Search Holiday Rentals in Calheta

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and holiday rentals. Sign up.

Most hotels are fully refundable. Because flexibility matters.

Top Holiday Rentals in Calheta

Casas dos Vimes

Casas dos Vimes

3 out of 5
Situated in Calheta, this cottage is 9.3 mi (15 km) from Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge and within 20 miles (32 km) of Santa Bárbara ...
Casas dos Vimes
Fajã da Caldeira House - AL

Fajã da Caldeira House - AL

Situated on the waterfront, this romantic cottage is 0.1 mi (0.1 km) from Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge and 11.3 mi (18.1 km) from ...
5/5 Exceptional! (1 review)
lugar tranquilo e acolhedor
"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 ..."

Reviewed on 1 Sep 2016

Fajã da Caldeira House - AL
Matilde's House, in the paradise Fajã de São João

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

The price is £60 per night from 17 Oct to 17 Oct
This family-friendly Calheta holiday home is located on the waterfront, 9.9 mi (16 km) from Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge, and within ...
4.5/5 Wonderful! (2 reviews)
Un petit bout du monde
"Nous avons beaucoup aimé séjourner chez Paula dont la petite maison a une magnifique vue sur mer et sur Pico. Paula est très attentive à ses invités et nous a très bien reçu"

Reviewed on 14 Aug 2021

Matilde's House, in the paradise Fajã de São João
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Aldeia das Adegas

Aldeia das Adegas

4 out of 5
Rua das Adegas 3A, Sao Roque do Pico
The price is £67 per night from 20 Oct to 20 Oct
Situated near the beach, this apartment building is within 1 mile (2 km) of Convent of Sao Roque do Pico and Sao Roque Church. Caiado Lagoon and Museu do Vinho ...
4.5/5 Wonderful! (31 reviews)
Great, except for neighbors
"We were the only guests most of our stay there as it was off season, so it should have been very quiet. However, there was a dog barking intermittently, at all hours of the day and night, in a neighboring house. Otherwise, I would give this place an even more glowing review. We really enjoyed the ..."

Reviewed on 5 Nov 2019

Aldeia das Adegas
Adegas do Pico

Adegas do Pico

4 out of 5
Rua do Ramal, 14, Prainha, Sao Roque do Pico
Situated by the ocean, this romantic cottage is 8.3 mi (13.3 km) from Convent of Sao Roque do Pico and 11.3 mi (18.3 km) from Caiado Lagoon. Mount Pico and Pico ...
4.5/5 Wonderful! (28 reviews)
Utter perfection, no competition.
"Utter perfection. From greeting, to baskets of local delicacies, to tour and destination tips and view, location and an immaculate, divine property!!! This experience tops every other and leaves the competition for dead. No one on any of the islands can compete with this. Brilliant private location ..."

Reviewed on 31 Aug 2020

Adegas do Pico
A Casa do Ouvidor

A Casa do Ouvidor

4 out of 5
Estrada Regional, 22, São Miguel Arcanjo, Sao Roque do Pico
Situated near the beach, this villa is 1.6 mi (2.5 km) from Convent of Sao Roque do Pico and 10.2 mi (16.5 km) from Caiado Lagoon. Pico Island Vineyard Culture ...
5/5 Exceptional! (13 reviews)
"We enjoyed our stay very much. It is a comfortable property which makes you feel like you are at home. Everything about it shows great pride in the property and care for their guests. In addition there is the beautiful view!"

Reviewed on 2 Nov 2019

A Casa do Ouvidor
Casa do Zé - AL

Casa do Zé - AL

3 out of 5
Caminho da Igreja, 2, Manadas, Velas, Açores
Situated on the waterfront, this cottage is 0.1 mi (0.1 km) from Santa Bárbara Church, and within 12 mi (20 km) of Igreja de Sao Jorge and Velas Marina. Pico ...
4.7/5 Exceptional! (3 reviews)
"The place is really lovely and very clean. There is a great view of Pico, and we loved looking out at the lights of Pico from the porch at night. Rita was very responsive to any issues we had. The wifi was really weak, even after Rita provided a new router. Visitors should download tv shows or movies ..."

