Name: Matilde's House, in the paradise Fajã de São João
Rating: 9

Your Calheta Vacation

The coastal scenery and spectacular views are just the beginning of the things Calheta has to offer. Enjoy the best parts of this interesting city your way with a customized Calheta vacation package. You'll want to do a little exploring during your trip to Calheta. Carve out some time for leading attractions such as Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge, Pico da Esperanca and Santa Bárbara Church. Your ideal Calheta vacation is just a few clicks away. Browse flights, accommodations and more on Expedia for an adventure that's tailored to suit your style.

Top Calheta Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Azores Youth Hostels - São Jorge

CA $1,203

per person

Aug 11 - Aug 17

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Sao Jorge Island (SJZ)

8/10 Very Good! (21 reviews)

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.

Reviewed on Jul 15, 2025

Casa Lagar de Pedra T2

CA $2,488

per person

Aug 3 - Aug 8

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Sao Jorge Island (SJZ)

No reviews

Cabanas da Viscondessa

CA $2,052

per person

Aug 9 - Aug 14

found 7 hours ago

Roundtrip flight included

Toronto (YYZ) to Sao Jorge Island (SJZ)

10/10 Exceptional! (9 reviews)

Setting was peaceful, easy parking, restaurant was wonderful. Jorge and the staff in the restaurant were very helpful and very nice

Reviewed on Jun 13, 2025

Kuanza Nature Experience

CA $2,951

per person

Jun 30 - Jul 6

found 17 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Sao Jorge Island (SJZ)

10/10 Exceptional! (8 reviews)

Quite secluded yet very safe. Overall an authentic experience.

Reviewed on Oct 2, 2025

Casas dos Vimes

CA $1,810

per person

Aug 11 - Aug 17

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Sao Jorge Island (SJZ)

10/10 Exceptional! (4 reviews)

Ready to book your vacation to Calheta?

Choose your dates

Calheta Hotel Deals

Azores Youth Hostels - São Jorge

Canada da Vinha Nova Calheta

CA $60

CA $69 total

May 24 - May 25

includes taxes & fees

8/10 Very Good! (21 reviews)

"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."

Reviewed on Jul 15, 2025

Kuanza Nature Experience

Faja do Belo Calheta Azores

CA $292

CA $310 total

May 31 - Jun 1

includes taxes & fees

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

Santo Antão, São Jorge Azores

9/10 Wonderful! (6 reviews)

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

Reviewed on Oct 22, 2025

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See all 196 properties in Calheta

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.