--- title: "Calheta Holiday Homes from £111: Search Holiday Homes in Calheta | Expedia.co.uk" description: "Search the best Holiday Homes in Calheta in 2026. Compare rates from £111, guest reviews and availability of 13 stays. Most stays are fully refundable." canonical: "https://www.expedia.co.uk/Calheta-Private-Holiday-Homes.d6345213-aaPrivateHolidayHomes.Travel-Guide-Accommodation" language: en-GB market: GB currency: GBP prices_as_of: 2026-11-14T23:39:10Z --- Plan your trip - [Calheta Travel Guide](https://www.expedia.co.uk/Calheta.dx6345213) - [Hotels in Calheta](https://www.expedia.co.uk/Calheta-Hotels.d6345213.Travel-Guide-Hotels) - [Flights to Calheta](https://www.expedia.co.uk/Cheap-Flights-To-Calheta.d6345213.Travel-Guide-Flights) - [Things to do in Calheta](https://www.expedia.co.uk/Things-To-Do-In-Calheta.d6345213.Travel-Guide-Activities) - [Car Hire in Calheta](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Calheta.d6345213.Car-Hire-Guide) - [Calheta Holiday Packages](https://www.expedia.co.uk/Calheta.d6345213.Holidays-City-Breaks) - [Holiday Rentals in Calheta](https://www.expedia.co.uk/Calheta-Holiday-Rentals.d6345213.Travel-Guide-HolidayRentals) # Search Holiday Homes in Calheta ![A coastal town with terraced fields and houses along the cliffside.](https://images.trvl-media.com/place/6345213/1d434007-bfa1-4a6c-878c-cf00a487d950.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ### Change your mind Book hotels with free cancellation ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ### Be picky Search almost a million properties worldwide ## Find holiday rentals that suit your style [Apartments](https://www.expedia.co.uk/Hotel-Search?destination=Calheta,%20Azores,%20Portugal®ionId=6345213&latLong=38.602051,-28.01934&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=APARTMENT) [Condos](https://www.expedia.co.uk/Hotel-Search?destination=Calheta,%20Azores,%20Portugal®ionId=6345213&latLong=38.602051,-28.01934&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=CONDO) [Cottages](https://www.expedia.co.uk/Hotel-Search?destination=Calheta,%20Azores,%20Portugal®ionId=6345213&latLong=38.602051,-28.01934&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=COTTAGE) [Villas](https://www.expedia.co.uk/Hotel-Search?destination=Calheta,%20Azores,%20Portugal®ionId=6345213&latLong=38.602051,-28.01934&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=VILLA) ## Check prices for these dates [Check prices for these dates, 14 – 15 December 2026](https://www.expedia.co.uk/Hotel-Search?regionId=6345213&startDate=2026-12-14&endDate=2026-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&lodging=VACATION%5FHOME) [View in a map](https://www.expedia.co.uk/Hotel-Search?regionId=6345213&stayLength=1&daysInFuture=30&pwaOverlay=map) ## Our top choices for Calheta holiday homes ### [1\. Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)](https://www.expedia.co.uk/Calheta-Hotels-Stylish-1-Bedroom-Stone-House-With-Sea-View-In-Sao-Jorge.h90598322.Hotel-Information) ![A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/84a679a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: São Jorge - Price: £112, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Calheta holiday homes ### [2\. Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)](https://www.expedia.co.uk/Calheta-Hotels-Ocean-Front-House-Surrounded-By-Pure-Nature-Bela-Lua.h89474673.Hotel-Information) ![A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/2aec020f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Calheta - Price: £128, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Calheta holiday homes ### [3\. Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)](https://www.expedia.co.uk/Calheta-Hotels-Stylish-2-Bedroom-Stone-House-On-Ocean-Front-In-Sao-Jorge.h90583992.Hotel-Information) ![A coastal landscape with a stone wall, a grassy area, and a view of the ocean and mountains.](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/cffb0cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: São Jorge - Guest rating: 10/10 (Exceptional, 6 reviews) - Price: £197, includes taxes & fees, 20 Nov - 21 Nov, for Our top choices for Calheta holiday homes - Review: location, location, location plus the thoughtful design, adaptive reuse of structures, and the evident and abundant care of ownership and staff all added up to bliss for our group perhaps not for everyone, but the adventure of getting there and provisioning one’s stay can make for an even more satisfying stay., by David B. ### [4\. Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba](https://www.expedia.co.uk/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-House-In-Sao-Jorge.h91260534.Hotel-Information) ![A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/83afbe1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: São Jorge - Price: £161, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Calheta holiday homes ### [5\. Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)](https://www.expedia.co.uk/Calheta-Hotels-Cosy-2-Bedroom-House-With-Stunning-Views-In-Sao-Jorge.h90592830.Hotel-Information) ![A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/d166b737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: São Jorge - Guest rating: 10/10 (Exceptional, 2 reviews) - Price: £170, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Calheta holiday homes - Review: serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso., by Pedro E. ### [6\. Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)](https://www.expedia.co.uk/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-Stone-House-In-Sao-Jorge.h90740088.Hotel-Information) ![A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/64b64159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: São Jorge - Guest rating: 10/10 (Exceptional, 1 review) - Price: £170, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Calheta holiday homes - Review: The view from the property was spectacular! Lucas was extremely helpful and kind. A unique experience that has made us wanting to come back again for a longer stay., by Kimberly ### [7\. Holiday Home 'Adega Pérola' with Wi-Fi](https://www.expedia.co.uk/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.Hotel-Information) ![A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/907ebcc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Cais do Galego - Price: £129, includes taxes & fees, 18 Nov - 19 Nov, for Our top choices for Calheta holiday homes ### [8\. Pico Azores - Family house S. Jorge view](https://www.expedia.co.uk/Lajes-Do-Pico-Hotels-New-Family-Home-With-A-View-Of-Sao-Jorge-Island-Ribeirinha.h117492449.Hotel-Information) ![A covered outdoor seating area with a table and chairs, overlooking a scenic view of the sea and green landscape.](https://images.trvl-media.com/lodging/118000000/117500000/117492500/117492449/d1e28f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Ribeirinha - Guest rating: 10/10 (Exceptional, 1 review) - Price: £257, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Calheta holiday homes - Review: Nous étions 2 familles et avons passé une superbe semaine. Les chambres sont bien divisées et il y avait le nécessaire pour notre séjour. La maison est très propre et très belle., by Amélie T. ### [9\. Casa da Petra – Our Casa is your Casa](https://www.expedia.co.uk/Velas-Hotels-Casa-Da-Petra-Our-Casa-Is-Your-Casa.h128655321.Hotel-Information) ![A dining table with two plates, two wine glasses, and a vase with a plant.](https://images.trvl-media.com/lodging/129000000/128660000/128655400/128655321/69834e23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Urzelina - Price: £347, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Calheta holiday homes ### [10\. Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning](https://www.expedia.co.uk/Sao-Roque-Do-Pico-Hotels-Holiday-Home-Ocean-Melody-With-Sea-View.h93455286.Hotel-Information) ![A stone wall with a wooden fence.](https://images.trvl-media.com/lodging/94000000/93460000/93455300/93455286/923e1a37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Prainha - Price: £249, includes taxes & fees, 18 Nov - 19 Nov, for Our top choices for Calheta holiday homes ### [11\. Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi](https://www.expedia.co.uk/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.Hotel-Information) ![A rectangular pool with clear blue water, surrounded by a tiled deck.](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/0cbfecd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Ribeiras - Price: £142, includes taxes & fees, 1 Dec - 2 Dec, for Our top choices for Calheta holiday homes ### [12\. Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi](https://www.expedia.co.uk/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information) ![A stone building with a red door, green shutters, and a balcony.](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/5c730e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Pontas negras - Guest rating: 7/10 (Good, 2 reviews) - Price: £282, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Calheta holiday homes - Review: Nicley updated and clean but damp/musty smell. Location was good but required a drive to any attractions, restaurants, or markets. Balcony was nice but required access through the main bedroom. No communications on check-out procedures. Price was a bit high for what was offered., by Eugene S. ### [13\. Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi](https://www.expedia.co.uk/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.Hotel-Information) ![A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/765c4193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Pontas Negras - Price: £413, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Calheta holiday homes 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://www.expedia.co.uk/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29®ionId=6345213&adults=2&sort=VACATION%5FRENTAL&openPlayBack=true) ## Learn more about Calheta Volcanic black sand beaches invite you to swim and sunbathe in this charming coastal town on São Jorge island. Hike up to the nearby Fajã dos Vimes for spectacular views and sample the famous local coffee grown in this microclimate. [See all hotels in Calheta](https://www.expedia.co.uk/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&adults=2®ionId=6345213) ![A coastal town with terraced fields and houses along the cliffside.](https://images.trvl-media.com/place/6345213/1d434007-bfa1-4a6c-878c-cf00a487d950.jpg?impolicy=fcrop&w=900&h=498&p=1&q=high) ## Top reviews in Calheta ### [Casa d'Avó Guesthouse](https://www.expedia.co.uk/Velas-Hotels-Casa-DAvo-Guesthouse.h24993980.Hotel-Information) ![A patio with a table and chairs, a potted plant, and a view of the ocean and a mountain.](https://images.trvl-media.com/lodging/25000000/25000000/24994000/24993980/18947c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Velas - Review: Ben arredata; pulitissima e personale gentilissimo, by SARA, 7 August 2025, rated 10/10 Excellent ### [Quinta da Magnólia](https://www.expedia.co.uk/Velas-Hotels-Quinta-Da-Magnolia.h32722172.Hotel-Information) ![A stone building with a swimming pool, a covered seating area, and a staircase leading to the entrance.](https://images.trvl-media.com/lodging/33000000/32730000/32722200/32722172/086535c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Velas - Review: Decoração moderna e bonita, com uma boa localização para explorar a ilha (perto de Velas). O Pedro da Recepção foi muito atencioso e deu óptimas sugestões para visitas, percursos e restaurantes. Bom pequeno almoço., by Ana, 1 September 2019, rated 10/10 Excellent ### [Aldeia das Adegas](https://www.expedia.co.uk/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information) ![A stone building with a red roof, a paved pathway, and a stone wall with a red railing.](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/293657f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Sao Roque do Pico - Review: Staff was very helpful, by Vishal, 2 September 2026, rated 10/10 Excellent ### [Pico Dreams - Sportfish](https://www.expedia.co.uk/Sao-Roque-Do-Pico-Hotels-Pico-Dreams-Sportfish.h7759184.Hotel-Information) ![A modern outdoor patio with a wooden deck, a white pergola, and a glass-enclosed dining area.](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/a083f6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Sao Roque do Pico - Review: Beautiful guesthouse, quiet but within walking distance of Sao Roque. Comfortable rooms and good, shared kitchen facilities. An ideal base for exploring Pico., by David, 6 October 2025, rated 10/10 Excellent ### [Sara Village](https://www.expedia.co.uk/Sao-Roque-Do-Pico-Hotels-Sara-Village.h21412789.Hotel-Information) ![A wooden deck with a railing overlooking a coastal view.](https://images.trvl-media.com/lodging/22000000/21420000/21412800/21412789/b4e99dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Sao Roque do Pico - Review: THe owner here was the best. After letting me check in several hours early, he was very knowledgeable about the island, and was generous with his bike and even gave me a ride. T|here is a beautiful view, and the room was very comfortable, if a little damp - which I suspect is the same for most of Pico. I had a very fun stay here and would really recommend, by Leora, 8 October 2020, rated 10/10 Excellent ### [Azores Youth Hostels - Pico](https://www.expedia.co.uk/Sao-Roque-Do-Pico-Hotels-PJA-Pico-Youth-Hostel.h10994777.Hotel-Information) ![A narrow stone corridor with arches, wooden beams, and potted plants.](https://images.trvl-media.com/lodging/11000000/11000000/10994800/10994777/b8998d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Location: Sao Roque do Pico - Review: Superb adaptation of an old monastery, rooms are clean and the bathroom is spacious. They could easily upgrade from just being a youth hostel, by Andrea, 30 July 2024, rated 8/10 Good