Calheta Holiday Rentals

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Holiday Rentals in Calheta

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

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

9.0 out of 10, Wonderful, (4)
"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."
Matilde's House, in the paradise Fajã de São João
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Terrace/patio

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

The price is HK$1,053
HK$1,053 total
includes taxes & fees
7 Oct - 8 Oct
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
Herdade das Hortênsias
Beach

Herdade das Hortênsias

10.0 out of 10, Exceptional, (1)
"Ruhig gelegen mit genügend Platz."
The price is HK$694
HK$1,042 total
includes taxes & fees
8 Oct - 9 Oct
Herdade das Hortênsias
Aldeia das Adegas
Exterior

Aldeia das Adegas

4.0 star property
9.4 out of 10, Exceptional, (61)
"Beautiful and quiet, excellent amenities, comfortable and private, great location in São Roque. Highly recommend. "
The price is HK$923
HK$959 total
includes taxes & fees
3 Nov - 4 Nov
Aldeia das Adegas
Casa do Zé - AL
View from property

Casa do Zé - AL

3.0 star property
9.2 out of 10, Wonderful, (5)
"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. "
Casa do Zé - AL
Casas da Junqueira
Living room

Casas da Junqueira

4.0 star property
9.2 out of 10, Wonderful, (11)
"We Love place and location Everything is perfectly peaceful Not so many restaurants in this area though And mosquitoes were there 😉"
Casas da Junqueira
Adegas do Pico
Terrace/patio

Adegas do Pico

4.0 star property
9.0 out of 10, Wonderful, (38)
"Very nice rural property "
Adegas do Pico
A Casa do Ouvidor
Outdoor pool

A Casa do Ouvidor

4.0 star property
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. "
A Casa do Ouvidor
AtlanticWindow - Modern House, Stunning View
Smart TV, DVD player, books

AtlanticWindow - Modern House, Stunning View

10.0 out of 10, Exceptional, (48)
"Staying at this beautiful home with amazing views has made our vacation one we will never forget! We highly recommend staying her when you vacation in Pico. It will be one of the highlights of your trip"
AtlanticWindow - Modern House, Stunning View
Laura's Cottage AL
Fridge, microwave, oven, stovetop

Laura's Cottage AL

Laura's Cottage AL
Faidoca's Grandfather House - Four-Bedroom House
Property grounds

Faidoca's Grandfather House - Four-Bedroom House

10.0 out of 10, Exceptional, (20)
"It was a wonderful place and our host was a beautiful caring lady."
Faidoca's Grandfather House - Four-Bedroom House
Pico Blue Ocean – Elegant Oceanfront Escape on Avenida do Mar
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
Pike Cliffs - Amazing view to S. Jorge
Interior

Pike Cliffs - Amazing view to S. Jorge

9.6 out of 10, Exceptional, (7)
"Great views and good mid island location. House had all amenities needed. We had beautiful weather and enjoyed the food, wine and friendly Puco people. Good memories had by all."
Pike Cliffs - Amazing view to S. Jorge
4 bedrooms & great view
TV, fireplace

4 bedrooms & great view

9.8 out of 10, Exceptional, (9)
"Friendly, very well situated, very calm and safe neighbourhood."
4 bedrooms & great view
Casa Céu D'Abraão - You can click to enlarge the photo
Exterior

Casa Céu D'Abraão - You can click to enlarge the photo

8.6 out of 10, Excellent, (4)
"Lovely place, very beautiful and calm, also very clean. Isa is a very nice and extremely helpful host. Absolutely recommend to stay here!"
Casa Céu D'Abraão - You can click to enlarge the photo
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
Property grounds

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

10.0 out of 10, Exceptional, (23)
"Wonderful little house with amazing views and terrific host. Perfect for couples get away. You will love the true Pico Island experience here. "
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
Casa da Esquila 2
Microwave, oven, stovetop, dishwasher

Casa da Esquila 2

Casa da Esquila 2
Adega Velha holiday home, next to the sea and mountains, ideal for couples
Terrace/patio

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

9.6 out of 10, Exceptional, (20)
"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...
Adega Velha holiday home, next to the sea and mountains, ideal for couples
Houses In Pico
Front of property

Houses In Pico

3.0 star property
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."
Houses In Pico
Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi
Fridge, microwave, oven, stovetop

Vacation Home "Casas Dos Vinagreiros - Umbelina" with Sea View, Private Terrace & Wi-Fi

The price is HK$1,839
HK$2,229 total
includes taxes & fees
1 Nov - 2 Nov
Vacation Home "Casas Dos Vinagreiros - Umbelina" 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.
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Top Calheta Hotel Reviews

Casa d'Avó Guesthouse

Casa d'Avó Guesthouse

10/10 Excellent
"What an amazing stay we had at Casa D'Avo! The property is perfectly maintained. The room and common areas were super clean and comfortable. Super friendly staff. And the view is priceless. If we ever return to Sao Jorge Island Casa D'Avo will be our first choice for accomodations. "
Lino 2-night trip
Posted 2 days ago
Casa d'Avó Guesthouse

Find out more about Calheta

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?

Faidoca's Grandfather House - Four-Bedroom House: This holiday home rental outside of Calheta is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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.