Calheta Vacation Rentals from $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 Home for Nature Tourism, Madeira Island LAURISHOUSE, Nature and Sea and Home for Nature Tourism, Madeira Island LEAHOUSE, Nature and Sea .

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Our top choices for Calheta vacation rentals

Vacation Home in Calheta

Grzegorz

Vacation Home in Calheta

Ian

Villa in Estreito da Calheta

Stefan S.

$368 nightly

Jan 16 - Jan 17, 2026

Total with taxes and fees

Cottage in Fajã da Ovelha

Donovan D.

$270 nightly

Jan 4 - Jan 5, 2026

Total with taxes and fees

Apartment in Calheta (Madeira)

$115 nightly

Jan 7 - Jan 8, 2026

Total with taxes and fees

Vacation Home in Paúl do Mar

Anonymous traveler

$451 nightly

Jan 3 - Jan 4, 2026

Total with taxes and fees

Apartment in Estrela da Calheta

Dennis E.

$363 nightly

Jan 12 - Jan 13, 2026

Total with taxes and fees

Villa in Ponta do Pargo

Bernhard M.

$689 nightly

Jan 11 - Jan 12, 2026

Total with taxes and fees

Vacation Home in Arco Da Calheta

Annika

$435 nightly

Jan 21 - Jan 22, 2026

Total with taxes and fees

Apartment in Ilha da Madeira

Marco C.

$121 nightly

Jan 3 - Jan 4, 2026

Total with taxes and fees

Vacation Home in Câmara de Lobos

Jonathan W.

$491 nightly

Jan 27 - Jan 28, 2026

Total with taxes and fees

Apartment in Calheta

$146 nightly

Jan 5 - Jan 6, 2026

Total with taxes and fees

Apartment in Ilha da Madeira

$121 nightly

Jan 4 - Jan 5, 2026

Total with taxes and fees

Vacation Home in Arco da Calheta

André L.

$408 nightly

Jan 7 - Jan 8, 2026

Total with taxes and fees

Vacation Home in Paúl do Mar

Anonymous traveler

$580 nightly

Jan 18 - Jan 19, 2026

Total with taxes and fees

Vacation Home in 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 traveler

$294 nightly

Jan 17 - Jan 18, 2026

Total with taxes and fees

Apartment in Estrela da Calheta

Greta S.

$411 nightly

Jan 31 - Feb 1, 2026

Total with taxes and fees

Apartment in Calheta

Robin S.

$219 nightly

Jan 12 - Jan 13, 2026

Total with taxes and fees

Villa in Calheta

$413 nightly

Jan 8 - Jan 9, 2026

Total with taxes and fees

Vacation Home in Ponta do Pargo

Anonymous traveler

$612 nightly

Jan 4 - Jan 5, 2026

Total with taxes and fees

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Top Calheta Hotel Reviews

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

10/10 Excellent

"Casa Felix is an absolutely amazing property!!! Celia was very helpful and very accommodating. The pool and view of the Atlantic ocean is incredible. Celia even brought us fresh huevos to welcome us….would love to come back. Obrigado Celia until next time."

Calheta Beach - All Inclusive

10/10 Excellent

"We had a wonderful time here and can’t wait to go back! We spent 5 days here as part of our honeymoon and loved it. We spent our mornings out on tours and the hotel packed lunches for us to take with, and our afternoon by the pool sipping sangria. Can’t go wrong with that! It’s a very small resort but it made it that much better - laid back, quiet, good selection of food options for me that were gluten free, and friendly staff "

Socalco Nature Calheta

10/10 Excellent

"Socalco is a truly gorgeous accommodation for a unique stay in Calheta. The entire property is beautiful, lined with gardens growing grapes, herbs, and vegetables under the scenery of a Madeiran coastal hill. Every corner of Socalco is tastefully decorated and the rooms have a clean and modern aesthetic that exudes comfort. The rooms boast views over the coast and breakfast is a true highlight, enjoyed on the terrace with a view over Calheta beach. Breakfast is also thoughtfully curated, with meats, cheeses, fruits, tea, coffee, and a cooked egg breakfast, all of exceptional quality. We were so pleased to stay here and we will absolutely return if we are back in Madeira. Treat yourself to even a few nights here, it's absolutely worth it!"

Boutique Hotel Jardim do Mar

10/10 Excellent

"Lovely time spent here. 4 nights. Super friendly staff. Very easy-going vibe. Rooms were quite small and did not have AC but were clean and simple enough. Overall very happy with the hotel and the small “parish” Jardim do Mar. super cute little town. Takes 15 mins to walk around the whole village. "

Luxury villa by the sea with private pool, terrace and sea view

10/10 Excellent

"The house is in a rural location and the views of the Atlantic are breathtaking. If you want to relax in peaceful surroundings, this is the place for you! Inside the house, the décor and furniture are traditional but there’s everything you need for a comfortable stay. The air conditioning in the bedrooms was very effective, ensuring we slept well despite the high humidity. Furthermore, the kitchen is very well equipped and there are three bathrooms, each with a shower, which is incredibly convenient if you're staying as a larger group. We also found the house to be very clean throughout. The terrace and pool area are a real bonus. There's plenty of space and we spent a lot of time outside, making the most of the weather. Without a doubt, the terrace and pool area are the perfect place to spend your time.Our host, Emanuel, was communicative and friendly throughout our stay. Nothing seemed to be too much trouble for him and he was genuinely interested in our stay at his house. It really was a pleasure to meet him. If you're looking for a comfortable house in a rural Madeiran setting, my friends and I would recommend it without hesitation. For the price, you needn’t look any further!"

Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views

10/10 Excellent

"Villa was clean and comfortable and in a great location with an amazing view. The pool was lovely and one of the best we’ve had for cleanliness and not being too strong with chemicals. Alberto was super helpful and nothing was too much trouble and we will definitely be returning to this villa on our next trip to Madeira, highly recommended."

Price trends for vacation rentals in Calheta

Less expensive	More expensive	Next month
November	June	$146

Month	Price
January	$146
February	$125
March	$137
April	$140
May	$140
June	$149
July	$129
August	$149
September	$130
October	$124
November	$122
December	$126

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 $390 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 close to popular local attractions in Calheta, or you can choose a more remote option if you want 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 Home for Nature Tourism, Madeira Island LAURISHOUSE, Nature and Sea and Home for Nature Tourism, Madeira Island LEAHOUSE, Nature and Sea.

How many vacation rentals are there in Calheta?

With 343 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

Vacation Home in Calheta

Vacation Home in Calheta

Villa in Estreito da Calheta

Cottage in Fajã da Ovelha

Apartment in Calheta (Madeira)

Vacation Home in Paúl do Mar

Apartment in Estrela da Calheta

Villa in Ponta do Pargo

Vacation Home in Arco Da Calheta

Apartment in Ilha da Madeira

Vacation Home in Câmara de Lobos

Apartment in Calheta

Apartment in Ilha da Madeira

Vacation Home in Arco da Calheta

Vacation Home in Paúl do Mar

Vacation Home in Lombo Do Doutor

Apartment in Estrela da Calheta

Apartment in Calheta

Villa in Calheta

Vacation Home in Ponta do Pargo

Top Calheta Hotel Reviews

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

Price trends for vacation rentals in Calheta

Find out more about Calheta

Explore a world of travel with Expedia

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