Title: Calheta Cottage Rentals from $243 | Expedia.com [Calheta Travel Guide](https://expedia.com/Calheta.dx6023533)[Hotels in Calheta](https://expedia.com/Calheta-Hotels.d6023533.Travel-Guide-Hotels)[Vacation Rentals in Calheta](https://expedia.com/Calheta-Vacation-Rentals.d6023533.Travel-Guide-VacationRentals)[Flights to Calheta](https://expedia.com/Cheap-Flights-To-Calheta.d6023533.Travel-Guide-Flights)[Things to do in Calheta](https://expedia.com/Things-To-Do-In-Calheta.d6023533.Travel-Guide-Activities)[Car Rentals in Calheta](https://expedia.com/Car-Rentals-In-Calheta.d6023533.Car-Rental-Guide)[Calheta Vacation Packages](https://expedia.com/Calheta.d6023533.Destination-Travel-Guides) ![Paul do Mar showing a sunset and a coastal town](https://images.trvl-media.com/place/6055453/8831f6bb-e7c7-4225-9fd0-86b774245700.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6055453/8831f6bb-e7c7-4225-9fd0-86b774245700.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6023533&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6023533&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 three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6023533&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) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6023533&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Calheta cottages ![Standard Villa | Blackout drapes, soundproofing, free WiFi](https://images.trvl-media.com/lodging/118000000/117670000/117667300/117667285/ed354560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, Sea View | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/118000000/117670000/117667300/117667285/34a2a256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, Sea View | Interior](https://images.trvl-media.com/lodging/118000000/117670000/117667300/117667285/1bc79db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Sea View | View from room](https://images.trvl-media.com/lodging/118000000/117670000/117667300/117667285/6b4dae7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Santa Cruz [](https://www.expedia.com/Santa-Cruz-Hotels-CASAS-DO-LARANJO-Cottages-Infinity-Pool.h117667285.Hotel-Information) 8.0/10 Very Good (5 reviews) "The house itself was beautiful and the host along with the housekeeper were very responsive. The pool was not heated as indicated in description. We enjoyed freshly baked bread the host provided during our stay. The bathroom sometimes had a sewer smell and required us to open and air the house out. They will be correcting the plumbing issue that resulted in fresh water flow from the toilet during our stay. They were very responsive in the clean up. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chathurani $254 nightly $268 total Mar 14 - Mar 15 Total with taxes and fees [](https://www.expedia.com/Santa-Cruz-Hotels-CASAS-DO-LARANJO-Cottages-Infinity-Pool.h117667285.Hotel-Information) ![Basic Cottage (Malvasia) | Property grounds](https://images.trvl-media.com/lodging/103000000/102360000/102359400/102359304/94da9296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Cottage (Malvasia) | 1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/103000000/102360000/102359400/102359304/681a17b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Cottage (Malvasia) | Sauna](https://images.trvl-media.com/lodging/103000000/102360000/102359400/102359304/7cdb33aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Cottage (Malvasia) | Exterior](https://images.trvl-media.com/lodging/103000000/102360000/102359400/102359304/36aedaf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in São Vicente [](https://www.expedia.com/Sao-Vicente-Hotels-Casa-Do-Lanco-Malvasia.h102359304.Hotel-Information) 10/10 Exceptional (2 reviews) "Wonderful. Great sauna and pool. Beautiful location. Clean walk-in shower. Thoughtful coffee, oil, vinegar, fruit etc on arrival. Well equipped." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Win $315 nightly $325 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Sao-Vicente-Hotels-Casa-Do-Lanco-Malvasia.h102359304.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83300000/83294900/83294858/383146a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83300000/83294900/83294858/76563871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83300000/83294900/83294858/6976083b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83300000/83294900/83294858/1fc85027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Santana [](https://www.expedia.com/Santana-Hotels-Casa-De-Campo-Arco-De-Sao-Jorge.h83294858.Hotel-Information) 7.4/10 Good (13 reviews) "We had a wonderful stay at Between the Sea and Mountains! The home was cozy with so much character. We enjoyed cooking on the BBQ outside in the little courtyard and in the kitchen, it had everything we needed. We loved ending our days on the balcony overlooking the ocean and mountain reflecting on the amazing day we had hiking. We would 100% recommend staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leah M. $660 nightly $660 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Santana-Hotels-Casa-De-Campo-Arco-De-Sao-Jorge.h83294858.