Title: Calheta Vacation Home Rentals from CA $98: Search Top Private Vacation Homes for Rent | Expedia.ca

[Hotels in Calheta](https://expedia.ca/Calheta-Hotels.d6345213.Travel-Guide-Hotels)[Vacation Rentals in Calheta](https://expedia.ca/Calheta-Vacation-Rentals.d6345213.Travel-Guide-VacationRentals)[Calheta Car Rentals](https://expedia.ca/Car-Rentals-In-Calheta.d6345213.Car-Rental-Guide)[Calheta Vacation Packages](https://expedia.ca/Calheta.d6345213.Destination-Travel-Guides)

![Coastline of Madeira Island near Calheta, Madeira, Portugal](https://images.trvl-media.com/place/6345213/1d434007-bfa1-4a6c-878c-cf00a487d950.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6345213/1d434007-bfa1-4a6c-878c-cf00a487d950.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](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

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6345213&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6345213&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6345213&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=6345213&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Calheta vacation homes

![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/64b64159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/57dd13ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/c48ac4fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/38bf9a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)

[](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-Stone-House-In-Sao-Jorge.h90740088.Hotel-Information)

São Jorge

CA $385

CA $438 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-Stone-House-In-Sao-Jorge.h90740088.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/b4610de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/6bef2972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/78db988a_edited_4db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/2a8ca9ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Herdade das Hortênsias

[](https://www.expedia.ca/Calheta-Hotels-Herdade-Das-Hortensias.h117635916.Hotel-Information)

São Jorge

10/10

Exceptional

(1 review)

"Ruhig gelegen mit genügend Platz."

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Lukas R.

CA $122

CA $183 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Calheta-Hotels-Herdade-Das-Hortensias.h117635916.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/cffb0cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/ef85d514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/5b0f5cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/bbd9f1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

[](https://www.expedia.ca/Calheta-Hotels-Stylish-2-Bedroom-Stone-House-On-Ocean-Front-In-Sao-Jorge.h90583992.Hotel-Information)

São Jorge

10/10

Exceptional

(4 reviews)

"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."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David B.

CA $402

CA $474 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Calheta-Hotels-Stylish-2-Bedroom-Stone-House-On-Ocean-Front-In-Sao-Jorge.h90583992.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/84a679a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/ccf7f450.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/91000000/90600000/90598400/90598322/7fced377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/84dd039e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

[](https://www.expedia.ca/Calheta-Hotels-Stylish-1-Bedroom-Stone-House-With-Sea-View-In-Sao-Jorge.h90598322.Hotel-Information)

São Jorge

CA $283

CA $320 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Calheta-Hotels-Stylish-1-Bedroom-Stone-House-With-Sea-View-In-Sao-Jorge.h90598322.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/d166b737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/4890e023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/0643cc83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/eec60f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

[](https://www.expedia.ca/Calheta-Hotels-Cosy-2-Bedroom-House-With-Stunning-Views-In-Sao-Jorge.h90592830.Hotel-Information)

São Jorge

10/10

Exceptional

(1 review)

"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."

![Portugal](https://a.travel-assets.com/egds/marks/flags/pt.svg)

Pedro E.

CA $385

CA $438 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Calheta-Hotels-Cosy-2-Bedroom-House-With-Stunning-Views-In-Sao-Jorge.h90592830.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/2aec020f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/06191928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/b41eceda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/29f435ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)

[](https://www.expedia.ca/Calheta-Hotels-Ocean-Front-House-Surrounded-By-Pure-Nature-Bela-Lua.h89474673.Hotel-Information)

Calheta

CA $300

CA $353 total

includes taxes & fees

Apr 10 - Apr 11

[](https://www.expedia.ca/Calheta-Hotels-Ocean-Front-House-Surrounded-By-Pure-Nature-Bela-Lua.h89474673.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/83afbe1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/ca554e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/0c8d55cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/2e8d5bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba

[](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-House-In-Sao-Jorge.h91260534.Hotel-Information)

São Jorge

CA $369

CA $421 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-House-In-Sao-Jorge.h91260534.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/ea94e715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/269fa28d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/0acc94b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/556ab396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Panoramic Ocean Views from your Private Varand

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.Hotel-Information)

São Roque do Pico

CA $257

CA $320 total

includes taxes & fees

May 1 - May 2

[](https://www.expedia.ca/Sao-Roque-Do-Pico-Hotels-Panoramic-Ocean-Views-From-Your-Private-Varand.h119974954.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/2323fefc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/97667c99.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/91000000/90150000/90145800/90145704/4ed81065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/c025221b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home 'Adega Pérola' with Wi-Fi

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.Hotel-Information)

Cais do Galego

CA $150

CA $248 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Adega-Perola-With-Wi-Fi.h90145704.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/e71e4b63.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)

