Calheta Vacation Rentals from $258: 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 Casa Caramelo Rustic House .

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Calheta vacation rentals

Casas da Levada

Calheta

Jin-Ah

$306 nightly

Apr 22 - Apr 23

Total with taxes and fees

Quinta das Vinhas

Calheta

Simon

$243 nightly

Apr 16 - Apr 17

Total with taxes and fees

Casa Mozart II

Calheta

$698 nightly

Apr 28 - Apr 29

Total with taxes and fees

Villa | 2 bedrooms, soundproofing, iron/ironing board, Internet

Casa Mozart I in Estreito da Calheta

Estrela da Calheta

$457 nightly

Apr 17 - Apr 18

Total with taxes and fees

Casa Mozart I

Calheta

$543 nightly

May 1 - May 2

Total with taxes and fees

Villa | 3 bedrooms, soundproofing, iron/ironing board, Internet

Casa Mozart II 15B in Estreito da Calheta

Calheta

$689 nightly

Apr 28 - Apr 29

Total with taxes and fees

Jacuzzi Terrace Pool at Savoy Insular

Funchal

$673 nightly

Apr 16 - Apr 17

Total with taxes and fees

Casa Bela Vista

Funchal

$337 nightly

Apr 26 - Apr 27

Total with taxes and fees

In the Funchal Center, Casa da Cidade

Funchal

$388 nightly

May 14 - May 15

Total with taxes and fees

Paraíso - Touristic Apartments

Funchal

Eleanor

$120 nightly

May 5 - May 6

Total with taxes and fees

Panoramic Apartment | Living area | 30-inch flat-screen TV with cable channels, TV

Funchal View Apartment

Funchal

$444 nightly

Apr 24 - Apr 25

Total with taxes and fees

Design Villa | Living area | 42-inch flat-screen TV with cable channels, TV

Cristiano Ronaldo Airport View

Santa Cruz

Deluxe Villa, Sea View | Blackout drapes, soundproofing, free WiFi

CASAS DO LARANJO- Cottages Infinity Pool by brugrani

Santa Cruz

"The house itself was beautiful and the host along with the housekeeper were very responsive. The pool was not heated as indicated in description. We enjoyed freshly baked bread the host provided during our stay. The bathroom sometimes had a sewer smell and required us to open and air the house out. They will be correcting the plumbing issue that resulted in fresh water flow from the toilet during our stay. They were very responsive in the clean up. "

Chathurani

$248 nightly

Apr 21 - Apr 22

Total with taxes and fees

Hotel Duas Torres

Funchal

Arvind

$141 nightly

Apr 26 - Apr 27

Total with taxes and fees

Isabel Place

Câmara de Lobos

Design Apartment | 3 bedrooms, premium bedding, down comforters, blackout drapes

Barreiros Residence I

Funchal

Natascha

$484 nightly

Apr 28 - Apr 29

Total with taxes and fees

Apartment | 1 bedroom, desk, soundproofing, iron/ironing board

Apartamento Estrela Azul

Santa Cruz

$302 nightly

May 10 - May 11

Total with taxes and fees

ALOJAMENTO CENTRAL 2

Sao Pedro

Harold

$97 nightly

Apr 20 - Apr 21

Total with taxes and fees

Downtown Funchal Apartments 4A P. Ruivo by An Island Apart

Sao Pedro

Elizabeth

$498 nightly

May 15 - May 16

Total with taxes and fees

Blackout drapes, iron/ironing board, free WiFi

Robbie's Place by Holiday Rental Madeira

Machico

$614 nightly

Apr 27 - Apr 28

Total with taxes and fees

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Top Calheta Hotel Reviews

Saccharum Resort

10/10 Excellent

"The rooftop pool offered an amazing view, perfect for relaxing "

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."

Price trends for vacation rentals in Calheta

Less expensive	More expensive	Next month
January	April	$206

Month	Price
January	$127
February	$165
March	$170
April	$257
May	$206
June	$159
July	$147
August	$226
September	$166
October	$160
November	$168
December	$145

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Calheta. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Calheta

Everything you need to know about Calheta vacation rentals

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

Calheta vacation 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 low season months. For more hustle and bustle, you may prefer to visit Calheta in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $258 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Calheta rentals

At Expedia, we put the best Calheta vacation 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 vacation.

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.

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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 Casa Caramelo Rustic House.

How many vacation rentals are there in Calheta?

With 322 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.

Calheta Vacation Rentals

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Check prices for these dates

Our top choices for Calheta vacation rentals

Casas da Levada

Quinta das Vinhas

Casa Mozart II

Casa Mozart I in Estreito da Calheta

Casa Mozart I

Casa Mozart II 15B in Estreito da Calheta

Jacuzzi Terrace Pool at Savoy Insular

Casa Bela Vista

In the Funchal Center, Casa da Cidade

Paraíso - Touristic Apartments

Funchal View Apartment

Cristiano Ronaldo Airport View

CASAS DO LARANJO- Cottages Infinity Pool by brugrani

Hotel Duas Torres

Isabel Place

Barreiros Residence I

Apartamento Estrela Azul

ALOJAMENTO CENTRAL 2

Downtown Funchal Apartments 4A P. Ruivo by An Island Apart

Robbie's Place by Holiday Rental Madeira

Find vacation rentals that suit your style

Top Calheta Hotel Reviews

Saccharum Resort

Price trends for vacation rentals in Calheta

Find out more about Calheta

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