Holiday Rentals Calheta from £136: Find Short-Term Rentals & Holiday Accommodations

Q: 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.

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In two weeks

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Our top choices for Calheta holiday rentals

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

Topo Calheta São Jorge Açores

includes taxes & fees

2 Jul - 3 Jul

Silveira House

Lajes do Pico

includes taxes & fees

1 Jul - 2 Jul

Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

Lajes do Pico

includes taxes & fees

28 Jul - 29 Jul

Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Lajes do Pico

includes taxes & fees

11 Jul - 12 Jul

Sea U Pico, São Roque do Pico

São Roque do Pico

Duarte D.

includes taxes & fees

20 Jul - 21 Jul

Carpe Noctem Apartment

Urzelina

includes taxes & fees

3 Jul - 4 Jul

Apartment 'Vista Da Baía - Casa Do Aniceto' with Sea View, Private Terrace & Wi-Fi

Santo António SRP

includes taxes & fees

18 Jul - 19 Jul

Casa da Terra Alta

Santo Amaro

includes taxes & fees

31 Jul - 1 Aug

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Top Calheta Hotel Reviews

Pico Dreams - Sportfish

10/10 Excellent

"Pico Dreams is great! The room was spacious and clean. The staff was great. It is quiet and close enough to everything ( as long as you have a car). We also made use of the beautiful pool and the washing machine and clothes line"

Azores Youth Hostels - Pico

8/10 Good

"L’emplacement, la vue sur la mer, le charme d’un vieil édifice patrimonial rénové, très propre, personnel vraiment accueillant, stationnement facile, un bon pdj assez simple mais convenable. Seul bémol au niveau de la plomberie de la salle de bain ch101 qui aurait besoin de rénovation car de petites odeurs."

A Casa do Ouvidor

10/10 Excellent

"A spacious space with a lovely view. We were looking for a place to relax on a quieter island, and this set the perfect tone for our time on Pico. The villa is in a lovely location - less than 2k from a bakery, coffee shops, and a small grocery store if you want nearby options. Or you're 15 minutes from Madelena for more options. You're right off the ring road, and there are several beautiful miradoros nearby - or enjoy the views from your window or the back yard. The kitchen was well-equipped, and there are lots of spaces to lounge inside and out. We were excited to use the space as a home base and space to recharge for active days around the island and visits to Faial. It was exactly that, and we are recommending spot to friends."

Casa d'Avó Guesthouse

8/10 Good

"Tout était parfait : l’emplacement, les installations, le personnel, la chambre. Seul hic : il n’y a pas de chauffage, donc par temps frais (ce qui était notre cas en mai), la chambre est humide et un peu inconfortable. On nous a donné un édredon supplémentaire, mais ça ne changeait rien à l’air ambiant. Une petite chaufferette d’appoint aurait été appréciée."

Aires HOSTEL

10/10 Excellent

"For a hostel experience this place was outstanding. Clean, everything like brand new, good check-in experience, communication responsive, and centrally located. On a bus route, tho' I recommend renting a car if possible as everything on Pico Is. is more accessible if you have your own transportation. I would highly recommend this spot for anyone! especially solo travelers like myself."

Find out more about Calheta

Everything you need to know about Calheta holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Calheta holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Calheta holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Calheta holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Calheta holiday rentals we have selected for you start as low as £136 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Calheta rentals

At Expedia, we put the best Calheta holiday 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 holiday.

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.

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 Velas Marina.

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.

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Our top choices for Calheta holiday rentals