Calheta Vacation Rentals

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Vacation Rentals in Calheta

Villa Tomito, Arco da Calheta

9.4 out of 10, Exceptional, (37)
"We had a great time at a great place"
Villa Tomito, Arco da Calheta

GuestReady - Peaceful Paradise in Madeira

8.0 out of 10, Very good, (3)
": Amount of space, spacious large house. And two toilets ❤️"
GuestReady - Peaceful Paradise in Madeira

Quinta das Vinhas

3.0 star property
9.2 out of 10, Wonderful, (55)
"Lovely location. Beautiful views and excellent food. I highly recommend it."
The price is CA $301
CA $320 total
includes taxes & fees
Sep 18 - Sep 19
Quinta das Vinhas

Casa da Achada in Arco da Calheta

8.4 out of 10, Very good, (10)
Casa da Achada in Arco da Calheta

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

10.0 out of 10, Exceptional, (134)
"This is the second time I have stayed at this property and I loved every minute! You get the sun for most of the day and the outdoor space is just beautiful. Everything is spotlessly clean, the hosts are wonderful and helpful and I can't wait to visit again!You definitely need a car to visit this location and the drive is better for experienced drivers. The beds are slightly too firm for my preference but each to their own. This place is magic, I hope to be able to visit for years to come!"
Casa Félix, Calheta: Villa with unique view! Private Pool!

Casas da Levada

9.6 out of 10, Exceptional, (14)
"Very nice place, clean and cosy little house. Well equipped, very friendly and helpful owner. Highly recommend."
The price is CA $355
CA $376 total
includes taxes & fees
Oct 1 - Oct 2
Casas da Levada

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

9.6 out of 10, Exceptional, (108)
"Great location, lovely villa, friendly village, ideal for the local walks."
Luxury villa by the sea with private pool, terrace and sea view

Cantinho da Calçada Near Same Hiking (with nice view, heat & air-condition)

10.0 out of 10, Exceptional, (27)
"Everything perfect, very clean, very kind owners, really good choice!"
Cantinho da Calçada Near Same Hiking (with nice view, heat & air-condition)

Secluded Sunset Villa on Cliff & 180° Ocean Views

9.8 out of 10, Exceptional, (72)
"This place is a slice of heaven. Do yourself a favor and stay here. We loved it."
Secluded Sunset Villa on Cliff & 180° Ocean Views

3 bedroom villa and pool, Jardim do Mar, breathtaking view

9.8 out of 10, Exceptional, (65)
"The house is located in a small charming fishing village. The view of the ocean below is spectacular! We went with another couple for 8 nights and the home was very comfortable. We would highly recommend it!"
3 bedroom villa and pool, Jardim do Mar, breathtaking view

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

9.4 out of 10, Exceptional, (109)
"Alberto and Maria were incredible and very friendly hosts. The House is perfect for a relaxed holiday and we really enjoyed the pool and the amazing view. We really recommend this accommondation and are planning to visit again."
Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views

Madeira vacation home with beautiful sea views

Madeira vacation home with beautiful sea views

Beautiful mountain & sea view, on-site massage service, private pool, games room

9.8 out of 10, Exceptional, (18)
"Pool with a view, flexible and nice owners, they live on the highest floor but that’s no problem at all, good communication, nice walks and beaches in the neighbourhood. We’d definitely come back !"
Beautiful mountain & sea view, on-site massage service, private pool, games room

Holiday house Fajã da Ovelha for 1 - 2 persons with 2 bedrooms - Holiday house

8.6 out of 10, Excellent, (4)
"Beautiful location. Amazing views for the sunset! Peaceful."
The price is CA $154
CA $154 total
includes taxes & fees
Oct 3 - Oct 4
Holiday house Fajã da Ovelha for 1 - 2 persons with 2 bedrooms - Holiday house

Beautiful large detached property heated pool close to the village of Calheta

10.0 out of 10, Exceptional, (42)
"Gorgeous home"
Beautiful large detached property heated pool close to the village of Calheta

60 sqm apartment with 2 bedrooms and fantastic sea views

10.0 out of 10, Exceptional, (55)
"The apartment is amazing. Nice location, quiet, proximity to all amenities and central location on the island. We had an amazing stay and the host, Alberto, has been really helpful, accommodating and kind. Would definitely recommend! Thank you!"
60 sqm apartment with 2 bedrooms and fantastic sea views

Cliff House

10.0 out of 10, Exceptional, (4)
Cliff House

Home for Nature Tourism, Madeira Island LAURISHOUSE, Nature and Sea

9.6 out of 10, Exceptional, (75)
"Amazing, beautiful house, gardens and pool, everything you need in a quiet safe and peaceful area. The owner couldn't have been more helpful and friendly, truly fantastic experience. Highly recommended."
Home for Nature Tourism, Madeira Island LAURISHOUSE, Nature and Sea

sea view everywhere in the house

9.8 out of 10, Exceptional, (71)
"Really lovely house"
sea view everywhere in the house

Country House in Fajã da Ovelha - Casa da Raposeira

10.0 out of 10, Exceptional, (2)
"Great Place To Stay. Good value for money. Very clean. Quiet neighbourhood (except barking dogs). You definitely need a car to get around. Staff was helpful and friendly. Would come here again anytime again!"
The price is CA $769
CA $991 total
includes taxes & fees
Sep 5 - Sep 6
Country House in Fajã da Ovelha - Casa da Raposeira
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

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Calheta vacation rentals we have selected for you start as low as CA $154 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 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. 

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 an espresso 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 Madeira vacation home with beautiful sea views and Villa Tomito, Arco da Calheta.

How many vacation rentals are there in Calheta?

With 367 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.