Calheta Holiday Rentals

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Our top choices for Calheta holiday rentals

Holiday Home in Calheta

Casas da Levada
9.8 out of 10, Exceptional, (17 reviews)
"Very nice place, clean and cosy little house. Well equipped, very friendly and helpful owner. Highly recommend."
United Kingdom
Grzegorz
Casas da Levada

Holiday Home in Calheta

Quinta das Vinhas
3.0 star property
9.2 out of 10, Wonderful, (59 reviews)
"Lovely location. Beautiful views and excellent food. I highly recommend it."
Canada
Ian
Quinta das Vinhas

Apartment in Calheta (Madeira)

Casa Ribeirinho by Madeira Real
The price is AU$185
includes taxes & fees
19 Jan - 20 Jan
Casa Ribeirinho by Madeira Real
10.0 out of 10, Exceptional, (2 reviews)
"Great Place To Stay. Good value for money. Very clean. Quiet neighbourhood (except barking dogs). You definitely need a car to get around. Staff was helpful and friendly. Would come here again anytime again!"
United States
Bernd S.
The price is AU$424
includes taxes & fees
18 Jan - 19 Jan
Country House in Fajã da Ovelha - Casa da Raposeira
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 AU$554
includes taxes & fees
24 Jan - 25 Jan
Felicidade Rocha II - For families, with a pool

Holiday Home in Arco da Calheta

Relax Garden House – Tranquility & Comfort
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"We booked the house Relax Garden House through An Island Apart. Everything went very smoothly and professionally. Clear and well organised information was sent on time via SMS, WhatsApp and email. Everything was very clear, and there was always a contact person available. If you miss anything at your location, they arrange it for you the very same day. In our case, this meant two electric heaters for the cool and humid evenings at the end of December. Very well organised, with friendly and...
United States
Niek B.
The price is AU$456
includes taxes & fees
15 Jan - 16 Jan
Relax Garden House – Tranquility & Comfort
9.2 out of 10, Wonderful, (7 reviews)
"Beautiful apartment well equipped in a lovely quite area ."
United States
Sharon W.
The price is AU$376
includes taxes & fees
15 Jan - 16 Jan
West of the island - Intelsol Calheta Apartments I

Apartment in Ilha da Madeira

Calheta Countryside - Studio with Terrace
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 AU$189
includes taxes & fees
16 Jan - 17 Jan
Calheta Countryside - Studio with Terrace
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Uma propriedade excelente e próxima de vários pontos de interesse"
Portugal
Miguel G.
The price is AU$340
includes taxes & fees
31 Jan - 1 Feb
Calheta Hills III – Modern Retreat with Sea View

Holiday Home in Estreito da Calheta

A haven for family holidays, Quinta da Fonte
8.0 out of 10, Very good, (7 reviews)
"I recommand this place and the agency : beautifull house, garden and localisation Be carrefull beds are really uncomfortable"
United States
Mathilde B.
The price is AU$396
includes taxes & fees
15 Jan - 16 Jan
A haven for family holidays, Quinta da Fonte

Apartment in Ilha da Madeira

Calheta Countryside - Studio with Balcony
The price is AU$189
includes taxes & fees
16 Jan - 17 Jan
Calheta Countryside - Studio with Balcony
10.0 out of 10, Exceptional, (31 reviews)
"Very nice place"
United States
Bernhard M.
The price is AU$586
includes taxes & fees
26 Jan - 27 Jan
Felicidade Rocha I, for families, with a pool.
9.0 out of 10, Wonderful, (2 reviews)
"Marvelous place in an amazing island 🍀🌱"
United States
Gabriele R.
The price is AU$343
includes taxes & fees
15 Jan - 16 Jan
GuestReady - A marvellous stay in Calheta

Apartment in Calheta

Discover Magical Calheta
The price is AU$223
includes taxes & fees
19 Jan - 20 Jan
Discover Magical Calheta

Cottage in Arco da Calheta

Casa do Pombal, a Home in Madeira
9.6 out of 10, Exceptional, (12 reviews)
"Wonderful outdoor space, the pool as well as seating areas and tables. We ate lots of meals out there. Great location. Attentive hosts, brought us everything we requested. Could use some tlc but overall very nice (had to keep windows closed at night to keep mosquitos out, not ideal). "
United States
Amelia G.
The price is AU$922
includes taxes & fees
15 Jan - 16 Jan
Casa do Pombal, a Home in Madeira
The price is AU$2,128
includes taxes & fees
20 Jan - 21 Jan
Holiday Home "Villa Camacho iv - Mansion House" with Sea View, Pool & Wi-Fi
8.8 out of 10, Excellent, (3 reviews)
"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...
Canada
John S.
The price is AU$407
includes taxes & fees
22 Jan - 23 Jan
GuestReady - Restful Getaway in Madeira

Apartment in Estrela da Calheta

Vale dos Amores, a Home in Madeira
10.0 out of 10, Exceptional, (1 review)
"Would be nice to have a smaller pot for cooking and a coat hanger by the door :)"
United States
Agnes
The price is AU$508
includes taxes & fees
19 Jan - 20 Jan
Vale dos Amores, a Home in Madeira

Holiday Home in Arco Da Calheta

Villa Lilian - Three Bedroom House, Sleeps 6
10.0 out of 10, Exceptional, (1 review)
"Die Lage und der Sonnenuntergang mit Blick von der Terasse sind traumhaft. Der Villa fehlt es an nichts und die Ausstattung ist sehr stilvoll mit Liebe zum Detail. Es war alles wunderbar."
United States
Annika
The price is AU$643
includes taxes & fees
21 Jan - 22 Jan
Villa Lilian - Three Bedroom House, Sleeps 6
10.0 out of 10, Exceptional, (1 review)
"Die Wohnung ist einfach super. Sehr geräumig und mit allen Möglichkeiten ausgestattet. Der gemeinschaftlich genutzte Pool hat einen tollen Ausblick und es fehlt an nichts."
United States
Norma P.
The price is AU$440
includes taxes & fees
21 Jan - 22 Jan
Calheta Hills I – With pool and sea view
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

Everything you need to know about Calheta holiday rentals

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

Calheta holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Calheta holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Calheta holiday rentals we have selected for you start as low as AU$578 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Calheta rentals

At Expedia, we put the best Calheta holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Calheta?

Yes, there are holiday rentals close to the most popular sights in Calheta, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Calheta has to offer?

Casas da Levada: This highly rated holiday home rental in Calheta is located in the mountains, and has an outdoor pool, a fireplace and a BBQ 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 garden so that you can immerse yourself in your holiday. Other favourite homes for rent in Calheta are Home for Nature Tourism, Madeira Island LAURISHOUSE, Nature and Sea and Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views.

How many holiday rentals are there in Calheta?

With 342 Expedia holiday rentals, you're guaranteed 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 holiday rental in Calheta like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Calheta. Holiday rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for families.