Calheta Holiday Rentals

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Holiday Rentals in Calheta

Superior House, 3 Bedrooms | Terrace/patio
Casas dos Vimes
3.0 star property
10.0 out of 10, Exceptional, (3)
"Wonderful cozy house with a fully equipped kitchen. The food supplied on our arrival was unexpected and appreciated as we arrived later than expected. Quiet, friendly community right near the ocean with trails within walking distance of the home. "
Casas dos Vimes
Property grounds
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores
10.0 out of 10, Exceptional, (2)
"Ein schönes und gut eingerichtetes Häuschen in einer wunderschönen kleinen Faja an der Südostseite von São Jorge. Auf der Anfahrt gut einkaufen und ein Mietauto sind sehr hilfreich. Küche sehr gut ausgestattet. Waschmaschine und Trockner vorhanden. Lage sehr gut zum Baden im Meer im Naturschwimmbecken im kleinen Hafen, fußläufig in 3min erreichbar. Wunderbare Sitzecke mit Blick aufs Meer."
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores
Outdoor pool
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
10.0 out of 10, Exceptional, (1)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
The price is AU$423
per night
24 May - 25 May
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
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View from property
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
10.0 out of 10, Exceptional, (3)
"I would describe Belo Surf at the Kuanza Nature Experience as remote, comfortable, and beautiful. The stone cabins are brand new and have everything you need for a self-catered vacation. We loved the outdoor area with seating, a grill, and a sink! Fresh bread each morning, the pounding surf outside, the breathtaking views of Faja dos Santo Cristo, and the hillside of Sao Jorge made our stay exceptional. Dipping in the pool after the exhilarating walk from Faja dos Cubres into the property was a...
The price is AU$438
per night
24 May - 25 May
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
Fajã da Caldeira House - AL
10.0 out of 10, Exceptional, (1)
"A fajã da Caldeira de Santo Cristo é um dos lugares de visita obrigatório em S. Jorge. Embora não tenha acesso de carro, existem dois trilhos que permitem o acesso ao lugar. Fizemos o trilho mais pequeno e demorámos aproximadamente 1 hora (levávamos crianças connosco). Alternativamente, este trilho pode ser feito com moto4. Vários habitantes locais fornecem esse serviço aos turistas para facilitar a entrada e saída da fajã. O nosso anfitrião (o Miguel), também se disponiblizou para nos facilitar...
Fajã da Caldeira House - AL
Beach
Faidoca's Grandfather House - Four-Bedroom House
10.0 out of 10, Exceptional, (17)
"What a great host and the setting was absolutely heavenly. We came so my wife and daughters experience Pico as it was the home of my Avo and Ava who where from Lages do Pico and they get to know there heritage. We will return again for a much longer stay and the people of the Pico are warm and friendly will to assist. The food was spectacular and it brought me back to my childhood growing up in a Azorean Portuguese family in California. Thank you and my Gods Blessings be with all in the Pico."
Faidoca's Grandfather House - Four-Bedroom House
Property grounds
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
10.0 out of 10, Exceptional, (15)
"The adega was exactly as advertised with loving artistic touches in a beautiful location. Clean, comfortable, and cozy, it's a great home base for a stay on Pico. We enjoyed our stay very much and you certainly will too."
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
Smart TV, DVD player, books
AtlanticWindow - Modern House, Stunning View
10.0 out of 10, Exceptional, (34)
"Absolutely fabulous house. Recommend to all!"
AtlanticWindow - Modern House, Stunning View
Outdoor pool
A Casa do Ouvidor
4.0 star property
10.0 out of 10, Exceptional, (19)
"Such a beautiful location and property! Our hosts were very welcoming and we loved falling asleep to the sounds of the ocean below. The house had everything we needed and was very spacious. I would definitely stay here again! "
The price is AU$163
per night
24 May - 25 May
A Casa do Ouvidor
Terrace/patio
Simas Winery - Sea View
10.0 out of 10, Exceptional, (1)
"Wat een geweldige locatie en een geweldig huis. Het aparte is dat je 2 deuren hebt. De ene deur gaat naar zitkamer, slaapkamer en badkamer. De andere deur gaat naar keuken, 2de slaapkamer met badkamer ensuite. Dit maakt deze accommodatie ook leuk. Het terras en de tuin is echt geweldig. Verschillende zitjes, een hangmat, een bbq, een buitendouche. De tuin moet je wel goed ter been voor zijn ivm de rotsige ondergrond, maar wat heeft de eigenaresse er veel liefde in gestopt. Er staan kruiden en...
Simas Winery - Sea View
Property grounds
PICO Hollidays Rentals- Mountain and sea view for families or groups
10.0 out of 10, Exceptional, (8)
"The house was beautiful and well furnished. Adelina was a wonderful host who provided us with fresh fruit and eggs during our stay. She also helped us locate a rental car and a local health clinic when we needed them. I would strongly recommend Cais do Pico to anyone staying in the area."
PICO Hollidays Rentals- Mountain and sea view for families or groups
Fridge, microwave, oven, stovetop
Holiday house, Santa Luzia, Pico, Azores
10.0 out of 10, Exceptional, (1)
"The house was comfortable. The gentleman living in the adjacent home was very gracious, helpful and welcoming. The house is as listed. It is a short walk to the ocean. The view of the volcano, Pico, is magnificent. The house is about 15 minutes driving from the airport, 15-20 minutes from a supermarket, and 20-25 minutes from the ferry in Magdalena. The interior lighting is not great, but everything else in the house was good. Although the house is quaint and rustic, it is clean, safe and...
Holiday house, Santa Luzia, Pico, Azores
Exterior
Casa Céu D'Abraão - You can click to enlarge the photo
10.0 out of 10, Exceptional, (2)
"Isa was so amazing with communication and helping me set up any needs that I had for my trip. There was a welcome basket with bread and cheese and tea and coffee and water which was so much appreciated. A beautiful setting on their banana farm and close to an amazing restaurant and nice hiking. I love that the property has a bathtub for after a long day of hiking. Outdoor patio and barbecue we're a lovely place to end the day as well. I can't recommend this property more for a quiet place on...
Casa Céu D'Abraão - You can click to enlarge the photo
TV, fireplace
4 bedrooms & great view
9.8 out of 10, Exceptional, (6)
"Beautiful property with great view to sao jorge. Very close to sao roque restaurants."
4 bedrooms & great view
View from property
Casa do Zé - AL
3.0 star property
9.6 out of 10, Exceptional, (4)
"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
Pool
Your dream holidays in Pico Island, Azores - 5 minutes from water and mountain
9.6 out of 10, Exceptional, (48)
"The house location was good, the village and the natural pool very nice. *****BUT****** the house was not at all the one described. Only 2 rooms instead of 3 announced ! The third room behind the house was closed and, when we found the key, what a surprise ! A very bad surprise ! It seems to be abandoned for several years. All inside was so wet, moldy and dirty. There were old and used sheets on the bed.... it was awfull ! The ground floor front bedroom's shower was dirty, we had to wash it to...
Your dream holidays in Pico Island, Azores - 5 minutes from water and mountain
Pool
House Santana Pico Island Garden
9.6 out of 10, Exceptional, (4)
"Loved the house,loved the location. Miguel was quick to address any questions we had. My only criticism is that there was no comfortable place to sit. We encountered terrible downpours and were confined to the house for an afternoon. There was no sofa or even a comfortable chair to sit and read a book. However, saying that, I would not dissuade you from staying in this lovely home."
House Santana Pico Island Garden
Fridge, microwave, oven, stovetop
Matilde's House, in the paradise Fajã de São João
9.4 out of 10, Exceptional, (3)
"Casa junto ao mar, em fajã de grande beleza. Anfitriões de grande simpatia. Excelente para estadias de vários dias."
Matilde's House, in the paradise Fajã de São João
Exterior
Aldeia das Adegas
4.0 star property
9.4 out of 10, Exceptional, (52)
"This was an amazing cottage. It was clean, comfortable, and had dedicated parking spaces. It also had a washing machine, which was convenient. "
The price is AU$293
per night
3 June - 4 June
Aldeia das Adegas
Bungalow, 1 Bedroom, Sea View | View from room
Saint Jorge Farm and Bungalows
3.0 star property
9.4 out of 10, Exceptional, (19)
"Basic accommodation, wonderful all the same. Great views of the Atlantic Ocean and Pico Island. Walking trail along the ocean nearby. People are very friendly. "
The price is AU$90
per night
27 May - 28 May
Saint Jorge Farm and Bungalows
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See all available 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.