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71930000/71921700/71921684/32cd8906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/72000000/71930000/71921700/71921684/2f130f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71930000/71921700/71921684/f85fe333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71930000/71921700/71921684/6cd17425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Santana [](https://www.expedia.com/Santana-Hotels-A-Haven-By-The-Sea.h71921684.Hotel-Information) 9.6/10 Exceptional (17 reviews) "Wonderful place! Perfect to relax!" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Tim R. $689 nightly $689 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Santana-Hotels-A-Haven-By-The-Sea.h71921684.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93170000/93161300/93161227/5cfa6695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/94000000/93170000/93161300/93161227/e431c15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93170000/93161300/93161227/56a08de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93170000/93161300/93161227/91aa17d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Santa Cruz [](https://www.expedia.com/Santa-Cruz-Hotels-Surrounded-By-Nature-Casa-Da-Cebola.h93161227.Hotel-Information) 8.4/10 Very Good (10 reviews) "Casa Cebola is a nice, little house with all the simple comfort. The house is more near a provincial road situated than expected, so the busy road gives a lot a traffic noise." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marijke T. $607 nightly $607 total Mar 21 - Mar 22 Total with taxes and fees [](https://www.expedia.com/Santa-Cruz-Hotels-Surrounded-By-Nature-Casa-Da-Cebola.h93161227.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27080000/27070900/27070809/6579e42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/28000000/27080000/27070900/27070809/1bcd8045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27080000/27070900/27070809/bbdd7699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/28000000/27080000/27070900/27070809/06a1da19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in São Vicente [](https://www.expedia.com/Sao-Vicente-Hotels-Casa-Do-Lanco-Verdelho.h27070809.Hotel-Information) 9.4/10 Exceptional (18 reviews) "All in all it was a wonderful stay, again!" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Matthias H. $314 nightly $314 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Sao-Vicente-Hotels-Casa-Do-Lanco-Verdelho.h27070809.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/4000000/3580000/3575900/3575831/bdfe8f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3580000/3575900/3575831/d0048b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom | Minibar, individually decorated, iron/ironing board](https://images.trvl-media.com/lodging/4000000/3580000/3575900/3575831/bdfed9a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3580000/3575900/3575831/1ae34ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Santa Cruz [](https://www.expedia.com/Santa-Cruz-Hotels-Quinta-De-Santo-Antonio-Da-Serra.h3575831.Hotel-Information) 6.6/10 (15 reviews) "Excellent environment, beautiful place , very helpful staff and owner, highly recommended " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tak [](https://www.expedia.com/Santa-Cruz-Hotels-Quinta-De-Santo-Antonio-Da-Serra.h3575831.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37020000/37013300/37013297/9b6e82f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37020000/37013300/37013297/a251b00d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37020000/37013300/37013297/7f2530db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37020000/37013300/37013297/1661c463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Funchal [](https://www.expedia.com/Funchal-Hotels-Quinta-Devonia-Nogueira.h37013297.Hotel-Information) 8.8/10 Excellent (16 reviews) "A very lovely cottage with beautiful gardens and an amazing view! The road is a bit steep to get to but we managed absolutely fine, if your a nervous driver be aware. The cottage had a few very minor issues but it was gorgeous" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LEAH P. $333 nightly $333 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Funchal-Hotels-Quinta-Devonia-Nogueira.h37013297.