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Sierra de Guadarrama Vacation Rentals

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Check prices for these dates

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

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, (20 reviews)
"The manager was most helpful and courteous. "
United States
Steven
The price is ￥12,863
￥14,150 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Apartamentos Aralso Sotillo

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 ￥30,885
￥34,597 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Home 'Casa De Los Abuelos' with Wi-Fi
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, (52 reviews)
"Spotlessly clean. Great location. Helpful host. This place is a winner. "
United States
Michael
The price is ￥16,537
￥18,191 total
includes taxes & fees
Sep 6 - Sep 7
Hotel Apartamentos Aralso
A rooftop terrace with outdoor seating and a view of historic buildings.

4. 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 ￥19,054
￥20,960 total
includes taxes & fees
Sep 6 - Sep 7
Real Segovia Apartments
A room with wooden beams on the ceiling, a white shelving unit, a black table, and a blue bed.

5. 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 ￥13,921
￥24,501 total
includes taxes & fees
Aug 30 - Aug 31
Romantic and beautiful apartment 65 m2 new in the main square of Segovia.
A courtyard with stone steps leading to a yellow building with arched doorways, outdoor seating, and potted plants.

6. 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 ￥14,477
￥14,477 total
includes taxes & fees
Sep 7 - Sep 8
Room 'Habitación Doble Estandard' with Shared Terrace, Wi-Fi and Air Conditioning
A rustic courtyard with potted plants, a red wheelbarrow, and a stone wall.

7. 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 ￥26,336
￥28,969 total
includes taxes & fees
Sep 27 - Sep 28
Villa Don Juan II
A room with a wooden door, a glass window, a bookshelf, a sofa, and a lamp.

8. Studio 'Judería' with Wi-Fi

Studio 'Judería' with Wi-Fi
Segovia Old Town
The price is ￥27,179
￥32,615 total
includes taxes & fees
Sep 14 - Sep 15
Studio 'Judería' with Wi-Fi

9. 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 ￥144,865
￥158,448 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Home 'Río Tío Cocinas' with Mountain Views, Balcony and Wi-Fi
A modern interior with a dining area, sofa, and kitchen.

10. 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 ￥35,285
￥35,285 total
includes taxes & fees
Aug 30 - Aug 31
Country House in La Higuera – Rural Charm 10 km from Segovia
A courtyard with stone steps leading to a yellow building with arched doorways, outdoor seating, and potted plants.

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

Room 'Habitación Doble' with Balcony, Wi-Fi and Air Conditioning
Guadarrama
The price is ￥15,405
￥15,405 total
includes taxes & fees
Sep 7 - Sep 8
Room 'Habitación Doble' with Balcony, Wi-Fi and Air Conditioning
A house with a stone facade, a patio with chairs, and a tree in the yard.

12. 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 traveler
The price is ￥55,714
￥55,714 total
includes taxes & fees
Sep 13 - Sep 14
El Nido del Águila: Mountain House for 8 in Sierra de Guadarrama, near Madrid
A courtyard with stone steps leading to a yellow building with arched doorways, outdoor seating, and potted plants.

13. Room 'Habitación Doble Con Balcon' with Shared Terrace, Wi-Fi and Air Conditioning

Room 'Habitación Doble Con Balcon' with Shared Terrace, Wi-Fi and Air Conditioning
Guadarrama
The price is ￥16,333
￥16,333 total
includes taxes & fees
Sep 6 - Sep 7
Room 'Habitación Doble Con Balcon' with Shared Terrace, Wi-Fi and Air Conditioning
A courtyard with stone steps leading to a yellow building with arched doorways, outdoor seating, and potted plants.

14. Room 'Habitación Doble Superior' with Shared Terrace, Wi-Fi and Air Conditioning

Room 'Habitación Doble Superior' with Shared Terrace, Wi-Fi and Air Conditioning
Guadarrama
The price is ￥18,190
￥18,190 total
includes taxes & fees
Sep 9 - Sep 10
Room 'Habitación Doble Superior' with Shared Terrace, Wi-Fi and Air Conditioning

15. El Espinar: BBQ and Winter Hot Tub

El Espinar: BBQ and Winter Hot Tub
El Espinar
The price is ￥31,021
￥31,021 total
includes taxes & fees
Sep 20 - Sep 21
El Espinar: BBQ and Winter Hot Tub
A courtyard with stone steps leading to a yellow building with arched doorways, outdoor seating, and potted plants.

16. Room 'Habitación Superior Con Balcón' with Shared Terrace, Wi-Fi and Air Conditioning

Room 'Habitación Superior Con Balcón' with Shared Terrace, Wi-Fi and Air Conditioning
Guadarrama
The price is ￥20,046
￥20,046 total
includes taxes & fees
Sep 9 - Sep 10
Room 'Habitación Superior Con Balcón' with Shared Terrace, Wi-Fi and Air Conditioning

17. A Happy Place. Country house with a pool and barbecue.

A Happy Place. Country house with a pool and barbecue.
Becerril de la Sierra
The price is ￥72,665
￥88,256 total
includes taxes & fees
Sep 21 - Sep 22
A Happy Place. Country house with a pool and barbecue.
A modern kitchen with a central island, bar stools, a dining table, and a grey sofa in the living area.

18. Casa Vacacional 'El Rincón La Roca' con Wi-Fi

Casa Vacacional 'El Rincón La Roca' con Wi-Fi
El Espinar
10.0 out of 10, Exceptional, (1 review)
"Todo muy bien"
Spain
John J.
The price is ￥34,264
￥34,264 total
includes taxes & fees
Aug 29 - Aug 30
Casa Vacacional 'El Rincón La Roca' con Wi-Fi
A living room with a black sofa, a glass coffee table, a small white side table, and a painting of a cityscape.

19. 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 ￥33,409
￥48,443 total
includes taxes & fees
Aug 31 - Sep 1
Beautiful duplex in unbeatable location
A table set for a meal with a glass of wine, a bowl of fruit, a loaf of bread, and a vase with flowers.

20. 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 ￥54,190
￥81,354 total
includes taxes & fees
Sep 2 - Sep 3
Villa Los Ángeles in the Sierra de Guadarrama with Pool and Lake 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 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 2 days ago
Hotel Cetina Palacio Ayala Berganza.

Find out more about Sierra de Guadarrama

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