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Calhau Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Calhau vacation rentals

A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

1. Holiday Home 'Adega Pérola' with Wi-Fi

Holiday Home 'Adega Pérola' with Wi-Fi
Cais do Galego
The price is CA $140
CA $246 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Home 'Adega Pérola' with Wi-Fi
A stone building with a red roof, a paved pathway, and a stone wall with a red railing.

2. Aldeia das Adegas

Aldeia das Adegas
4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (70 reviews)
"We had a great stay here."
United States
Nicholas
The price is CA $110
CA $115 total
includes taxes & fees
Nov 1 - Nov 2
Aldeia das Adegas
A stone building with a tiled roof, a staircase leading to a seating area with chairs, and lush greenery surrounding the property.

3. Casa do Laureano

Casa do Laureano
Santo Amaro
The price is CA $167
CA $196 total
includes taxes & fees
Oct 17 - Oct 18
Casa do Laureano
A poolside dining area with a view of the ocean, featuring burgers and fries on the table.

4. Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
Lajes do Pico
The price is CA $116
CA $116 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi
A stone building with a wooden deck, a table, and chairs.

5. Casa da Terra Alta

Casa da Terra Alta
Santo Amaro
10.0 out of 10, Exceptional, (1 review)
"We had great stay, a fabulous place to sit and enjoy the view in the evening. The house was comfortable and had everything we needed. Bed linens and towels were of good quality, not always the case in some places we have stayed in. Erica was a lovely host; you could tell she cared very much for the house and garden. We would recommend Highland Homes to anyone going to Pico Island!"
Canada
Anonymous traveller
The price is CA $238
CA $267 total
includes taxes & fees
Oct 17 - Oct 18
Casa da Terra Alta
A covered outdoor seating area with a table and chairs, overlooking a scenic view of the sea and green landscape.

6. Pico Azores - Family house S. Jorge view

Pico Azores - Family house S. Jorge view
Ribeirinha
10.0 out of 10, Exceptional, (1 review)
"Nous étions 2 familles et avons passé une superbe semaine. Les chambres sont bien divisées et il y avait le nécessaire pour notre séjour. La maison est très propre et très belle."
United States
Amélie T.
The price is CA $201
CA $490 total
includes taxes & fees
Nov 1 - Nov 2
Pico Azores - Family house S. Jorge view
A stone-walled room with a white chair and table, a window, and a view of a landscape.

7. Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
Lajes do Pico
6.0 out of 10, (1 review)
"Pros: Die Ruhe, der Ausblick, der private Parkplatz, die schnelle Unterstützung durch die Ansprechperson, der Insektenschutz an Fenstern Cons: Schwierigkeit gehabt das Haus zu finden, da das einzige Schild am Haus selbst hängt und von der Straße aber nicht zu erkennen war; leichter Schimmel in der Dusche; penetranter Duft der Duftspender in Küche und Bad; Bettwäsche roch nicht sehr frisch"
Germany
Anonymous traveller
The price is CA $175
CA $175 total
includes taxes & fees
Oct 31 - Nov 1
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
A hotel room with a bed, a view through a door, and a balcony.

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

Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
Engrade
10.0 out of 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
Anonymous traveller
The price is CA $349
CA $349 total
includes taxes & fees
Nov 1 - Nov 2
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
A white building with grey trim, a stone wall, and a small garden with various plants.

9. Silveira House

Silveira House
Lajes do Pico
The price is CA $72
CA $140 total
includes taxes & fees
Oct 27 - Oct 28
Silveira House
A bedroom with a stone wall, a wooden ceiling, a bed with white bedding, a red door, and a wooden cabinet.

10. Apartment 'Ribeirinha 94' with Sea View and Wi-Fi

Apartment 'Ribeirinha 94' with Sea View and Wi-Fi
Ribeirinha
The price is CA $431
CA $431 total
includes taxes & fees
Oct 19 - Oct 20
Apartment 'Ribeirinha 94' with Sea View and Wi-Fi
A rectangular pool with clear blue water, surrounded by a tiled deck.