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100540000/100535700/100535645/3fb1fb23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/101000000/100540000/100535700/100535645/0db81820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/101000000/100540000/100535700/100535645/680d8f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100540000/100535700/100535645/674c8d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in São Vicente [](https://www.expedia.com/Sao-Vicente-Hotels-Casa-Do-Lanco-Malvasia.h100535645.Hotel-Information) 10/10 Exceptional (2 reviews) "The accommodation is identical to the photos. The bedding is very comfortable and the garden with the swimming pool is superb. We had a pleasant stay with our family and we would be happy to come back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura B. $335 nightly $335 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Sao-Vicente-Hotels-Casa-Do-Lanco-Malvasia.h100535645.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/65000000/64660000/64654000/64653941/47b2e59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/65000000/64660000/64654000/64653941/91699fa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64660000/64654000/64653941/273646b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/65000000/64660000/64654000/64653941/0711cafc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in São Vicente [](https://www.expedia.com/Sao-Vicente-Hotels-In-Laurissilva-Forest.h64653941.Hotel-Information) 8.6/10 Excellent (7 reviews) "We had a lovely stay! Wonderful place, authentic, very well equiped (except for washing machine), magnificent surroundings. I fell in love with the place!" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Barbara W. $1,148 nightly $1,148 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Sao-Vicente-Hotels-In-Laurissilva-Forest.h64653941.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27080000/27070700/27070641/555993c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27080000/27070700/27070641/5232ab9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27080000/27070700/27070641/970c7fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27080000/27070700/27070641/283610c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in São Vicente [](https://www.expedia.com/Sao-Vicente-Hotels-Casa-Do-Lanco-Tinta-Negra.h27070641.Hotel-Information) 8.6/10 Excellent (10 reviews) "Laundry room advertisement needs changing as not available and heating needs more specific instructions. The location, facilities and cottage were lovely and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica B. $498 nightly $498 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Sao-Vicente-Hotels-Casa-Do-Lanco-Tinta-Negra.h27070641.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27190000/27187900/27187835/1f567932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/28000000/27190000/27187900/27187835/ea1b36c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27190000/27187900/27187835/8e089719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/28000000/27190000/27187900/27187835/22d743b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Câmara de Lobos [](https://www.expedia.com/Camara-De-Lobos-Hotels-Casa-Da-Aldeia.h27187835.Hotel-Information) 9.2/10 Wonderful (17 reviews) "The house was just as advertised." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tanya G. $243 nightly $243 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Camara-De-Lobos-Hotels-Casa-Da-Aldeia.h27187835.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73760000/73757300/73757270/3f1b6b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73760000/73757300/73757270/8a5d0e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73760000/73757300/73757270/c04c96e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73760000/73757300/73757270/bbb0ae87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in São Vicente [](https://www.expedia.com/Sao-Vicente-Hotels-Family-Vacations-In-The-North.h73757270.Hotel-Information) 7.0/10 Good (9 reviews) "This was one the best place we stayed in Madeira. Beautiful house, amazing location and Linda was phenomenally helpful. Highly recommended" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ineta B. $756 nightly $756 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Sao-Vicente-Hotels-Family-Vacations-In-The-North.h73757270.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37020000/37011300/37011250/602d08ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37020000/37011300/37011250/628b9763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37020000/37011300/37011250/4b06723b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/38000000/37020000/37011300/37011250/0ed8febd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Funchal [](https://www.expedia.com/Funchal-Hotels-Quinta-Devonia-Cedro.h37011250.Hotel-Information) 7.4/10 Good (13 reviews) "Very nice location... an amazing beautiful garden, with so many beautiful plants ! The landlord is very friendly and helpfull !!