A coastal village with terraced fields, houses, and a clear view of the ocean.

Calheta Vacation Rentals

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Our top choices for Calheta vacation rentals

Casas da Levada

Casas da Levada
Calheta
9.8 out of 10, Exceptional, (19 reviews)
"Just the most tranquil, and wonderful stay. "
United Kingdom
Jin-Ah
The price is CA $482
CA $507 total
includes taxes & fees
Jul 11 - Jul 12
Casas da Levada

Quinta das Vinhas

Quinta das Vinhas
3.0 star property
Calheta
9.2 out of 10, Wonderful, (66 reviews)
"This is a unique property spread over several acres of vineyards. There are multiple units to choose from & we stayed in the cottage. This was a lovely independent stone cottage overlooking the sea with a loft bedroom, kitchen and living room. It was a very special stay during our time on Madeira & we can’t recommend it enough. We had dinner at their restaurant - which was phenomenal & your stay also includes a wonderful breakfast buffet with lots of choices. There are two lovely pools that...
Canada
Debra
The price is CA $289
CA $307 total
includes taxes & fees
Jun 30 - Jul 1
Quinta das Vinhas

Home Thomas - Calheta o Conforto na Natureza

Home Thomas - Calheta o Conforto na Natureza
Lombada dos Marinheiros
9.0 out of 10, Wonderful, (4 reviews)
"Good stay in this authentic house. Fernanda welcome you with gifts in her house. Everything you need is there. The place is quiet and relaxing. You can take a glass at the terrasse, eyes on the sea, looking at the sea clouds attacking the mountain, bringing fresh and welcome air. Enjoy the flowers. Many thanks to Fernanda ;)"
France
Pierre A.
The price is CA $178
CA $213 total
includes taxes & fees
Jul 11 - Jul 12
Home Thomas - Calheta o Conforto na Natureza

Palheiro Jardim by Olá Madeira

Palheiro Jardim by Olá Madeira
Paúl do Mar
9.0 out of 10, Wonderful, (2 reviews)
"Comfortable, clean and cosy for a peaceful stay. Loved it!"
United States
Dominic G.
The price is CA $141
CA $277 total
includes taxes & fees
Jul 8 - Jul 9
Palheiro Jardim by Olá Madeira

Villa ElDoMar Heated Pool and Barbecue

Villa ElDoMar Heated Pool and Barbecue
Estreito da Calheta
10.0 out of 10, Exceptional, (4 reviews)
"Super"
Germany
Stefan S.
The price is CA $228
CA $597 total
includes taxes & fees
Jun 28 - Jun 29
Villa ElDoMar Heated Pool and Barbecue

Casa Belo Jardim - Studio with garden

Casa Belo Jardim - Studio with garden
Arco da Calheta
The price is CA $344
CA $493 total
includes taxes & fees
Jul 19 - Jul 20
Casa Belo Jardim - Studio with garden

Erdhaus by Interhome

Erdhaus by Interhome
Arco da Calheta
The price is CA $129
CA $136 total
includes taxes & fees
Jul 12 - Jul 13
Erdhaus by Interhome

Palheiro Mar by Olá Madeira

Palheiro Mar by Olá Madeira
Paúl do Mar
The price is CA $151
CA $286 total
includes taxes & fees
Jul 8 - Jul 9
Palheiro Mar by Olá Madeira

Refúgio da Serra - By Wehost

Refúgio da Serra - By Wehost
Calheta
8.0 out of 10, Very good, (5 reviews)
"It was an amazing week ! The spot is quiet, perfect for chill and the view is stunning !"
France
Maxime G.
The price is CA $261
CA $471 total
includes taxes & fees
Jul 3 - Jul 4
Refúgio da Serra - By Wehost

Calheta Countryside - Studio with Balcony

Calheta Countryside - Studio with Balcony
Ilha da Madeira
The price is CA $153
CA $189 total
includes taxes & fees
Jul 18 - Jul 19
Calheta Countryside - Studio with Balcony

Felicidade Rocha II - For families, with a pool

Felicidade Rocha II - For families, with a pool
Ponta do Pargo
9.8 out of 10, Exceptional, (26 reviews)
"Tranquil place to stay close to the highway however, not much is happening in about 30 min"
United States
Thomas M.
The price is CA $701
CA $1,008 total
includes taxes & fees
Jul 9 - Jul 10
Felicidade Rocha II - For families, with a pool