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

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Ribeiras
The price is CA $279
CA $279 total
includes taxes & fees
Oct 24 - Oct 25
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

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

Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
São Jorge
The price is CA $204
CA $232 total
includes taxes & fees
Nov 2 - Nov 3
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

13. Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)

Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Calheta
The price is CA $226
CA $263 total
includes taxes & fees
Nov 13 - Nov 14
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
A stone wall with a wooden fence.

14. Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
Prainha
The price is CA $388
CA $514 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning
A stone building with a red door, green shutters, and a balcony.

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

Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
Pontas negras
7.0 out of 10, Good, (2 reviews)
"Nicley updated and clean but damp/musty smell. Location was good but required a drive to any attractions, restaurants, or markets. Balcony was nice but required access through the main bedroom. No communications on check-out procedures. Price was a bit high for what was offered."
United States
Eugene S.
The price is CA $470
CA $538 total
includes taxes & fees
Oct 17 - Oct 18
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
A modern living room with a wooden staircase, a sofa, a coffee table, and a dining area.

16. Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi

Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
Pontas Negras
The price is CA $719
CA $787 total
includes taxes & fees
Oct 17 - Oct 18
Vacation Home "Dos Vinagreiros - Guilherme" with Sea View, Private Terrace & Wi-Fi
A coastal landscape with a stone wall, a grassy area, and a view of the ocean and mountains.

17. 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
10.0 out of 10, Exceptional, (6 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
David B.
The price is CA $331
CA $387 total
includes taxes & fees
Nov 2 - Nov 3
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

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

Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
São Jorge
10.0 out of 10, Exceptional, (1 review)
"The view from the property was spectacular! Lucas was extremely helpful and kind. A unique experience that has made us wanting to come back again for a longer stay."
United States
Kimberly
The price is CA $310
CA $355 total
includes taxes & fees
Nov 2 - Nov 3
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
A circular infinity pool with two levels, surrounded by stone steps, overlooking a clear blue sea.

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

Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
São Jorge
10.0 out of 10, Exceptional, (2 reviews)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Portugal
Pedro E.
The price is CA $310
CA $350 total
includes taxes & fees
Nov 2 - Nov 3
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
A spacious living area with a high wooden ceiling, a black leather sofa, and a dining area in the background.

20. Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi

Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
Santo António SRP
The price is CA $314
CA $401 total
includes taxes & fees
Oct 18 - Oct 19
Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi
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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Top Calhau Hotel Reviews

Casa d'Avó Guesthouse

Casa d'Avó Guesthouse

10/10 Excellent
"The location is fantastic, right on the oceanfront and a perfect base for exploring the island. The property is spotless, well-maintained, and has a wonderful atmosphere. There’s a shared kitchen with large, dedicated storage cabinets for each room, and it's fully equipped with everything you could possibly need. The service was impeccable—Paula and Diana were always accessible, welcoming, and spoke excellent English. They went above and beyond to provide everything we needed with genuine generosity. Highly recommended!"
Miron 5-night trip
Posted 11 days ago
Casa d'Avó Guesthouse

Find out more about Calhau

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Calhau. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Calhau?

Yes, you can find vacation rentals close to top local attractions in Calhau, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals in Calhau?

Pico Azores - Family house S. Jorge view: You might want to consider this vacation home rental near Calhau, which offers a balcony, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Calhau?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Calhau stay.

What’s there to see and do in Calhau?

While you're exploring the area, Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge and Pico da Esperanca are a couple of picturesque spots to get outside and enjoy nature. Cascata do Cruzal and Caiado Lagoon are a couple of places you'll find in the larger area.

What’s a vacation rental in Calhau like?

A vacation rental is a private property you can book for several days or longer in Calhau. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.