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sven D. $416 nightly $416 total Mar 28 - Mar 29 Total with taxes and fees [](https://www.expedia.com/Funchal-Hotels-Quinta-Devonia-Cedro.h37011250.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37020000/37011400/37011353/a4a3877c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37020000/37011400/37011353/dedd650a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/38000000/37020000/37011400/37011353/40255f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/38000000/37020000/37011400/37011353/cd0f10e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Funchal [](https://www.expedia.com/Funchal-Hotels-Quinta-Devonia-Tilia.h37011353.Hotel-Information) 7.4/10 Good (12 reviews) "A nice and beautiful appartment pretty high up the hill with a good vieuw. The only thing that we really disliked was the bed. For us it was way to hard and there for uncomfortable to sleep on." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony V. $687 nightly $687 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/Funchal-Hotels-Quinta-Devonia-Tilia.h37011353.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.com/Hotel-Search?startDate=2026-03-23&endDate=2026-03-24®ionId=6023533&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_6023533) ## Find vacation rentals that suit your style Villas [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VILLA) Apartments [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APART_HOTEL) Cottages [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=COTTAGE) Chalets [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CHALET) Condos [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CONDO) Cabins [](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Madeira+Region%2C+Portugal®ionId=6023533&latLong=32.719351%2C-17.173711&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CABIN) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCalheta-Cottages.d6023533-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCalheta-Cottages.d6023533-aaCottages.Travel-Guide-Accommodation) ## Top Calheta Hotel Reviews ![Boutique Hotel Jardim do Mar](https://images.trvl-media.com/lodging/110000000/109450000/109448300/109448220/2d752e1a_y.jpg) ### Boutique Hotel Jardim do Mar 10/10 Excellent "Small room but very clean and comfortable. Small balcony, very private, with view of the sea. Excellent breakfast and restaurant and very friendly and helpful staff." [](https://expedia.com/Calheta-Hotels-Boutique-Hotel-Jardim-Do-Mar.h109448220.Hotel-Information) ![Casas da Levada](https://images.trvl-media.com/lodging/16000000/15700000/15691000/15690961/426c05fa_y.jpg) ### Casas da Levada 10/10 Excellent "while the weather was beyond anyone’s control, I had such a cozy stay and was perfect for the R&R that I needed. The grounds, the room and the entire property was so delightful though there were other guests. I don’t think I saw even one! It was truly so lovely in the rooms. I think everyone was cozied up by their fires during the rainy evenings. I really loved the grocery store, though the prices are a bit higher than in store, you’re paying for the convenience of all your necessities being right there and I thought that was really nice. Plus your room already comes with plenty of eggs, cheese and bacon for breakfast cereals, granola and yogurt as well as milk and juice so there’s not really much else to grab unless you are going to make a nice dinner. I truly loved all of the kitties, despite I’m allergic, they were adorable, kept to themselves, and we’re awfully cuddly when I was leaving (They are also vaccinated so there’s no worries.) on top of that there are chickens, ducks, and sheep on the property and I hope to come back when the weather is better to enjoy that beautiful pool, the vegetation, and the beautiful views! thank you again for such a wonderful stay and apologies again for setting off the fire alarm! 