Calheta Vacation Rentals from $387: 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 kitchenware. 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 Home for Nature Tourism, Madeira Island LAURISHOUSE, Nature and Sea and Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views .

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Our top choices for Calheta vacation rentals

Casas da Levada

Calheta

Grzegorz

Quinta das Vinhas

Calheta

Ian

$164 nightly

Jan 15 - Jan 16

Total with taxes and fees

Casa Ribeirinho by Madeira Real

Calheta (Madeira)

$114 nightly

Jan 19 - Jan 20

Total with taxes and fees

2 bedrooms, iron/ironing board, WiFi, bed sheets

Country House in Fajã da Ovelha - Casa da Raposeira

Fajã da Ovelha

Bernd S.

$284 nightly

Jan 19 - Jan 20

Total with taxes and fees

Felicidade Rocha II - For families, with a pool

Ponta do Pargo

Thomas M.

$372 nightly

Jan 23 - Jan 24

Total with taxes and fees

Relax Garden House – Tranquility & Comfort

Arco da Calheta

"We booked the house Relax Garden House through An Island Apart. Everything went very smoothly and professionally. Clear and well organised information was sent on time via SMS, WhatsApp and email. Everything was very clear, and there was always a contact person available. If you miss anything at your location, they arrange it for you the very same day. In our case, this meant two electric heaters for the cool and humid evenings at the end of December. Very well organised, with friendly and...

Niek B.

$305 nightly

Jan 19 - Jan 20

Total with taxes and fees

West of the island - Intelsol Calheta Apartments I

Calheta

Sharon W.

$252 nightly

Jan 15 - Jan 16

Total with taxes and fees

Calheta Countryside - Studio with Terrace

Ilha da Madeira

Marco C.

$120 nightly

Jan 19 - Jan 20

Total with taxes and fees

Calheta Hills III – Modern Retreat with Sea View

Estrela da Calheta

Miguel G.

$228 nightly

Jan 31 - Feb 1

Total with taxes and fees

A haven for family holidays, Quinta da Fonte

Estreito da Calheta

Mathilde B.

$266 nightly

Jan 15 - Jan 16

Total with taxes and fees

Calheta Countryside - Studio with Balcony

Ilha da Madeira

$120 nightly

Jan 19 - Jan 20

Total with taxes and fees

Felicidade Rocha I, for families, with a pool.

Ponta do Pargo

Bernhard M.

$392 nightly

Jan 27 - Jan 28

Total with taxes and fees

GuestReady - A marvellous stay in Calheta

Calheta

Gabriele R.

$226 nightly

Jan 16 - Jan 17

Total with taxes and fees

Discover Magical Calheta

Calheta

$145 nightly

Jan 19 - Jan 20

Total with taxes and fees

Casa do Pombal, a Home in Madeira

Arco da Calheta

Amelia G.

$530 nightly

Jan 15 - Jan 16

Total with taxes and fees

Holiday Home "Villa Camacho iv - Mansion House" with Sea View, Pool & Wi-Fi

Arco da Calheta

$1,420 nightly

Jan 27 - Jan 28

Total with taxes and fees

GuestReady - Restful Getaway in Madeira

Calheta

"The place was fantastic however GuestReady was terrible! I spent hours on this booking and long story later I was promised the checkin information would be sent to us before we arrived. Stressfully, it didn't and if it hadn't been that we caught the cleaners as they were leaving we would have had to get a hotel for the first night. So many thanks to the cleaners who knew nothing about us and gave us the keys but as to the management (who collect a good fee to take care of the bookings) we were...

John S.

$273 nightly

Jan 22 - Jan 23

Total with taxes and fees

Vale dos Amores, a Home in Madeira

Estrela da Calheta

Agnes

$303 nightly

Jan 19 - Jan 20

Total with taxes and fees

Villa Lilian - Three Bedroom House, Sleeps 6

Arco Da Calheta

Annika

$431 nightly

Jan 21 - Jan 22

Total with taxes and fees

Calheta Hills I – With pool and sea view

Calheta

Norma P.

