Calheta Vacation Rentals from ￥39,390: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Calheta?

Casas da Levada : Visitors give good reviews to this Calheta vacation home rental, which is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. It offers a furnished patio, a terrace, and a private yard so you can immerse yourself in your vacation. Other favorite homes for rent in Calheta are Villa Tomito, Arco da Calheta and Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views .

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Our top choices for Calheta vacation rentals

Herdade do Pedregal

Calheta

￥15,960 total

includes taxes & fees

Apr 14 - Apr 15

Casa Mozart I

Calheta

￥78,075 total

includes taxes & fees

Apr 12 - Apr 13

Home Thomas - Calheta o Conforto na Natureza

Lombada dos Marinheiros

Pierre A.

￥24,326 total

includes taxes & fees

Apr 14 - Apr 15

Casas da Levada

Calheta

Jin-Ah

￥45,297 total

includes taxes & fees

Apr 13 - Apr 14

Palheiro Jardim by Olá Madeira

Paúl do Mar

Dominic G.

￥33,699 total

includes taxes & fees

Apr 28 - Apr 29

Villa ElDoMar Heated Pool and Barbecue

Estreito da Calheta

Stefan S.

￥78,051 total

includes taxes & fees

Apr 10 - Apr 11

Quinta das Vinhas

Calheta

Simon

￥39,390 total

includes taxes & fees

Apr 29 - Apr 30

Palheiro Mar by Olá Madeira

Paúl do Mar

￥30,315 total

includes taxes & fees

Apr 14 - Apr 15

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Top Calheta Hotel Reviews

Saccharum Resort

10/10 Excellent

"Everything about the stay was great. "

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

10/10 Excellent

"This Villa is the best VRBO that we have ever stayed at. Every part of the Villa was amazing. The view was spectacular. It was well worth the little extra to heat the pool. The kitchen was well appointed. The owners do their best to give their guests a lot of options for activities in the area. The location was always in the sunshine despite the micro climates around the island. Also the location was an easy drive to the beach, groceries, cliff top views, PR hikes and any exploring desired. The island of Madeira is amazing. "

Quinta das Vinhas

8/10 Good

"The room was nice and spacious. We had a cobbled floor in the room which was hard to walk on and felt less hygienic. The pools are quite small. The bathroom jacked an extractor fan do the walls were very wet after using the shower. The bathroom floor was not well drained so remained wet until after the dealers had been. Tea and coffee making facilities were inadequate. We were not shown the communal rooms on arrival (lounge areas) and did not discover these till later in our stay. There are very few facilities close to the hotel. There are steep elites and steps on the site so not suitable fit people with mobility issues. We felt like we were tolerated as an add on to the vineyard rather than valued guests "

Casa Caramelo Rustic House

10/10 Excellent

"I recently stayed at this lovely one-bedroom property in Fajã da Ovelha, hosted by Irina, and I couldn’t have asked for a better experience. I chose this spot for its location—it’s on the south coast, where the weather is generally better, and the sea views are stunning. It’s just a short stroll to the coast, and everything felt peaceful and off the beaten path.I came to Madeira for photography, and the location worked perfectly. Ponta do Pargo Lighthouse and Levada are within a 10min drive away, whilst most landmarks like Fanal Forest and the dramatic sea stacks of Ribeira da Janela are within 45mins. Irina was incredibly accommodating, too. My flight was delayed by two days, and she kindly adjusted my booking so I didn’t lose any time—no extra charge, just genuine hospitality.The apartment itself was spacious and cozy for a one-bed. The kitchen was well-equipped, with plenty of fridge space, a great oven, and a reliable gas hob—perfect for cooking after a long day of shooting. It felt like a home away from home.One of the highlights was Irina’s two Alsatians, Essa and Enola. They were friendly and well-behaved, adding to the warm, welcoming atmosphere. Irina herself was lovely—helpful and informative, but never intrusive.Overall, I can’t recommend this place enough. It’s a great base for exploring Madeira’s photography hotspots, and the hospitality is top-notch. I’d happily stay again!"

