Title: Calheta Vacation Rentals from $109: Search Short-Term Rentals | Expedia.com

[Calheta Travel Guide](https://expedia.com/Calheta.dx6345213)[Hotels in Calheta](https://expedia.com/Calheta-Hotels.d6345213.Travel-Guide-Hotels)[Flights to Calheta](https://expedia.com/Cheap-Flights-To-Calheta.d6345213.Travel-Guide-Flights)[Car Rentals in Calheta](https://expedia.com/Car-Rentals-In-Calheta.d6345213.Car-Rental-Guide)[Calheta Vacation Packages](https://expedia.com/Calheta.d6345213.Destination-Travel-Guides)

![Adobe](https://images.trvl-media.com/place/6345213/5040a6c0-e84f-4ee9-9214-81a0b0dc5509.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6345213/5040a6c0-e84f-4ee9-9214-81a0b0dc5509.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6345213&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6345213&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6345213&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6345213&startDate=2026-06-19&endDate=2026-06-21&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 rentals

![Exterior detail](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/99d974b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/ffe8a023_edited_94db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/a9c23312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/9ef5f9cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

[](https://www.expedia.com/Calheta-Hotels-Apartment-Moradia-Machado-With-Private-Terrace.h103735044.Hotel-Information)

Topo Calheta São Jorge Açores

$109 nightly

$109 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Calheta-Hotels-Apartment-Moradia-Machado-With-Private-Terrace.h103735044.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)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/bbd9f1f3.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)

![Exterior](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/b71d0976.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.com/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.

$271 nightly

$281 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/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)

![Beach](https://images.trvl-media.com/lodging/91000000/90600000/90598400/90598322/84dd039e.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)

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

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

São Jorge

$172 nightly

$172 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/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)

![Exterior](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/93efe3e8.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)

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

[](https://www.expedia.com/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.

$257 nightly

$257 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/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)

![Interior](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/29f435ef.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)

![Exterior](https://images.trvl-media.com/lodging/90000000/89480000/89474700/89474673/acd86adb.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.com/Calheta-Hotels-Ocean-Front-House-Surrounded-By-Pure-Nature-Bela-Lua.h89474673.Hotel-Information)

Calheta

$188 nightly

$195 total

Mar 10 - Mar 11

Total with taxes and fees

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

![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)

![Exterior](https://images.trvl-media.com/lodging/91000000/90750000/90740100/90740088/38bf9a17.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)

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

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

São Jorge

$260 nightly

$260 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/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)

![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)

![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)

### Herdade das Hortênsias

[](https://www.expedia.com/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.

$134 nightly

$134 total

Feb 28 - Mar 1

Total with taxes and fees

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

![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)

![Exterior](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/ca554e6f.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.com/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-House-In-Sao-Jorge.h91260534.Hotel-Information)

São Jorge

$244 nightly

$244 total

Mar 10 - Mar 11

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/293657f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/c097987b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio | Private kitchenette | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/fb967652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16160000/16157500/16157478/59a17370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aldeia das Adegas

[](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.Hotel-Information)

Sao Roque do Pico

9.4/10

Exceptional

(64 reviews)

"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

$82 nightly

$85 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Aldeia-Das-Adegas.h16157478.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)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119980000/119975000/119974954/91440516.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)

### Panoramic Ocean Views from your Private Varand

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

São Roque do Pico

$179 nightly

$184 total

Feb 26 - Feb 27

Total with taxes and fees

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

![Exterior detail](https://images.trvl-media.com/lodging/103000000/102090000/102087400/102087359/4c4af8c4.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.com/Lajes-Do-Pico-Hotels-Vacation-Home-Casas-Dos-Vinagreiros-Pedro-With-Sea-View.h102087359.Hotel-Information)

Pontas negras

$416 nightly

$416 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/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)

![Exterior](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/bf6f0100.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)

![TV](https://images.trvl-media.com/lodging/97000000/96690000/96687800/96687786/5308c699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/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 traveler

$259 nightly

$259 total

Mar 10 - Mar 11

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/a15e43aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/0a5283da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120620000/120615600/120615510/3f673062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Ribeiras

$233 nightly

$233 total

Mar 10 - Mar 11

Total with taxes and fees

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

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/dea5ea9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/8a0f7828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/a1b460b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90150000/90145800/90145704/0386debe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Cais do Galego

$169 nightly

$169 total

Feb 27 - Feb 28

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102118900/102118812/201e4acd.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)

![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.com/Lajes-Do-Pico-Hotels-Vacation-Home-Dos-Vinagreiros-Guilherme-With-Sea-View.h102118812.Hotel-Information)

