Sierra de Guadarrama Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Sierra de Guadarrama

Real Segovia Apartments

4.0 star property
9.8 out of 10, Exceptional, (36)
"Spacious apartment located in ideal position to see the old town. Stayed on 5th floor, lift goes to 4th floor then flight of stairs to apartment and roof terrace. Living area had a raised platform with two steps to reach sofa and coffee table, so this apartment would be unsuitable for someone with mobility issues. There is a coin operated laundry and left luggage lockers in the basement. Excellent value for money. Only thing I would improve is to put the mop/bucket/broom etc in an aired...
The price is AU$113
includes taxes & fees
28 Nov - 29 Nov
Real Segovia Apartments

Large family country house in Rascafría,1 h from Madrid, 12 to 24 people

9.6 out of 10, Exceptional, (10)
"Una estancia de 2 dias que se quedo corta. Una comunicacion genial, con una atencion al detalle. El hecho de que tenga varios espacios polivalentes y cubiertos hace que como en nuestro caso, se pueda disfsrutar de un dia de frio y viento"
Large family country house in Rascafría,1 h from Madrid, 12 to 24 people

Hotel El Rancho

4.0 star property
9.2 out of 10, Wonderful, (61)
"Bed too small, room to hot, air didn’t work "
The price is AU$133
includes taxes & fees
25 Nov - 26 Nov
Hotel El Rancho

Casa Puente Albor for 22 people

9.8 out of 10, Exceptional, (11)
"Great house with indoor pool and great outdoor area. Sergio is the host: he is terrific in customer service and friendly. Strongly recommended."
Casa Puente Albor for 22 people

Rural House The song of the bird

Rural House The song of the bird

Hotel Apartamentos Aralso

2.0 star property
9.8 out of 10, Exceptional, (30)
"Property is in great condition and very clean. It is near to all the sites, which can all be walked to easily. "
The price is AU$118
includes taxes & fees
25 Nov - 26 Nov
Hotel Apartamentos Aralso

Five spacious and comfortable double bedrooms with their own full bathrooms.

7.4 out of 10, Good, (3)
"La limpieza en los baños dejó mucho que desear. Falta menaje en la cocina (cucharas para servir, espumadera, cuchillos en condiciones, cucharas de postre, etc.) y este no estaba limpio. La bandeja del horno no era de ese modelo por lo que era imposible dejarla en una altura determinada, solo se podía dejar en la parte más baja porque de ahí no se podía caer. Un lateral del lavavajillas estaba roto, por lo que el carro inferior no corría correctamente. Las cazuelas no estaban limpias y no...
Five spacious and comfortable double bedrooms with their own full bathrooms.

Dalt La Figuera cottage for 10 + 2 people (full rental)

9.8 out of 10, Exceptional, (41)
"Brilliant accommodation and host. Very helpful. Only hour from Madrid and then great to escape back to the quiet villa."
Dalt La Figuera cottage for 10 + 2 people (full rental)

House in Miraflores, for groups with pool, barbecue, bar, billiards, pi

9.0 out of 10, Wonderful, (2)
"Surprise en arrivant à la maison, celle-ci est conforme aux photos sauf que les photos ont du être prise il y a bien longtemps, tout est là mais les équipements sont vétustes, le ménage n’est pas fait, nous avons du y passer un bon moment surtout pour installer les ados dans la grande pièce d’en bas qui sert de dortoir, la piscine est à l’image de la maison, rustique et restée « dans son jus ». Les hôtes sont cependant réactifs en cas de souci ce qui nous est arrivé avec le réfrigérateur qui ne...
House in Miraflores, for groups with pool, barbecue, bar, billiards, pi

Charming villa with a beautiful garden and spacious pool

9.2 out of 10, Wonderful, (65)
"Very nice home. Clean and well stocked. Madrid is about 45 minutes by car which is exactly what we wanted. In the mountains outside the city. Quiet neighborhood. Overall, a very nice experience."
Charming villa with a beautiful garden and spacious pool

Hotel Apartamentos Aralso Sotillo

2.0 star property
9.4 out of 10, Exceptional, (13)
"La estancia fue muy grata, Matilde super amable, nos dio toda la información sobre lugares que visitar en Segovia y donde tener las mejores vistas . Excelente Volveria a quedarme ."
The price is AU$94
includes taxes & fees
25 Nov - 26 Nov
Hotel Apartamentos Aralso Sotillo

Torrelodones: House with shared garden and pool 25 min from Madrid. Wifi

9.8 out of 10, Exceptional, (66)
"The house was as described. We travelled into Madrid on a daily basis and did not return till mid evening. The only thing I would mention is that the tv is extremely small and sofas are not comfortable at all for lounging and watching tv. Other than that, the house was great. Very clean and beds were comfortable and kitchen well equipped."
Torrelodones: House with shared garden and pool 25 min from Madrid. Wifi

Diverse and wide common spaces, where you can be together in comfort and convenience.

