Calheta Vacation Rentals

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Oct 31 - Nov 2

Vacation Rentals in Calheta

Beach
Herdade das Hortênsias
Herdade das Hortênsias
10.0 out of 10, Exceptional, (1)
"Ruhig gelegen mit genügend Platz."
Germany
Lukas R.
$132 nightly
The price is $132
Oct 26 - Oct 27
Total with taxes and fees
Herdade das Hortênsias
Outdoor pool
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
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."
Portugal
Pedro E.
$255 nightly
The price is $255
Nov 8 - Nov 9
Total with taxes and fees
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
Outdoor pool
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
$243 nightly
The price is $243
Nov 8 - Nov 9
Total with taxes and fees
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
Terrace/patio
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
$134 nightly
The price is $134
Oct 25 - Oct 26
Total with taxes and fees
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Outdoor pool
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)
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."
United States
David B.
$273 nightly
The price is $283
Nov 8 - Nov 9
Total with taxes and fees
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
Outdoor pool
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)
$170 nightly
The price is $170
Nov 8 - Nov 9
Total with taxes and fees
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
Outdoor pool
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)
$187 nightly
The price is $194
Nov 8 - Nov 9
Total with taxes and fees
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Outdoor pool
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)
$255 nightly
The price is $255
Nov 8 - Nov 9
Total with taxes and fees
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
Exterior
Aldeia das Adegas
Aldeia das Adegas
4.0 star property
9.4 out of 10, Exceptional, (63)
"Beautiful and quiet, excellent amenities, comfortable and private, great location in São Roque. Highly recommend. "
United States
Ginny
$117 nightly
The price is $122
Nov 3 - Nov 4
Total with taxes and fees
Aldeia das Adegas
Exterior
Casa dos Felicias
Casa dos Felicias
10.0 out of 10, Exceptional, (1)
"The house was clean, spacious, well-appointed, convenient to the port, swimming, the grocery, the church, the village center, shops, and had gorgeous views. "
United States
Maria N.
$179 nightly
The price is $179
Oct 25 - Oct 26
Total with taxes and fees
Casa dos Felicias
Private kitchen
Silveira House
Silveira House
$102 nightly
The price is $102
Oct 25 - Oct 26
Total with taxes and fees
Silveira House
Property grounds
Vila Paim - Apart. Low
Vila Paim - Apart. Low
10.0 out of 10, Exceptional, (1)
$143 nightly
The price is $178
Nov 1 - Nov 2
Total with taxes and fees
Vila Paim - Apart. Low
Outdoor dining
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
10.0 out of 10, Exceptional, (1)
"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 traveler
$255 nightly
The price is $255
Nov 5 - Nov 6
Total with taxes and fees
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
1 bedroom
Very well equipped apartment in the center of São Roque do Pico
Very well equipped apartment in the center of São Roque do Pico
"I stayed in this apartment with my family of 4. The apartment itself was small but ok. Note that the management keeps the remote control for AC and if you need it, they charge a daily fee of 10EUR per day. The communication with the manager has been very difficult since the beginning. I’ve sent a message a month prior to arrival to confirm there was enough room for the 4 of us. I never got any answers. The day before our arrival, I sent another message that was again unanswered. Even VRBO...
Canada
Caroline P.
$213 nightly
The price is $213
Nov 8 - Nov 9
Total with taxes and fees
Very well equipped apartment in the center of São Roque do Pico
TV
Holiday Home 'Adega Pérola' with Wi-Fi
Holiday Home 'Adega Pérola' with Wi-Fi
$173 nightly
The price is $173
Oct 26 - Oct 27
Total with taxes and fees
Holiday Home 'Adega Pérola' with Wi-Fi
Fridge, microwave, oven, stovetop
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
$317 nightly
The price is $317
Oct 28 - Oct 29
Total with taxes and fees
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
Fridge, microwave, oven, stovetop
Cantinho das Japoneiras
Cantinho das Japoneiras
$173 nightly
The price is $180
Oct 25 - Oct 26
Total with taxes and fees
Cantinho das Japoneiras
TV
Vila Paim - Apart. DELUX
Vila Paim - Apart. DELUX
$255 nightly
The price is $279
Nov 2 - Nov 3
Total with taxes and fees
Vila Paim - Apart. DELUX
Microwave, oven, stovetop, dishwasher
Panoramic Ocean Views from your Private Varand
Panoramic Ocean Views from your Private Varand
$153 nightly
The price is $158
Nov 1 - Nov 2
Total with taxes and fees
Panoramic Ocean Views from your Private Varand
TV, fireplace
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace and Wi-Fi
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace and Wi-Fi
$262 nightly
The price is $271
Oct 25 - Oct 26
Total with taxes and fees
Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace and 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

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

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

10/10 Excellent
"Open ocean views, sound of waves, lovely sunny patio, Paula very nice, helpful , thoughtful arrival treats. Love Luca the lab. "
Tracy H. 3-night trip
Posted 1 day ago
Matilde's House, in the paradise Fajã de São João

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 $122 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?

AtlanticWindow - Modern House, Stunning View: You might want to consider this vacation home rental near Calheta, which is located by the ocean and has a garden, a selection of games, and a barbecue grill 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 you can cook with friends or family.

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 Pico da Esperanca.

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.