Calheta Holiday Rentals from AU$289: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Calheta has to offer?

Casas da Levada : This highly rated holiday home rental in Calheta is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. It offers a furnished patio, a terrace and a private garden so that you can immerse yourself in your holiday. Other favourite homes for rent in Calheta are Casa Félix, Calheta: Villa with unique view! Private Pool! and Villa Tomito, Arco da Calheta .

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Calheta holiday rentals

A cobblestone path leading to a stone building with a red door, surrounded by lush hydrangea bushes.

1. Quinta das Vinhas

Calheta

Simon

includes taxes & fees

26 Oct - 27 Oct

A clear blue pool with a view of the ocean.

2. Casas da Levada

Calheta

Jin-Ah

includes taxes & fees

3 Nov - 4 Nov

A modern building with a long swimming pool, a grassy deck, and a view of the ocean.

3. Casa Mozart I

Estreito da Calheta

includes taxes & fees

29 Oct - 30 Oct

A balcony with a view of the sea, a railing, and a building entrance.

4. GuestReady - Casa das Estrelas

Estreito da Calheta

A room with two windows, a painting, a lamp, and a table with a plant.

5. Holiday Home 'Calheta Beach House T1' with Mountain View, Private Terrace and Wi-Fi

Lombo Do Doutor

"Pros: Ruime woonruimte met tuin gedeeltelijk in de zon waardoor niet al te warm. Altijd parkeergelegenheid voor de deur. Haven met restaurants waar je elke avond voor weinig en veel keuze heerlijk kunt eten. Cons: Slaapkamer is beneden aan de straat/parkeerterrein waar ook werklieden met vrachtauto's en trekkers langskomen; dit leverde veel geluid op. Voor verblijf met >2 personen onhandige verdeling met badkamer toilet alleen bereikbaar via slaapkamer beneden."

Anonymous traveller

includes taxes & fees

21 Oct - 22 Oct

A patio area with a stone wall, a black plastic chair, a small round table with two white cups, and a metal pole.

6. Private room with en-suite and private access

Estrela da Calheta

includes taxes & fees

29 Oct - 30 Oct

A balcony with outdoor seating, a fireplace, and a view of the ocean.

7. With barbecue and sea view balcony - Palmasol

Estrela da Calheta

"The management company, the location, the cleanliness, the overall quality of the apartment... None of this can be faulted. There are only two things keeping this from a five star review: the apartment is quite spacious (which is a good thing for three bedrooms), but the walls are bare and furniture is sparse, so there's a lot of echo. The main room in particular just didn't feel welcoming and cozy as a result. A bit more art and a few chairs would really help. Second, we rented this mainly for...

Chris S.

includes taxes & fees

30 Oct - 31 Oct

8. Home Thomas - Calheta o Conforto na Natureza

Lombada dos Marinheiros

Pierre A.

includes taxes & fees

19 Oct - 20 Oct

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Top Calheta Hotel Reviews

Beautiful large property with private heated pool

10/10 Excellent

"The property was comfortable and peaceful with sea views, and well-located for levada walks. We mostly stayed in of an evening, rather than eating out, to enjoy the ambience. Access was steep, so if hiring a car, we would recommend taking account of that. The pool was a little cooler than we are used to, but was fine in the daytime early October sunshine. We would book it again."

Calheta Beach - All Inclusive

8/10 Good

"When we checked in the room we were given had a broken door so we were moved to another room. The room we were changed to was not the same as what we paid for. We paid for a double sea view and had a corner view instead. We made the best of it. We enjoyed our stay and the nightly entertainment. The buffet had a different theme each night which was nice. The poor area was clean and had plenty of lounge chairs. The beach and ocean are right there with lounge chairs and umbrellas. There are 2 onsite restaurants which are included with your stay. We only ate at one of them and the food was very good. The resort is very family friendly and has a lot of amenities geared to the children. We enjoyed our stay and highly recommend it."

SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort

10/10 Excellent

"This villa was everything and more than we could have wished for. Sandra met us on arrival to show us round and continued to communicate well throughout our stay. The villa it self was extremely clean and the facilities there is everything you need for the perfect stay. The highlight for us was the outdoor kitchen bbq area where we spend most of our time in the evenings and when we weren’t out seeing the sights. The pool was perfect for cooling off in the hot afternoons. The views are absolutely perfect and the area is very quiet. The marina is only a short drive away which is nice for evening strolls and has some wonderful restaurants to dine in. We found it to be the perfect location for our holiday in Madeira. We would highly recommend a stay here and would definitely want to stay here again in the future."

Quinta Pereira ... beautiful panoramic views and ocean sunsets

10/10 Excellent

"We had an amazing stay at Quinta Pereira, which is beautifully positioned in a peaceful spot commanding amazing views of the coastline. The property has multiple areas to sit in the gardens and enjoy the views and offers lots of different ways to keep guests entertained, from pool and table football through to the piano (a very welcome surprise), board games and even an XBOX (latest model, which our 17yo managed to leave alone for once, thrashing us at table football instead!). A hire car is essential as the area's very hilly and we'd recommend a small car or an SUV - our saloon estate was too long and low to clear the bump at the gate and park on the drive - but Wendy was only too happy for us to use the parking space by the road.Walking the levadas and a trip to the lava pools of Porto Moniz were real highlights, as were the Sunshine Pub & Grill and Restaurante O Forno.Wendy was a really responsive host and we'd have no hesitation in returning to this tranquil spot, or recommending to others."

