Rocky mountain ridge above clouds - view from Bica da Cana viewpoint in Madeira

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Our top choices for Calheta holiday rentals

1. 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
Quinta das Vinhas

2. 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.
GuestReady - A marvellous stay in Calheta

3. Casa Mozart I

Casa Mozart I
Estreito da Calheta
10.0 out of 10, Exceptional, (1 review)
"Nous avons passé un excellent séjour au sein du logement Casa Mozart I.Très bon emplacement, une vue magnifique et la propreté du logement.Merci encore."
United States
SOLENN L.
The price is £366
includes taxes & fees
8 Aug - 9 Aug
Casa Mozart I

4. Villa ElDoMar Heated Pool and Barbecue

Villa ElDoMar Heated Pool and Barbecue
Estreito da Calheta
10.0 out of 10, Exceptional, (5 reviews)
"Super"
Germany
Stefan S.
The price is £437
includes taxes & fees
8 Aug - 9 Aug
Villa ElDoMar Heated Pool and Barbecue

5. 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 £257
includes taxes & fees
17 Aug - 18 Aug
Casas da Levada

6. Palheiro Mar by Olá Madeira

Palheiro Mar by Olá Madeira
Paúl do Mar
The price is £158
includes taxes & fees
14 Aug - 15 Aug
Palheiro Mar by Olá Madeira

7. 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 £103
includes taxes & fees
3 Aug - 4 Aug
Calheta Countryside - Studio with Terrace

8. Calheta Countryside - Studio with Balcony

Calheta Countryside - Studio with Balcony
Ilha da Madeira
The price is £103
includes taxes & fees
16 Aug - 17 Aug
Calheta Countryside - Studio with Balcony

9. Relax Garden House – Tranquility & Comfort

Relax Garden House – Tranquility & Comfort
Arco da Calheta
10.0 out of 10, Exceptional, (5 reviews)
"Great place with nice owner"
Portugal
Michel B.
The price is £486
includes taxes & fees
20 Aug - 21 Aug
Relax Garden House – Tranquility & Comfort

10. Pool and sea view - Calheta Victory View

Pool and sea view - Calheta Victory View
Estrela da Calheta
10.0 out of 10, Exceptional, (7 reviews)
"Super clean and modern apartment. Good and modern check-in and transparent communication. Would highly recommend and will book again inter future."
United States
Dennis E.
The price is £406
includes taxes & fees
25 Aug - 26 Aug
Pool and sea view - Calheta Victory View

11. With barbecue and sea view balcony - Palmasol

With barbecue and sea view balcony - Palmasol
Estrela da Calheta
9.4 out of 10, Exceptional, (3 reviews)
"The management company, the location, the cleanliness, the overall quality of the apartment... None of this can be faulted. There are only two things keeping this from a five star review: the apartment is quite spacious (which is a good thing for three bedrooms), but the walls are bare and furniture is sparse, so there's a lot of echo. The main room in particular just didn't feel welcoming and cozy as a result. A bit more art and a few chairs would really help. Second, we rented this mainly for...
United States
Chris S.
The price is £568
includes taxes & fees
17 Aug - 18 Aug
With barbecue and sea view balcony - Palmasol

12. Quinta Aurora - Vacation Home with Heated Pool, Lake View, and Organic Garden

Quinta Aurora - Vacation Home with Heated Pool, Lake View, and Organic Garden
Estreito da Calheta
10.0 out of 10, Exceptional, (2 reviews)
"Tolles Haus. Super Ausstattung der Küche, endlich mal Geschirr für mehr als nur vier Personen. Sehr geräumig. Toller beheizter Pool mit warmer Außendusche. Uns hat hier nichts gefehlt.Unkomplizierter und sehr flexibler Check-in. Sehr gute Vorabinfo durch den Vermieter (englisch) bzgl. Anreise, Schlüsselübergabe, Abreise.Die Lage war für uns ideal. Weg vom Stadtgetümmel aus Funchal, ruhig (ja, man hört die dem Tal gegenüberliegende Straße, hat uns aber nicht gestört), kleiner Supermarkt in nur...
Germany
Nic W.
The price is £510
includes taxes & fees
19 Aug - 20 Aug
Quinta Aurora - Vacation Home with Heated Pool, Lake View, and Organic Garden

13. 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 £357
includes taxes & fees
2 Aug - 3 Aug
Room 'Suite Bela Vigia 3' with Shared Pool, Shared Garden and Wi-Fi

14. 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 £301
includes taxes & fees
2 Aug - 3 Aug
Apartment 'Referta Apartamento T1' with Sea View, Private Terrace and Wi-Fi

15. Dream House 2, by LSA Madeira

Dream House 2, by LSA Madeira
Calheta
The price is £479
includes taxes & fees
4 Aug - 5 Aug
Dream House 2, by LSA Madeira

16. Holiday Home 'Simão House' with Private Terrace, Private Garden and Wi-Fi

Holiday Home 'Simão House' with Private Terrace, Private Garden and Wi-Fi
Calheta
10.0 out of 10, Exceptional, (1 review)
"Pros: We loved staying here, the house is spacious (enough room inside and out for the kids to play) and had everything we needed. Fernanda (host) was very friendly and kept in touch with info e.g. that some local roads would be closed for a day during our stay due to the Calheta rally. Lovely views and peaceful. The location is not very touristy, which we quite liked."
United States
Anonymous traveller
The price is £442
includes taxes & fees
31 Aug - 1 Sept
Holiday Home 'Simão House' with Private Terrace, Private Garden and Wi-Fi

17. Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi

Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi
Lombo Do Doutor
8.0 out of 10, Very good, (1 review)
"Pros: Geschmackvoller Wohnbereich, gute Ausstattung Cons: Schlafzimmer zur Straße sehr laut"
Germany
Anonymous traveller
The price is £340
includes taxes & fees
28 Aug - 29 Aug
Holiday Home 'Calheta Beach House T2' with Mountain View, Private Terrace and Wi-Fi

18. Casa Maria Bela – 2-Bedroom with Terrace

Casa Maria Bela – 2-Bedroom with Terrace
Arco da Calheta
10.0 out of 10, Exceptional, (1 review)
"Sehr schöne, neu renovierte Wohnung , mit angenehmer Terrasse . Für 2 Gäste empfelenswehrt. Besitzer sehr hilfsbereit. Lage mit Aussicht wundersdchön. Auto muss auf der Strasse parkiert sein. Bus Haltestelle nahe der Wohnung, jedoch mangelt an Fahrpläne."
United States
margreth K.
The price is £458
includes taxes & fees
14 Aug - 15 Aug
Casa Maria Bela – 2-Bedroom with Terrace

19. Apartment 'Referta Apartamento T2' with Sea View, Shared Garden and Wi-Fi

Apartment 'Referta Apartamento T2' with Sea View, Shared Garden and Wi-Fi
Prazeres
The price is £423
includes taxes & fees
14 Aug - 15 Aug
Apartment 'Referta Apartamento T2' with Sea View, Shared Garden and Wi-Fi

20. Casa Carneirinho by Olá Madeira

Casa Carneirinho by Olá Madeira
Paúl do Mar
Casa Carneirinho by Olá Madeira
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, apart-hotels, 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 favorite 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 depends 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 £257 per night. Entering your travel dates in the search wizard you might find 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. 

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in Calheta?

Yes, there are holiday rentals in Calheta close to Casa das Mudas Arts Center, 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 an espresso maker. 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 Casa Félix, Calheta: Villa with unique view! Private Pool! and Villa Tomito, Arco da Calheta.

How many holiday rentals are there in Calheta?

With 310 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.