Book Holiday Homes in Calheta

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Featured Holiday Homes in Calheta

Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar

Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar

São Roque do Pico
Stay at this vacation home in Sao Roque do Pico. Enjoy air conditioning. Popular attractions Convent of Sao Roque do Pico and A Buraca Winery are located ...
Opens in a new windowPico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar
Faidoca's Grandfather House - Four-Bedroom House

Faidoca's Grandfather House - Four-Bedroom House

Calheta de Nesquim
Book a stay at this beach vacation home in Lajes do Pico. Enjoy free WiFi, a beach locale, and a water park.
Opens in a new windowFaidoca's Grandfather House - Four-Bedroom House
Casa da Esquila 2

Casa da Esquila 2

São Roque do Pico
Stay at this vacation home in Sao Roque do Pico. Enjoy laundry facilities and an in-room coffeemaker. Popular attractions Convent of Sao Roque do Pico and A ...
Opens in a new windowCasa da Esquila 2
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Casa das Pereiras - Rural Tourism T2

Casa das Pereiras - Rural Tourism T2

Lajes do Pico, Açores
Stay at this vacation home in Lajes do Pico. Enjoy free WiFi, breakfast (surcharge), and a garden.
Opens in a new windowCasa das Pereiras - Rural Tourism T2
 AtlanticWindow - Modern House, Stunning View

AtlanticWindow - Modern House, Stunning View

São Roque do Pico
Book a stay at this family-friendly vacation home in Sao Roque do Pico. Enjoy free WiFi, a garden, and laundry facilities. Popular attraction Caiado Lagoon is ...
Opens in a new window AtlanticWindow - Modern House, Stunning View
Pike Cliffs - Amazing view to S. Jorge

Pike Cliffs - Amazing view to S. Jorge

Prainha de Cima
Book a stay at this business-friendly vacation home in Sao Roque do Pico. Enjoy a water park, daily housekeeping, and a garden. Popular attractions Caiado Lagoon ...
Opens in a new windowPike Cliffs - Amazing view to S. Jorge
Casa Céu D'Abraão - You can click to enlarge the photo

Casa Céu D'Abraão - You can click to enlarge the photo

Lajes do Pico
Stay at this vacation home in Lajes do Pico. Enjoy free WiFi, a garden, and laundry facilities.
Opens in a new windowCasa Céu D'Abraão - You can click to enlarge the photo
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, Azores
Stay at this vacation home in Sao Roque do Pico. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Caiado Lagoon and Whaler’s Museum are ...
Opens in a new windowEnchanting view from the balcony of beautifully restored "Adega Baia do Canto".
Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi

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

Pontas negras
The price is NZ$514 per night from 2 Oct to 3 Oct
NZ$514
2 Oct - 3 Oct
includes taxes & fees
Stay at this vacation home in Lajes do Pico. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Whaler’s Museum and Caiado Lagoon are located ...
Opens in a new windowVacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi
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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
153 Holiday Homes
Lowest Price
NZ$227
Highest Price
NZ$514
Popular accommodation
Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar, Faidoca's Grandfather House - Four-Bedroom House, Casa da Esquila 2, Casa das Pereiras - Rural Tourism T2, AtlanticWindow - Modern House, Stunning View, Pike Cliffs - Amazing view to S. Jorge, Casa Céu D'Abraão - You can click to enlarge the photo, Enchanting view from the balcony of beautifully restored "Adega Baia do Canto"., Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi

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
Stay at this hostel in Calheta. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Fajãs das Lagoas de Santo Cristo e dos Cubres ...
Opens in a new windowAzores Youth Hostels - São Jorge
Kuanza Nature Experience

Kuanza Nature Experience

4 out of 5
Faja do Belo, Calheta, Azores
The price is NZ$405 per night from 22 Sept to 23 Sept
NZ$405
22 Sept - 23 Sept
includes taxes & fees
Stay at this 4-star family-friendly hotel in Calheta. Enjoy free WiFi, 2 outdoor pools, and in-room massages. Popular attraction Fajãs das Lagoas de Santo Cristo ...
Opens in a new windowKuanza Nature Experience
Matilde's House, in the paradise Fajã de São João

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

Santo Antão, São Jorge
Stay at this vacation home in Calheta. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker.
Opens in a new windowMatilde's House, in the paradise Fajã de São João
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Herdade das Hortênsias

Herdade das Hortênsias

São Jorge
The price is NZ$227 per night from 22 Sept to 23 Sept
NZ$227
22 Sept - 23 Sept
includes taxes & fees
Stay at this vacation home in Calheta. Enjoy laundry facilities and patios.
Opens in a new windowHerdade das Hortênsias
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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.