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
Stay at this family-friendly holiday home in Sao Roque do Pico. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attraction Caiado Lagoon is located ...
Opens in a new window AtlanticWindow - Modern House, Stunning View
Faidoca's Grandfather House - Four-Bedroom House

Faidoca's Grandfather House - Four-Bedroom House

Calheta de Nesquim Azores
Stay at this beach holiday home in Lajes do Pico. Enjoy free Wi-Fi, a beach locale and a water park.
Opens in a new windowFaidoca's Grandfather House - Four-Bedroom House
Cagarra Nest Winery

Cagarra Nest Winery

Lajes do Pico Açores Azores
Stay at this beach holiday home in Lajes do Pico. Enjoy free Wi-Fi, a beach locale and a garden.
Opens in a new windowCagarra Nest Winery
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Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar

Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar

São Roque do Pico Açores
Stay at this holiday 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
Casa da Esquila 2

Casa da Esquila 2

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

Casa das Pereiras - Rural Tourism T2

Lajes do Pico, Açores Azores
Stay at this holiday home in Lajes do Pico. Enjoy free Wi-Fi, breakfast (surcharge) and a garden.
Opens in a new windowCasa das Pereiras - Rural Tourism T2
Panoramic Ocean Views from your Private Varand

Panoramic Ocean Views from your Private Varand

São Roque do Pico Açores
The price is NZ$318 per night from 19 Dec to 20 Dec
NZ$318
19 Dec - 20 Dec
includes taxes & fees
Stay at this holiday home in Sao Roque do Pico. Enjoy laundry facilities. Popular attractions A Buraca Winery and Convent of Sao Roque do Pico are located ...
Opens in a new windowPanoramic Ocean Views from your Private Varand
Pike Cliffs - Amazing view to S. Jorge

Pike Cliffs - Amazing view to S. Jorge

Prainha de Cima Azores
Stay at this business-friendly holiday home in Sao Roque do Pico. Enjoy a water park, daily housekeeping and a garden. Popular attractions Caiado Lagoon and ...
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 Açores
Stay at this holiday home in Lajes do Pico. Enjoy free Wi-Fi, a garden and laundry facilities.
Opens in a new windowCasa Céu D'Abraão - You can click to enlarge the photo
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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
161 Holiday Homes
Lowest Price
NZ$173
Highest Price
NZ$318
Popular accommodation
AtlanticWindow - Modern House, Stunning View, Faidoca's Grandfather House - Four-Bedroom House, Cagarra Nest Winery, Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar, Casa da Esquila 2, Casa das Pereiras - Rural Tourism T2, Panoramic Ocean Views from your Private Varand, Pike Cliffs - Amazing view to S. Jorge, Casa Céu D'Abraão - You can click to enlarge the photo

Top trending hotels in Calheta

Kuanza Nature Experience

Kuanza Nature Experience

4 out of 5
Faja do Belo Calheta Azores
The price is NZ$173 per night from 19 Dec to 20 Dec
NZ$173
19 Dec - 20 Dec
includes taxes & fees
Stay at this family-friendly hotel in Calheta. Enjoy free Wi-Fi, 2 outdoor pools and in-room massages. Popular attractions Fajãs das Lagoas de Santo Cristo e ...
Opens in a new windowKuanza Nature Experience
Azores Youth Hostels - São Jorge

Azores Youth Hostels - São Jorge

2 out of 5
Canada da Vinha Nova Calheta
Stay at this hostel in Calheta. Enjoy free breakfast, free parking and daily housekeeping. Popular attractions Fajã dos Cubres and Fajãs das Lagoas de Santo ...
Opens in a new windowAzores Youth Hostels - São Jorge
Matilde's House, in the paradise Fajã de São João

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

Santo Antão, São Jorge Azores
Stay at this holiday home in Calheta. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attraction Cascata do Cruzal is located ...
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 Açores
The price is NZ$232 per night from 20 Dec to 21 Dec
NZ$232
20 Dec - 21 Dec
includes taxes & fees
Stay at this holiday home in Calheta. Enjoy laundry facilities and patios. Popular attraction Cascata do Cruzal is located nearby.
Opens in a new windowHerdade das Hortênsias
Don't see what you're looking for?
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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.