Other types of properties in Calheta you may be interested in

Exterior
Kuanza Nature Experience
4.0 star property
10.0 out of 10, Exceptional, (2)
The price is AU$262
per night
24 May - 25 May
Kuanza Nature Experience
Superior House, 3 Bedrooms | Terrace/patio
Casas dos Vimes
3.0 star property
10.0 out of 10, Exceptional, (3)
"Wonderful cozy house with a fully equipped kitchen. The food supplied on our arrival was unexpected and appreciated as we arrived later than expected. Quiet, friendly community right near the ocean with trails within walking distance of the home. "
Casas dos Vimes
Property grounds
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores
10.0 out of 10, Exceptional, (2)
"Ein schönes und gut eingerichtetes Häuschen in einer wunderschönen kleinen Faja an der Südostseite von São Jorge. Auf der Anfahrt gut einkaufen und ein Mietauto sind sehr hilfreich. Küche sehr gut ausgestattet. Waschmaschine und Trockner vorhanden. Lage sehr gut zum Baden im Meer im Naturschwimmbecken im kleinen Hafen, fußläufig in 3min erreichbar. Wunderbare Sitzecke mit Blick aufs Meer."
Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores
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.

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$90 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?

Beautiful 3 bedroom & 3 bathrooms House with Sea view in São Jorge, Açores: This highly rated holiday home rental in Calheta is by the ocean, and equipped with laundry facilities and WiFi to help you feel perfectly comfortable 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 10 Expedia holiday rentals in Calheta for a memorable holiday.

What can I see and do in Calheta?

While you're exploring the area, Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge and Caiado Lagoon are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Velas Marina and Igreja de Sao Jorge.

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.

Recent reviews of Calheta properties
Expedia verified reviews

Aldeia das Adegas

Aldeia das Adegas

5/5 Excellent
Clean and comfortable with a view of Pico mountain
"This was an amazing cottage. It was clean, comfortable, and had dedicated parking spaces. It also had a washing machine, which was convenient. "
A verified traveller stayed at Aldeia das Adegas
Posted 5 days ago
Aldeia das Adegas