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House vacation rentals in Calheta

Find and book unique houses on Airbnb

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Popular amenities for Calheta house rentals

House rentals with a pool

Superhost
Home in Ribeira Brava
4.88 out of 5 average rating, 66 reviews

Magical Sunset Attached Home

JukkaRating, 5 stars2 weeks ago
Beautiful house and fastastic views! Warm recommendations for the accommodation!
Superhost
Home in Estreito da Calheta
4.83 out of 5 average rating, 18 reviews

Villa Pargo Sunsets

LynnRating, 5 stars2 weeks ago
Amazing house with spectacular views towards the sea and sunsets. Spotlessly clean and well equipped kitchen. Would not hesitate to recommend.
Guest favourite
Home in Funchal
4.94 out of 5 average rating, 161 reviews

Place In The Sun

BrettRating, 5 stars4 weeks ago
Very kind host and beautiful place. Our flight was sent back to Lisbon due to high winds so we ended up arriving after 1am and Nelson was kind enough to wait up for us and gave us a nice anniversary gift as well.
Guest favourite
Home in Câmara de Lobos
5 out of 5 average rating, 17 reviews

JPL Blue Horizon Residential - Casa Horizon A

StephanRating, 5 stars2 days ago
We had 10 great days in Madeira. The house is great with a sensational view of the sea. Great support by Dina.
Top guest favourite
Home in Funchal
4.99 out of 5 average rating, 142 reviews

Casa dos Francelhos, the charming house of Funchal

IsmoRating, 5 stars2 weeks ago
We stayed at Casa dos Francelhos, we were seven adults. The facilities were excellent. Antonio greeted us with kindness, guided us through everything we needed from the villa, but also gave great tips about Madeira's sights, shops, dining, and getting around. The week went smoothly in a villa with three bathrooms inside and a fourth outside. Fruit spreads, welcome wines, and beautiful flowers were waiting for us. Everything worked brilliantly. The outside patio and pool area was very cozy and beautiful. During the week, we also grilled on the outdoor grill. The location of the villa is great, the area is peaceful and the view of the sea is beautiful, we walked daily to the center. Backwards we often took a taxi, the youth walked back and got some useful exercise. Taxis were well received from the city center, next to the exit of the Pingo store, there were always several waiting for them. The bolt worked well too. We can highly recommend Casa dos Francelho!
Superhost
Home in Arco da Calheta
4.81 out of 5 average rating, 72 reviews

Refúgio da Serra - By Wehost

VainiusRating, 5 stars2 months ago
Cozy home with all the necessary equipment for comfortable living. The house is in a quiet location, yet farther from the town, so a car is essential. I really liked the grilling area and the terrace with a fireplace for cozy evenings.
Guest favourite
Home in Calheta
4.95 out of 5 average rating, 175 reviews

Casa Cro | Ocean View

AnaRating, 5 stars1 week ago
The house was great and the outdoor area with the swimming pool and the barbeque was amazing. Most of our meals were there and we loved it! You definitely need a car to reach the house and to move around, but if you are ok with it, I totally recommend this place. Many great walks/levadas, the sandy beach of Calheta and the beautiful Paul do Mar are within easy reach with a car too.
Superhost
Home in Porto da Cruz
4.85 out of 5 average rating, 127 reviews

House pc / private indoor pool

RoosjeRating, 5 stars1 week ago
We had a lovely stay with the five of us. It lacked nothing, really everything was present (even a cheese slicer, nice for a Dutchman😅). Also a lovely outdoor area with enough furniture for all of us. Highly recommended. I would love to come again.

Weekly house rentals

Guest favourite
Home in Jardim da Serra
4.91 out of 5 average rating, 11 reviews

4 Bed Rental in Madeira

JackRating, 5 stars2 weeks ago
This is the best airbnb I’ve ever had the pleasure of staying in, every one of us was indeed impressed with how lovely the apartment was, it’s very spacious and perfect for 4+ people, it’s the ideal location for exploring Madeira by car. As it’s in the central location of the island. The host was amazing left us a welcome basket with loads of different local snacks, they was very welcoming and attended to our needs and provided lots of information about Madeira and activities that we can do Overall for the price and quality of what you’re getting it’s out of this world 🌍 get yourself booked in 👍🏻
Guest favourite
Home in Arco da Calheta
4.89 out of 5 average rating, 19 reviews

Magnificent villa with a heated pool

RadinaRating, 5 stars1 month ago
We stayed at the house for almost a week and it felt like home. The view was so beautiful, house so spacious and clean and aesthetic, the kitchen also has everything you need to cook, outside area is also great for having BBQ and relax by the pool. Tatiana was always responsive to messages and gave us recommendations where to go for shopping and eating. We would come back again definitely. The location is also great because you are close to Funchal, or can explore any other spot on the island within 30 mins to 1 hour with car. Big thanks to our hosts!
Top guest favourite
Home in Boaventura
5 out of 5 average rating, 32 reviews

Casa da Calçada

BaranRating, 5 stars1 week ago
We had a great week here! Manny gave us a very warm welcome and spoiled us with thoughtful welcome gifts. The place is very spacious, the kitchen has all you need and the terrace has a great view. Even two couples can comfortably stay here while having a private bedroom and bathroom each. Thank you Manny!
Guest favourite
Home in Gaula
4.95 out of 5 average rating, 20 reviews

