Madeira Region Cottage Rentals from $133

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

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Top Cities in Madeira Region

A densely packed urban area with a mix of colorful buildings, including a prominent white church with a bell tower.

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.

Calheta

James L.

A coastal landscape with a view of the sea, dense greenery, and a wooden fence.

2. BHF Residences Bordadeira

Calheta

Bruce R.

A pool with a view of the ocean at sunset, a cliff, and a white railing.

3. Cliff House

Lombo do Doutor

"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...

Justina S.

A stone house with a red roof, a small porch, and a view of the ocean.

4. CASAS DO LARANJO- Cottages Infinity Pool by brugrani

Santa Cruz

"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. "

Chathurani

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

Calheta

Tomos W.

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

6. Quinta de Santo António da Serra

Santa Cruz

Tak

$123 nightly

Oct 17 - Oct 18

Total with taxes and fees

A hillside garden with a view of the sea, featuring a palm tree, various shrubs, and potted plants on a balcony.

7. Casal São João Cottages

Fajã da Ovelha

heidi g.

A coastal view with a stone building, a white tent, and a paved path leading to a cliff overlooking the sea.

8. STONE HOUSE

Lombo do Doutor

Lucy E.

A wooden sauna with a view of a lush valley.

9. Casa do Lanço

São Vicente

Sophia

$665 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

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

FUNCHAL

Adelina R.

A rooftop pool with a clear view of the ocean, surrounded by residential buildings.

11. Maria Cottage with sea views

Estreito da Calheta

A modern pool area with a view of the sea, surrounded by lush greenery and white flowers.

12. In peaceful Prazeres | Qta Inácia Sunflower Studio

Prazeres

Christine G.

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

13. In peaceful Prazeres | Qta. Inácia Orchid Studio

Prazeres

Felix M.

A modern outdoor pool area with a clear view of the sea, surrounded by lush greenery and white flowers.

14. In peaceful Prazeres | Qta. Inácia Hibiscus Studio

Prazeres

Tianna C.

A terrace with a view of the sea, a pool, and outdoor seating.

15. VIEWPOINT HOUSE

Calheta

"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...

Mark O.

A balcony with two chairs and a small table, overlooking a body of water.

16. Cottage Pearl-Rural Holiday Experience by SeaPearl..

Paul do Mar - Calheta

A balcony with a pool, overlooking a coastal town with houses and a view of the sea.

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

Arco da Calheta

David N.

A swimming pool with lounge chairs and a view of the ocean.

18. In peaceful Prazeres | Quinta Inácia Old Cottage

Prazeres

Cora v.

19. Simone haystack by Homie

Porto Moniz

Céline M.

A stone building with a tiled roof, a balcony, and a stone wall with a sign.

20. Casa de Campo Arco de São Jorge

Santana

Leah M.

$573 nightly

Oct 10 - Oct 11

Total with taxes and fees

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Top Madeira Region Hotel Reviews

Savoy Palace - The Leading Hotels of the World - Savoy Signature

10/10 Excellent

"Loved it there"

Pestana Carlton Madeira Ocean Resort Hotel

10/10 Excellent

"It is a beautiful hotel, we had a balcony with an ocean view. The breakfast is first class, the service was hospitable. And the location was perfect for us - only a 20 minute walk to the Funchal Marina, with an abundance of beautiful cafe's and shops. I would definitely recommend this hotel."

Saccharum Resort

10/10 Excellent

"The Evening buffet didn’t meet our expectations. It had overdone meat in several different options. The food wasn’t hot and the salads were almost gone. We both didn’t think it was worth the money. The breakfast buffet was much higher standard. Couldn’t fault anything else. Design, staff, cleanliness and facilities were exceptional"

Calheta Beach - All Inclusive

8/10 Good

"Lovely hotel, with great sea view rooms. We had premium All inclusive which was well worth it for the al carte breakfast and additional nights at the restaurants. Swimming pools are great, mostly couples there, a few young children as not a child friendly hotel really. It's 4 euros to play pool for an hour, which is fair. One critisim is the number of flies and bugs. At the buffet/drink stations there are a lot of flies, with cakes/lemons/honey left out. It was a bit off putting, however it was always cleaned if something left out / causing the issue. We did get a lot of bites at night as well, including inside and mostly around ankles and feet - take bug spray. The shuffle service to Funchal isn't worth it, better to get an uber if a couple, can come and go as you please and the same money, choose CR7 as the drop off point. Lots of vegetarian options in the buffet also and proper drinks brands served. Entertainment was okay, mostly live music."

Reid's Palace, A Belmond Hotel, Madeira

10/10 Excellent

"Definitely a 5 star experience. Everything is clean and well maintained. Well trained staff. The room is spacious and the bed and linens are top notch! the breakfast is superb! The only thing that needs updating is the bath/shower. The pressure is fantastic but the drain can't keep up and the temperature is hard to regulate. Restaurants: Brisa do Mar, excellent. I would skip Villa Cipriani, food was average."

Find out more about Madeira Region

Madeira Region Cottages information

Number of reviews	139
Accommodation	113 Cottages
Lowest Price	$133
Highest Price	$689

Frequently asked questions

How much do cottages in Madeira Region cost?

Prices for cottages in Madeira Region range between $133 and $689 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 113 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.

Are there any family-friendly cottages in Madeira Region?

There sure are. Whether it's in one of Madeira Region's popular cities or way out in the wilderness, the rustic charm of a cottage is ideal for family fun. If São Martinho is on your radar, consider a stay at Quinta - De - Santa - Luzia - Villa. This 3-star option comes with clothes washing facilities and a barbecue grill. Another top pick is Casa Das Vinhas. Also in São Martinho, this family-friendly cottage has a 3-star rating and includes clothes washing facilities and WiFi. There are plenty of things to do and see with your crew in São Martinho. CR7 Museum and Lido Bathing Complex deliver a wonderful day out.

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.

What is there to do in Madeira Region near my cottage?

Whether you're heading north, south, east or west in Madeira Region, there's plenty to explore here. Staying a few days in São Martinho? Lido Bathing Complex is a leading attraction to include in your itinerary.

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Upfront pricing

Check prices for these dates

Top Cities in Madeira Region

Funchal

Our top choices for Madeira Region cottages

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

2. BHF Residences Bordadeira

3. Cliff House

4. CASAS DO LARANJO- Cottages Infinity Pool by brugrani

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

6. Quinta de Santo António da Serra

7. Casal São João Cottages

8. STONE HOUSE

9. Casa do Lanço

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

11. Maria Cottage with sea views

12. In peaceful Prazeres | Qta Inácia Sunflower Studio

13. In peaceful Prazeres | Qta. Inácia Orchid Studio

14. In peaceful Prazeres | Qta. Inácia Hibiscus Studio

15. VIEWPOINT HOUSE

16. Cottage Pearl-Rural Holiday Experience by SeaPearl..

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

18. In peaceful Prazeres | Quinta Inácia Old Cottage

19. Simone haystack by Homie

20. Casa de Campo Arco de São Jorge

Find vacation rentals that suit your style

Top Madeira Region Hotel Reviews

Savoy Palace - The Leading Hotels of the World - Savoy Signature

Find out more about Madeira Region

Madeira Region Cottages information

Frequently asked questions

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