A coastal town with terracotta-roofed buildings, a prominent church, and a cliff overlooking the sea.

Cottages in Madeira Region

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Madeira Region cottages

Pool

1. Ocean View Cottage - Stone rocks house with e beautiful ocean view.

Ocean View Cottage - Stone rocks house with e beautiful ocean view.
Calheta
8.0 out of 10, Very Good, (2 reviews)
"We really enjoyed our recent stay. The property was full of character. We enjoyed the garden, bbq, hammocks, loungers and pool, and were stunned by the view. Be prepared for the occasional lizard wandering into the house to explore! Be aware that the internal steps to the first floor are steep. All in all a pleasant holiday location."
United Kingdom
James L.
Ocean View Cottage - Stone rocks house with e beautiful ocean view.
Property grounds

2. Cliff House

Cliff House
Lombo do Doutor
10.0 out of 10, Exceptional, (10 reviews)
"We had a truly wonderful stay at Nelson’s house in Calheta. From the moment we arrived, we felt warmly welcomed. The house has such a cozy and inviting atmosphere, it immediately felt like a home away from home.One of the highlights for us was the beautiful garden & ocean view. It’s clearly cared for with love, and it creates such a peaceful setting to relax and enjoy the surroundings. The view from the property is absolutely stunning, and spending time outside, whether in the morning or at...
United States
Justina S.
Cliff House
Property grounds

3. Villa Prazeres - Free Wifi, Private pool, garden, BBQ between the Sea and the Sierra

Villa Prazeres - Free Wifi, Private pool, garden, BBQ between the Sea and the Sierra
Calheta
9.4 out of 10, Exceptional, (28 reviews)
"Such a nice place to stay! Lovely house, outside kitchen was amazing and the pool topped it off! Catia was very helpful and friendly, thank you for having us! "
United States
Tomos W.
Villa Prazeres - Free Wifi, Private pool, garden, BBQ between the Sea and the Sierra
Property grounds

4. Casal São João Cottages

Casal São João Cottages
Fajã da Ovelha
2.0 out of 10, (2 reviews)
"This was a disaster, we arrived at the cottages and were greeted by barking dogs. No host no instructions no communication, we had no signal on phone to receive any updates. We tried to ring the host to no avail. We spent our holiday in our hire car. "
United Kingdom
heidi g.
Casal São João Cottages
Terrace/patio

5. CASA BELO GARDEN near the beach / countryside, paragliding walking tours

CASA BELO GARDEN near the beach / countryside, paragliding walking tours
Calheta
8.6 out of 10, Excellent, (8 reviews)
"Bij aankomst werden we enthousiast rondgeleid door de beheerder Paulo. Hij heeft duidelijk passie voor zijn werk en is erg vriendelijk en behulpzaam. Hij heeft er een hele bijzondere plek van gemaakt met veel planten, bloemen dieren en curiosa. Er valt steeds iets nieuws te ontdekken. We zaten niet in het grote huis, wat ook verhuurd wordt, maar in het appartement wat er aan vast zit. Wel met dakterrras met mooi uitzicht op de zee en een opblaaszwembad. Het appartement binnen viel echter tegen....
Netherlands
Ivo S.
CASA BELO GARDEN near the beach / countryside, paragliding walking tours
Reception

6. Quinta de Santo António da Serra

Quinta de Santo António da Serra
3.0 star property
Santa Cruz
6.8 out of 10, (16 reviews)
"Excellent environment, beautiful place , very helpful staff and owner, highly recommended "
Canada
Tak
The price is SAR 558
SAR 598 total
includes taxes & fees
26 Aug - 27 Aug
Quinta de Santo António da Serra
Property grounds

7. STONE HOUSE

STONE HOUSE
Lombo do Doutor
10.0 out of 10, Exceptional, (10 reviews)
"Lovely house, impeccably clean and in a nice location. Nelson is super friendly, helpful and a great host! Thank you for a lovely week!"
United Kingdom
Lucy E.
STONE HOUSE
Standard Villa | Blackout drapes, soundproofing, WiFi (free)