$295 nightly

Jan 21 - Jan 22

Total with taxes and fees

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Top Calheta Hotel Reviews

Socalco Nature Calheta

10/10 Excellent

"Without a doubt Calhetas best place to stay and eat. Small boutique hotel with high quality food, service, rooms/ houses and a cliff top location second to none. Staff provide attentive but not obtrusive service. Really lovely place to stay. Imagine sitting amidst the vines, fruit veg and flower garden by the lavender edged pool watching the sunset with wine from their own vines before sampling their Michelin type taster menu. Yep that’s Socalco. "

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

10/10 Excellent

"Casa Felix is an absolutely amazing property!!! Celia was very helpful and very accommodating. The pool and view of the Atlantic ocean is incredible. Celia even brought us fresh huevos to welcome us….would love to come back. Obrigado Celia until next time."

Calheta Beach - All Inclusive

10/10 Excellent

"We had a wonderful time here and can’t wait to go back! We spent 5 days here as part of our honeymoon and loved it. We spent our mornings out on tours and the hotel packed lunches for us to take with, and our afternoon by the pool sipping sangria. Can’t go wrong with that! It’s a very small resort but it made it that much better - laid back, quiet, good selection of food options for me that were gluten free, and friendly staff "

Boutique Hotel Jardim do Mar

10/10 Excellent

"Lovely time spent here. 4 nights. Super friendly staff. Very easy-going vibe. Rooms were quite small and did not have AC but were clean and simple enough. Overall very happy with the hotel and the small “parish” Jardim do Mar. super cute little town. Takes 15 mins to walk around the whole village. "

Luxury villa by the sea with private pool, terrace and sea view

10/10 Excellent

"The house is in a rural location and the views of the Atlantic are breathtaking. If you want to relax in peaceful surroundings, this is the place for you! Inside the house, the décor and furniture are traditional but there’s everything you need for a comfortable stay. The air conditioning in the bedrooms was very effective, ensuring we slept well despite the high humidity. Furthermore, the kitchen is very well equipped and there are three bathrooms, each with a shower, which is incredibly convenient if you're staying as a larger group. We also found the house to be very clean throughout. The terrace and pool area are a real bonus. There's plenty of space and we spent a lot of time outside, making the most of the weather. Without a doubt, the terrace and pool area are the perfect place to spend your time.Our host, Emanuel, was communicative and friendly throughout our stay. Nothing seemed to be too much trouble for him and he was genuinely interested in our stay at his house. It really was a pleasure to meet him. If you're looking for a comfortable house in a rural Madeiran setting, my friends and I would recommend it without hesitation. For the price, you needn’t look any further!"

Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views

10/10 Excellent

"Villa was clean and comfortable and in a great location with an amazing view. The pool was lovely and one of the best we’ve had for cleanliness and not being too strong with chemicals. Alberto was super helpful and nothing was too much trouble and we will definitely be returning to this villa on our next trip to Madeira, highly recommended."

Price trends for vacation rentals in Calheta

Less expensive	More expensive	This month	Next month
February	December	$176	$139

Month	Price
January	$176
February	$139
March	$165
April	$161
May	$157
June	$185
July	$164
August	$169
September	$145
October	$142
November	$191
December	$205

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 $387 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 close to popular local attractions in Calheta, or you can choose a more remote option if you want 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 kitchenware. 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 Home for Nature Tourism, Madeira Island LAURISHOUSE, Nature and Sea and Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views.

How many vacation rentals are there in Calheta?

With 342 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

Casas da Levada

Quinta das Vinhas

Casa Ribeirinho by Madeira Real

Country House in Fajã da Ovelha - Casa da Raposeira

Felicidade Rocha II - For families, with a pool

Relax Garden House – Tranquility & Comfort

West of the island - Intelsol Calheta Apartments I

Calheta Countryside - Studio with Terrace

Calheta Hills III – Modern Retreat with Sea View

A haven for family holidays, Quinta da Fonte

Calheta Countryside - Studio with Balcony

Felicidade Rocha I, for families, with a pool.

GuestReady - A marvellous stay in Calheta

Discover Magical Calheta

Casa do Pombal, a Home in Madeira

Holiday Home "Villa Camacho iv - Mansion House" with Sea View, Pool & Wi-Fi

GuestReady - Restful Getaway in Madeira

Vale dos Amores, a Home in Madeira

Villa Lilian - Three Bedroom House, Sleeps 6

Calheta Hills I – With pool and sea view

Find vacation rentals that suit your style

Top Calheta Hotel Reviews

Socalco Nature Calheta

Price trends for vacation rentals in Calheta

Find out more about Calheta

Explore a world of travel with Expedia

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Frequently asked questions

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