Calheta Countryside - Studio with Terrace

Calheta Countryside - Studio with Terrace
Ilha da Madeira
8.0 out of 10, Very good, (1 review)
"Room clean, needed to play around with tv to get it working. Easy parking."
United States
Marco C.
The price is CA $146
CA $181 total
includes taxes & fees
Jun 28 - Jun 29
Calheta Countryside - Studio with Terrace

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

Holiday Home 'Do Porto' with Sea View, Balcony and Wi-Fi
Paúl do Mar
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Excellent location..."
United States
Anonymous traveller
The price is CA $487
CA $641 total
includes taxes & fees
Jun 28 - Jun 29
Holiday Home 'Do Porto' with Sea View, Balcony and Wi-Fi

GuestReady - A marvellous stay in Calheta

GuestReady - A marvellous stay in Calheta
Calheta
9.4 out of 10, Exceptional, (3 reviews)
"Marvelous place in an amazing island 🍀🌱"
United States
Gabriele R.
The price is CA $205
CA $369 total
includes taxes & fees
Jun 28 - Jun 29
GuestReady - A marvellous stay in Calheta

Casa Fábrica da Manteiga - Historic house

Casa Fábrica da Manteiga - Historic house
Arco da Calheta
The price is CA $705
CA $919 total
includes taxes & fees
Jul 19 - Jul 20
Casa Fábrica da Manteiga - Historic house

Felicidade Rocha I, for families, with a pool.

Felicidade Rocha I, for families, with a pool.
Ponta do Pargo
9.8 out of 10, Exceptional, (32 reviews)
"Wonderful property"
Portugal
Miguel G.
The price is CA $1,091
CA $1,397 total
includes taxes & fees
Jul 18 - Jul 19
Felicidade Rocha I, for families, with a pool.

Apartment 'Referta Apartamento T1' with Sea View, Private Terrace and Wi-Fi

Apartment 'Referta Apartamento T1' with Sea View, Private Terrace and Wi-Fi
Prazeres
10.0 out of 10, Exceptional, (6 reviews)
"The location of the flat is beautiful. You have a great view on the sea and you can watch the sunset from the terrace. Prazeres is a small village, but you have a supermarket and several bars. The flat itself is comfortable and equipped. We truly enjoyed our stay there."
Germany
Marla G.
The price is CA $403
CA $508 total
includes taxes & fees
Jul 12 - Jul 13
Apartment 'Referta Apartamento T1' with Sea View, Private Terrace and Wi-Fi

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

Holiday Home 'Calheta Beach House T1' with Mountain View, Private Terrace and Wi-Fi
Lombo Do Doutor
8.0 out of 10, Very good, (1 review)
"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."
Netherlands
Anonymous traveller
The price is CA $413
CA $489 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Home 'Calheta Beach House T1' with Mountain View, Private Terrace and Wi-Fi

Room 'Suite Bela Vigia 3' with Shared Pool, Shared Garden and Wi-Fi

Room 'Suite Bela Vigia 3' with Shared Pool, Shared Garden and Wi-Fi
Jardim do Mar
10.0 out of 10, Exceptional, (1 review)
"Pros: Die Gastgeber waren extrem freundlich und wir haben uns total wohl gefühlt! Wunderschöne Unterkunft wie im Paradies. Würden jederzeit wiederkommen!"
Germany
Anonymous traveller
The price is CA $424
CA $539 total
includes taxes & fees
Jul 13 - Jul 14
Room 'Suite Bela Vigia 3' with Shared Pool, Shared Garden and Wi-Fi

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

Holiday Home 'Maravilha Da Costa' with Private Pool, Wi-Fi and Air Conditioning
Ponta do Pargo
10.0 out of 10, Exceptional, (4 reviews)
"Pros: La situation de la maison; l'équipement, complet et en parfait état; la gentillesse des hôtes."
France
Anonymous traveller
The price is CA $983
CA $1,117 total
includes taxes & fees
Jun 30 - Jul 1
Holiday Home 'Maravilha Da Costa' with Private Pool, Wi-Fi and Air Conditioning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Calheta Hotel Reviews

Find out more about Calheta

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Calheta. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Quinta das Vinhas: Visitors give good reviews to this Calheta vacation home rental, which is located in the mountains and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a library. Other favorite homes for rent in Calheta are House / Villa - Arco da Calheta and 'Casa do Gabriel' spacious Madeirian villa with private garden and ocean view.

How many vacation rentals are there in Calheta?

With 316 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?

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 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.