Calheta Holiday Rentals

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Holiday Rentals in Calheta

Matilde's House, in the paradise Fajã de São João
8.8 out of 10, Excellent, (5)
"Haus ist etwas dunkel, aber ansonsten sehr gut eingerichtet und sauber. Blick von der Terrasse aufs Meer und auf die Insel Pico. Wer Katzen mag, ist hier sehr gut aufgehoben."
Matilde's House, in the paradise Fajã de São João
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
The price is AU$206
includes taxes & fees
18 Oct - 19 Oct
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Herdade das Hortênsias
10.0 out of 10, Exceptional, (1)
"Ruhig gelegen mit genügend Platz."
The price is AU$207
includes taxes & fees
21 Oct - 22 Oct
Herdade das Hortênsias
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
10.0 out of 10, Exceptional, (4)
"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."
The price is AU$440
includes taxes & fees
2 Nov - 3 Nov
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
Aldeia das Adegas
4.0 star property
9.4 out of 10, Exceptional, (62)
"Beautiful and quiet, excellent amenities, comfortable and private, great location in São Roque. Highly recommend. "
The price is AU$188
includes taxes & fees
15 Nov - 16 Nov
Aldeia das Adegas
AtlanticWindow - Modern House, Stunning View
10.0 out of 10, Exceptional, (49)
"The house was very comfortable for 4 adults and had everything needed for a great stay. The view is spectacular. Helena was very accommodating. I would recommend AtlanticWindow for anyone looking to stay on Pico for a few days. "
AtlanticWindow - Modern House, Stunning View
Casas da Junqueira
4.0 star property
9.2 out of 10, Wonderful, (11)
"We Love place and location Everything is perfectly peaceful Not so many restaurants in this area though And mosquitoes were there 😉"
Casas da Junqueira
Casa do Zé - AL
3.0 star property
9.2 out of 10, Wonderful, (5)
"Adorable local cottage in a very small town. We stayed in the 2 bedroom apartment on the second floor. Neighbors gave us a walking tour and showed us their garden and taught us history of the area. "
Casa do Zé - AL
Adegas do Pico
4.0 star property
9.0 out of 10, Wonderful, (38)
"Very nice rural property "
Adegas do Pico
Faidoca's Grandfather House - Four-Bedroom House
10.0 out of 10, Exceptional, (20)
"It was a wonderful place and our host was a beautiful caring lady."
Faidoca's Grandfather House - Four-Bedroom House
Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar
Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar
Pike Cliffs - Amazing view to S. Jorge
9.6 out of 10, Exceptional, (7)
"Great views and good mid island location. House had all amenities needed. We had beautiful weather and enjoyed the food, wine and friendly Puco people. Good memories had by all."
Pike Cliffs - Amazing view to S. Jorge
Casa Céu D'Abraão - You can click to enlarge the photo
8.6 out of 10, Excellent, (4)
"Lovely place, very beautiful and calm, also very clean. Isa is a very nice and extremely helpful host. Absolutely recommend to stay here!"
Casa Céu D'Abraão - You can click to enlarge the photo
4 bedrooms & great view
9.8 out of 10, Exceptional, (9)
"Friendly, very well situated, very calm and safe neighbourhood."
4 bedrooms & great view
Casa da Esquila 2
Casa da Esquila 2
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
10.0 out of 10, Exceptional, (24)
"Wonderful little house with amazing views and terrific host. Perfect for couples get away. You will love the true Pico Island experience here. "
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
Adega Velha holiday home, next to the sea and mountains, ideal for couples
9.8 out of 10, Exceptional, (21)
"Adega Velha was a perfect place for the two of us while we explored Pico. Although it is a very small house, it was impeccably clean, comfortable and beautifully appointed. Everything you could imagine needing was there, tidily tucked in to its own appointed space. The view from the house is exceptional, and we found the quiet location so charming and restful. Fatima and her husband were extremely gracious, even leaving us a gift basket upon our arrival. I highly recommend this guest house and...
Adega Velha holiday home, next to the sea and mountains, ideal for couples
A Casa do Ouvidor
4.0 star property
9.8 out of 10, Exceptional, (29)
"Asan was a great host. Quiet place, very roomy and clean, the view is amazing. Every thing was in place to enjoy a confortable stay. "
A Casa do Ouvidor
Houses In Pico
3.0 star property
8.6 out of 10, Excellent, (13)
"Pleasant surprise with gift basket and heater on at arrival! We never saw the host, but very accommodating online. Well equipped and nice location. On the downside, the beds and pillows are very hard."
Houses In Pico
Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi
The price is AU$436
includes taxes & fees
3 Nov - 4 Nov
Vacation Home "Casas Dos Vinagreiros - Umbelina" 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 Calheta Hotel Reviews

Find out more about Calheta

Everything you need to know about Calheta holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Calheta holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Calheta holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Calheta holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Calheta. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Calheta holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Calheta holiday rentals we have selected for you start as low as AU$188 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Calheta rentals

At Expedia, we put the best Calheta holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Calheta rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Calheta holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Calheta. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Calheta?

Yes, there are holiday rentals close to the most popular sights in Calheta, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Calheta has to offer?

AtlanticWindow - Modern House, Stunning View: This holiday home rental outside of Calheta is located by the ocean, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Calheta?

Choose from 12 Expedia holiday rentals in Calheta for a memorable holiday.

What can I see and do in Calheta?

Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge and Cascata do Cruzal are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Fajã dos Cubres and Pico da Esperanca.

What are holiday rentals like in Calheta?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Calheta. Holiday rentals feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family trip.