Pontas Negras

$481 nightly

$481 total

Mar 10 - Mar 11

Total with taxes and fees

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

![TV, fireplace](https://images.trvl-media.com/lodging/109000000/108590000/108586400/108586373/d978f8cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108590000/108586400/108586373/08a5e6e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108590000/108586400/108586373/55b2989c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/109000000/108590000/108586400/108586373/2b2f7390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace and Wi-Fi

[](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Apartment-Vista-Da-Baia-Casa-Do-Aniceto-With-Sea-View.h108586373.Hotel-Information)

Santo António SRP

$280 nightly

$289 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Sao-Roque-Do-Pico-Hotels-Apartment-Vista-Da-Baia-Casa-Do-Aniceto-With-Sea-View.h108586373.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)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113120000/113118400/113118305/5b1a131e.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.com/Lajes-Do-Pico-Hotels-Vrbo-Property.h113118305.Hotel-Information)

Lajes do Pico

$104 nightly

$104 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/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.com/Hotel-Search?startDate=2026-03-11&endDate=2026-03-12&regionId=6345213&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Azores%2C+Portugal&regionId=6345213&latLong=38.602051%2C-28.01934&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VACATION_HOME)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Azores%2C+Portugal&regionId=6345213&latLong=38.602051%2C-28.01934&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VILLA)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Azores%2C+Portugal&regionId=6345213&latLong=38.602051%2C-28.01934&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Calheta%2C+Azores%2C+Portugal&regionId=6345213&latLong=38.602051%2C-28.01934&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APARTMENT)

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## Top Calheta Hotel Reviews

![Casa do Zé - AL](https://images.trvl-media.com/lodging/29000000/28620000/28612700/28612603/70f467ca_y.jpg)

### Casa do Zé - AL

10/10 Excellent

"The Casa do Ze is very well equipped with all utensils and essentials for cooking your own meals. The coffee maker is a moka pot, (first time using one) that makes great espresso. Bathroom supplies are also provided. The Casa is located at the end of a street and is a renovated old home, so it's more authentic than some other stays. The communication with the owner was excelent. WiFi was OK but sometimes cut out. Also, hot water supply was finicky as sometimes there would be plenty and other times none."

[](https://expedia.com/Velas-Hotels-Casa-Do-Ze-AL.h28612603.Hotel-Information)

![Casa d'Avó Guesthouse](https://images.trvl-media.com/lodging/25000000/25000000/24994000/24993980/fe4c9295_y.jpg)

### Casa d'Avó Guesthouse

10/10 Excellent

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

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

![Pico Dreams - Sportfish](https://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.com/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/b445b849_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.com/Calheta-Hotels-Matildes-House.h41824815.Hotel-Information)

![Sara Village](https://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.com/Sao-Roque-Do-Pico-Hotels-Sara-Village.h21412789.Hotel-Information)

![São Jorge Garden](https://images.trvl-media.com/lodging/3000000/2700000/2691900/2691841/e60c235e_y.jpg)

### São Jorge Garden

10/10 Excellent

"Great location in Velas, beautiful property with pool, sitting deck with ocean view, sunsets and Morro Grande view and hiking within 10 minutes walk. Close to supermarket and restaurants, ideal location in Velas. Good buffet breakfast. Beds were a little too firm for me but great for my partner...highly recommended for location, cleanliness and great staff! "

[](https://expedia.com/Velas-Hotels-Sao-Jorge-Garden.h2691841.Hotel-Information)

![Kuanza Nature Experience](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/ecaf04e2_y.jpg)

### Kuanza Nature Experience

10/10 Excellent

"Quite secluded yet very safe. Overall an authentic experience. "

[](https://expedia.com/Calheta-Hotels-Kuanza-Nature-Experience.h88443976.Hotel-Information)

![35th Atlantic View](https://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.com/Lajes-Do-Pico-Hotels-35th-Atlantic-View.h41176143.Hotel-Information)

![Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".](https://images.trvl-media.com/lodging/21000000/20890000/20885900/20885863/4cba05d5_y.jpg)

### Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

10/10 Excellent

"Wonderful little house with amazing views and terrific host. Perfect for couples get away. You will love the true Pico Island experience here. "

[](https://expedia.com/Sao-Roque-Do-Pico-Hotels-Enchanting-View-From-The-Balcony-Of-Beautifully-Restored-Adega-Baia-Do-Canto.h20885863.Hotel-Information)

## Find out more about Calheta

**Everything you need to know about Calheta vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Calheta vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Calheta vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Calheta vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Calheta. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Calheta in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $109 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Calheta rentals**

At Expedia, we put the best Calheta vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Calheta rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Calheta vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Calheta. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Hostels in Calheta ](https://expedia.com/Calheta-Hostels.d6345213-aaHostels.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Calheta?

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