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

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Our top choices for Calheta holiday rentals

1. 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 £144
includes taxes & fees
3 Nov - 4 Nov
Casas da Levada

2. Calheta Hills I – With pool and sea view

Calheta Hills I – With pool and sea view
Calheta
10.0 out of 10, Exceptional, (3 reviews)
"The view, apartment, and property were all amazing! Some kitchen things broke when we tried to use them but we worked around that and I imagine they will be replaced with better quality things. "
United States
erin p.
The price is £308
includes taxes & fees
8 Nov - 9 Nov
Calheta Hills I – With pool and sea view

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 £285
includes taxes & fees
25 Nov - 26 Nov
Villa ElDoMar Heated Pool and Barbecue

4. 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 £221
includes taxes & fees
7 Nov - 8 Nov
With barbecue and sea view balcony - Palmasol

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.
Casa Mozart I

6. Calheta Hills III – Modern Retreat with Sea View

Calheta Hills III – Modern Retreat with Sea View
Estrela da Calheta
10.0 out of 10, Exceptional, (2 reviews)
"Sehr schöne Wohnung. Würde Sie jederzeit wieder buchen. Die Aussicht ist ein Traum. Die Ausstattung sehr hochwertig."
Germany
Christopher U.
The price is £238
includes taxes & fees
6 Nov - 7 Nov
Calheta Hills III – Modern Retreat with Sea View

7. Calheta Hills V – Sea View and Pool in Calheta

Calheta Hills V – Sea View and Pool in Calheta
Estrela da Calheta
The price is £180
includes taxes & fees
7 Nov - 8 Nov
Calheta Hills V – Sea View and Pool in Calheta

8. Palmasol II – Peaceful, Spacious 3-Bed in Calheta

Palmasol II – Peaceful, Spacious 3-Bed in Calheta
Estrela da Calheta
The price is £316
includes taxes & fees
1 Nov - 2 Nov
Palmasol II – Peaceful, Spacious 3-Bed in Calheta

9. Private room with en-suite and private access

Private room with en-suite and private access
Estrela da Calheta
The price is £35
includes taxes & fees
2 Nov - 3 Nov
Private room with en-suite and private access

10. Casa Belo Jardim - Studio with garden

Casa Belo Jardim - Studio with garden
Arco da Calheta
The price is £249
includes taxes & fees
1 Nov - 2 Nov
Casa Belo Jardim - Studio with garden

11. 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 £376
includes taxes & fees
13 Nov - 14 Nov
West of the island - Intelsol Calheta Apartments I

12. Calheta Hills IV – Apartment with Sea View

Calheta Hills IV – Apartment with Sea View
Estrela da Calheta
10.0 out of 10, Exceptional, (1 review)
"Tolle Lage, Ausblick auf‘s Meer, perfekt ausgestattet, Zwischenreinigung, alles sauber - sehr gerne wieder! :-)"
United States
Giada P.
The price is £268
includes taxes & fees
30 Nov - 1 Dec
Calheta Hills IV – Apartment with Sea View

13. Casa Fábrica da Manteiga - Historic house

Casa Fábrica da Manteiga - Historic house
Arco da Calheta
The price is £326
includes taxes & fees
1 Nov - 2 Nov
Casa Fábrica da Manteiga - Historic house

14. 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 £325
includes taxes & fees
1 Nov - 2 Nov
Relax Garden House – Tranquility & Comfort

15. Apartment 'Casinha Gomes' with Sea View

Apartment 'Casinha Gomes' with Sea View
Calheta
The price is £130
includes taxes & fees
20 Nov - 21 Nov
Apartment 'Casinha Gomes' with Sea View

16. Apartment 'Morning Glory 2 Bedroom' with Sea View, Shared Pool and Wi-Fi

Apartment 'Morning Glory 2 Bedroom' with Sea View, Shared Pool and Wi-Fi
Calheta
The price is £346
includes taxes & fees
1 Dec - 2 Dec
Apartment 'Morning Glory 2 Bedroom' with Sea View, Shared Pool and Wi-Fi

17. Antiga Fábrica da Manteiga – Traditional House

Antiga Fábrica da Manteiga – Traditional House
Arco da Calheta
10.0 out of 10, Exceptional, (2 reviews)
"Wir hatten als Familie mit drei kleinen Kindern eine fantastische Zeit in der Unterkunft! Der Garten ist wunderschön und die Liebe zum Detail im Haus und drum herum ist großartig. Wir sind sehr froh, dass wir uns für diese Unterkunft entschieden haben."
Germany
Stephanie H.
The price is £412
includes taxes & fees
1 Nov - 2 Nov
Antiga Fábrica da Manteiga – Traditional House

18. Calheta Countryside - Studio with Balcony

Calheta Countryside - Studio with Balcony
Ilha da Madeira
The price is £77
includes taxes & fees
14 Nov - 15 Nov
Calheta Countryside - Studio with Balcony

19. 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
The price is £185
includes taxes & fees
1 Dec - 2 Dec
Apartment "Calheta Lofts I" with Mountain View, Private Balcony & Wi-Fi

20. Apartment "Calheta Lofts II" with Mountain View, Private Balcony & Wi-Fi

Apartment "Calheta Lofts II" with Mountain View, Private Balcony & Wi-Fi
Lombo Do Doutor
The price is £97
includes taxes & fees
12 Nov - 13 Nov
Apartment "Calheta Lofts II" with Mountain View, Private Balcony & Wi-Fi
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 £144 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. 

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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.