Sierra de Guadarrama Vacation Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Vacation Rentals in Sierra de Guadarrama

Exterior
Real Segovia Apartments
4.0 star property
10.0 out of 10, Exceptional, (21)
"A gorgeous renovation done on a classic building right in the midst of the city. Gorgeous!!! Stay there. "
The price is CA $117
CA $129 total
includes taxes & fees
May 20 - May 21
Real Segovia Apartments
Indoor pool, a heated pool
Large family country house in Rascafría,1 hour from Madrid, from 12 to 30 people
10.0 out of 10, Exceptional, (3)
"La casa , el jardín, la piscina causaron mucha impresión a los participantes, mejorando a lo largo del fin de semana. Tanto mayores como jóvenes deseando volver. Nosotros, como anfitriones del grupo, queremos agradecer a los dueños su gran apoyo y generosidad para q la convocatoria saliese bien. La comunicación con Oliver fue fundamental."
Large family country house in Rascafría,1 hour from Madrid, from 12 to 30 people
Property grounds
House in Miraflores, for groups with pool, barbecue, bar, billiards, pi
10.0 out of 10, Exceptional, (1)
"Nos facilitaron toda la estancia en todo momento. Sin condiciones. Una casa genial. Estuvimos encantados"
House in Miraflores, for groups with pool, barbecue, bar, billiards, pi
Save an average of 15% on thousands of hotels when you're signed in
Outdoor pool
Bonito Chalet Excelente Ubicación
10.0 out of 10, Exceptional, (8)
"Sitio cómodo, limpio y agradable. Adecuado para la escapada y un precio razonable para un grupo, cómodo, aunque si hay parejas algunas tendrán que dormir separadas. La ubicación es buena, a un paseito del centro del pueblo. El único pero es que la chimenea no tira bien y preferimos no usarla. En general, justo lo que buscábamos"
Bonito Chalet Excelente Ubicación
Interior
1h from Madrid wifi, bbc PRIVATE bathroom in BEDROOMS Entre Acebedas rural house
10.0 out of 10, Exceptional, (1)
"Íbamos buscando un sitio tranquilo, y La casa superó las expectativas. Todo es muy cómodo con buen gusto y hay todo lo necesario para disfrutar de un fin de semana de tranquilidad con amigos repetiremos seguro. Yolanda fue majisima y se ocupó de nosotros en todo momento."
1h from Madrid wifi, bbc PRIVATE bathroom in BEDROOMS Entre Acebedas rural house
Fridge, microwave, oven, dishwasher
A place from which to enjoy nature, gastronomy, art, history ...
10.0 out of 10, Exceptional, (2)
"La casa estaba genial y el propietario ha estado muy atento con nosotros. Para repetir."
A place from which to enjoy nature, gastronomy, art, history ...
Property grounds
With fireplace, garden, bbc, wifi 1 h from Madrid Entre Acebedas Accommodations
10.0 out of 10, Exceptional, (4)
"Bien, muy limpio y acogedor y sobre todo muy tranquilo cerca de Segovia y otros lugares"
With fireplace, garden, bbc, wifi 1 h from Madrid Entre Acebedas Accommodations
View from property
El Rinconcillo de Torreiglesias - Complete Enclosure
10.0 out of 10, Exceptional, (3)
"La casa nos encantó. Ideal la zona de barbacoa."
El Rinconcillo de Torreiglesias - Complete Enclosure
Property grounds
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
Interior
Dalt La Figuera cottage for 10 + 2 people (full rental)
9.8 out of 10, Exceptional, (40)
"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)
Outdoor pool, a heated pool
Torrelodones: House with shared garden and pool 25 min from Madrid. Wifi
9.8 out of 10, Exceptional, (58)
"The apartment (house) is located in a quiet suburb north of Madrid, we accessed by car but used the train to travel into Madrid... all very easy. The owner lives on the property and was very helpful. Highly recommended. Thanks Carlos for the opportunity to stay in your property, we really enjoyed the few days in Torrelodones."
Torrelodones: House with shared garden and pool 25 min from Madrid. Wifi
Balcony
Villa Don Juan II
3.5 star property
9.8 out of 10, Exceptional, (17)
"Getting to this place was a little confusing and there's a language barrier. Overall its a nice place in a good location. The owners are friendly and helpful but have limited English"
The price is CA $152
CA $168 total
includes taxes & fees
May 27 - May 28
Villa Don Juan II
Property grounds
Romantic rustic house in the mountains of Madrid
9.8 out of 10, Exceptional, (16)
"My husband and I just returned from a week -long vacation in La Sierra de Guadarrama, Madrid. We could have stayed in any of the many sierra's small villages but we took our chances and chose El Boalo after seeing pictures of Heinz's Mi Refugio online. We were not disappointed! Mi Refugio is one of the most beautiful and comfortable houses we have rented so far. The house is roomy, tastefully decorated, clean and best of all, quiet and surrounded by nature. We could feel the care and love put...
Romantic rustic house in the mountains of Madrid
Family Studio
Hotel Apartamentos Aralso
2.0 star property
9.6 out of 10, Exceptional, (25)
"Good location in Segovia. Walking distance to all attractions. Clean and comfortable room. Secure parking in nearby garage. Excellent information provided by reception. "
The price is CA $117
CA $129 total
includes taxes & fees
May 19 - May 20
Hotel Apartamentos Aralso
Standard Studio (+ Sofa Bed)
Hotel Apartamentos Aralso Sotillo
2.0 star property
9.4 out of 10, Exceptional, (10)
"Jesus was very helpful.and friendly. We did not have a car so walked 30 mins or so to the aqueduct. There's also a bus from Aldi/Lidl. The apartment was small but all we needed. It was clean, quiet and the aircon was working. Dining options nearby are limited. The nearest is the Venta Magullo and recommended by Jesus. It was very busy with locals and good."
The price is CA $89
CA $98 total
includes taxes & fees
May 29 - May 30
Hotel Apartamentos Aralso Sotillo
Outdoor dining
Belvilla by OYO Cottage in Galapagar
9.4 out of 10, Exceptional, (3)
"Estuve el puente de todos los santos y la estancia fue espectacular. Los dueños son muy majos y nos hicieron la estancia aún más agradable."
Belvilla by OYO Cottage in Galapagar
Outdoor pool
Hotel El Rancho
4.0 star property
9.2 out of 10, Wonderful, (56)
"Bed too small, room to hot, air didn’t work "
The price is CA $103
CA $114 total
includes taxes & fees
May 15 - May 16
Hotel El Rancho
Pool
Charming villa with a beautiful garden and spacious pool
9.2 out of 10, Wonderful, (63)
"Pasamos unos días fantásticos en familia. La casa es muy acogedora, tiene todo lo necesario para una estancia perfecta. Disfrutamos mucho del jardín y la piscina. Esperamos repetir!!"
Charming villa with a beautiful garden and spacious pool
Property grounds
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
Property grounds
Five spacious and comfortable double bedrooms with their own full bathrooms.
9.0 out of 10, Wonderful, (2)
"Una casa bastante buena,de entorno muy agradable....pero le faltaba algún detalle."
Five spacious and comfortable double bedrooms with their own full bathrooms.
Don't see what you're looking for?
See all available properties in Sierra de Guadarrama
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.

