Calheta Vacation Rentals

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Jan 6 - Jan 7
Tomorrow
Jan 7 - Jan 8
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Calheta vacation rentals

Beach
Herdade das Hortênsias

Vacation Home in São Jorge

Herdade das Hortênsias
10.0 out of 10, Exceptional, (1)
"Ruhig gelegen mit genügend Platz."
Germany
Lukas R.
$134 nightly
The price is $134
Jan 9 - Jan 10
Total with taxes and fees
Herdade das Hortênsias
Exterior detail
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

Apartment in Topo Calheta São Jorge Açores

Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
$81 nightly
The price is $81
Jan 8 - Jan 9
Total with taxes and fees
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Property grounds
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)

Vacation Home in São Jorge

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.
$278 nightly
The price is $287
Jan 7 - Jan 8
Total with taxes and fees
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
Outdoor pool
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)

Vacation Home in São Jorge

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.
$260 nightly
The price is $260
Jan 7 - Jan 8
Total with taxes and fees
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
Outdoor pool
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)

Vacation Home in São Jorge

Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
$260 nightly
The price is $260
Jan 7 - Jan 8
Total with taxes and fees
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
Outdoor pool
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)

Vacation Home in São Jorge

Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
$171 nightly
The price is $171
Jan 8 - Jan 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)

Vacation Home in Calheta

Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
$187 nightly
The price is $194
Jan 8 - Jan 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 House In São Jorge, Azores - Mamba

Vacation Home in São Jorge

Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
$238 nightly
The price is $238
Jan 8 - Jan 9
Total with taxes and fees
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
Exterior
Aldeia das Adegas

Apartment in Sao Roque do Pico

Aldeia das Adegas
4.0 star property
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
$113 nightly
The price is $117
Jan 21 - Jan 22
Total with taxes and fees
Aldeia das Adegas
Exterior
Casa dos Felicias

Vacation Home in São Roque do Pico

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
Jan 7 - Jan 8
Total with taxes and fees
Casa dos Felicias
2 bedrooms, iron/ironing board, WiFi, bed sheets
Adega do Mirante

Vacation Home in São Roque do Pico

Adega do Mirante
8.0 out of 10, Very Good, (1)
"The basic necessities are provided; beds are comfortable and the place is clean. Need to Whatsapp owner to get information to get onto the property because messaging in Portugese otherwise. Property said air conditioning but the air conditioning was broken. It was cool enough though so not a problem. Walkable to the ocean and natural pool and nice restaurant down the street. It is located in Sao Roque which is in the middle of the island so nothing is far away if you are driving. Parking ample...
United States
Sharon
$179 nightly
The price is $179
Jan 10 - Jan 11
Total with taxes and fees
Adega do Mirante
Property grounds
Vila Paim - Apart. Low

Vacation Home in São Roque do Pico

Vila Paim - Apart. Low
10.0 out of 10, Exceptional, (1)
"Great getaway super quiet and very relaxing place."
United States
Joe F.
$144 nightly
The price is $179
Jan 10 - Jan 11
Total with taxes and fees
Vila Paim - Apart. Low
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Holiday Home 'Adega Pérola' with Wi-Fi

Vacation Home in Cais do Galego

Holiday Home 'Adega Pérola' with Wi-Fi
$168 nightly
The price is $168
Jan 10 - Jan 11
Total with taxes and fees
Holiday Home 'Adega Pérola' with Wi-Fi
Property grounds
Amazing One Bedroom Apartment with Sea View

Apartment in São Roque do Pico

Amazing One Bedroom Apartment with Sea View
$94 nightly
The price is $94
Jan 10 - Jan 11
Total with taxes and fees
Amazing One Bedroom Apartment with Sea View
Interior
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Villa in Lajes do Pico

Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
$71 nightly
The price is $71
Jan 10 - Jan 11
Total with taxes and fees
Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi
1 bedroom
Very well equipped apartment in the center of São Roque do Pico

Vacation Home in 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
Jan 20 - Jan 21
Total with taxes and fees
Very well equipped apartment in the center of São Roque do Pico
Exterior detail
Silveira House

Vacation Home in Lajes do Pico

Silveira House
$103 nightly
The price is $103
Jan 18 - Jan 19
Total with taxes and fees
Silveira House
Exterior
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

Vacation Home in Pontas negras

Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
$414 nightly
The price is $414
Jan 10 - Jan 11
Total with taxes and fees
Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
TV
Vila Paim - Apart. DELUX

Vacation Home in São Roque do Pico

Vila Paim - Apart. DELUX
$250 nightly
The price is $273
Jan 10 - Jan 11
Total with taxes and fees
Vila Paim - Apart. DELUX
Property grounds
Panoramic Ocean Views from your Private Varand

Vacation Home in São Roque do Pico

Panoramic Ocean Views from your Private Varand
$178 nightly
The price is $183
Jan 7 - Jan 8
Total with taxes and fees
Panoramic Ocean Views from your Private Varand
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 months 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 $81 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?

Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf): Visitors give good reviews to this Calheta vacation home rental, which is located by the ocean and has an outdoor pool, a fireplace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Calheta?

Choose from 13 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.