Calheta Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Calheta holiday rentals

Exterior detail

Apartment in Topo Calheta São Jorge Açores

Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
The price is HK$625
HK$625 total
includes taxes & fees
20 Jan - 21 Jan
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Property grounds

Holiday 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 reviews)
"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.
The price is HK$1,881
HK$2,173 total
includes taxes & fees
19 Jan - 20 Jan
Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf)
Outdoor pool

Holiday Home in São Jorge

Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
10.0 out of 10, Exceptional, (1 review)
"serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso."
Portugal
Pedro E.
The price is HK$1,763
HK$1,935 total
includes taxes & fees
19 Jan - 20 Jan
Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista)
Outdoor pool

Holiday Home in São Jorge

Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
The price is HK$1,158
HK$1,320 total
includes taxes & fees
19 Jan - 20 Jan
Stylish 1 Bedroom Stone House With Sea View In São Jorge, Azores (Belo Malandro)
Outdoor pool

Holiday Home in Calheta

Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
The price is HK$1,284
HK$1,498 total
includes taxes & fees
19 Jan - 20 Jan
Stylish 1 Bedroom Stone House On Ocean Front - São Jorge, Azores (Bela Lua)
Outdoor pool

Holiday Home in São Jorge

Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
The price is HK$1,673
HK$1,836 total
includes taxes & fees
19 Jan - 20 Jan
Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba
Outdoor pool

Holiday Home in São Jorge

Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
The price is HK$1,763
HK$1,953 total
includes taxes & fees
19 Jan - 20 Jan
Beautiful 2 Bedroom Ocean Front Stone House In São Jorge, Azores (Belo Canto)
Exterior

Apartment in Sao Roque do Pico

Aldeia das Adegas
4.0 star property
9.4 out of 10, Exceptional, (64 reviews)
"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
The price is HK$869
HK$904 total
includes taxes & fees
21 Jan - 22 Jan
Aldeia das Adegas
Property grounds

Holiday Home in São Roque do Pico

Vila Paim - Apart. Low
10.0 out of 10, Exceptional, (1 review)
"Great getaway super quiet and very relaxing place."
United States
Joe F.
The price is HK$407
HK$1,384 total
includes taxes & fees
19 Jan - 20 Jan
Vila Paim - Apart. Low
Exterior

Holiday Home in São Roque do Pico

Casa dos Felicias
10.0 out of 10, Exceptional, (1 review)
"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.
The price is HK$678
HK$1,384 total
includes taxes & fees
19 Jan - 20 Jan
Casa dos Felicias
2 bedrooms, iron/ironing board, WiFi, bed sheets

Holiday Home in São Roque do Pico

Adega do Mirante
8.0 out of 10, Very good, (1 review)
"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
The price is HK$678
HK$1,384 total
includes taxes & fees
19 Jan - 20 Jan
Adega do Mirante
Exterior detail

Holiday Home in Lajes do Pico

Silveira House
The price is HK$407
HK$796 total
includes taxes & fees
19 Jan - 20 Jan
Silveira House
Interior

Condo in São Roque do Pico

Very well equipped apartment in the center of São Roque do Pico
The price is HK$814
HK$1,519 total
includes taxes & fees
19 Jan - 20 Jan
Very well equipped apartment in the center of São Roque do Pico
1 bedroom

Holiday 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.
The price is HK$814
HK$1,610 total
includes taxes & fees
20 Jan - 21 Jan
Very well equipped apartment in the center of São Roque do Pico
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Holiday Home in Cais do Galego

Holiday Home 'Adega Pérola' with Wi-Fi
The price is HK$744
HK$1,296 total
includes taxes & fees
23 Jan - 24 Jan
Holiday Home 'Adega Pérola' with Wi-Fi
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Holiday Home in Engrade

Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
10.0 out of 10, Exceptional, (1 review)
"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 traveller
The price is HK$1,985
HK$1,985 total
includes taxes & fees
8 Feb - 9 Feb
Vacation Home "Adega Do Portinho Velho" with Balcony & Wi-Fi
TV

Holiday Home in São Roque do Pico

Vila Paim - Apart. DELUX
The price is HK$1,130
HK$2,161 total
includes taxes & fees
24 Jan - 25 Jan
Vila Paim - Apart. DELUX
Property grounds

Holiday Home in São Roque do Pico

Panoramic Ocean Views from your Private Varand
The price is HK$1,117
HK$1,415 total
includes taxes & fees
20 Jan - 21 Jan
Panoramic Ocean Views from your Private Varand
Pool

Holiday Home in Ribeiras

Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
2.0 star property
The price is HK$1,588
HK$1,588 total
includes taxes & fees
19 Jan - 20 Jan
Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi
Exterior

Holiday Home in Pontas negras

Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi
The price is HK$2,812
HK$3,198 total
includes taxes & fees
19 Jan - 20 Jan
Vacation Home "Casas Dos Vinagreiros - Pedro" 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 3 months ago
Casa do Zé - AL

Find out more about Calheta

Search for holiday rentals in Calheta on Expedia! You can easily find your home rentals, villas, holiday apartments in Calheta using one of the methods below:

  • View our selection of featured holiday rentals in Calheta
  • Use the map to find apartments and other holiday homes in the Calheta neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Calheta while they last

Look no further and take a look at our great range of rental properties in Calheta!

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?

Matilde's House, in the paradise Fajã de São João: This highly rated holiday home rental in Calheta is located by the ocean, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Another good choice for your trip to Calheta is Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf).

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.