Sierra de Guadarrama Holiday Rentals

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Our top choices for Sierra de Guadarrama holiday rentals

Aparthotel in La Lastrilla

Hotel Apartamentos Aralso Sotillo
2.0 star property
9.4 out of 10, Exceptional, (18)
"The manager was most helpful and courteous. "
United States
Steven
Hotel Apartamentos Aralso Sotillo

Residence in Torrecaballeros

Hotel El Rancho
4.0 star property
9.4 out of 10, Exceptional, (63)
"Stayed there before. An excellent hotel. "
United Kingdom
William
The price is NZ$154
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel El Rancho

Aparthotel in Segovia

Hotel Apartamentos Aralso
2.0 star property
9.8 out of 10, Exceptional, (38)
"Great affordable place to spend a few days roaming Segovia, it met all our expectations, highly recommended!"
Canada
Bobby
Hotel Apartamentos Aralso

Aparthotel in Segovia Old Town

Real Segovia Apartments
4.0 star property
9.6 out of 10, Exceptional, (53)
"Great location in the middle of everything we wanted to do!"
United States
Clarissa
Real Segovia Apartments
10.0 out of 10, Exceptional, (2)
"Pros: Escapada de fin de semana estupenda, gracias a la excelente atención por parte de la casa rural. Nos dejaron hielos en la nevera, nórdicos para las camas, leña para la barbacoa, bollería del pueblo... además de estar atentos de nosotros en todo momento. Agradecer los detalles a Fabiola y solo decir que estamos deseando repetir. La casa muy completa y con todo tipo de comodidades."
Spain
Anonymous traveller
The price is NZ$1,803
includes taxes & fees
5 Jan - 6 Jan 2026
Country House 'El Mirador De La Montaña' with Mountain View, Wi-Fi and Air Conditioning
10.0 out of 10, Exceptional, (4)
"A beautiful house in a lovely peaceful village, everything was perfect and very helpful owners."
United Kingdom
Rachel J.
The price is NZ$1,078
includes taxes & fees
5 Jan - 6 Jan 2026
Country House 'El Rincon' with Mountain View, Wi-Fi and Air Conditioning
The price is NZ$730
includes taxes & fees
7 Jan - 8 Jan 2026
Country House 'Punta Me Mansion De Gallegos' with Mountain View, Private Pool and Wi-Fi
10.0 out of 10, Exceptional, (8)
"Pros: Hemos estado 15 personas (entre ellos 8 niños) y la casa nos ha parecido genial a todos. Más amplia de lo que nos parecía en fotos y con mucho detalle, muy bonita. La dueña muy atenta en todo momento y además puedes encargarle cenas- muy rico todo. Muy recomendable!!"
Spain
Anonymous traveller
The price is NZ$1,505
includes taxes & fees
6 Jan - 7 Jan 2026
Country House 'La Tarja 1' with Private Garden and Wi-Fi
The price is NZ$1,088
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Home 'La Casa Del Alcalde' with Mountain View, Private Terrace and Wi-Fi
9.4 out of 10, Exceptional, (3)
"Pros: A mí me ha encantado el salón con chimenea."
Spain
Anonymous traveller
The price is NZ$1,756
includes taxes & fees
5 Jan - 6 Jan 2026
Country House 'Dalt La Figuera' with Mountain View, Private Pool and Wi-Fi
10.0 out of 10, Exceptional, (1)
"Pros: La casa es maravillosa con todo lujo de detalles, los anfitriones realmente encantadores, volveremos sin duda!"
Spain
Anonymous traveller
The price is NZ$948
includes taxes & fees
6 Jan - 7 Jan 2026
Apartment 'Acebos' with Mountain View, Wi-Fi and Air Conditioning
10.0 out of 10, Exceptional, (7)
"Pros: El jacuzzi estaba muy bien; la sauna también. La ubicación fenomenal, con vistas muy bonitas. Cons: ."
Spain
Anonymous traveller
The price is NZ$2,225
includes taxes & fees
7 Jan - 8 Jan 2026
Country House 'La Casa Rural Del Secretario' with Mountain View, Private Terrace and Wi-Fi
The price is NZ$653
includes taxes & fees
12 Jan - 13 Jan 2026
Villa 'Los Ángeles' with Lake Views, Private Pool and Wi-Fi
The price is NZ$811
includes taxes & fees
12 Jan - 13 Jan 2026
Casa Rural - De Brevas a Higos: Tradition and Comfort Near Segovia
2.0 star property
The price is NZ$594
includes taxes & fees
18 Jan - 19 Jan 2026
Holiday Home 'De Los Abuelos' with Mountain Views, Private Terrace and Wi-Fi

Aparthotel in Segovia Old Town

Villa Don Juan II
3.5 star property
9.8 out of 10, Exceptional, (33)
"Really nice place, close to everything, very nice private parking spot. Host is amazing, very friendly and helpful."
United States
Manuel
The price is NZ$730
includes taxes & fees
12 Jan - 13 Jan 2026
Villa Don Juan II
The price is NZ$1,179
includes taxes & fees
8 Jan - 9 Jan 2026
Holiday Home 'Las Natillas Con V' with Mountain Views, Private Terrace and Wi-Fi
The price is NZ$1,360
includes taxes & fees
8 Jan - 9 Jan 2026
Country House 'Fuentebuena' with Mountain View, Private Terrace and Wi-Fi
The price is NZ$1,462
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Home 'Río Tío Cocinas' with Mountain Views, Balcony and Wi-Fi

Apartment in Navacerrada

La Arbolada
10.0 out of 10, Exceptional, (2)
"Encantada con todo, el sitio, el anfitrión y los innumerables detalles ☺️. Repetiré sin duda"
Spain
ROSANA G.
The price is NZ$343
includes taxes & fees
8 Jan - 9 Jan 2026
La Arbolada
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

Find out more about Sierra de Guadarrama

Everything you need to know about Sierra de Guadarrama holiday rentals

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

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sierra de Guadarrama holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sierra de Guadarrama holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sierra de Guadarrama holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sierra de Guadarrama holiday rentals we have selected for you start as low as NZ$154 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sierra de Guadarrama rentals

At Expedia, we put the best Sierra de Guadarrama holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sierra de Guadarrama rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sierra de Guadarrama holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sierra de Guadarrama. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.