Madalena Vacation Rentals from CA $71: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals that Madalena has to offer?

Ocean View Pico : This highly rated vacation home rental in Madalena is located on the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Another good choice for your trip to Madalena is Accommodation Raízes da Montanha RRAL 4596 .

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Our top choices for Madalena vacation rentals

A wooden table and bench in a garden with a hot tub and a glass door leading to a room.

1. Aldeia dos Caldeirões

Madalena

"The place is beautiful, in a great location, private and secluded, with nice amenities such as hot tubs, pool, wood BBQ. It looks just like the pictures and overall, we enjoyed our stay. But, - very limited hot water. Takes long to warm up and then only lasts 5 minutes. Not enough for 2 showers. We could only fill the amazing bath up a few inches before it got cold, so kind of useless. - lots of ants, and when we complained, we were told to deal with it ourselves - there was a birds nest...

Evan

CA $135 total

includes taxes & fees

Oct 6 - Oct 7

A bedroom with two beds, a chair, a coat rack, and a window with curtains.

2. Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

Madalena

Miranda C.

CA $275 total

includes taxes & fees

Sep 28 - Sep 29

A stone house with a red roof and orange shutters, featuring a patio with lounge chairs and a hammock.

3. Casa Baleia Laranja Ocean-Front

Madalena

Michael S.

CA $568 total

includes taxes & fees

Oct 15 - Oct 16

A room with a view of the sea through large windows, a dining table with a bowl and a glass, and a hanging light fixture.

4. Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines

São Roque do Pico

CA $963 total

includes taxes & fees

Sep 25 - Sep 26

A rocky beach with a mountain in the background.

5. Bearsu Nature Almoxarife

Horta

Leonardo

CA $71 total

includes taxes & fees

Sep 24 - Sep 25

A stone building with a red roof, a paved pathway, and a stone wall with a red railing.

6. Aldeia das Adegas

Sao Roque do Pico

Nicholas

CA $174 total

includes taxes & fees

Oct 1 - Oct 2

A modern room with wooden beams, a white sofa, a round table, and a view of the sea through a window.

7. Lofts Azul Pastel

Horta

Miriam

CA $114 total

includes taxes & fees

Oct 16 - Oct 17

A modern interior with a large sliding glass door leading to a balcony, wooden beams on the ceiling, and a dark wall.

8. Porto Pim Bay

Horta

Joseph

CA $145 total

includes taxes & fees

Oct 3 - Oct 4

A coastal view with a mountain in the background, a pier, and a clear sky.

9. Horta Bay

Horta

samuel

CA $157 total

includes taxes & fees

Oct 24 - Oct 25

A stone building with a stone wall, a window, and a door leading to an interior with a cow-patterned wall.

10. Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

Lajido

CA $275 total

includes taxes & fees

Oct 18 - Oct 19

A spacious living area with a high wooden ceiling, a black leather sofa, and a dining area in the background.

11. Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi

Santo António SRP

CA $406 total

includes taxes & fees

Oct 4 - Oct 5

A white building with grey trim, a stone wall, and a small garden with various plants.

12. Silveira House

Lajes do Pico

CA $142 total

includes taxes & fees

Oct 9 - Oct 10

A coastal beach with a stone wall, a paved walkway, and a view of a green hill with buildings in the distance.

13. Apartment 'Praia Do Almoxarife Perto Do Mar' with Sea View, Wi-Fi and Air Conditioning

Horta

CA $310 total

includes taxes & fees

Sep 28 - Sep 29

A stone building with a window and shutters, surrounded by green hedges and a clear sky.

14. Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi

Pedro Miguel

"Von den 4 Unterkünften, die wir in diesem Urlaub auf den Azoren hatten, ist dies die Einzige, die wir nicht empfehlen können. Als wir ankamen (Anfang Mai) waren die Temperaturen zwischen 11 und 17 Grad, mit wenigen sonnigen Abschnitten und dann höheren Temperaturen. Das Haus verfügt über keine Heizung, dementsprechend war die Temperatur im Inneren bei 16 Grad und über 80% Luftfeuchtigkeit. Die Wohnung war also kalt und klamm, in den Schränken und Kommoden riecht es modrig. Erst auf Nachfrage...

