, outdoor seating, and potted plants.

13. Room 'Habitación Doble' with Balcony, Wi-Fi and Air Conditioning

Room 'Habitación Doble' with Balcony, Wi-Fi and Air Conditioning
Guadarrama
The price is ￥14,749
￥14,749 total
includes taxes & fees
Oct 4 - Oct 5
Room 'Habitación Doble' with Balcony, Wi-Fi and Air Conditioning
A living room with a black sofa, a glass coffee table, a small white side table, and a painting of a cityscape.

14. 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 ￥31,986
￥46,380 total
includes taxes & fees
Oct 4 - Oct 5
Beautiful duplex in unbeatable location
A small building with a tiled roof, a wooden door, a window with metal bars, and a small table.

15. 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 ￥60,680
￥60,680 total
includes taxes & fees
Oct 31 - Nov 1
Holiday Home 'De Los Abuelos' with Mountain Views, Private Terrace and Wi-Fi
A modern interior with a dining area, sofa, and kitchen.

16. 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 ￥71,064
￥71,064 total
includes taxes & fees
Nov 3 - Nov 4
Country House in La Higuera – Rural Charm 10 km from Segovia
A balcony with a table and chairs, a brick wall, and a view of the neighborhood.

17. 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
The price is ￥65,924
￥65,924 total
includes taxes & fees
Oct 5 - Oct 6
Vacation Home 'Plena Naturaleza Moralzarzal' with Mountain View, Shared Pool & Wi-Fi
A table set for a meal with a glass of wine, a bowl of fruit, a loaf of bread, and a vase with flowers.

18. Villa Los Ángeles in the Sierra de Guadarrama with Pool and Lake Views

Villa Los Ángeles in the Sierra de Guadarrama with Pool and Lake Views
El Espinar
10.0 out of 10, Exceptional, (1 review)
"Pros: This is a fantastic place – the house offers an astonishing view, a great pool, and excellent facilities. I spent a week here with my four‑generation family, and everyone enjoyed both the house and the surrounding area. With Mario as host, all communication via Holidu was smooth and easy. I am seriously considering returning next year. Cons: I and we enjoyed it all. A bit unstable WiFi, but not a big issue."
United States
Anonymous traveler
The price is ￥80,746
￥106,753 total
includes taxes & fees
Oct 12 - Oct 13
Villa Los Ángeles in the Sierra de Guadarrama with Pool and Lake Views
A modern interior with a glass partition, a hot tub, a sofa, and a television.

19. 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, (2 reviews)
"This property is a brand-new, gorgeous house in a small, beautiful village just 25 minutes outside Segovia. It was very well organized, immaculately clean, and meticulously maintained. Relaxing in the well-kept hot tub after a day of hiking and sightseeing was absolutely priceless.My only suggestion for the host would be to add a light above the kitchen sink. The host was helpful, welcoming, and communication throughout was smooth and easy."
United States
Natalya B.
The price is ￥83,088
￥83,088 total
includes taxes & fees
Oct 6 - Oct 7
Los Acebos: Rural Retreat for Couples with Mountain Views in the Sierra de Segovia
A bedroom with a wooden ceiling, a bed with white bedding, a sofa with a floral pattern, and a view through a glass door.

20. 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, (5 reviews)
"A beautiful house in a lovely peaceful village, everything was perfect and very helpful owners."
United Kingdom
Rachel J.
The price is ￥107,662
￥107,662 total
includes taxes & fees
Oct 6 - Oct 7
El Rincón: Country House for 8 in the Segovia Mountains with Pool and Views
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

Hotel Pax Torrelodones

Hotel Pax Torrelodones

8/10 Good
"Great"
Karla 3-night trip
Posted 2 days ago
Hotel Pax Torrelodones

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