Lani House - with an ocean view

AuréliaRating, 5 stars3 days ago
Very nice house next to the airport and close to the expressway. Convenient to get around the island. Impeccable in terms of cleanliness. The kitchen was just missing a few spices and oil for cooking but otherwise everything is there. You can park in front of the house. There's a department store to shop 5 minutes from home. It's a quiet neighborhood with houses.
Guest favourite
Home in Sao Vicente
4.9 out of 5 average rating, 72 reviews

Casa Verde Vale

ScottRating, 5 stars2 weeks ago
This was a beautiful place to stay. Very secluded and private but also cosy and well-equipped. It was so clean and felt like we were the first and only guests ever to stay here! Some nice thoughtful touches to make us feel welcome and comfortable too such as blankets, wine and biscuits! Don't forget to bring your slippers though as the floor is cold though the blankets and heaters provided were much appreciated. The mountain views were incredible and well worth the steep, narrow drive up. Eva was there to meet us and had sent us very detailed instructions and a video to help us find it as it is quite remote. Eva was a very responsive host and easily contactable throughout our stay with recommendations for walks and restaurants in the local area. The only downside was the ants but I liked the fact that Eva used chemical free solutions to this. I would definitely recommend staying here if you love nature and peace and quiet. I could happily have sat and stared at the views all day!
Guest favourite
Home in Funchal
5 out of 5 average rating, 5 reviews

Lux House - free park- WiFi - Sea View

JennaRating, 5 stars1 month ago
We had a wonderful holiday in Madeira, and staying in this house made it even more special. It was modern, spotlessly clean, and very comfortable. The shower was amazing, and the kitchen was fully equipped for all our needs. Mariana was excellent. She checked us in, made sure we had everything we needed and provided a list of great recommendations. We managed to complete almost all of them, which really enhanced our stay. Highly recommend!
Superhost
Home in Ribeira Brava
4.95 out of 5 average rating, 153 reviews

Penthouse "Amazing Ocean view!

HannahRating, 5 stars4 weeks ago
The flat is located on a banana plantation with a view of the sea. The terrace is fantastic. We only heard the sound of the sea. The lift from the garage to the flat is very practical for taking luggage and shopping upstairs. The flat is also well located as a starting point for hikes. Eva and João are very nice and helpful.
Guest favourite
Home in Machico
4.85 out of 5 average rating, 27 reviews

Grannies House - in the heart of Machico

LaleahRating, 5 stars3 months ago
Super helpful and friendly host! Location was perfect for us, and Airbnb was very spacious for our group of two couple and two kids.

Private house rentals

Top guest favourite
Home in Caniço
4.99 out of 5 average rating, 82 reviews

Villa Vera Garajau - Madeira Island

JulianeRating, 5 stars1 week ago
We stayed a week at Nuno’s place and loved it! The house was modern with great views on the coast and sea, just above the Cristo Rei statue. We felt home from the beginning and enjoyed the very well equipped accommodation. The location is great too for trips to the surroundings. Make sure you have a rental car to get around! There is free parking in front of the house. Nuno is also a warm host sharing lots of tips in advanced and even helped to make a restaurant reservation for our first evening. Thanks a lot! We can definitely recommend Nuno’s airbnb!
Superhost
Home in Santa Cruz
4.74 out of 5 average rating, 42 reviews

GuestReady - One happy stay in Machico

DorotaRating, 5 stars2 weeks ago
amazing place to stay in Madeira, gorgeous apartment with two terraces and sea view
Guest favourite
Home in Seixal
4.79 out of 5 average rating, 14 reviews

Friend's House

JoRating, 5 stars3 days ago
A lovely house, well equipped with thoughtful touches such as beach towels. Perfect location close to the beach and pools. Host very communicative and provided great instructions and recommendations. I would recommend for a lovely, authentic Madeira experience in Seixal.
Superhost
Home in Estreito da Calheta
5 out of 5 average rating, 9 reviews

Casa Barros Serra, a private house

QuentinRating, 5 stars3 weeks ago
Thanks to Garry for providing this beautiful place. Very well-equipped, spacious clean. We had a great time
Guest favourite
Home in Porto Moniz
4.87 out of 5 average rating, 84 reviews

Casa da Grota

ÁdámRating, 5 stars2 months ago
Silvia is very friendly and responsive, and the house was super clean and comfortable. I'd be happy to go back.
Superhost
Home in Estreito da Calheta
4.89 out of 5 average rating, 36 reviews

Casa Agrela 36547/AL Magnificent sea Views

NolwennRating, 5 stars10 months ago
Very pleasant stay, the house was spotless. You will have a private pool and a beautiful view of the valley and the sea. The beds were very comfortable, no amenities to say. We are very happy and we are thinking of coming back to Madeira.
Superhost
Home in Santo António da Serra
5 out of 5 average rating, 4 reviews

Casa do Cedro

VikaRating, 5 stars1 week ago
It was a great experience and stay with a great view ! We really liked everything! In addition to the smell from the toilet , and ticks ... The bed linen is gorgeous !!!! It was the best of the whole trip ! The blanket , the bed is great! Very close to the airport, super 10 minutes by car. Of course, only with a car you can get there) Of the important thing, there was not enough washing! Otherwise everything's great !!!!
Superhost
Home in Madeira
4.71 out of 5 average rating, 87 reviews

Fantatic Holiday House

EliRating, 5 stars2 weeks ago
We enjoyed our stay at the house. Carlos explained us exactly how to arrive, even sent a short video. The communication was simple and reliable. The views from the house are magnificent and it's a perfect place if you want to stay away from hotel areas and touristic crowds . Recommended!

Quick stats about house rentals in Calheta

  • Total rentals

    140 properties

  • Nightly prices starting at

    $83 CAD 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