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

Reception
Áurea Convento Capuchinos by Eurostars Hotel Company
5.0 star property
9.4 out of 10, Exceptional, (598)
"Great hotel, it should be a 5 star but the lady in the front wasn’t friendly at all. She struggle smiling the entire time however she was eficiente. Our room was spacious yet felt empty and half done. They were painting the outside of our room when we got there. The smell wasn’t the best. The hotel itself is nice, elegant and were located however be ready to walk. "
The price is CA $161
CA $177 total
includes taxes & fees
Jun 10 - Jun 11
Áurea Convento Capuchinos by Eurostars Hotel Company
Lobby sitting area
Hotel Real Segovia
4.0 star property
9.2 out of 10, Wonderful, (465)
"Brilliantly located, with friendly, helpful staff, well appointed rooms, and access to a panoramic terrace, with substantial breakfast offerings, we were pleased to have chosen this hotel for our visit to Segovia."
The price is CA $106
CA $116 total
includes taxes & fees
May 20 - May 21
Hotel Real Segovia
Superior Room, View
Hotel Infanta Isabel
3.0 star property
9.0 out of 10, Wonderful, (772)
"Excellent antique hotel. Very cozy, not big but the service and quality is excellent! Very comfy beds and extremely clean! Breakfast was excellent..the entire staff was wonderful including Angela and Vanesa. Bilingual and professional. Excellent housecleaning! Right on the Plaza Mayor Square! Will stay again."
The price is CA $99
CA $109 total
includes taxes & fees
Jun 9 - Jun 10
Hotel Infanta Isabel
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.