Title: Pico Island Chalets | Expedia.ca [Pico Island Travel Guide](https://expedia.ca/Pico-Island.dx2802)[Hotels in Pico Island](https://expedia.ca/Pico-Island-Hotels.d2802.Travel-Guide-Hotels)[Vacation Rentals in Pico Island](https://expedia.ca/Pico-Island-Vacation-Rentals.d2802.Travel-Guide-VacationRentals)[Flights to Pico Island](https://expedia.ca/Cheap-Flights-To-Pico-Island.d2802.Travel-Guide-Flights)[Things to do in Pico Island](https://expedia.ca/Things-To-Do-In-Pico-Island.d2802.Travel-Guide-Activities)[Pico Island Car Rentals](https://expedia.ca/Car-Rentals-In-Pico-Island.d2802.Car-Rental-Guide)[Pico Island Vacation Packages](https://expedia.ca/Pico-Island.d2802.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/ab5c794a1b8908e054bc05015fda3e94.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Pico Island - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=2802&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pico Island Chalets No exact matches found, but these alternatives could be just right ## Recommended hotels in Pico Island ![Front of property](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/f28d9787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Private Pool, Mountain View](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/7e1b831f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double or Twin Room, Patio, Vineyard View](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/9aa814b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/4fbae47e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pico Vineyards Madalena 9.6/10 Exceptional (4) "The pool is amazing! and brand new property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $201 CA $209 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/2c183f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms | Living room](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/7d928914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/c60a8f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/0bdff03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aldeia das Adegas Sao Roque do Pico 9.4/10 Exceptional (63) "Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raechung CA $148 CA $154 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information) ![Standard Double or Twin Room | Balcony view](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/dca1feb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double or Twin Room](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/450a73ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/2eecea9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast buffet](https://images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/ab7a0134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Caravelas Madalena 8.0/10 Very good (217) "Spacious, clean, quite and amazing breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) james CA $115 CA $120 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/e7839333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/96e52585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Sea View (Ocean Blue) | Living area](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/aa13c019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/92fdf551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vinhas do Calhau Madalena 9.6/10 Exceptional (42) "Staff was friendly and helpful " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Elia CA $162 CA $169 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) ![Double Room, Sea View](https://images.trvl-media.com/lodging/22000000/21420000/21412800/21412789/a4063aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/22000000/21420000/21412800/21412789/9ca274fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily local cuisine breakfast (EUR 8 per person)](https://images.trvl-media.com/lodging/22000000/21420000/21412800/21412789/a9923027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Sea View](https://images.trvl-media.com/lodging/22000000/21420000/21412800/21412789/328beba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sara Village Sao Roque do Pico 8.4/10 Very good (57) "would stay here again, cool Location" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Ronny CA $63 CA $66 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Sara-Village.h21412789.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/a190817d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/4cca4679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Design Double or Twin Room | Extra beds](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/9e76e431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/8bfe7cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pico TERRAMAR & SPA Madalena 9.6/10 Exceptional (47) "A wonderful stay with the most helpful and accommodating staff! The rooms were lovely with amazing views and the staff ensured our stay was seamless from beginning to end. Would absolutely come back! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Hanin [](https://www.expedia.ca/Madalena-Hotels-Pico-TERRAMAR-SPA.h103085805.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/7e7713b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/410944e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/a01b4c02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room | Terrace/patio](https://images.trvl-media.com/lodging/104000000/103800000/103797500/103797457/f852551d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AL Novavista by A5P Madalena 8.0/10 Very good (6) "There was not one person at the property on arrival to drop bags. Called multiple numbers list as a contact with no answer. I had to book a expensive room at a different hotel. They are still refusing to give my money back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alfredo CA $101 CA $105 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Madalena-Hotels-Nova-Vista-Inn-Pico.h103797457.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/717fce7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/9fca1217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Courtyard View, Garden Area | Private kitchen](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/7fb3f538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Courtyard View, Garden Area](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/0282c63e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aldeia dos Caldeirões Madalena CA $141 CA $146 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Madalena-Hotels-Aldeia-Dos-Caldeiroes.h120630982.