Calheta Vacation Rentals from $202: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Calheta?

Casas da Levada : Visitors give good reviews to this Calheta vacation home rental, which is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill 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 yard so you can immerse yourself in your vacation. Other favorite homes for rent in Calheta are Casa Félix, Calheta: Villa with unique view! Private Pool! and Villa Tomito, Arco da Calheta .

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Calheta vacation rentals

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

1. Quinta das Vinhas

Calheta

Simon

$190 nightly

Oct 26 - Oct 27

Total with taxes and fees

A clear blue pool with a view of the ocean.

2. Casas da Levada

Calheta

Jin-Ah

$208 nightly

Nov 3 - Nov 4

Total with taxes and fees

A modern building with a long swimming pool, a grassy deck, and a view of the ocean.

3. Casa Mozart I

Estreito da Calheta

Cole V.

$339 nightly

Oct 29 - Oct 30

Total with taxes and fees

A balcony with a view of the sea, a railing, and a building entrance.

4. GuestReady - Casa das Estrelas

Estreito da Calheta

$222 nightly

Oct 20 - Oct 21

Total with taxes and fees

A room with two windows, a painting, a lamp, and a table with a plant.

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

Lombo Do Doutor

"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."

Anonymous traveler

$280 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

Estrela da Calheta

$46 nightly

Oct 29 - Oct 30

Total with taxes and fees

A balcony with outdoor seating, a fireplace, and a view of the ocean.

7. With barbecue and sea view balcony - Palmasol

Estrela da Calheta

"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...

Chris S.

$443 nightly

Oct 30 - Oct 31

Total with taxes and fees

8. Home Thomas - Calheta o Conforto na Natureza

Lombada dos Marinheiros

Pierre A.

$148 nightly

Oct 19 - Oct 20

Total with taxes and fees

A swimming pool, outdoor seating, a stone house, and a view of the sea.

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

Estreito da Calheta

"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...

Nic W.

$410 nightly

Oct 22 - Oct 23

Total with taxes and fees

An infinity pool with clear blue water and a view of the ocean.

10. Calheta Hills I – With pool and sea view

Calheta

erin p.

$494 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with a wooden island, white bar stools, and a large window.

11. Casa Maria Bela – 2-Bedroom with Terrace

Arco da Calheta

margreth K.

$359 nightly

Oct 23 - Oct 24

Total with taxes and fees

A compact kitchen with modern appliances, a dining area with a table set for two, and a cozy living space with a sofa.

12. Apartment 'Casinha Gomes' with Sea View

Calheta

$181 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern living room with a flat-screen TV, a white console table, a grey sofa, and a large plant.

13. West of the island - Intelsol Calheta Apartments I

Calheta

Sharon W.

$417 nightly

Nov 13 - Nov 14

Total with taxes and fees

A modern living room with a grey sofa, a dining area with a table and chairs, and a kitchen with white cabinets and appliances.

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

Calheta

$197 nightly

Nov 1 - Nov 2

Total with taxes and fees

A balcony with a potted plant, overlooking a coastal landscape with houses and greenery.

15. Calheta Countryside - Studio with Balcony

Ilha da Madeira

$115 nightly

Oct 17 - Oct 18

Total with taxes and fees

A modern living room with a sofa, TV, and coffee table. A kitchen is visible in the background.

16. Relax Garden House – Tranquility & Comfort

Arco da Calheta

Michel B.

$562 nightly

Oct 31 - Nov 1

Total with taxes and fees

A lush garden with a wooden bridge, a rope ladder, and a variety of tropical plants.

17. Casa Belo Jardim - Studio with garden

Arco da Calheta

$431 nightly

Oct 31 - Nov 1

Total with taxes and fees

18. Calheta Hills III – Modern Retreat with Sea View

Estrela da Calheta

Christopher U.

$563 nightly

Nov 6 - Nov 7

Total with taxes and fees

A room with a bed, a chair, a wicker basket, and a hanging light fixture.

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

Lombo Do Doutor

Anonymous traveler

$347 nightly

Nov 2 - Nov 3

Total with taxes and fees

A playground with a slide, surrounded by lush greenery and flowering plants.

20. Room 'Suite Vigia Jardim' with Sea View, Wi-Fi and Air Conditioning

Jardim do Mar

$250 nightly

Nov 1 - Nov 2

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Villas

Apartments

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

Hotel Jardim Atlantico

8/10 Good

"Great stay and right at start of PR19 trail..2300 steps down to ocean. Only challenge was parking..but it was available with a 8min walk."

Beautiful large property with private heated pool

10/10 Excellent

"The property was comfortable and peaceful with sea views, and well-located for levada walks. We mostly stayed in of an evening, rather than eating out, to enjoy the ambience. Access was steep, so if hiring a car, we would recommend taking account of that. The pool was a little cooler than we are used to, but was fine in the daytime early October sunshine. We would book it again."

Calheta Beach - All Inclusive

8/10 Good

"When we checked in the room we were given had a broken door so we were moved to another room. The room we were changed to was not the same as what we paid for. We paid for a double sea view and had a corner view instead. We made the best of it. We enjoyed our stay and the nightly entertainment. The buffet had a different theme each night which was nice. The poor area was clean and had plenty of lounge chairs. The beach and ocean are right there with lounge chairs and umbrellas. There are 2 onsite restaurants which are included with your stay. We only ate at one of them and the food was very good. The resort is very family friendly and has a lot of amenities geared to the children. We enjoyed our stay and highly recommend it."

SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort

10/10 Excellent

"This villa was everything and more than we could have wished for. Sandra met us on arrival to show us round and continued to communicate well throughout our stay. The villa it self was extremely clean and the facilities there is everything you need for the perfect stay. The highlight for us was the outdoor kitchen bbq area where we spend most of our time in the evenings and when we weren’t out seeing the sights. The pool was perfect for cooling off in the hot afternoons. The views are absolutely perfect and the area is very quiet. The marina is only a short drive away which is nice for evening strolls and has some wonderful restaurants to dine in. We found it to be the perfect location for our holiday in Madeira. We would highly recommend a stay here and would definitely want to stay here again in the future."

Quinta Pereira ... beautiful panoramic views and ocean sunsets

10/10 Excellent

"We had an amazing stay at Quinta Pereira, which is beautifully positioned in a peaceful spot commanding amazing views of the coastline. The property has multiple areas to sit in the gardens and enjoy the views and offers lots of different ways to keep guests entertained, from pool and table football through to the piano (a very welcome surprise), board games and even an XBOX (latest model, which our 17yo managed to leave alone for once, thrashing us at table football instead!). A hire car is essential as the area's very hilly and we'd recommend a small car or an SUV - our saloon estate was too long and low to clear the bump at the gate and park on the drive - but Wendy was only too happy for us to use the parking space by the road.Walking the levadas and a trip to the lava pools of Porto Moniz were real highlights, as were the Sunshine Pub & Grill and Restaurante O Forno.Wendy was a really responsive host and we'd have no hesitation in returning to this tranquil spot, or recommending to others."

ANGEL'S SUNSET T2 ESTRITO DA CALHETA

10/10 Excellent

"Had mostly everything that we needed. Clean and comfortable and with good facilities including designated parking.The only things I would like to see added:1. A kettle - us Brits like a cup of tea and some of us even like instant coffee.2. Fans for the bedrooms. As they don't have windows it can get stuffy and hot overnight.Our host, Elisabete, was wonderful. Gave us some welcome gifts and advice on where to go and what to do.Be aware that this is a set of 4 apartments that share the outdoor facilities. I didn't cotton onto that when I booked."

House / Villa - Arco da Calheta

8/10 Good

"Sehr gute Unterkunft und vor allem die perfekte Lage ( 5 Minuten und du bist am Strand). Das Haus wie beschrieben, sauber, mit allem notwendigen ausgestattet. Sehr große Terrase mit dem Blick auf die Atlantik. Die Kommunikation lief reibungslos, die Betreuung vor Ort ebenfalls. Viele Dank dafür. Was das Parken angeht, ist generell auf Madeira eine Herausforderung, da die Straßen sehr eng und steil sind, aber machbar. Ein Tipp für den Strand. Wir haben uns für den Strand, wo meistens die Einheimische sind, entschieden. Im Navi einfach Ficus Julia im Madalena do Mar angeben. Der ist zwar steinig, aber mit einem kristall sauberem Wasser und nicht überfüllt wie in Calheta (außer am WE), mit einem großen kostenlosen Parkplatz. Da kann man sich nach dem Schwimmer einen Hotdog oder Hamburger (wirklich zu empfehlen, ist groß, lecker und macht einen richtig satt) holen. Fazit: Preis -Leistungs Verhätnis stimmt. Ich würde die Unterkunft auf jeden Fall weiter empfehlen."

Price trends for vacation rentals in Calheta

Less expensive	More expensive	This month	Next month
May	July	$212	$168

Month	Price
January	$191
February	$152
March	$150
April	$148
May	$135
June	$230
July	$235
August	$232
September	$169
October	$212
November	$168
December	$151

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Calheta. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Calheta

Everything you need to know about Calheta vacation rentals

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

Calheta vacation 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 low season months. For more hustle and bustle, you may prefer to visit Calheta in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $202 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Calheta rentals

At Expedia, we put the best Calheta vacation 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 vacation.

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 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?

Casas da Levada: Visitors give good reviews to this Calheta vacation home rental, which is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill 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 yard so you can immerse yourself in your vacation. Other favorite homes for rent in Calheta are Casa Félix, Calheta: Villa with unique view! Private Pool! and Villa Tomito, Arco da Calheta.

How many vacation rentals are there in Calheta?

With 320 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 Calheta Beach.

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.

Calheta Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Calheta vacation rentals

1. Quinta das Vinhas

2. Casas da Levada

3. Casa Mozart I

4. GuestReady - Casa das Estrelas

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

6. Private room with en-suite and private access

7. With barbecue and sea view balcony - Palmasol

8. Home Thomas - Calheta o Conforto na Natureza

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

10. Calheta Hills I – With pool and sea view

11. Casa Maria Bela – 2-Bedroom with Terrace

12. Apartment 'Casinha Gomes' with Sea View

13. West of the island - Intelsol Calheta Apartments I

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

15. Calheta Countryside - Studio with Balcony

16. Relax Garden House – Tranquility & Comfort

17. Casa Belo Jardim - Studio with garden

18. Calheta Hills III – Modern Retreat with Sea View

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

20. Room 'Suite Vigia Jardim' with Sea View, Wi-Fi and Air Conditioning

Find vacation rentals that suit your style

Top Calheta Hotel Reviews

Hotel Jardim Atlantico

Price trends for vacation rentals in Calheta

Find out more about Calheta

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app