Sierra de Guadarrama Vacation Rentals from ￥13,036: Search Short-Term Rentals

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Our top choices for Sierra de Guadarrama vacation rentals

Estudio Familiar | Premium bedding, down comforters, in-room safe, desk

1. Hotel Apartamentos Aralso

Segovia

Michael

￥16,708 total

includes taxes & fees

Sep 6 - Sep 7

2. Hotel Apartamentos Aralso Sotillo

La Lastrilla

Steven

￥13,036 total

includes taxes & fees

Sep 7 - Sep 8

3. Real Segovia Apartments

Segovia Old Town

Richard

￥20,946 total

includes taxes & fees

Sep 6 - Sep 7

4. Villa Don Juan II

Segovia Old Town

Petr

￥32,546 total

includes taxes & fees

Sep 14 - Sep 15

5. Holiday Home 'Río Tío Cocinas' with Mountain Views, Balcony and Wi-Fi

Real Sitio de San Ildefonso

￥158,429 total

includes taxes & fees

Sep 15 - Sep 16

Coffee/tea maker, fridge, microwave, oven

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

Real Sitio de San Ildefonso

￥19,153 total

includes taxes & fees

Sep 2 - Sep 3

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

Becerril de la Sierra

￥92,979 total

includes taxes & fees

Sep 30 - Oct 1

8. Country House in La Higuera – Rural Charm 10 km from Segovia

Espirdo

Gueorgui Stoyanov

￥35,261 total

includes taxes & fees

Sep 3 - Sep 4

9. El Nido del Águila: Mountain House for 8 in Sierra de Guadarrama, near Madrid

Becerril de la Sierra

Anonymous traveler

￥50,108 total

includes taxes & fees

Sep 15 - Sep 16

10. Country House in Torrecaballeros with Mountain Views, Private Pool, and Wi-Fi

Torrecaballeros

"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...

Anonymous traveler

￥97,773 total

includes taxes & fees

Sep 2 - Sep 3

11. Holiday Home 'De Los Abuelos' with Mountain Views, Private Terrace and Wi-Fi

Ortigosa del Monte

￥67,899 total

includes taxes & fees

Sep 20 - Sep 21

12. Beautiful duplex in unbeatable location

Segovia Old Town

Laura U.

￥48,439 total

includes taxes & fees

Sep 3 - Sep 4

13. Dalt La Figuera Country House — Guadarrama, Mountain Views, Pool & Wi-Fi

La Higuera

Anonymous traveler

￥162,954 total

includes taxes & fees

Sep 3 - Sep 4

14. Los Acebos: Rural Retreat for Couples with Mountain Views in the Sierra de Segovia

La Cuesta

"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."

Natalya B.

￥86,775 total

includes taxes & fees

Sep 2 - Sep 3

15. Holiday Home 'La Casa Del Gallo' with Private Terrace, Private Garden and Wi-Fi

Garganta de los Montes

￥231,826 total

includes taxes & fees

Sep 2 - Sep 3

16. Studio 'Judería' with Wi-Fi

Segovia Old Town

￥32,593 total

includes taxes & fees

Sep 14 - Sep 15

17. Casa Puente Albor for 22 people

Espinar (El)

Jose Miguel H.

￥137,149 total

includes taxes & fees

Sep 13 - Sep 14

3 bedrooms, iron/ironing board, WiFi (free), bed sheets

18. El Rincón: Country House for 8 in the Segovia Mountains with Pool and Views

La Cuesta

Rachel J.

￥109,542 total

includes taxes & fees

Oct 2 - Oct 3

19. Vacation Home 'Vivienda Turística El Laurel' with Mountain Views, Private Terrace & Wi-Fi

Valdemanco

￥116,840 total

includes taxes & fees

Sep 2 - Sep 3

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

Moralzarzal

￥81,478 total

includes taxes & fees

Sep 15 - Sep 16

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Top Sierra de Guadarrama Hotel Reviews

Parador De La Granja

8/10 Good

"The building is beautiful and special. Easy parking. Nice to walk around."

Hotel Náyade

10/10 Excellent

"Last of us meets Sponge Bob. The hotel was wonderful for us but not for the usual reasons. The place had a nautical theme with an interesting galley/rooms/dining area. The place seemed empty but there were people checking in and out periodically. The staff was excellent--completely helpful, willing to accommodate where possible, all in all around some of the best we experienced in Spain. The odd parts to the building-- the nautical sitting room which had no one in it, The Gym was included was across abridge--oddly enough the Spa was closed so no one is in the whole building. Gym was fine for a work out but during daylight only as I don't think the shower/locker area had power. In a few places there were beer bottles/wine bottles that were not cleared away, god only knows how long they were there. This added to the experience in the eeriness quotient of the place, but not in a creepy or scary way. The dining room was interesting. the breakfast was good. The bar/tavern is closed, but looked cool in a Long John silver way. All told, this place seemed lost in time, run down around the edges, but speaking of better days. We loved it, but not everyone will."

Hotel Cándido

8/10 Good

"The hotel is clean and well maintained, but the building and rooms definitely feel dated. There are no USB outlets anywhere, so you’ll need to bring your own adapters to charge devices. The restaurant is good overall, but the quality isn’t consistent. I ordered the same dish twice — it was excellent the first time, but disappointing the second. Staff are friendly, but you really need to know some Spanish here; English is limited. Despite the quirks, it’s a comfortable stay and I rate it 4 stars."

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Check prices for these dates

Our top choices for Sierra de Guadarrama vacation rentals

1. Hotel Apartamentos Aralso

2. Hotel Apartamentos Aralso Sotillo

3. Real Segovia Apartments

4. Villa Don Juan II

5. Holiday Home 'Río Tío Cocinas' with Mountain Views, Balcony and Wi-Fi

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

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

8. Country House in La Higuera – Rural Charm 10 km from Segovia

9. El Nido del Águila: Mountain House for 8 in Sierra de Guadarrama, near Madrid

10. Country House in Torrecaballeros with Mountain Views, Private Pool, and Wi-Fi

11. Holiday Home 'De Los Abuelos' with Mountain Views, Private Terrace and Wi-Fi

12. Beautiful duplex in unbeatable location

13. Dalt La Figuera Country House — Guadarrama, Mountain Views, Pool & Wi-Fi

14. Los Acebos: Rural Retreat for Couples with Mountain Views in the Sierra de Segovia

15. Holiday Home 'La Casa Del Gallo' with Private Terrace, Private Garden and Wi-Fi

16. Studio 'Judería' with Wi-Fi

17. Casa Puente Albor for 22 people

18. El Rincón: Country House for 8 in the Segovia Mountains with Pool and Views

19. Vacation Home 'Vivienda Turística El Laurel' with Mountain Views, Private Terrace & Wi-Fi

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

Find vacation rentals that suit your style

Top Sierra de Guadarrama Hotel Reviews

Parador De La Granja

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