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/90ac7f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/160232a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/0ffdb61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Triple Room](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/2beb9253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pico Dreams - Sportfish Sao Roque do Pico 9.2/10 Wonderful (63) "Beautiful guesthouse, quiet but within walking distance of Sao Roque. Comfortable rooms and good, shared kitchen facilities. An ideal base for exploring Pico." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) David CA $73 CA $75 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Pico-Dreams-Sportfish.h7759184.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/8cc197ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/1e6d660a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/092f31cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/54000000/53950000/53948100/53948011/53eea078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa dos Felicias São Roque do Pico 10/10 Exceptional (1) "The house was clean, spacious, well-appointed, convenient to the port, swimming, the grocery, the church, the village center, shops, and had gorgeous views. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria N. CA $122 CA $249 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Casa-Dos-Felicias.h53948011.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/fa624471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/b0aa1996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/589b0ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48670000/48667500/48667429/bd76097c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Very well equipped apartment in the center of São Roque do Pico São Roque do Pico "I stayed in this apartment with my family of 4. The apartment itself was small but ok. Note that the management keeps the remote control for AC and if you need it, they charge a daily fee of 10EUR per day. The communication with the manager has been very difficult since the beginning. I’ve sent a message a month prior to arrival to confirm there was enough room for the 4 of us. I never got any answers. The day before our arrival, I sent another message that was again unanswered. Even VRBO... ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Caroline P. CA $146 CA $297 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Very-Well-Equipped-Apartment-In-The-Center-Of-SAo-Roque-Do-Pico.h48667429.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61530000/61527500/61527481/72d54b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61530000/61527500/61527481/f2e86fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61530000/61527500/61527481/44a69a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/62000000/61530000/61527500/61527481/c35879e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Double Room with Sea View - Sao Roque do Pico in Azores São Roque do Pico CA $146 CA $146 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Double-Room-With-Sea-View-Sao-Roque-Do-Pico-In-Azores.h61527481.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/91538c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/9398c3cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/8a270217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/bfc69bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi Engrade 10/10 Exceptional (1) "Pros: The house was recently renovated, everything was nice and clean, very kind host, peaceful place with view of the ocean and vineyards" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $357 CA $357 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61530000/61526600/61526543/202493fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61530000/61526600/61526543/945b2476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, internet, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/62000000/61530000/61526600/61526543/ddb229a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/62000000/61530000/61526600/61526543/4a34f46f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing One Bedroom Apartment with Sea View São Roque do Pico CA $130 CA $130 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Amazing-One-Bedroom-Apartment-With-Sea-View.h61526543.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/d21f56a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/0976c03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/3cdb3c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107270000/107267200/107267149/6f449b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Baleia Laranja Ocean-Front Madalena 10/10 Exceptional (3) "The location of the property was wonderful. We could hear the waves crashing throughout our stay. Thank you again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sebastien B. CA $569 CA $762 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Madalena-Hotels-Casa-Baleia-Laranja-Ocean-Front.h107267149.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/03245688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/563e63f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/1917a67b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96080000/96077000/96076986/bd758137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi Lajido CA $277 CA $277 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Holiday-Home-Adega-Maciel-With-Sea-View.h96076986.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61530000/61528000/61527914/e2820ea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61530000/61528000/61527914/69ee7241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61530000/61528000/61527914/29c4e42e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/62000000/61530000/61528000/61527914/b7942487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing Quadruple Room with Sea View in Sao Roque do Pico São Roque do Pico 8.0/10 Very good (1) "This was a very unique property. The staff was very nice. It was clean and had a great view. The only slightly negative thing was we expected a balcony but that wasnt a dealbreaker as we only slept there " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Marlene CA $195 CA $195 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Amazing-Quadruple-Room-With-Sea-View-In-Sao-Roque-Do-Pico.h61527914.