Reviewed on 17 Apr 2019

Casa do Zé - AL
Saint Jorge Farm and Bungalows

Saint Jorge Farm and Bungalows

3 out of 5
Estrada Regional Urzelina, Velas
The price is £38 per night from 30 Oct to 30 Oct
Situated in a rural location, this cottage is 2.8 mi (4.5 km) from Santa Bárbara Church and within 6 miles (10 km) of Velas Bullfighting Arena and Igreja de ...
4.8/5 Exceptional! (9 reviews)
"10 stars all-around! One of the best places I've stayed in Azores if not the best. The bungalows are nicely put together with natural materials. Generally basic, but has absolutely everything you need. I wouldn't change anything about the bungalows. We had the one nearest the ocean but they all must ..."

Reviewed on 6 Dec 2020

Saint Jorge Farm and Bungalows
Amazing rural setting, surrounded by green fields and ocean views.

Amazing rural setting, surrounded by green fields and ocean views.

Rua da Altamora 25, Piedade, Lajes do Pico, Azores
Situated in Lajes do Pico, this holiday home is within 16 miles (25 km) of Lajes Whaling Museum, Caiado Lagoon and Museu dos Baleeiros (Whaler’s Museum). Sao ...
5/5 Exceptional! (1 review)
the real Azored
"away from mass tourism, this was the ideal island retreat. the house is cozy and carefully decorated. the surroundings are beautiful and authentic. our hosts were helpful and friendly! thanks!"

Reviewed on 9 Nov 2018

Amazing rural setting, surrounded by green fields and ocean views.
Casas da Junqueira

Casas da Junqueira

4 out of 5
Rua da Poça Branca, Prainha, Sao Roque do Pico
Situated in Sao Roque do Pico, this beach apartment building is within 12 miles (20 km) of Sao Roque Church, Convent of Sao Roque do Pico and Caiado Lagoon. ...
4.7/5 Exceptional! (3 reviews)
"Wonderful spot overlooking the ocean in the peaceful little town of Prainha. Very clean, great deck off the master bedroom with views of the ocean and bbq area in the back. Helpful staff even left a welcome gift. Only improvement could have been a little better equipped kitchen."

Reviewed on 21 May 2018

Casas da Junqueira
Casas de Incensos

Casas de Incensos

3 out of 5
Rua do Bravo 38, Lajes do Pico
Situated by the sea, this cottage is 6.6 mi (10.6 km) from Lajes Whaling Museum and 6.6 mi (10.7 km) from Museu dos Baleeiros (Whaler’s Museum). São João Forest ...
Casas de Incensos
Casa do Caramba

Casa do Caramba

Baía de Canas, s/n, Sao Roque do Pico, Azores
Situated by the ocean, this holiday home is within 12 miles (20 km) of Sao Roque Church, Convent of Sao Roque do Pico and Caiado Lagoon. São João Forest Reserve ...
Casa do Caramba
Cantinho das Buganvillias

Cantinho das Buganvillias

4 out of 5
Rua Padre Augusto Teixeira, Velas
Situated in Velas, this aparthotel is 2.9 mi (4.6 km) from Velas Bullfighting Arena, and within 6 mi (10 km) of Velas Marina and Igreja de Sao Jorge. Ponta dos ...
4.7/5 Exceptional! (34 reviews)
"The view from the apartment on the sea and on Velas was excellent. It felt private and very spacious. Lots of light due to the bigmouth window ms and balcony for the evenings. The staff was very accommodating."

Reviewed on 3 Sep 2019

Cantinho das Buganvillias
Houses In Pico

Houses In Pico

3 out of 5
Caminho do Poço Diogo Vieira, Prainha, Sao Roque do Pico
Situated in Sao Roque do Pico, this cottage is within 12 miles (20 km) of Sao Roque Church, Convent of Sao Roque do Pico and Caiado Lagoon. São João Forest Reserve ...
4.2/5 Very Good! (6 reviews)
Avrebbe più potenziale
"La casa era impolverata con ragnatele, non si può dire che fosse sporca ma ci aspettavamo qualcosa di più. Di notte ci sono gli uccelli che tornano dal mare e cantano fino all’alba, la prima notte abbiamo faticato a dormire."