😂 i’ve got to get used to using those cast-iron stoves! " [](https://expedia.com/Calheta-Hotels-Casas-Da-Levada.h15690961.Hotel-Information) ![ Saccharum Resort](https://images.trvl-media.com/lodging/11000000/10230000/10225100/10225046/a8c14830_y.jpg) ### Saccharum Resort 10/10 Excellent "The ocean was visible .we particularly enjoyed the beach cafe. My only criticism would be lack of privacy due to transclucent glass in shower and toilet plus the the toilet for was a sliding glass panel which was very noisy during the night" [](https://expedia.com/Calheta-Hotels-Saccharum-Resort-Spa-Savoy-Signature.h10225046.Hotel-Information) ![Calheta Beach - All Inclusive](https://images.trvl-media.com/lodging/2000000/1060000/1056600/1056570/fb4483d0_y.jpg) ### Calheta Beach - All Inclusive 8/10 Good "Food was great and varied,, house keeping staff were brilliant especially Isobel silva Pools were clean but cold Staff at reception were brilliant The only down side I could find was the beds were too hard and very worn, and could do with replacing. Overall a great place to stay but be aware on-site parking is 10 euros a day and the room safe is 19 euros a week ???? But if you want a good clean and well staffed hotel Look no further. " [](https://expedia.com/Calheta-Hotels-Calheta-Beach-All-Inclusive-Savoy-Signature.h1056570.Hotel-Information) ![Cliff House](https://images.trvl-media.com/lodging/111000000/110400000/110392400/110392355/w1995h1500x252y0-40393f88_y.jpg) ### Cliff House 10/10 Excellent "We had a truly wonderful stay at Nelson’s house in Calheta. From the moment we arrived, we felt warmly welcomed. The house has such a cozy and inviting atmosphere, it immediately felt like a home away from home.One of the highlights for us was the beautiful garden & ocean view. It’s clearly cared for with love, and it creates such a peaceful setting to relax and enjoy the surroundings. The view from the property is absolutely stunning, and spending time outside, whether in the morning or at sunset, was a real pleasure.The house itself was very comfortable and had everything we needed for our stay. It suited us perfectly and provided a great base to unwind and enjoy the area.As mentioned in the description, it is a cliff house, so you walk down to reach it. Parking is available on the side of the road, and there are steps leading to the house. For us, the steps were completely manageable, but it may not be suitable for someone with mobility difficulties.Overall, we really enjoyed the house, the garden, and the incredible view. It was the perfect place for what we needed, and we would happily stay again." [](https://expedia.com/Calheta-Hotels-Cliff-House.h110392355.Hotel-Information) ![House / Villa - Arco da Calheta](https://images.trvl-media.com/lodging/34000000/33600000/33596600/33596503/70c792ea_y.jpg) ### House / Villa - Arco da Calheta 10/10 Excellent "a wonderful house extremely well equipped en well located" [](https://expedia.com/Calheta-Hotels-House-Villa-Arco-Da-Calheta.h33596503.Hotel-Information) ![Quinta das Vinhas](https://images.trvl-media.com/lodging/3000000/2690000/2687000/2686912/db556338_y.jpg) ### Quinta das Vinhas 10/10 Excellent "Mysig stuga och miljön runtomkring. Rent och snyggt samt trevlig personal." [](https://expedia.com/Calheta-Hotels-Quinta-Das-Vinhas.h2686912.Hotel-Information) ![Quinta Pereira ... beautiful panoramic views and ocean sunsets ](https://images.trvl-media.com/lodging/33000000/32630000/32628600/32628592/213b73f4_y.jpg) ### Quinta Pereira ... beautiful panoramic views and ocean sunsets 10/10 Excellent "Everything was perfect." [](https://expedia.com/Calheta-Hotels-Quinta-Pereira-Beautiful-Panoramic-Views-And-Ocean-Sunsets.h32628592.Hotel-Information) ![Socalco Nature Calheta](https://images.trvl-media.com/lodging/90000000/89400000/89394700/89394624/ed46b93c_y.jpg) ### Socalco Nature Calheta 10/10 Excellent "Without a doubt Calhetas best place to stay and eat. Small boutique hotel with high quality food, service, rooms/ houses and a cliff top location second to none. Staff provide attentive but not obtrusive service. Really lovely place to stay. Imagine sitting amidst the vines, fruit veg and flower garden by the lavender edged pool watching the sunset with wine from their own vines before sampling their Michelin type taster menu. Yep that’s Socalco. " [](https://expedia.com/Calheta-Hotels-Socalco-Nature-Calheta.h89394624.Hotel-Information) ## Find out more about Calheta ## Calheta Cottages information | Number of reviews | 148 | | ----------------- | ----------- | | Accommodation | 47 Cottages | | Lowest Price | $243 | | Highest Price | $1,148 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Estrela da Calheta ](https://www.expedia.com/Estrela-Da-Calheta-Calheta-Hotels.0-n553248635976399893-0.Travel-Guide-Filter-Hotels) - [Gay friendly Hotels in Estreito da Calheta ](https://www.expedia.com/Estreito-Da-Calheta-Hotels-LGBT-Welcoming-Hotel.0-0-d6158474-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Estreito da Calheta Hotels ](https://www.expedia.com/Estreito-Da-Calheta-Hotels.d6158474.Travel-Guide-Hotels) - [Arco da Calheta Hotels ](https://www.expedia.com/Arco-Da-Calheta-Hotels.d6158475.Travel-Guide-Hotels) - [Resorts & Hotels with Spas in Arco da Calheta ](https://www.expedia.com/Arco-Da-Calheta-Hotels-Spa-Hotel.0-0-d6158475-tSpaHotel.Travel-Guide-Filter-Hotels) - 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