8. CASAS DO LARANJO- Cottages Infinity Pool by brugrani

CASAS DO LARANJO- Cottages Infinity Pool by brugrani
3.0 star property
Santa Cruz
8.0 out of 10, Very Good, (5 reviews)
"The house itself was beautiful and the host along with the housekeeper were very responsive. The pool was not heated as indicated in description. We enjoyed freshly baked bread the host provided during our stay. The bathroom sometimes had a sewer smell and required us to open and air the house out. They will be correcting the plumbing issue that resulted in fresh water flow from the toilet during our stay. They were very responsive in the clean up. "
United States
Chathurani
The price is SAR 612
SAR 1,078 total
includes taxes & fees
31 Aug - 1 Sep
CASAS DO LARANJO- Cottages Infinity Pool by brugrani
Property grounds

9. 3-bedroom cottage with sea views in Estreito da Calheta

3-bedroom cottage with sea views in Estreito da Calheta
Estreito da Calheta
3-bedroom cottage with sea views in Estreito da Calheta
Exterior

10. Casa de Campo Arco de São Jorge

Casa de Campo Arco de São Jorge
Santana
7.6 out of 10, Good, (14 reviews)
"We had a wonderful stay at Between the Sea and Mountains! The home was cozy with so much character. We enjoyed cooking on the BBQ outside in the little courtyard and in the kitchen, it had everything we needed. We loved ending our days on the balcony overlooking the ocean and mountain reflecting on the amazing day we had hiking. We would 100% recommend staying here!"
United States
Leah M.
The price is SAR 1,260
SAR 2,016 total
includes taxes & fees
31 Aug - 1 Sep
Casa de Campo Arco de São Jorge
Terrace/patio

11. Fantastic holiday house next to lourisilva mountain, with sea view

Fantastic holiday house next to lourisilva mountain, with sea view
FUNCHAL
9.2 out of 10, Wonderful, (21 reviews)
"Very beautiful house, everything was clean and the house was fully equipped. Communication worked very well. It was just perfect! We highly recommend coming here."
Germany
Adelina R.
Fantastic holiday house next to lourisilva mountain, with sea view
Property grounds

12. BHF Residences Bordadeira

BHF Residences Bordadeira
Calheta
9.8 out of 10, Exceptional, (58 reviews)
"Clean, comfortable and centrally located for exploring the island."
United Kingdom
Bruce R.
BHF Residences Bordadeira
Basic Cottage (Malvasia) | Property grounds

13. Casa do Lanço

Casa do Lanço
3.0 star property
São Vicente
10.0 out of 10, Exceptional, (2 reviews)
"Yes! This was a wonderful room and facility. We enjoyed are stay and appreciated the welcome basket. A truly wonderful place to spend valentines day."
United States
Sophia
The price is SAR 1,483
SAR 1,827 total
includes taxes & fees
21 Sep - 22 Sep
Casa do Lanço
Terrace/patio

14. VIEWPOINT HOUSE

VIEWPOINT HOUSE
Calheta
10.0 out of 10, Exceptional, (2 reviews)
"A 5 star hotel this is not but a quaint and beautiful place to stay, with unbeatable views, it most certainty is. Nelson is absolutely second to none in the host stakes; a font of local information and recommendations for places to go, shop, eat like a local and enjoy every minute in Madeira.Calhetta is a great base to explore the island from. With a car, you can go anywhere; we went to Funchal and the main attractions there, up over the top of the island to the pools in Porto Moniz and intonthe...
United Kingdom
Mark O.
VIEWPOINT HOUSE
Pool

