Calheta Vacation Rentals from $144: 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 an electric kettle. 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 House / Villa - Arco da Calheta and Casa Félix, Calheta: Villa with unique view! Private Pool! .

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In two weeks

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Our top choices for Calheta vacation rentals

1. Quinta das Vinhas

Calheta

Simon

$247 nightly

Sep 27 - Sep 28

Total with taxes and fees

2. GuestReady - Casa das Estrelas

Estreito da Calheta

$263 nightly

Sep 9 - Sep 10

Total with taxes and fees

3. 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.

$435 nightly

Sep 11 - Sep 12

Total with taxes and fees

4. Palheiro Jardim by Olá Madeira

Paúl do Mar

Dominic G.

$206 nightly

Sep 14 - Sep 15

Total with taxes and fees

5. Villa Oxy by YOUR KEY

Calheta (Madeira)

$302 nightly

Sep 20 - Sep 21

Total with taxes and fees

6. Calheta Countryside - Studio with Terrace

Ilha da Madeira

Marco C.

$124 nightly

Sep 11 - Sep 12

Total with taxes and fees

7. Casas da Levada

Calheta

Jin-Ah

$302 nightly

Sep 4 - Sep 5

Total with taxes and fees

8. Calheta Countryside - Studio with Balcony

Ilha da Madeira

$120 nightly

Sep 9 - Sep 10

Total with taxes and fees

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Top Calheta Hotel Reviews

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."

SPECIAL OFFER VISIT Madeira FebruaryWarm Pool Gardens terraces comfort

10/10 Excellent

"Encore un grand merci à Sandra pour son accueil, ses conseils et sa disponibilité. Nous avons passé d'excellentes vacances. La maison est vraiment superbe, avec tout le confort, idéalement située pour rayonner sur toute l'île."

Casa Félix, Calheta: Villa with unique view! Private Pool!

10/10 Excellent

"We had an amazing stay at Casa Felix. The property is exactly as shown on the listing and is stunning. It was immaculately clean and very comfortable and well equipped. The master bedroom bed was very comfortable, although quite hard, and there were plentiful towels and good quality bed linen. The outside space is the real wow-factor and allows you to enjoy the spectacular view, which we never tired of looking at. Our check-in process was very smooth, and Celia met us at the property to complete a full hand over. She was very helpful and gave us recommendations for local services we may need. The villa is located at the top of a very steep hill. It is about a 15 minute walk down the hill to the port, but we didn’t attempt the walk back up. On a couple of occasions we got a taxi, but these were hard to find after about 9pm, even at the weekend, and there was no Uber service available. Therefore, most of the time we drove. I would recommend getting the smallest hire-car possible as the road is narrow, precipitous and incredibly twisty, best suited to very experienced drivers. Casa Felix is a stunning property that exceeded our expectations, and we very much enjoyed our time staying there."

Cliff House

10/10 Excellent

"Unser Aufenthalt im Cliff House war einfach unvergesslich. Lieber Nelson, vielen Dank für deine außergewöhnliche Gastfreundschaft! Schon bei unserer Ankunft wurden wir mit frischen Bananen aus deinem Garten und weiteren madeirischen Köstlichkeiten herzlich empfangen. Du warst jederzeit erreichbar, hast uns wertvolle Tipps für unseren Urlaub gegeben und jede Frage freundlich beantwortet.Das Haus ist für eine vierköpfige Familie ideal, zweckmäßig eingerichtet und mit allem ausgestattet, was man für einen entspannten Urlaub braucht. Das absolute Highlight ist jedoch die atemberaubende Aussicht. Wir konnten regelmäßig Delfine und sogar einmal Wale direkt von der Küche aus beobachten. Jeden Abend wurden wir mit traumhaften Sonnenuntergängen verwöhnt – ein Anblick, den wir nie vergessen werden.Der liebevoll angelegte Garten lädt zum Entspannen ein und der Gemeinschaftspool, den sich nur drei Häuser teilen, war jederzeit angenehm nutzbar.Wir haben zwei wundervolle Wochen im Cliff House verbracht und waren wirklich traurig, diesen besonderen Ort wieder verlassen zu müssen. Wer Madeira von seiner schönsten Seite erleben möchte, ist hier genau richtig. Wir kommen sehr gerne wieder!"

Villa ElDoMar Heated Pool and Barbecue

10/10 Excellent

"Beautiful house and really good in communication during our stay. The view vom all rooms is breathtaking und the pool was perfect to jump in after a day out! The kitchen has almost all you need! Just a a little add on. The communication before our stay was a little challenge, which definitely should be improved. I did not receive any answers for weeks on my message during FeWo even contacting FeWe support didn’t help. The answer came serval days later."

Boutique Hotel Jardim do Mar

8/10 Good

"We stayed here for two nights in Jardim do Mar and overall had a pleasant experience. The hotel is in a very pretty location, set in a quaint little square and not far from the beach, which was lovely. The hotel itself is fairly modern and comfortable. The only downside was on the second night when we noticed some small insects in the room that had shed their wings, and a few were in the bed, which was a bit off-putting. That said, the staff were very friendly and helpful, and they all spoke good English, which made everything easy. Overall, despite the minor issue, it was an enjoyable stay"

Price trends for vacation rentals in Calheta

Less expensive	More expensive	This month	Next month
May	July	$169	$212

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 $144 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.

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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 an electric kettle. 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 House / Villa - Arco da Calheta and Casa Félix, Calheta: Villa with unique view! Private Pool!.

How many vacation rentals are there in Calheta?

With 314 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?

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 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

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Check prices for these dates

Our top choices for Calheta vacation rentals

1. Quinta das Vinhas

2. GuestReady - Casa das Estrelas

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

4. Palheiro Jardim by Olá Madeira

5. Villa Oxy by YOUR KEY

6. Calheta Countryside - Studio with Terrace

7. Casas da Levada

8. Calheta Countryside - Studio with Balcony

9. Home Thomas - Calheta o Conforto na Natureza

10. Casa Mozart I

11. In the west - Intelsol Calheta Apartments II

12. Casa Maria Bela – 2-Bedroom with Terrace

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

14. Relax Garden House – Tranquility & Comfort

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

16. Pool and sea view - Calheta Victory View

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

18. Holiday Home 'Mother's House' with Sea View, Private Terrace and Wi-Fi

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

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

Find vacation rentals that suit your style

Top Calheta Hotel Reviews

Quinta Pereira ... beautiful panoramic views and ocean sunsets

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

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