Title: Top Chalets in Sierra de Guadarrama in 2026 | Expedia.co.uk [Sierra de Guadarrama Travel Guide](https://expedia.co.uk/Sierra-De-Guadarrama.dx6053438)[Hotels in Sierra de Guadarrama](https://expedia.co.uk/Sierra-De-Guadarrama-Hotels.d6053438.Travel-Guide-Hotels)[Holiday Rentals in Sierra de Guadarrama](https://expedia.co.uk/Sierra-De-Guadarrama-Holiday-Rentals.d6053438.Travel-Guide-HolidayRentals)[Flights to Sierra de Guadarrama](https://expedia.co.uk/Cheap-Flights-To-Sierra-De-Guadarrama.d6053438.Travel-Guide-Flights)[Sierra de Guadarrama Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Sierra-De-Guadarrama.d6053438.Car-Hire-Guide)[Sierra de Guadarrama Holidays](https://expedia.co.uk/Sierra-De-Guadarrama.d6053438.Holidays-City-Breaks) ![Peñalara (Madrid)](https://images.trvl-media.com/place/182377/4c3aea0b-2b6d-4f0d-a88a-81022bdc4d63.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/182377/4c3aea0b-2b6d-4f0d-a88a-81022bdc4d63.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6053438&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6053438&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=6053438&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=6053438&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Sierra de Guadarrama chalets ![Exterior](https://images.trvl-media.com/lodging/126000000/125540000/125537300/125537245/a958c58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125540000/125537300/125537245/f56cbcd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/126000000/125540000/125537300/125537245/58f5c625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/126000000/125540000/125537300/125537245/313fab69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rural house near Madrid and Segovia [](https://www.expedia.co.uk/Vegas-De-Matute-Hotels-Rural-House-Near-Madrid-And-Segovia.h125537245.Hotel-Information) Los Ángeles de San Rafael £251 includes taxes & fees 10 Feb - 11 Feb [](https://www.expedia.co.uk/Vegas-De-Matute-Hotels-Rural-House-Near-Madrid-And-Segovia.h125537245.Hotel-Information) 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. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-02-23&endDate=2026-02-24®ionId=6053438&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Sierra+de+Guadarrama%2C+Community+of+Madrid%2C+Spain®ionId=6053438&latLong=40.850899%2C-3.949974&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APART_HOTEL) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Sierra+de+Guadarrama%2C+Community+of+Madrid%2C+Spain®ionId=6053438&latLong=40.850899%2C-3.949974&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VILLA) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Sierra+de+Guadarrama%2C+Community+of+Madrid%2C+Spain®ionId=6053438&latLong=40.850899%2C-3.949974&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APARTMENT) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Sierra+de+Guadarrama%2C+Community+of+Madrid%2C+Spain®ionId=6053438&latLong=40.850899%2C-3.949974&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Sierra+de+Guadarrama%2C+Community+of+Madrid%2C+Spain®ionId=6053438&latLong=40.850899%2C-3.949974&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VACATION_HOME) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Sierra+de+Guadarrama%2C+Community+of+Madrid%2C+Spain®ionId=6053438&latLong=40.850899%2C-3.949974&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CONDO) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Sierra+de+Guadarrama%2C+Community+of+Madrid%2C+Spain®ionId=6053438&latLong=40.850899%2C-3.949974&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CHALET) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Sierra+de+Guadarrama%2C+Community+of+Madrid%2C+Spain®ionId=6053438&latLong=40.850899%2C-3.949974&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=HOUSE_BOAT) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Sierra+de+Guadarrama%2C+Community+of+Madrid%2C+Spain®ionId=6053438&latLong=40.850899%2C-3.949974&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=RESIDENCE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSierra-De-Guadarrama-Chalets.d6053438-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSierra-De-Guadarrama-Chalets.d6053438-aaChalets.Travel-Guide-Accommodation) ## Top Sierra de Guadarrama Hotel Reviews ## Find out more about Sierra de Guadarrama ## Sierra de Guadarrama Chalets information | Number of reviews | | | ----------------- | ------- | | Accommodation | Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - 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