A mountain range above a sea of clouds at sunrise or sunset.

Holiday Rentals in Calheta

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Calheta holiday rentals

A cobblestone path leading to a stone building with a red door, surrounded by lush hydrangea bushes.

1. Quinta das Vinhas

Quinta das Vinhas
3.0 star property
Calheta
9.2 out of 10, Wonderful, (67 reviews)
"Historic vineyard home that is now a hotel. Very clean, great shower and a really nice breakfast taken outside looking out to the sea in the distance."
United Kingdom
Simon
The price is €180
includes taxes & fees
26 Oct - 27 Oct
Quinta das Vinhas
A clear blue pool with a view of the ocean.

2. Casas da Levada

Casas da Levada
Calheta
9.8 out of 10, Exceptional, (22 reviews)
"Just the most tranquil, and wonderful stay. "
United Kingdom
Jin-Ah
The price is €261
includes taxes & fees
20 Oct - 21 Oct
Casas da Levada
A modern living room with a white sofa, a glass coffee table, and a colorful rug. A kitchen with white cabinets and a large window is visible in the background.

3. Villa ElDoMar Heated Pool and Barbecue

Villa ElDoMar Heated Pool and Barbecue
Estreito da Calheta
10.0 out of 10, Exceptional, (6 reviews)
"Super"
Germany
Stefan S.
The price is €392
includes taxes & fees
4 Oct - 5 Oct
Villa ElDoMar Heated Pool and Barbecue
A balcony with a view of the sea, a railing, and a building entrance.

4. GuestReady - Casa das Estrelas

GuestReady - Casa das Estrelas
Estreito da Calheta
GuestReady - Casa das Estrelas
A modern building with a long swimming pool, a grassy deck, and a view of the ocean.

5. Casa Mozart I

Casa Mozart I
Estreito da Calheta
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful place to stay."
Canada
Cole V.
The price is €314
includes taxes & fees
29 Oct - 30 Oct
Casa Mozart I
A patio area with a stone wall, a black plastic chair, a small round table with two white cups, and a metal pole.

6. Private room with en-suite and private access

Private room with en-suite and private access
Estrela da Calheta
The price is €39
includes taxes & fees
29 Oct - 30 Oct
Private room with en-suite and private access
A swimming pool, outdoor seating, a stone house, and a view of the sea.

7. Quinta Aurora - Cottage Vacation Home - Heated Pool, Ocean View, Organic Garden

Quinta Aurora - Cottage Vacation Home - Heated Pool, Ocean View, 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 €373
includes taxes & fees
22 Oct - 23 Oct
Quinta Aurora - Cottage Vacation Home - Heated Pool, Ocean View, Organic Garden
Interior

8. 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 €136
includes taxes & fees
4 Oct - 5 Oct
Home Thomas - Calheta o Conforto na Natureza
A balcony with a potted plant, overlooking a coastal landscape with houses and greenery.

9. Calheta Countryside - Studio with Balcony

Calheta Countryside - Studio with Balcony
Ilha da Madeira
Calheta Countryside - Studio with Balcony
A yellow building with a red-tiled roof and a small balcony.

10. 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 €115
includes taxes & fees
15 Oct - 16 Oct
Calheta Countryside - Studio with Terrace
A room with two windows, a painting, a lamp, and a table with a plant.

11. 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
Holiday Home 'Calheta Beach House T1' with Mountain View, Private Terrace and Wi-Fi
A modern kitchen with a wooden island, white bar stools, and a large window.

12. 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.
Casa Maria Bela – 2-Bedroom with Terrace
A balcony with outdoor seating, a fireplace, and a view of the ocean.

13. 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 €396
includes taxes & fees
30 Oct - 31 Oct
With barbecue and sea view balcony - Palmasol
A modern living room with a flat-screen TV, a white console table, a grey sofa, and a large plant.

14. West of the island - Intelsol Calheta Apartments I

West of the island - Intelsol Calheta Apartments I
Calheta
9.2 out of 10, Wonderful, (9 reviews)
"Beautiful apartment well equipped in a lovely quite area ."
United States
Sharon W.
The price is €636
includes taxes & fees
15 Oct - 16 Oct
West of the island - Intelsol Calheta Apartments I
A hallway with a table, a framed picture on the wall, and a door leading to another room.

15. Apartment 'Casa Gomes' with Sea View, Wi-Fi and Air Conditioning

Apartment 'Casa Gomes' with Sea View, Wi-Fi and Air Conditioning
Calheta
The price is €236
includes taxes & fees
15 Oct - 16 Oct
Apartment 'Casa Gomes' with Sea View, Wi-Fi and Air Conditioning
A residential building with a staircase, a door, and a small balcony with a railing.

16. Apartment 'Casinha Gomes' with Sea View

Apartment 'Casinha Gomes' with Sea View
Calheta
The price is €166
includes taxes & fees
1 Nov - 2 Nov
Apartment 'Casinha Gomes' with Sea View
A bedroom with a bed, pillows, a bedside table, a mirror, and a view of a kitchen and bathroom through a sliding door.

17. Apartment "Calheta Lofts I" with Mountain View, Private Balcony & Wi-Fi

Apartment "Calheta Lofts I" with Mountain View, Private Balcony & Wi-Fi
Lombo Do Doutor
Apartment "Calheta Lofts I" with Mountain View, Private Balcony & Wi-Fi
A swimming pool with a view of a mountainous landscape and a building with a red roof.

18. Suite Bela Vigia 4 Room with Sea View, Wi-Fi, and Air Conditioning

Suite Bela Vigia 4 Room with Sea View, Wi-Fi, and Air Conditioning
Jardim do Mar
Suite Bela Vigia 4 Room with Sea View, Wi-Fi, and Air Conditioning
A narrow alleyway with a stone wall on one side and a building with a red door and potted plants on the other.

19. 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 €388
includes taxes & fees
16 Oct - 17 Oct
Holiday Home 'Do Porto' with Sea View, Balcony and Wi-Fi
A modern living room with a white sofa, a book, and a view of a grassy area and the sea.

20. 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, (27 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 €576
includes taxes & fees
24 Oct - 25 Oct
Felicidade Rocha II - For families, with a pool
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Calheta Hotel Reviews

Calheta Beach - All Inclusive

Calheta Beach - All Inclusive

10/10 Excellent
"Staff were very friendly! Entertainment and food were fabulous. Pool spotless, great to see the manager being there on the complex walking around observing. The bar staff and waiters/waitresses were charming and nothing too much for them. With the facilities, we were disappointed on first day to have no aircon in our room, heard others had same problem with this. We were moved to different room same day but it meant we lost time unpacking and packing again. Overall the stay was so lovely and we would recommend this hotel. We certainly will be returning."
Claire 12-night trip
Posted 4 days ago
Calheta Beach - All Inclusive

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 €261 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. 

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 a coffee 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 320 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?

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 Calheta Beach.

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.