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/3bda54dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, WiFi](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/a7dbecec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/abbcf93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining tables](https://images.trvl-media.com/lodging/54000000/53950000/53947600/53947517/765fd7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vila Paim - Apart. DELUX São Roque do Pico CA $203 CA $388 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Vila-Paim-Apart-Delux.h53947517.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/3fe9f3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/f7114d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/e13b9eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/4c4af8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi Pontas negras CA $374 CA $444 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/2baf5833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/ae7b8da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/63f9e6ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/e71e4b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silveira House Lajes do Pico CA $73 CA $143 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.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.ca/Hotel-Search?startDate=2025-11-22&endDate=2025-11-23®ionId=2802&adults=2&lodging=CHALET&sort=RECOMMENDED&openPlayBack=true) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPico-Island-Chalets.d2802-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPico-Island-Chalets.d2802-aaChalets.Travel-Guide-Accommodation) ## Top Pico Island Hotel Reviews ![Hotel Caravelas](//images.trvl-media.com/lodging/5000000/4350000/4349900/4349893/b6eac151_y.jpg) ### Hotel Caravelas 10/10 Excellent "They were kind enough to bring me a kettle which, as a tea drinker, was so very kind and I really appreciated. Very clean and well located in the town also. Highly recommend! " [](https://expedia.ca/Madalena-Hotels-Hotel-Caravelas.h4349893.Hotel-Information) ![Pico Dreams - Sportfish](//images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/90ac7f10_y.jpg) ### Pico Dreams - Sportfish 10/10 Excellent "This was a no-frills, simple hotel. It was a great value, and was clean, quiet, and relaxing. The staff were so kind, and laid back. The view from the patio in our room was lovely. The shared kitchen area was a nice place to cook a meal, and there were three adorable cats around the property who we loved petting. The location was great for exploring various parts of Pico. " [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Pico-Dreams-Sportfish.h7759184.Hotel-Information) ![Aldeia das Adegas](//images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/293657f8_y.jpg) ### Aldeia das Adegas 10/10 Excellent "Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. " [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information) ![Sara Village](//images.trvl-media.com/lodging/22000000/21420000/21412800/21412789/a4063aa9_y.jpg) ### Sara Village 10/10 Excellent "Exceeded expirations. Owner is beautiful, staff very helpful and customer oriented. On main hwy which is convenient but can be noisy. View is exceptional. Highly recommend!" [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-Sara-Village.h21412789.Hotel-Information) ![Pico Vineyards](//images.trvl-media.com/lodging/116000000/115460000/115456600/115456571/7e1b831f_y.jpg) ### Pico Vineyards 10/10 Excellent "An excellent new Hotel in the Island and I am sure it will become a reference. Incredible architecture which uses local materials. Fantastic views from some of the rooms towards the Mountain of Pico. Staff is so nice. A special thanks to Daniela and Bianca. They accommodated vegan options for my wife. A newly opened Hotel which I am sure will only get better with time! " [](https://expedia.ca/Madalena-Hotels-Pico-Vineyards.h115456571.Hotel-Information) ![ AtlanticWindow - Modern House, Stunning View](//images.trvl-media.com/lodging/34000000/33710000/33700800/33700761/fecc7914_y.jpg) ### AtlanticWindow - Modern House, Stunning View 10/10 Excellent "Excellent house! Second time staying here and it was just as great as the first stay. Amazing view!" [](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-AtlanticWindow-Modern-House.h33700761.Hotel-Information) ![Pico TERRAMAR & SPA](//images.trvl-media.com/lodging/104000000/103090000/103085900/103085805/4cca4679_y.jpg) ### Pico TERRAMAR & SPA 10/10 Excellent "Friendly staff. " [](https://expedia.ca/Madalena-Hotels-Pico-TERRAMAR-SPA.h103085805.Hotel-Information) ![Vinhas do Calhau](//images.trvl-media.com/lodging/28000000/27550000/27549800/27549724/aa13c019_y.jpg) ### Vinhas do Calhau 10/10 Excellent "The staff were super friendly and very helpful. The property is truly amazing. " [](https://expedia.ca/Madalena-Hotels-Vinhas-Do-Calhau.h27549724.Hotel-Information) ![35th Atlantic View](//images.trvl-media.com/lodging/42000000/41180000/41176200/41176143/24258708_y.jpg) ### 35th Atlantic View 10/10 Excellent "It would be great if the room just had a closet to store your clothes away. We had to use the couch to leave our lugage and clothes." [](https://expedia.ca/Lajes-Do-Pico-Hotels-35th-Atlantic-View.h41176143.Hotel-Information) ## Find out more about Pico Island ## Pico Island Chalets information | Number of reviews | | | --- | --- | | Accommodation | Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [4 Star Hotels in Sao Roque do Pico](https://www.expedia.ca/4Star-Sao-Roque-Do-Pico-Hotels.s40-0-d6133974.Travel-Guide-Filter-Hotels) - [Baixa Hotels](https://www.expedia.ca/Baixa-Hotels.d553248635975857630.Travel-Guide-Hotels) - [Bandeiras Hotels](https://www.expedia.ca/Bandeiras-Hotels.d3000021686.Travel-Guide-Hotels) - [Cabo Branco Hotels](https://www.expedia.ca/Cabo-Branco-Hotels.d553248635975862504.Travel-Guide-Hotels) - [Cais do Pico Hotels](https://www.expedia.ca/Cais-Do-Pico-Hotels.d553248635975870685.Travel-Guide-Hotels) - [Calhau Hotels](https://www.expedia.ca/Calhau-Hotels.d3000021634.Travel-Guide-Hotels) - 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