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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Madeira Region cottages

A pool area with a view of the sea, outdoor furniture, and a hammock.

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...
A wooden table with a laptop, wine glasses, and a bottle of Madeira wine.

2. Casa da Aldeia, smell the aroma of grape harvest

Casa da Aldeia, smell the aroma of grape harvest
Câmara de Lobos
9.2 out of 10, Wonderful, (17 reviews)
"The house was just as advertised."
Canada
Tanya G.
Casa da Aldeia, smell the aroma of grape harvest
A pool with a view of the ocean at sunset, a cliff, and a white railing.

3. Cliff House

Cliff House
Lombo do Doutor
10.0 out of 10, Exceptional, (11 reviews)
"You never get used to this view…. Cliff house is amazing.Garden and swimming pool are an added valueAlso possibility to take the stairs to the sea.Thank you Nelson for our great stay"
United States
Eline D.
Cliff House
A coastal landscape with a view of the sea, dense greenery, and a wooden fence.

4. BHF Residences Bordadeira

BHF Residences Bordadeira
Calheta
9.8 out of 10, Exceptional, (60 reviews)
"Clean, comfortable and centrally located for exploring the island."
United Kingdom
Bruce R.
BHF Residences Bordadeira
A covered patio area with tiled flooring, a palm tree, and a view of a pool and distant buildings.

5. 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
A small red building with a white door and windows, surrounded by lush greenery and pink flowers.

6. Quinta de Santo António da Serra

Quinta de Santo António da Serra
3.0 star property
Santa Cruz
7.0 out of 10, Good, (17 reviews)
"Excellent environment, beautiful place , very helpful staff and owner, highly recommended "
Canada
Tak
The price is SAR 450
SAR 490 total
includes taxes & fees
11 Nov - 12 Nov
Quinta de Santo António da Serra
A stone house with a red roof, a small porch, and a view of the ocean.

7. 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
CASAS DO LARANJO- Cottages Infinity Pool by brugrani
A coastal view with a stone building, a white tent, and a paved path leading to a cliff overlooking the sea.

8. STONE HOUSE

STONE HOUSE
Lombo do Doutor
10.0 out of 10, Exceptional, (12 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
A rooftop pool with a clear view of the ocean, surrounded by residential buildings.

9. Country Cottage with a view.

Country Cottage with a view.
Estreito da Calheta
Country Cottage with a view.
An aerial view of a swimming pool with two people swimming, surrounded by a stone deck and a grassy area.

10. Casa do Lanço

Casa do Lanço
3.0 star property
São Vicente
10.0 out of 10, Exceptional, (3 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 1,700
SAR 2,040 total
includes taxes & fees
11 Nov - 12 Nov
Casa do Lanço
A terrace with a view of the sea, a pool, and outdoor seating.

11. OBSERVATION DECK

OBSERVATION DECK
Calheta
10.0 out of 10, Exceptional, (3 reviews)
"The host was amazing and so was the property!!!! The location, the view and everything else was beyond perfection!!!!"
Canada
Anick
OBSERVATION DECK
A modern outdoor pool area with a clear view of the sea, surrounded by lush greenery and white flowers.

12. In peaceful Prazeres | Qta. Inácia Hibiscus Studio

In peaceful Prazeres | Qta. Inácia Hibiscus Studio
Prazeres
10.0 out of 10, Exceptional, (5 reviews)
"This spot was incredible. It was calm and quiet. Clean and relaxing. An absolute gem."
Canada
Tianna C.
In peaceful Prazeres | Qta. Inácia Hibiscus Studio
A hammock swing with a person seated, overlooking a tree-lined area with a clear sky.

13. 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
Exterior

14. Casas Maravilha - Casa Grande by Madeira Sun Trave

Casas Maravilha - Casa Grande by Madeira Sun Trave
Calheta
8.0 out of 10, Very good, (2 reviews)
"Das Haus hat eine sehr angenehme Größe und ist mit Betten und Sitzecken in verschiedenen Bereichen gut ausgestattet. Mit 10 Personen sind wir super zurechtgekommen. Der Vermieter war per E-Mail erreichbar. Alles lief Kontaktlos und ohne Probleme.Die Außenanlage war sehr gepflegt und liebevoll in allen Bereichen dekoriert. Der Pool ist nicht beheizt.Leider muss ein Stern abgezogen werden. Wir hatte zwei Tage Regen. Der Dachanschluss am Wintergarten war undicht und es lief Wasser die Wand...
Germany
Michael B.
Casas Maravilha - Casa Grande by Madeira Sun Trave
A balcony with a pool, overlooking a coastal town with houses and a view of the sea.

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
A balcony overlooking a sunset over the sea, with a view of distant land and a bridge.

16. 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
A modern house with a swimming pool, a stone wall, and a view of the sea.

17. In peaceful Prazeres | Qta. Inácia Orchid Studio

In peaceful Prazeres | Qta. Inácia Orchid Studio
Prazeres
10.0 out of 10, Exceptional, (3 reviews)
"I have stayed at Quinta Inácia twice now. It is the most relaxing, peaceful place. The views are out of this world, with the sun setting over the sea directly in front of the pool. Daniel and Silverio are fantastic hosts and clearly really care about their guests’ enjoyment. Everything was perfect both times I have stayed, and I will definitely be back again."
United Kingdom
Felix M.
In peaceful Prazeres | Qta. Inácia Orchid Studio
A hillside garden with a view of the sea, featuring a palm tree, various shrubs, and potted plants on a balcony.

18. 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
A two-story stone building with a red roof and a balcony.

19. Casa de Campo Arco de São Jorge

Casa de Campo Arco de São Jorge
Santana
7.6 out of 10, Good, (15 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 366
SAR 1,087 total
includes taxes & fees
7 Nov - 8 Nov
Casa de Campo Arco de São Jorge
A wicker table with a glass bowl of fruit, a wicker chair, and a view of lush green foliage through a window with a metal railing.

20. Charming stone cottage in Funchal | Casa Feitor

Charming stone cottage in Funchal | Casa Feitor
Funchal
10.0 out of 10, Exceptional, (34 reviews)
"We had an absolutely lovely time, exploring the whole island with a really homely place to stay. The Magnolia Park with its wonderful restaurant directly opposite was a real treat too. The hosts are welcoming and friendly "
United Kingdom
Tracy F.
Charming stone cottage in Funchal | Casa Feitor
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

The Editory Ocean Way Funchal

The Editory Ocean Way Funchal

10/10 Excellent
"Lovely hotel. Breakfast was excellent, rooms large and comfortable. Pools and spa services were excellent. Walking distance to a lovely mall, beach, and many great restaurants. Short bolt ride to downtown Funchal. Loved it."
Carol 6-night trip
Posted 5 hours ago
The Editory Ocean Way Funchal

Frequently asked questions

How much do cottages in Madeira Region cost?
Prices for cottages in Madeira Region range between SAR 490 and SAR 2,040 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 116 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.