![Private kitchen](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/2baf5833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silveira House

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information)

Lajes do Pico

CA $72

CA $141 total

includes taxes & fees

Apr 26 - Apr 27

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/ed2c9616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/3f8a670f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/1644c2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107420000/107416200/107416132/dcafcc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Pico-Boutique-House-With-Mountain-View.h107416132.Hotel-Information)

Lajes do Pico

CA $98

CA $98 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Holiday-Home-Pico-Boutique-House-With-Mountain-View.h107416132.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/fc504312.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/121000000/120620000/120615600/120615510/31dae8ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/e1a07f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/f0ea2564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.Hotel-Information)

Ribeiras

CA $282

CA $282 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Apartment-Branca-With-Sea-View.h120615510.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)

![TV](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/5b50be8e.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/103000000/102090000/102087400/102087359/b4e00f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/c3a6a2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information)

Pontas negras

CA $646

CA $715 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information)

![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/97000000/96690000/96687800/96687786/445d8621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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/bf6f0100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information)

Engrade

10/10

Exceptional

(1 review)

"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 $372

CA $372 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Adega-Do-Portinho-Velho-With-Balcony-Wi-Fi.h96687786.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/9ad9c4be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/9a00ab2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/b00d1783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/29ab4170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.Hotel-Information)

Pontas Negras

CA $793

CA $862 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.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=2026-04-19&endDate=2026-04-20&regionId=6345213&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Calheta%2C+Azores%2C+Portugal&regionId=6345213&latLong=38.602051%2C-28.01934&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Calheta%2C+Azores%2C+Portugal&regionId=6345213&latLong=38.602051%2C-28.01934&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Calheta%2C+Azores%2C+Portugal&regionId=6345213&latLong=38.602051%2C-28.01934&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=VILLA)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Calheta%2C+Azores%2C+Portugal&regionId=6345213&latLong=38.602051%2C-28.01934&adults=2&startDate=2026-07-04&d1=2026-07-04&endDate=2026-07-07&d2=2026-07-07&lodging=APARTMENT)

![](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%2FCalheta-Private-Vacation-Homes.d6345213-aaPrivateVacationHomes.Travel-Guide-Accommodation)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCalheta-Private-Vacation-Homes.d6345213-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Calheta Hotel Reviews

![Casa d'Avó Guesthouse](https://images.trvl-media.com/lodging/25000000/25000000/24994000/24993980/18947c1a_y.jpg)

### Casa d'Avó Guesthouse

10/10 Excellent

"Perfect place to have a peaceful & enjoyable vacation😊"

[](https://expedia.ca/Velas-Hotels-Casa-DAvo-Guesthouse.h24993980.Hotel-Information)

![Pico Dreams - Sportfish](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/a083f6bd_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)

![Matilde's House, in the paradise Fajã de São João](https://images.trvl-media.com/lodging/42000000/41830000/41824900/41824815/4b01f9e7_y.jpg)

### Matilde's House, in the paradise Fajã de São João

10/10 Excellent

"Open ocean views, sound of waves, lovely sunny patio, Paula very nice, helpful , thoughtful arrival treats. Love Luca the lab. "

[](https://expedia.ca/Calheta-Hotels-Matildes-House.h41824815.Hotel-Information)

![35th Atlantic View](https://images.trvl-media.com/lodging/42000000/41180000/41176200/41176143/bc0d32f9_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)

![Azores Youth Hostels - São Jorge](https://images.trvl-media.com/lodging/11000000/11000000/10994600/10994583/248747ac_y.jpg)

### Azores Youth Hostels - São Jorge

6/10 Okay

"Excellent location. Staff was friendly. Air conditioner was not working in our room and it was so hot to sleep. The staff tried but could not fix it. Breakfast was simple but fine. Very clean all around and well kept. View was incredible from the front shared spaces. "

[](https://expedia.ca/Calheta-Hotels-PJA-Sao-Jorge-Youth-Hostel.h10994583.Hotel-Information)

![A Casa do Ouvidor](https://images.trvl-media.com/lodging/17000000/16140000/16132700/16132638/9616a0aa_y.jpg)

### A Casa do Ouvidor

10/10 Excellent

"Asan was a great host. Quiet place, very roomy and clean, the view is amazing. Every thing was in place to enjoy a confortable stay. "

[](https://expedia.ca/Sao-Roque-Do-Pico-Hotels-A-Casa-Do-Ouvidor.h16132638.Hotel-Information)

## Find out more about Calheta

## Calheta Vacation Homes information

| Number of reviews | 7                  |
| ----------------- | ------------------ |
| Accommodation     | 161 Vacation Homes |
| Lowest Price      | CA $98             |
| Highest Price     | CA $862            |