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The best holiday rentals in Sierra de Guadarrama

Check out our pick of great holiday rentals in Sierra de Guadarrama

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Offering a large garden, an outdoor pool and a terrace, B&B Concha is located 2.5 km from Becerril de la Sierra. Puerto de Navacerrada Ski Resort is 10 km away.

Bright rooms at this property come with classic-style décor, a TV, satellite channels and cable channels. The private bathrooms also comes with free toiletries. Some rooms come with a terrace and they all offer mountain and pool views. There is free WiFi throughout. A truly charming, family-run hotel where the hosts personally welcome every guest. We arrived after 10 PM, and the owner invited us into his kitchen to show how the breakfast cakes are made. His wife offered us chilled white wine and cheese—everything sourced from organic farms. The atmosphere is incredibly warm and cozy. The beds and pillows are very comfortable, and although we didn’t use it this time, there’s an outdoor pool. Free parking is available for all guests in the courtyard. The breakfast was absolutely delicious, with freshly squeezed orange juice, homemade bread, orange and lemon cakes, and a variety of organic products. I highly recommend this hotel—it’s clear the hosts truly love what they do.

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9.1
Superb
1,137 reviews
Price from
US$93
per night

Villa Piluca Hotel Rural is a recently renovated villa in Pelayos de la Presa, where guests can make the most of its pool with a view and garden. The air-conditioned accommodation is 47 km from Pradillo, and guests can benefit from on-site private parking and complimentary WiFi. The property is non-smoking and is located 36 km from El Escorial Monastery. Nice, clean house and pool. Very kind and attentive staff. Close to a bus stop which takes you directly to Madrid (41min duration, but buses are always late by about 5-10 min)

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9.3
Superb
131 reviews
Price from
US$126
per night

Situated 45 km from Santiago Bernabéu Stadium and 46 km from IFEMA, Un Rincón Tranquilo. Features accommodation set in Manzanares el Real. This homestay provides free private parking, full-day security and free WiFi. The property is non-smoking and is located 43 km from Chamartin Railway Station. The room is spacious and super clean. Great shower!

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9.1
Superb
191 reviews
Price from
US$79
per night

Set in San Lorenzo de El Escorial in the Community of Madrid region, Apartamento Exterior 2 dormitorios en CENTRO HISTÓRICO features a balcony. Free WiFi is included throughout the property.

The spacious apartment is composed of 1 bedroom, a living room, a fully equipped kitchen, and 1 bathroom. A flat-screen TV is featured. The accommodation is non-smoking.

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9.1
Superb
107 reviews
Price from
US$102
per night

Set in Guadarrama in the Community of Madrid region, DUPLEX La OLMA features a patio. Housed in a building dating from 2023, this apartment is 48 km from Plaza Mayor and 48 km from Temple of Debod. Free WiFi is available throughout the property and Plaza de España Metro Station is 48 km away. Super clean. Great place to stay to get away from the heat, has air-conditioning.

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9.1
Superb
119 reviews

Featuring a spa bath, La Granja Villa is set in La Granja de San Ildefonso. The property has mountain and city views, and is 13 km from Plaza Mayor. Offering free WiFi throughout the property, the non-smoking holiday home features a hot tub. Very clean and cozy! Irene takes cares of everything, so you have everything at hand and spotless!

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9.4
Superb
105 reviews
Price from
US$134
per night

Located in Venturada, De Rafael Cabañas de Madera provides accommodation with a heated pool, a balcony and pool views. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is situated 45 km from IFEMA. The atmosphere. It’s like you’re in the middle of the woods and are able to relax, enjoy the pool and disconnect.

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9.4
Superb
228 reviews
Price from
US$206
per night

Boasting a garden, private pool and garden views, Casita de invitados cerca de Madrid is situated in Moralzarzal. This property offers access to a patio, a pool table, free private parking and free WiFi. On clear days, guests can head outside to enjoy the holiday home's outdoor fireplace or simply kick back and relax. The location was perfect for our visit to see our daughter in Morarzarzal and close enough to the excellent public transport of the Madrid area that we could go in to Madrid a couple of times. The wee house was perfect for us with comfy beds and a great shower. We had our own private area to sit outside our house and the secure grounds of the hosts house were accessible to us at all times. It was so quiet and relaxing sunbathing by the pool in April even though the pool was freezing. The hosts were very friendly and welcoming but also gave us space to enjoy our holiday. Overall the holiday was perfect and relaxing and we would highly recommend it.

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9.3
Superb
118 reviews
Price from
US$144
per night

Offering city views, Casas rurales Valle de El Paular is an accommodation set in Rascafría, 46 km from Peñalara Nature Reserve and 12 km from Monasterio de Santa Maria de El Paular. Featuring mountain and garden views, this apartment also has free WiFi. It is possible for guests to sit outside and enjoy the property grounds. I like the location, the space was great and very quiet place.

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9.1
Superb
110 reviews
Price from
US$117
per night

Set in San Lorenzo de El Escorial in the Community of Madrid region, Fabulos Ático con vistas al Monasterio has a balcony. This apartment offers a terrace.

The air-conditioned apartment is composed of 1 separate bedroom, a living room, a fully equipped kitchen, and 1 bathroom. A flat-screen TV is offered. The accommodation is non-smoking. The apartment was beautiful with a lot of light and clean. Kitchen was well equipped and the bed was really comfortable. The view from the balcony of he Monastery was spectacular which my husband especially loved having been born and raised in beautiful San Lorenzo de El Escorial. We really enjoyed our stay.

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9.1
Superb
141 reviews
Price from
US$104
per night

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