Book Holiday Homes in Calheta

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Featured Holiday Homes in Calheta

 AtlanticWindow - Modern House, Stunning View

AtlanticWindow - Modern House, Stunning View

São Roque do Pico
With a stay at this vacation home in Sao Roque do Pico, you'll be by the ocean, and 11.4 mi (18.3 km) from Sao Roque Church and 12.5 mi (20.1 km) from Convent ...
AtlanticWindow - Modern House, Stunning View
Pike Cliffs - Amazing view to S. Jorge

Pike Cliffs - Amazing view to S. Jorge

Prainha de Cima
Located in Sao Roque do Pico, this vacation home is by the sea, within a 15-minute drive of Sao Roque Church and Convent of Sao Roque do Pico.
Pike Cliffs - Amazing view to S. Jorge
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

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

Santo Amaro, Sao Roque, Ilha do Pico, Az
With a stay at this vacation home in Sao Roque do Pico, you'll be 9.8 mi (15.7 km) from Sao Roque Church and 10.9 mi (17.5 km) from Convent of Sao Roque do ...
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
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Charming 3-bedroom house with WiFi, AC in adorable Manadas

Charming 3-bedroom house with WiFi, AC in adorable Manadas

Manadas
Located in Velas, this vacation home is within a 15-minute drive of Santa Bárbara Church and Igreja de Sao Jorge.
Charming 3-bedroom house with WiFi, AC in adorable Manadas
Cantinho do Avô - Pico Island - Prainha, São Roque do Pico

Cantinho do Avô - Pico Island - Prainha, São Roque do Pico

Prainha de Baixo, São Roque do Pico
With a stay at this vacation home in Sao Roque do Pico, you'll be within a 15-minute drive of Sao Roque Church and Convent of Sao Roque do Pico.
Cantinho do Avô - Pico Island - Prainha, São Roque do Pico
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores

Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores

Açores
With a stay at this vacation home in Calheta, you'll be on the waterfront, and 10.2 mi (16.3 km) from Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge ...
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores
Casa da Esquila 2

Casa da Esquila 2

São Roque do Pico
When you stay at this vacation home in Sao Roque do Pico, you'll be by the sea, within a 5-minute drive of Convent of Sao Roque do Pico and Sao Roque ...
Casa da Esquila 2
PICO Hollidays  Rentals- Mountain and sea view for families or  groups

PICO Hollidays Rentals- Mountain and sea view for families or groups

São Roque do Pico
When you stay at this vacation home in Sao Roque do Pico, you'll be on the waterfront, within a 5-minute drive of Convent of Sao Roque do Pico and Sao Roque ...
PICO Hollidays Rentals- Mountain and sea view for families or groups
Faidoca's Grandfather House - Four-Bedroom House

Faidoca's Grandfather House - Four-Bedroom House

Calheta de Nesquim
With a stay at this vacation home, you'll be centrally located in Lajes do Pico, 11.6 mi (18.7 km) from Whaler’s Museum and 12.9 mi (20.7 km) from Caiado ...
Faidoca's Grandfather House - Four-Bedroom House
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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.

Calheta Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Calheta vacation homes are the perfect way for you to wing it.

Holiday houses in Calheta let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Calheta in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Calheta adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Calheta with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Calheta vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Calheta Holiday Homes essential information

Accommodation
148 Holiday Homes
Lowest Price
AU$100
Highest Price
AU$347
Popular accommodation
AtlanticWindow - Modern House, Stunning View, Pike Cliffs - Amazing view to S. Jorge, Enchanting view from the balcony of beautifully restored "Adega Baia do Canto"., Charming 3-bedroom house with WiFi, AC in adorable Manadas, Cantinho do Avô - Pico Island - Prainha, São Roque do Pico, Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores, Casa da Esquila 2, PICO Hollidays Rentals- Mountain and sea view for families or groups, Faidoca's Grandfather House - Four-Bedroom House

Top trending hotels in Calheta

Azores Youth Hostels - São Jorge

Azores Youth Hostels - São Jorge

2 out of 5
Canada da Vinha Nova, Fajã Grande, Calheta
The price is AU$100 per night from 10 Apr to 11 Apr
AU$100
includes taxes & fees
10 Apr - 11 Apr
When you stay at Azores Youth Hostels - São Jorge in Calheta, you'll be 15 minutes by car from Santa Bárbara Church.
Azores Youth Hostels - São Jorge
Kuanza Nature Experience

Kuanza Nature Experience

4 out of 5
Faja do Belo, Calheta, Azores
The price is AU$347 per night from 16 Apr to 17 Apr
AU$347
includes taxes & fees
16 Apr - 17 Apr
When you stay at Kuanza Nature Experience in Calheta, you'll be in a national park, you'll be a 5-minute drive from Fajãs das Lagoas de Santo Cristo e dos Cubres ...
Kuanza Nature Experience
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores

Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores

Açores
With a stay at this vacation home in Calheta, you'll be on the waterfront, and 10.2 mi (16.3 km) from Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge ...
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores
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Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

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

São Jorge
When you stay at this vacation home in Calheta, you'll be by the ocean and within a 5-minute drive of Fajãs das Lagoas de Santo Cristo e dos Cubres de São ...
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
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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.

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^Subject to availability and chosen travel dates.