15. Casa do Barco, Rustic house with salt pool and sea view

Casa do Barco, Rustic house with salt pool and sea view
Arco da Calheta
9.4 out of 10, Exceptional, (45 reviews)
"Had a really lovely time at the villa"
United Kingdom
David N.
Casa do Barco, Rustic house with salt pool and sea view
Exterior

16. Simone haystack by Homie

Simone haystack by Homie
Porto Moniz
10.0 out of 10, Exceptional, (1 review)
"Appartement cosy dans maison. idéalement placée. Au calme dans une résidence privée. Vue sur océan tout confort.grand lit."
France
Céline M.
Simone haystack by Homie
Pool

17. In peaceful Prazeres | Quinta Inácia Old Cottage

In peaceful Prazeres | Quinta Inácia Old Cottage
Prazeres
10.0 out of 10, Exceptional, (9 reviews)
"We had a wonderful stay. Best place to calm down and relaxe, while enjoying the ocean view. Especially Silverios kind and friendly manner was remarkabale. Good place for children as well. "
Germany
Cora v.
In peaceful Prazeres | Quinta Inácia Old Cottage
Outdoor dining

18. Os Ferreirinhos, a Home in Madeira

Os Ferreirinhos, a Home in Madeira
São Jorge
10.0 out of 10, Exceptional, (4 reviews)
"I stayed here with my family for a week in March. The home was absolutely perfect for us! The space was large, immaculately cleaned, and (best of all) felt like a well loved home. We enjoyed sitting on the deck, taking in the stunning views of the ocean and the mountains. My mom sat on the deck and watched the sun rise over the ocean each morning. We took advantage of the kitchen and made food at the house. The kitchen and bathrooms are well stocked with anything you may need. We had a little...
United States
Stacey L.
Os Ferreirinhos, a Home in Madeira
Property grounds

19. Casa Benedita | Countryside House with Mountain & Sea View

Casa Benedita | Countryside House with Mountain & Sea View
Ponta do Pargo, Madeira
9.8 out of 10, Exceptional, (14 reviews)
"We really enjoyed the accommodation and would recommend it to anyone."
Germany
Michel B.
Casa Benedita | Countryside House with Mountain & Sea View
Outdoor dining

20. Quinta Devónia - Tília,country house with sea view

Quinta Devónia - Tília,country house with sea view
Funchal
7.4 out of 10, Good, (12 reviews)
"A nice and beautiful appartment pretty high up the hill with a good vieuw. The only thing that we really disliked was the bed. For us it was way to hard and there for uncomfortable to sleep on."
United States
Anthony V.
The price is SAR 1,241
SAR 2,047 total
includes taxes & fees
17 Sep - 18 Sep
Quinta Devónia - Tília,country house with sea view
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 Madeira Region Hotel Reviews

NEXT - Savoy Signature

NEXT - Savoy Signature

10/10 Excellent
"Beautiful hotel. So fun and lively, and the amenities are great. I would absolutely stay here again!"
Ellen 3-night trip
Posted 5 hours ago
NEXT - Savoy Signature

Frequently asked questions

How much do cottages in Madeira Region cost?
Prices for cottages in Madeira Region range between SAR 598 and SAR 2,047 per night. No matter your budget, you'll find the ideal place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Madeira Region?
Pick from 111 cottages in Madeira Region. Whether you're traveling with the kids, as a couple or with a group of close friends, Expedia makes it a breeze to find the perfect digs.
Why book your cottage in Madeira Region with Expedia?
Expedia has some terrific cottages in Madeira Region, so start planning for an unforgettable stay on nature's doorstep. If you have a budget, click on how much you're willing to spend and the star rating of your property. Or, make use of our filters to search for cottages with free WiFi or a kitchen. We'll help you find the perfect fit whatever your plans or bank balance.
How can I find cheap cottages in Madeira Region?
With Expedia's useful filter tool, getting your hands on cheap cottages in Madeira Region is easy. To find stays that'll make your wallet happy, fine-tune your search results by budget, amenities and star rating.