Calheta Vacation Rentals from $206: 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 kitchenware. 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 Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views and House / Villa - Arco da Calheta .

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Our top choices for Calheta vacation rentals

Casas da Levada

Calheta

Stacey

$193 nightly

Feb 7 - Feb 8

Total with taxes and fees

Quinta das Vinhas

Calheta

Jean-Philippe

$165 nightly

Feb 5 - Feb 6

Total with taxes and fees

Mea Suna - Luxury Seafront Family Villa in Madeira

Arco da Calheta

Chris C.

$6,665 nightly

Feb 9 - Feb 10

Total with taxes and fees

Felicidade Rocha II - For families, with a pool

Ponta do Pargo

Thomas M.

$528 nightly

Feb 12 - Feb 13

Total with taxes and fees

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

Paúl do Mar

Anonymous traveler

$380 nightly

Feb 6 - Feb 7

Total with taxes and fees

Calheta Countryside - Studio with Terrace

Ilha da Madeira

Marco C.

$117 nightly

Feb 5 - Feb 6

Total with taxes and fees

Felicidade Rocha I, for families, with a pool.

Ponta do Pargo

Bernhard M.

$536 nightly

Feb 19 - Feb 20

Total with taxes and fees

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

Ponta do Pargo

Anonymous traveler

$614 nightly

Feb 11 - Feb 12

Total with taxes and fees

Holiday Home 'Casa Homem Do Mar' with Sea View, Balcony and Wi-Fi

Paúl do Mar

Anonymous traveler

$497 nightly

Feb 8 - Feb 9

Total with taxes and fees

Relax Garden House – Tranquility & Comfort

Arco da Calheta

"Relax garden house matched perfectly what we wished for. Tranquility and comfort is what we needed and what we got in this accomodation. From brand new decorations and modern interior, super clean conditions to a very comfortable bed with huge blanket and bedsheets in hotel quality, everything was perfect and made our stay very enjoyable. The view out the windows and from the terrace is beautiful and you can see all the way down to the sea on one side and to the green mountains on the other...

Anna W.

$408 nightly

Feb 6 - Feb 7

Total with taxes and fees

Villa Miradoura by Lovelystay

Arco Da Calheta

John O.

$422 nightly

Mar 2 - Mar 3

Total with taxes and fees

GuestReady - Peaceful Paradise in Madeira

Calheta

"Das Haus befindet sich oben in den Bergen und hat einen tollen Blick zum Meer (was auf Madeira nicht schwer ist). Es ist ein ehemaliges Wohnhaus, sehr geräumig mit schönem Poolbereich. Ganz ruhig gelegen in einer Sackgasse. Die Einrichtung ist etwas in die Jahre gekommen und bedarf an einigen Stellen einer Erneuerung. Die Küche könnte mehr Geschirr, Töpfe und Besteck enthalten. Es empfiehlt sich, ein scharfes Messer mitzubringen. Wenn das Haus länger nicht bewohnt ist ( wie in unserem Fall),...

Cornelia B.

$388 nightly

Feb 5 - Feb 6

Total with taxes and fees

GuestReady - Restful Getaway in Madeira

Calheta

"The place was fantastic however GuestReady was terrible! I spent hours on this booking and long story later I was promised the checkin information would be sent to us before we arrived. Stressfully, it didn't and if it hadn't been that we caught the cleaners as they were leaving we would have had to get a hotel for the first night. So many thanks to the cleaners who knew nothing about us and gave us the keys but as to the management (who collect a good fee to take care of the bookings) we were...

John S.

$440 nightly

Mar 3 - Mar 4

Total with taxes and fees

Room 'Suite Bela Vigia 2' with Shared Pool, Shared Garden and Wi-Fi

Jardim do Mar

$364 nightly

Mar 6 - Mar 7

Total with taxes and fees

3 bedrooms, iron/ironing board, WiFi, bed sheets

Villa Guinea - Fantastic House With Spectacular Views And Pool

Funchal- Madeira

Thierry B.

$352 nightly

Feb 16 - Feb 17

Total with taxes and fees

GuestReady - A marvellous stay in Calheta

Calheta

Gabriele R.

$229 nightly

Feb 8 - Feb 9

Total with taxes and fees

Casa Carneirinho by Olá Madeira

Paúl do Mar

$372 nightly

Feb 18 - Feb 19

Total with taxes and fees

Country House 'Serrão' with Private Terrace, Private Garden and Wi-Fi

Calheta

$403 nightly

Feb 5 - Feb 6

Total with taxes and fees

Vila da Ponta do Pargo – Luxury on the Island's West

Ponta do Pargo

"If you like modern styles, comfort and spaciousness, then you will love this property. It is very well equipped and exceptionally clean. The pool, outside patio and barbecue area was a luxury to us, even just to look out onto as it was sadly too chilly for most of our stay in November to make full use of the area. We really enjoyed the quiet rural location and the fact that you could just walk along the levadas from the house or into the small town of Ponta do Pargo. It was a great location...

Laura H.

$821 nightly

Feb 13 - Feb 14

Total with taxes and fees

Villa Enjoy - The Name Says it All

Prazeres

Roxanne

$502 nightly

Feb 21 - Feb 22

Total with taxes and fees

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Top Calheta Hotel Reviews

Saccharum Resort

10/10 Excellent

"Saccharum Hotel Resort & Spa is a perfect blend of luxury, calm, and thoughtful design. The ocean views are stunning, the rooms are spacious and beautifully finished, and the infinity pools and spa are incredibly relaxing. Breakfast was excellent, and the service throughout the hotel was warm and attentive. A truly memorable stay — I would absolutely return."

Socalco Nature Calheta

10/10 Excellent

"Without a doubt Calhetas best place to stay and eat. Small boutique hotel with high quality food, service, rooms/ houses and a cliff top location second to none. Staff provide attentive but not obtrusive service. Really lovely place to stay. Imagine sitting amidst the vines, fruit veg and flower garden by the lavender edged pool watching the sunset with wine from their own vines before sampling their Michelin type taster menu. Yep that’s Socalco. "

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	This month	Next month
November	June	$198	$215

Month	Price
January	$144
February	$198
March	$215
April	$151
May	$159
June	$224
July	$196
August	$188
September	$158
October	$163
November	$142
December	$153

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 $206 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 kitchenware. 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 Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views and House / Villa - Arco da Calheta.

How many vacation rentals are there in Calheta?

With 338 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

Mea Suna - Luxury Seafront Family Villa in Madeira

Felicidade Rocha II - For families, with a pool

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

Calheta Countryside - Studio with Terrace

Felicidade Rocha I, for families, with a pool.

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

Holiday Home 'Casa Homem Do Mar' with Sea View, Balcony and Wi-Fi

Relax Garden House – Tranquility & Comfort

Villa Miradoura by Lovelystay

GuestReady - Peaceful Paradise in Madeira

GuestReady - Restful Getaway in Madeira

Room 'Suite Bela Vigia 2' with Shared Pool, Shared Garden and Wi-Fi

Villa Guinea - Fantastic House With Spectacular Views And Pool

GuestReady - A marvellous stay in Calheta

Casa Carneirinho by Olá Madeira

Country House 'Serrão' with Private Terrace, Private Garden and Wi-Fi

Vila da Ponta do Pargo – Luxury on the Island's West

Villa Enjoy - The Name Says it All

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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Frequently asked questions

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