Calheta Vacation Rentals

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Vacation Rentals in Calheta

Fridge, microwave, oven, stovetop
Matilde's House, in the paradise Fajã de São João

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

Santo Antão, São Jorge
9.0 out of 10, Wonderful, (6)
"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."
Germany
Thomas P.
Matilde's House, in the paradise Fajã de São João
Terrace/patio
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

Topo Calheta São Jorge Açores
$111 nightly
The price is $111
Nov 20 - Nov 21
Total with taxes and fees
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Beach
Herdade das Hortênsias

Herdade das Hortênsias

São Jorge
10.0 out of 10, Exceptional, (1)
"Ruhig gelegen mit genügend Platz."
Germany
Lukas R.
$132 nightly
The price is $132
Nov 21 - Nov 22
Total with taxes and fees
Herdade das Hortênsias
Property grounds
Fajã da Caldeira House - AL

Fajã da Caldeira House - AL

Ribeira Seca - São Jorge - Açores
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...
Portugal
José S.
Fajã da Caldeira House - AL
View from property
Casa do Zé - AL

Casa do Zé - AL

3.0 star property
Velas
9.4 out of 10, Exceptional, (6)
"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. "
United States
Susan
Casa do Zé - AL
Exterior
Aldeia das Adegas

Aldeia das Adegas

4.0 star property
Sao Roque do Pico
9.4 out of 10, Exceptional, (63)
"Diana is friendly and responsive with our requests. We stayed at one bedroom apartment. It feels like staying at home but in the paradise. "
United States
Raechung
$106 nightly
The price is $110
Nov 19 - Nov 20
Total with taxes and fees
Aldeia das Adegas
Microwave, oven, stovetop, dishwasher
Panoramic Ocean Views from your Private Varand

Panoramic Ocean Views from your Private Varand

São Roque do Pico
$153 nightly
The price is $158
Nov 19 - Nov 20
Total with taxes and fees
Panoramic Ocean Views from your Private Varand
Smart TV, DVD player, books
AtlanticWindow - Modern House, Stunning View

AtlanticWindow - Modern House, Stunning View

São Roque do Pico
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. "
Portugal
Doyle B.
AtlanticWindow - Modern House, Stunning View
Adega da Atafona, 1 Bedroom, Ocean View | Terrace/patio
Adegas do Pico

Adegas do Pico

4.0 star property
Sao Roque do Pico
9.0 out of 10, Wonderful, (38)
"Very nice rural property "
United States
Mario
Adegas do Pico
TV, fireplace
4 bedrooms & great view

4 bedrooms & great view

Sao Roque do Pico, Azores
9.8 out of 10, Exceptional, (9)
"The check-in was a breeze and the house has everything you need to stay in and cook and there’s always a nice breeze to keep the house cool "
United States
Steven C.
4 bedrooms & great view
Outdoor pool
A Casa do Ouvidor

A Casa do Ouvidor

4.0 star property
Sao Roque do Pico
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. "
Canada
Sébastien
A Casa do Ouvidor
Interior
Pike Cliffs - Amazing view to S. Jorge

Pike Cliffs - Amazing view to S. Jorge

Prainha de Cima
9.6 out of 10, Exceptional, (8)
"We stayed at Pike Cliffs in July. The house is lovely and suitable for 4-6 people. We really like the views, and were able to reach Francisco when we got lost getting to the place. Thank you Francisco!"
Canada
A C.
Pike Cliffs - Amazing view to S. Jorge
Exterior
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
8.8 out of 10, Excellent, (5)
"Lovely place, very beautiful and calm, also very clean. Isa is a very nice and extremely helpful host. Absolutely recommend to stay here!"
Austria
Lara Sophie S.
Casa Céu D'Abraão - You can click to enlarge the photo
Property grounds
Faidoca's Grandfather House - Four-Bedroom House

Faidoca's Grandfather House - Four-Bedroom House

Calheta de Nesquim
10.0 out of 10, Exceptional, (20)
"It was a wonderful place and our host was a beautiful caring lady."
Canada
Liz S.
Faidoca's Grandfather House - Four-Bedroom House
Property grounds
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

Santo Amaro, Sao Roque, Ilha do Pico, Azores
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. "
United States
Austin
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
Terrace/patio
Adega Velha holiday home, next to the sea and mountains, ideal for couples

Adega Velha holiday home, next to the sea and mountains, ideal for couples

Calheta de Nesquim
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...
Portugal
Seward O.
Adega Velha holiday home, next to the sea and mountains, ideal for couples
Outdoor dining
Cagarra Nest Winery

Cagarra Nest Winery

Lajes do Pico Açores
10.0 out of 10, Exceptional, (8)
"Beautiful view and sounds of the ocean waves. A short walk to the ocean."
United States
Gillian B.
Cagarra Nest Winery
1 bedroom, iron/ironing board, WiFi, bed sheets
Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar

Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar

São Roque do Pico
Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar
Front of property
Houses In Pico

Houses In Pico

3.0 star property
Sao Roque do Pico
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."
Norway
Vibeke
Houses In Pico
Exterior
Casa da Atafona - Quinta da Ribeira da Urze

Casa da Atafona - Quinta da Ribeira da Urze

Ribeira de Urze
10.0 out of 10, Exceptional, (1)
"Wir konnten hier eine sehr entspannte Ferienwoche genießen. Das Haus ist geräumig, luftig, sehr sauber. Die Vermieterin Salomé ist super nett und hilfreich."
Germany
Ina M.
Casa da Atafona - Quinta da Ribeira da Urze
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

Casa do Zé - AL

Casa do Zé - AL

10/10 Excellent
"The Casa do Ze is very well equipped with all utensils and essentials for cooking your own meals. The coffee maker is a moka pot, (first time using one) that makes great espresso. Bathroom supplies are also provided. The Casa is located at the end of a street and is a renovated old home, so it's more authentic than some other stays. The communication with the owner was excelent. WiFi was OK but sometimes cut out. Also, hot water supply was finicky as sometimes there would be plenty and other times none."
Lorne 5-night trip
Posted 2 weeks ago
Casa do Zé - AL

Find out more about Calheta

Everything you need to know about Calheta vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Calheta vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Calheta vacation 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 low season months. For more hustle and bustle, you may prefer to visit Calheta in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Calheta rentals

At Expedia, we put the best Calheta vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Calheta?

Yes, there are vacation rentals near popular sights in Calheta, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Calheta?

Matilde's House, in the paradise Fajã de São João: Visitors give good reviews to this Calheta vacation home rental, which is located by the ocean and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Calheta?

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

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 larger area, you’ll find Fajã dos Cubres and Velas Marina.

What are vacation rentals like in Calheta?

Vacation rentals are privately owned properties you can reserve for several days or more in Calheta. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips.