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House holiday rentals in Calheta

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Popular amenities for house rentals in Calheta

House rentals with a pool

Guest favourite
Home in Prazeres
5 out of 5 average rating, 16 reviews

Villa Serenity by Rentallido

ShamisRating, 5 stars2 weeks ago
Absolutely 💯 Amazing host & property
Guest favourite
Home in Santa Cruz
4.93 out of 5 average rating, 248 reviews

House of Christ the King

KellyRating, 5 stars1 week ago
What a wonderful place to stay and for us perfect location to explore beautiful Madeira. 6 of us stayed for 1 week, the accommodation was perfect with various areas to spread out. We spent most of our evenings around the pool side, playing games and soaking up the views. The home has everything a family would need to enjoy your stay. Local shops, cafes and restaurants 10min walk up hill. Fully recommend if you are able to take a 1 day jeep tour of the island as Madeira has some spectacular scenery, valleys, mountains, villages and locations to explore. Contact with the host was effortless and always quick with responding. We loved our stay.
Top guest favourite
Home in Arco da Calheta
5 out of 5 average rating, 18 reviews

Vila Bela

MauroRating, 5 stars2 weeks ago
Everything was perfect! The host was super friendly. Check-in was smooth and welcoming, the place was clean and exactly as described. When we had a small issue, the host responded quickly and solved it right away. Check-out was just as easy. Would definitely stay again!
Guest favourite
Home in Calheta
4.94 out of 5 average rating, 178 reviews

Casa Cro | Ocean View

JesseRating, 5 stars2 weeks ago
This place is awesome! Elvio is the best host. Clear instructions and directions (it’s a tricky place to find) but his instructions were perfect. The pool is private and a good home base after lots of hiking. We recommend hiking as early as possible and going back to enjoy the pool later. The restaurant up the mountain from the house is amazing (Calheta Green). And a recommendation from the host. Love this place!
Guest favourite
Home in Campanário
5 out of 5 average rating, 21 reviews

Villas Calhau da Lapa 10

DanielleRating, 5 stars3 weeks ago
Such an amazing space! Our family highly enjoyed our stay. The home is more beautiful than the pictures. The pool was lovely and the location was great for hiking as well as trips to Funchal. We would love to come back again!
Guest favourite
Home in Ponta do Sol
4.9 out of 5 average rating, 140 reviews

Kombi Studio(private pool) by STAY Madeira Island

LauranneRating, 5 stars1 month ago
The space was beautiful. We loved the decor and the large doors that brought brightness with a view of the beautiful courtyard with the pool. We were very well received by a very good host. What a nice touch! Susana also gave us several restaurant recommendations and the communication was excellent. It took 8 minutes to get to the city center. We found all the essentials to cook well. The accommodation was clean, but I can't ignore the shower. There was mold and personally, despite the scent that had been added, I found the smell of dampness and mold unpleasant. Everything else was impeccable!
Guest favourite
Home in Arco da Calheta
4.95 out of 5 average rating, 85 reviews

Villa Panorama - Luxury Villa with Jacuzzi-Calheta

FelipeRating, 5 stars2 months ago
Villa Panorama is an amazing place to relax and to visit Madeira. The photos reflect well, is very comfortable place, views to the ocean are stunning, and equiped with everything you need. For a family of five, as we are, it was perfect experience. Location, while a little far from Funchal, is well connected and great to visit the multiple amazing locations of the island. There are groceries close by, even in Sunday we could find open places at 6 min from the Villa. Especially great are the hosts. Rui and João Carlos are extremely responsive and friendly, and they make everything easy and well organised. We would definitively come back again and we highly recommend Villa Panorama without doubt.
Guest favourite
Home in Ponta do Sol
4.92 out of 5 average rating, 168 reviews

Casa do Lado

RobinRating, 5 stars3 weeks ago
We loved our two weeks at this location. Superb views over the ocean and the surroundings. All we needed in the house was present and clean. Very peaceful neighbourhood (although we were a little unlucky to have roadworks ongoing). Amazing private pool (with an extra bathroom)! Carolina was super friendly and always available for questions. Would love to stay here again in the future. Highly recommended!!

Weekly house rentals

Superhost
Home in Calheta
4.83 out of 5 average rating, 41 reviews

Casa Dos Velhos

AmandineRating, 5 stars2 weeks ago
Very well decorated accommodation matches the photos. Hosts are extremely responsive and caring. If you have a note, you can be sure that they will do their best to resolve this. Small downside on the kennel which is certainly across the valley as dogs bark. But it remains punctual about 3-4 times a day for 10 minutes, it's not continuous (at feeding time?). There are also lots of animals that come every day (a thousand paws and we had a few cockroaches). However, the apartment was very clean when we arrived. I think they get in because there's a space between the doors and the floor. A joint could be helpful. But it's easy to put outside with a raclette and it's the countryside, it's understandable. Apart from these small downsides we loved our accommodation and recommend it hence the 5 stars!
Top guest favourite
Home in Calheta
4.98 out of 5 average rating, 80 reviews

Zeza´s Garden

MarleenRating, 5 stars1 month ago
This place is very nice! It has a beautiful view, on a quiet street with a lots of privacy. Inside was bigger than we expected and very cosy. It has everything you need and we really felt at home and relaxed. There is a steep but short walk directly to the center, with some good restaurants and a grocery store. Zeza is very responsive, enthusiastic and friendly. If we go back to Madeira, we will come back!
Guest favourite
Home in Fajã da Ovelha
4.86 out of 5 average rating, 28 reviews

The House of Passion

IrisRating, 5 stars2 weeks ago
We were very satisfied and felt extremely comfortable. The view from the bedroom and balcony is a dream. The house is really big, the kitchen is very well equipped and you have a lot of privacy. Yamila is friendly and always available. We will be happy to come back!
Superhost
Home in Estreito da Calheta
4.86 out of 5 average rating, 42 reviews

Casa da Portada, near the Fountain a gem!

Jean-BaptisteRating, 5 stars3 weeks ago
A real little corner of paradise in Calheta! The accommodation is perfectly equipped, very clean and comfortable, with everything you need to have a great stay. The big plus: a breathtaking view of the sea from the terrace, ideal for enjoying the sunsets or simply relaxing. The host was lovely: available, welcoming and very accommodating. He even came to pick us up to accompany us to the accommodation, which greatly facilitated our arrival. A place that we highly recommend for a peaceful and exotic stay in Madeira!
Top guest favourite
Home in Estreito da Calheta
5 out of 5 average rating, 85 reviews

Villa Nature and Sun

ShariRating, 5 stars4 days ago
Noèlia is the best hostess you could wish for. She had a lovely, delicious gift waiting for us upon arrival and gave us a warm welcome. We immediately felt at home, and the house is even bigger and more beautiful in real life than in the pictures. We'd love to come back. Thank you for everything, Noèlia.:)
Top guest favourite
Home in Jardim do Mar
4.97 out of 5 average rating, 99 reviews

CasaMar

CristianRating, 5 stars1 month ago
We had a great stay,Afonso is a great host,very helpful and friendly You can find all the amenities you could need in the house,everything is very clean,we felt like home the entire time spent there We highly recommend Afonso as a host,we hope to meet again soon in Madeira
Top guest favourite
Home in Madeira
4.99 out of 5 average rating, 73 reviews

Panoramic View: Lux 3 bed w/ heated pool

DavidRating, 5 stars1 week ago
A great property, spotlessly clean with wonderful views & very helpful hosts. My family & I thoroughly enjoyed our stay.
Guest favourite
Home in Câmara de Lobos
4.96 out of 5 average rating, 46 reviews

Casa da Rocha

MilesRating, 5 stars3 months ago
Absolutely loved our stay here for the week! We loved the ability to walk into town and grab food at any time. We found a number of great restaurants! We also loved being within the energy of the town of Camara De Lobos. It was very warm, welcoming, and vibrant. We loved the home and felt it was clean, beautiful, and the perfect opportunity to slow down life and enjoy the sound of the ocean. The breeze was able to keep us cool (mid February visit for us), the sound of the ocean helped us drift off peacefully, and we enjoyed the opportunity to lounge in the sun on the many decks available. Parking was simple and free right around the house. We had very prompt communication and felt very supported. Overall the location was a great spot to adventure to the rest of the island. If we ever return to Madeira this is where we will be staying!

