
Holiday rentals in Sierra de Guadarrama
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Sierra de Guadarrama
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Sierra de Guadarrama holiday rentals
Other great holiday rentals in Sierra de Guadarrama
Top guest favourite

Flat in San Sebastián de los Reyes
4.97 out of 5 average rating, 67 reviewsMadrid´s sky Luxury Penthouse 6Pax. 10 min Airport
TriRating, 5 stars2 weeks ago
Elena and Sergio were welcomed us with free wine bottle; unfortunately, we don’t drink at all. It was nice that she was thinking of us celebrating our 21 years anniversary! Recommend this house to anyone who travels and stays in Madrid.
Top guest favourite

Cabin in Navacerrada
4.95 out of 5 average rating, 66 reviewsNIMA Navacerrada
AaronRating, 5 stars2 weeks ago
Nick and his daughter were fantastic hosts, super proactive and incredibly helpful, especially to a member of our family with mobility issues. They truly went above and beyond to accommodate us and ensure we had a great stay. The cabin is in a beautiful, peaceful location, and the sunrise views are absolutely stunning.
Superhost

Home in Garganta de los Montes
4.89 out of 5 average rating, 56 reviewsCozy and romantic little house in the mountains
MªangelesRating, 5 stars1 month ago
The house is very cozy....we loved it... the worst are the stairs....they are difficult . We thought the living room and kitchen was on the same floor...and the bed upstairs. The location and the village we loved it
Guest favourite

Cabin in Uceda
4.88 out of 5 average rating, 512 reviewsMiguel's Cabin
AlonaRating, 5 stars2 days ago
Simply excellent! My parents and our dog had a great time. The cabin is beautiful, very well maintained, and the huge garden was an incredible plus, ideal for relaxing and for the dog to run freely. Everything was impeccable: 10/10 for cleanliness, the host and his sister were very kind and attentive at all times. It really exceeded our expectations. Definitely a place we'd love to come back to. Thank you so much!
Guest favourite

Flat in El Boalo
4.95 out of 5 average rating, 19 reviewsLoft in Casa Basilia
Dolores YiRating, 5 stars3 weeks ago
My friend and I stayed in their place for one night and we had good relaxing moments after getting away from Madrid's busy life. Dani was super helpful, offering us good advice on public transformation, local restaurants nearby and always responsive when we asked about the swimming pool. Their house is so lovely surrounded with nice gardening and peaceful vibes. The room is spacious and spottless, we had really enjoyed our stay!
Top guest favourite

Flat in Madrid
5 out of 5 average rating, 16 reviewsApartment near Plaza Mayor
Jayvee And AudreyRating, 5 stars1 week ago
Javier and Natalia’s place was as homey as it gets, it truly felt like a home away from home. Everything we needed was provided, and the location was perfect. It’s close to all the restaurants we wanted to try and nearby all the sights we wanted to visit, so we barely had to use transit. Communication could be a bit more consistent, but it was okay overall. What we appreciate most is that they accommodated us with an early check-in. When we arrived, we met Carmina, who was so welcoming and gracious toward our kids! We’d definitely stay there again!
Superhost

Home in San Martín de Valdeiglesias
4.82 out of 5 average rating, 68 reviewsLa Goleta II Country House. San Juan Reservoir
Miguel AngelRating, 5 stars2 months ago
It was spectacular to escape the city ,Ivan always pending and a dignified place to return, the perfect accommodation, and everything as described in the listing Thanks, we'll be back
Guest favourite

Flat in San Martín de Valdeiglesias
4.97 out of 5 average rating, 59 reviewsEntire accommodation. Excellent views of the Pantano
AlexRating, 5 stars1 month ago
Great stay at this AirBnb - beautiful views and a lovely place to visit. Carmen was super helpful and responsive - would definitely recommend for a weekend away from Madrid to enjoy the peacefulness this place has to offer! Thanks Carmen :)
Destinations to explore
- Área Metropolitalitana y Corredor del Henares Holiday rentals
- Madrid Holiday rentals
- Bilbao Holiday rentals
- Donostia-San Sebastian Holiday rentals
- Valencia Holiday rentals
- French Basque Country Holiday rentals
- Biarritz Holiday rentals
- Porto Holiday rentals
- Alicante Holiday rentals
- Granada Holiday rentals
- Costa Blanca Holiday rentals
- Benidorm Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Mercado San Miguel
- Museo Nacional del Prado
- Royal Palace of Madrid
- Santiago Bernabéu Stadium
- Retiro Park
- Plaza de Toros de Las Ventas
- Parque Warner Madrid
- Vicente Calderón Stadium
- Teatro Lope de Vega
- Parque de Atracciones de Madrid
- Teatro Real
- Ski resort Valdesqui
- Real Jardín Botánico
- Matadero Madrid
- Faunia
- Las Hoces Del Río Duratón national park
- Círculo de Bellas Artes
- Parque Warner Beach
- Temple of Debod
- Real Club Puerta de Hierro
- Club de Campo Villa de Madrid
- La Pinilla ski resort
- La Casa Encendida
- Parque Europa Torrejon De Ardoz