Casas da Levada

10/10 Excellent

"while the weather was beyond anyone’s control, I had such a cozy stay and was perfect for the R&R that I needed. The grounds, the room and the entire property was so delightful though there were other guests. I don’t think I saw even one! It was truly so lovely in the rooms. I think everyone was cozied up by their fires during the rainy evenings. I really loved the grocery store, though the prices are a bit higher than in store, you’re paying for the convenience of all your necessities being right there and I thought that was really nice. Plus your room already comes with plenty of eggs, cheese and bacon for breakfast cereals, granola and yogurt as well as milk and juice so there’s not really much else to grab unless you are going to make a nice dinner. I truly loved all of the kitties, despite I’m allergic, they were adorable, kept to themselves, and we’re awfully cuddly when I was leaving (They are also vaccinated so there’s no worries.) on top of that there are chickens, ducks, and sheep on the property and I hope to come back when the weather is better to enjoy that beautiful pool, the vegetation, and the beautiful views! thank you again for such a wonderful stay and apologies again for setting off the fire alarm! 😂 i’ve got to get used to using those cast-iron stoves! "

Cliff House

10/10 Excellent

"We had a truly wonderful stay at Nelson’s house in Calheta. From the moment we arrived, we felt warmly welcomed. The house has such a cozy and inviting atmosphere, it immediately felt like a home away from home.One of the highlights for us was the beautiful garden & ocean view. It’s clearly cared for with love, and it creates such a peaceful setting to relax and enjoy the surroundings. The view from the property is absolutely stunning, and spending time outside, whether in the morning or at sunset, was a real pleasure.The house itself was very comfortable and had everything we needed for our stay. It suited us perfectly and provided a great base to unwind and enjoy the area.As mentioned in the description, it is a cliff house, so you walk down to reach it. Parking is available on the side of the road, and there are steps leading to the house. For us, the steps were completely manageable, but it may not be suitable for someone with mobility difficulties.Overall, we really enjoyed the house, the garden, and the incredible view. It was the perfect place for what we needed, and we would happily stay again."

Find out more about Calheta

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Frequently asked questions

Are there vacation rentals in Calheta?

Yes, you can find vacation rentals in Calheta close to Casa das Mudas Arts Center, or you can choose a secluded option if you'd like a relaxing place to 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 vacation rentals in Calheta?

Casas da Levada: Visitors give good reviews to this Calheta vacation home rental, which is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle. It offers a furnished patio, a terrace, and a private yard so you can immerse yourself in your vacation. Other favorite homes for rent in Calheta are Villa Tomito, Arco da Calheta and Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views.

How many vacation rentals are there in Calheta?

With 324 Expedia vacation rentals, you're sure to find just the right place for your Calheta stay.

What’s there to see and do in Calheta?

Paul do Mar Beach and 25 Fontes and Cascada da Risco 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 Levada Pedregal.

What’s a vacation rental in Calheta like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Calheta. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for families.

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Check prices for these dates

Our top choices for Calheta vacation rentals

Herdade do Pedregal

Casa Mozart I

Home Thomas - Calheta o Conforto na Natureza

Casas da Levada

Palheiro Jardim by Olá Madeira

Villa ElDoMar Heated Pool and Barbecue

Quinta das Vinhas

Palheiro Mar by Olá Madeira

Felicidade Rocha II - For families, with a pool

Holiday Home 'Do Porto' with Sea View, Balcony and Wi-Fi

Villa ElDoMar

Calheta Countryside - Studio with Terrace

Casa Belo Jardim - Studio with garden

Country House in Fajã da Ovelha - Casa da Raposeira

Felicidade Rocha I, for families, with a pool.

Madeiran Vernacular Villa • Sunset Views • Garden • Heating

Holiday Home 'Maravilha Da Costa' with Private Pool, Wi-Fi and Air Conditioning

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

Holiday Home 'The Yellow House' with Sea View, Balcony and Wi-Fi

Calheta Countryside - Studio with Balcony

Find vacation rentals that suit your style

Top Calheta Hotel Reviews

Saccharum Resort

SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort

Boutique Hotel Jardim do Mar

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

Calheta Beach - All Inclusive

Quinta das Vinhas

Casa Caramelo Rustic House

Casas da Levada

Cliff House

Find out more about Calheta

Frequently asked questions

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