Private house rentals

Guest favourite
Home in Jardim do Mar
4.92 out of 5 average rating, 49 reviews

Welcome to Little Hawaii!

LouisaRating, 5 stars3 weeks ago
We had a great time in the Airbnb. The view of the sea is great. The kitchen is very well equipped. Only the range of the WLAN could be improved, as it does not reach the upper floor.
Guest favourite
Home in Paul do Mar
5 out of 5 average rating, 13 reviews

Wave Shadows Beach House

DanielRating, 5 stars1 month ago
If you’re looking for a quiet coastal cottage in Madeira this place is perfect. The view is beautiful with restaurants right around the corner. You’re steps away from the beach and beautiful hiking trails. The house is small but well kept and was very comfortable for two guests
Top guest favourite
Home in Madalena do Mar
5 out of 5 average rating, 16 reviews

Typical house in Madalena do Mar

PaulRating, 5 stars1 week ago
We stayed nine days in Quinta do Mar and absolutely loved it - stunning view over the mountains and the sea from the terrace. The apartment is very well equipped and makes for a convenient, relaxed accommodation. The location of the Airbnb is great to get to Funchal and into hiking areas and the Northwest of Madeira but you need a rental car to reach it easily. Dylan is super friendly and helpful, and sent detailed instructions before the arrival. The check-in is easy and flexible. Absolute recommendation for a beautiful stay in Madeira!
Guest favourite
Home in Ponta do Sol
4.9 out of 5 average rating, 96 reviews

Private Beach House - Cais dos Anjos, Madeira

PascalRating, 5 stars3 weeks ago
House, magnificent, superb view, all comforts, barbecue, hammock, sunbathing, everything you need to spend an unforgettable week
Guest favourite
Home in Calheta
4.94 out of 5 average rating, 17 reviews

The Star House -Jacuzzi & Aircon

OliverRating, 5 stars2 weeks ago
Fantastic holiday home, it was spotless and the facilities were perfect.
Guest favourite
Home in Arco da Calheta
4.97 out of 5 average rating, 32 reviews

Tropical Garden 4

LieveRating, 5 stars2 weeks ago
Perfect location. Very friendly host.
Guest favourite
Home in Estreito da Calheta
4.85 out of 5 average rating, 26 reviews

Home for Nature Lovers

ErikRating, 5 stars1 month ago
The apartment is peaceful and beautifully situated. The apartment is large and nice, with lots of space inside and outside. Private parking is a plus. The apartment is very well equipped, with good beds and comfortable bed linen and plenty of towels. Very good instructions on the use of the apartment and how to operate the TV. Very well equipped kitchen The apartment is very nicely located, with good views and very nice outdoor area. The apartment is very deserted so car rental is a must. It has a great bathroom and a small but nice toilet as well. We were only 2 guests, but it is fine to stay 4 people here. Even though it's deserted, it's fine to find your way with GPS. Overall a VERY nice apartment if you appreciate staying outside the city's noise and noise, and rather prefer nature, views, tranquility and staying a place that is more real Madeira.
Guest favourite
Home in Calheta
5 out of 5 average rating, 35 reviews

Casa Sol & Maré 1

KristinaRating, 5 stars1 month ago
Great place, we had everything we needed for a few days stay!

Quick stats about house rentals in Calheta

  • Total rentals

    140 properties

  • Nightly prices starting at

    $77 SGD before taxes and fees

  • Total number of reviews

    4.4K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    50 properties have a pool

Destinations to explore

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Calheta
  5. House rentals