8.0 out of 10, Very good, (1)
"Bien, pero con algún condicionante negativo en el jardin(fuga de agua y pozo sin tapar con seguridad)"
Diverse and wide common spaces, where you can be together in comfort and convenience.

Villa Don Juan II

3.5 star property
9.8 out of 10, Exceptional, (27)
"A wonderful place to stay in Segovia! The rooms are comfortable, the environment is quiet, and all attractions are within walking distance. However, I'm giving it 4 stars instead of 5 because the internet was very slow one night and completely out the next. Unfortunately, we had no way to contact reception to resolve the issue."
The price is AU$345
includes taxes & fees
8 Dec - 9 Dec
Villa Don Juan II

Bonito Chalet Excelente Ubicación

10.0 out of 10, Exceptional, (9)
"La casa muy espaciosa y confortable. Navacerrada es un pueblo precioso"
Bonito Chalet Excelente Ubicación

Chalet Sierra Norte Madrid - Escorial - Cercedilla, Guadarrama, party

8.4 out of 10, Very good, (6)
"Mi experiencia ha sido muy negativa. La comparto por si sirve de ayuda a alguien que se esté planteando alquilar esta casa o cualquiera de la propiedad de Victoria, porque me da la sensación de que su forma de proceder es habitual después de leer reseñas en varias plataformas sobre negocios que ha tenido.no soy la única a la que le ha faltado la devolución de una fianza que ademas no está descrita en los términos de contratación. Lo que ha sucedido es largo, pero no dejes de leer: - Antes de...
Chalet Sierra Norte Madrid - Escorial - Cercedilla, Guadarrama, party

Beautiful duplex in unbeatable location

8.4 out of 10, Very good, (7)
"El piso está bien, es céntrico. Hay una discoteca en frente por lo que si alguien busca tranquilidad no es el lugar, pero para nosotras muy bien."
The price is AU$365
includes taxes & fees
26 Nov - 27 Nov
Beautiful duplex in unbeatable location

Spacious house (full rental), large terrace with views of the mountains, swimming pool

7.6 out of 10, Good, (8)
"Quick drive to Segovia to see the sights and walking distance to some amazing restaurants with local dishes in Torrecaballeros. Plenty of room for a family gathering."
Spacious house (full rental), large terrace with views of the mountains, swimming pool

Rural apartment with Spa and common areas

9.0 out of 10, Wonderful, (4)
"…"
Rural apartment with Spa and common areas

CASA RURAL MANSION VILLA ADELA DE LUXE

9.2 out of 10, Wonderful, (10)
"The property was stunning, absolutely massive, very clean, had so much to do there and the views were gorgeous. The hosts were so easy to communicate with and any problems were fixed immediately. Close to local supermarkets and cafes and a train station to get into main Madrid. We had the most amazing time and thank the hosts for making it so lovely."
CASA RURAL MANSION VILLA ADELA DE LUXE
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.
Don't see what you're looking for?
See all available properties in Sierra de Guadarrama
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Sierra de Guadarrama you may be interested in

Hotel Infanta Isabel

3.0 star property
9.0 out of 10, Wonderful, (835)
"Precioso hotel "
The price is AU$97
includes taxes & fees
15 Dec - 16 Dec
Hotel Infanta Isabel

Hotel Real Segovia

4.0 star property
9.2 out of 10, Wonderful, (516)
"Staff was friendly, location was perfect, room was comfortable and sizable. I would definitely return!"
The price is AU$82
includes taxes & fees
28 Nov - 29 Nov
Hotel Real Segovia

Hostal Lady Ana Maria

2.5 star property
7.6 out of 10, Good, (34)
"Simple budget hotel. A great value. Safe and near train station. Very kind hosts/staff."
The price is AU$99
includes taxes & fees
19 Dec - 20 Dec
Hostal Lady Ana Maria
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.