Reviewed on 14 Aug 2021

Houses In Pico
Cantinho do Mar - Holiday Home

Cantinho do Mar - Holiday Home

Caminho do porto 1, 9800-431, Velas, Azores
Situated in Velas, this cottage is 2 mi (3.2 km) from Santa Bárbara Church and within 9 miles (15 km) of Velas Bullfighting Arena and Igreja de Sao Jorge. Velas ...
4/5 Very Good! (1 review)
Casa simpatica
"Lugar sossegado, casa agradável."

Reviewed on 29 Jun 2018

Cantinho do Mar - Holiday Home
Azorean Cottage - São Jorge Island

Azorean Cottage - São Jorge Island

Caminho Novo, n.º 9, Urzelina, Velas, Azores
This family-friendly Velas villa is located by the ocean, 2.8 mi (4.5 km) from Santa Bárbara Church, and within 6 mi (10 km) of Igreja de Sao Jorge and Velas ...
4.6/5 Exceptional! (8 reviews)
Superb views over Pico
"Great location to explore different places in Sao Jorge, just a few kilometres from the airport, with a mini-market closely, restaurants and swimming area within walking distance and over all wonderful views over Pico island with Pico mountain. We found the cottage very clean. There are folders with ..."

Reviewed on 4 Aug 2019

Azorean Cottage - São Jorge Island
Casa das Pereiras - Rural Tourism T1

Casa das Pereiras - Rural Tourism T1

Rua Professor Dias de Melo, Calheta de Nesquim, Lajes do Pico, Azores
The price is £164 per night from 18 Oct to 18 Oct
Situated in Lajes do Pico, this holiday home is 11.6 mi (18.7 km) from Lajes Whaling Museum and 11.7 mi (18.8 km) from Museu dos Baleeiros (Whaler’s Museum). ...
Casa das Pereiras - Rural Tourism T1
Casa da Vigia da Baleia - A spacious house in the heart of the resort, overlooking the sea and Piqui

Casa da Vigia da Baleia - A spacious house in the heart of the resort, overlooking the sea and Piqui

Santo Amaro, Sao Roque do Pico, Azores
Situated in Sao Roque do Pico, this villa is within 16 miles (25 km) of Sao Roque Church, Convent of Sao Roque do Pico and Caiado Lagoon. Lajes Whaling Museum ...
Casa da Vigia da Baleia - A spacious house in the heart of the resort, overlooking the sea and Piqui
Casa da Terralta - Beautiful stone house with dream views to the entire bay of Santo Amaro and the P

Casa da Terralta - Beautiful stone house with dream views to the entire bay of Santo Amaro and the P

Santo Amaro, Sao Roque do Pico, Azores
Situated in Sao Roque do Pico, this villa is within 16 miles (25 km) of Sao Roque Church, Convent of Sao Roque do Pico and Caiado Lagoon. Lajes Whaling Museum ...
Casa da Terralta - Beautiful stone house with dream views to the entire bay of Santo Amaro and the P
Blue Planet São Jorge Azores AL

Blue Planet São Jorge Azores AL

3 out of 5
Rua Dr João Soares Albergaria n3, Marginal dos Portinhos 9800-428 Urzelina, Velas
Situated in Velas, this apartment building is within a 15-minute walk of Igreja de Sao Jorge and Velas Marina. Velas Bullfighting Arena is 1.2 mi (1.9 km) ...
5/5 Exceptional! (3 reviews)
"Nice and clean! Walking distance to food and shopping. Quiet area. Close to airport. Owner of property greeted us at the location and checked in with us several time before our arrival! Would definitely stay again! Bathroom was amazing!"

Reviewed on 30 Jan 2020

Blue Planet São Jorge Azores AL
Don't see what you're looking for?
See all available properties in Calheta
View all properties
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

PJA - Sao Jorge Youth Hostel

PJA - Sao Jorge Youth Hostel

2 out of 5
The price is £30 per night from 18 Oct to 18 Oct
PJA - Sao Jorge Youth Hostel
Casas dos Vimes

Casas dos Vimes

3 out of 5
Casas dos Vimes
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.

Holiday Apartments in Calheta

Search for holiday rentals in Calheta on Expedia.co.uk! 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