ANGEL'S SUNSET T2 ESTRITO DA CALHETA

10/10 Excellent

"Had mostly everything that we needed. Clean and comfortable and with good facilities including designated parking.The only things I would like to see added:1. A kettle - us Brits like a cup of tea and some of us even like instant coffee.2. Fans for the bedrooms. As they don't have windows it can get stuffy and hot overnight.Our host, Elisabete, was wonderful. Gave us some welcome gifts and advice on where to go and what to do.Be aware that this is a set of 4 apartments that share the outdoor facilities. I didn't cotton onto that when I booked."

House / Villa - Arco da Calheta

8/10 Good

"Sehr gute Unterkunft und vor allem die perfekte Lage ( 5 Minuten und du bist am Strand). Das Haus wie beschrieben, sauber, mit allem notwendigen ausgestattet. Sehr große Terrase mit dem Blick auf die Atlantik. Die Kommunikation lief reibungslos, die Betreuung vor Ort ebenfalls. Viele Dank dafür. Was das Parken angeht, ist generell auf Madeira eine Herausforderung, da die Straßen sehr eng und steil sind, aber machbar. Ein Tipp für den Strand. Wir haben uns für den Strand, wo meistens die Einheimische sind, entschieden. Im Navi einfach Ficus Julia im Madalena do Mar angeben. Der ist zwar steinig, aber mit einem kristall sauberem Wasser und nicht überfüllt wie in Calheta (außer am WE), mit einem großen kostenlosen Parkplatz. Da kann man sich nach dem Schwimmer einen Hotdog oder Hamburger (wirklich zu empfehlen, ist groß, lecker und macht einen richtig satt) holen. Fazit: Preis -Leistungs Verhätnis stimmt. Ich würde die Unterkunft auf jeden Fall weiter empfehlen."

Casa Félix, Calheta: Villa with unique view! Private Pool!

10/10 Excellent

"We had an amazing stay at Casa Felix. The property is exactly as shown on the listing and is stunning. It was immaculately clean and very comfortable and well equipped. The master bedroom bed was very comfortable, although quite hard, and there were plentiful towels and good quality bed linen. The outside space is the real wow-factor and allows you to enjoy the spectacular view, which we never tired of looking at. Our check-in process was very smooth, and Celia met us at the property to complete a full hand over. She was very helpful and gave us recommendations for local services we may need. The villa is located at the top of a very steep hill. It is about a 15 minute walk down the hill to the port, but we didn’t attempt the walk back up. On a couple of occasions we got a taxi, but these were hard to find after about 9pm, even at the weekend, and there was no Uber service available. Therefore, most of the time we drove. I would recommend getting the smallest hire-car possible as the road is narrow, precipitous and incredibly twisty, best suited to very experienced drivers. Casa Felix is a stunning property that exceeded our expectations, and we very much enjoyed our time staying there."

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, 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 favourite 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 depend 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 AU$289 per night. Entering your travel dates in the search wizard might find you 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 in Calheta close to Casa das Mudas Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Calheta is known for its spas and seaside. Allow some time to check out the marina during your trip.

What are some of the best holiday rentals that Calheta has to offer?

Casas da Levada: This highly rated holiday home rental in Calheta is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. It offers a furnished patio, a terrace and a private garden so that you can immerse yourself in your holiday. Other favourite homes for rent in Calheta are Casa Félix, Calheta: Villa with unique view! Private Pool! and Villa Tomito, Arco da Calheta.

How many holiday rentals are there in Calheta?

With 320 Expedia holiday rentals, you're guaranteed to find just the right place for your Calheta stay.

What’s there to see and do in Calheta?

25 Fontes and Cascada da Risco and Paul do Mar Beach are a couple of scenic spots to enjoy the outdoors, whereas Casa das Mudas Arts Center is one of the cultural attractions. Other places in town to visit include Eglise de Faja da Ovelha and Calheta Beach.

What’s a holiday rental in Calheta like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Calheta. Holiday rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for families.

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Check prices for these dates

Our top choices for Calheta holiday rentals

1. Quinta das Vinhas

2. Casas da Levada

3. Casa Mozart I

4. GuestReady - Casa das Estrelas

5. Holiday Home 'Calheta Beach House T1' with Mountain View, Private Terrace and Wi-Fi

6. Private room with en-suite and private access

7. With barbecue and sea view balcony - Palmasol

8. Home Thomas - Calheta o Conforto na Natureza

9. Quinta Aurora - Cottage Vacation Home - Heated Pool, Ocean View, Organic Garden

10. Calheta Hills I – With pool and sea view

11. Casa Maria Bela – 2-Bedroom with Terrace

12. Apartment 'Casinha Gomes' with Sea View

13. West of the island - Intelsol Calheta Apartments I

14. Apartment 'Casa Gomes' with Sea View, Wi-Fi and Air Conditioning

15. Calheta Countryside - Studio with Balcony

16. Relax Garden House – Tranquility & Comfort

17. Casa Belo Jardim - Studio with garden

18. Calheta Hills III – Modern Retreat with Sea View

19. Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi

20. Room 'Suite Vigia Jardim' with Sea View, Wi-Fi and Air Conditioning

Find holiday rentals that suit your style

Top Calheta Hotel Reviews

Beautiful large property with private heated pool

Calheta Beach - All Inclusive

Spacious villa, 180* ocean view, large heated pool, 5 min from Calheta beach

Socalco Nature Calheta

SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort

Quinta Pereira ... beautiful panoramic views and ocean sunsets

ANGEL'S SUNSET T2 ESTRITO DA CALHETA

House / Villa - Arco da Calheta

Casa Félix, Calheta: Villa with unique view! Private Pool!

Find out more about Calheta

Frequently asked questions

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