Bernd R.

CA $495 total

includes taxes & fees

Sep 30 - Oct 1

A rocky shoreline with waves, a clear sky, and distant mountains.

15. Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi

Horta

CA $412 total

includes taxes & fees

Oct 6 - Oct 7

A modern room with a sofa, a bed, a small table, and a view of the outdoors.

16. Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning

Horta

Tajmohammed

CA $294 total

includes taxes & fees

Oct 22 - Oct 23

A bedroom with a wooden ceiling, a bed with patterned pillows, a small bedside table with a lamp, and a brown fur throw on the bed.

17. Apartment 'Azores4fun' with Wi-Fi & AC

Horta

Vasily P.

CA $275 total

includes taxes & fees

Oct 16 - Oct 17

A modern living room with a grey sofa, wooden doors, and a kitchen in the background.

18. Casa da Travessa Ground Floor Apartment with Private Patio, Wi-Fi & Air Conditioning

Horta

Crystal V.

CA $275 total

includes taxes & fees

Oct 9 - Oct 10

A modern building with a blue door, large windows, and potted plants.

19. Apartment 'Ladomar Avenida' with Private Terrace, Private Garden and Wi-Fi

Horta

"Pros: We were upgraded to a three bedroom apartment in the same block. The apartment is very spacious with an attractive terrace and fabulous view of Pico island. It is very tastefully furnished with antiques which have been lovingly restored. Dora was very kind and communication with her was excellent. She left us a lovely welcome hamper of local food. Highly recommended property. Cons: Only the weather!"

Anonymous traveller

CA $392 total

includes taxes & fees

Oct 15 - Oct 16

A stone-walled room with a white chair and table, a window, and a view of a landscape.

20. Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Lajes do Pico

Anonymous traveller

CA $196 total

includes taxes & fees

Oct 9 - Oct 10

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Top Madalena Hotel Reviews

Pico TERRAMAR & SPA

10/10 Excellent

"Well located near restaurants and continente supermarket. Very clean and helpful staff. The breakfast was great and also the restaurant for lunch and dinner."

Azores Youth Hostels - Pico

10/10 Excellent

"The hostel is such a lovely place, very good located and the staff was really helpful, wherever you need they are always there to help you. Very nice and peaceful place. 100% recommended. The unic thing that I missed was a kitchen so you can cook your own food. But there are very nice local restaurants beside the hostel."

My Bed in Pico

10/10 Excellent

"Débora est au top. A l'écoute elle nous a sur classé pour notre anniversaire de mariage, elle a fait tout ce qu'elle a pu pour nous satisfaire. Très jolie et grande chambre avec frigo, café, thé, eau et plein de petites attentions. Literie très bonne avec un grand lit double. Bravo pour la décoration de notre chambre des voyageurs. Merci pour tout."

Find out more about Madalena

Everything you need to know about Madalena vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madalena vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madalena vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madalena vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madalena. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madalena vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madalena vacation rentals we have selected for you start as low as CA $71 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madalena rentals

At Expedia, we put the best Madalena vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madalena rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madalena vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madalena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Madalena?

Yes, we offer vacation rentals close to popular local attractions in Madalena, or you can select a more remote option if you're looking for relaxation. Madalena is known for its parks and wineries. Make sure you have time to check out the waterfront and museums during your trip.

What are some of the best vacation rentals that Madalena has to offer?

Ocean View Pico: This highly rated vacation home rental in Madalena is located on the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Another good choice for your trip to Madalena is Accommodation Raízes da Montanha RRAL 4596.

How many vacation rentals are there in Madalena?

Choose from 13 Expedia vacation rentals in Madalena for a memorable vacation.

What can I see and do in Madalena?

Mount Pico and Pico Island Vineyard Culture are a couple of scenic spots to enjoy the outdoors, whereas Museu do Vinho is one of the cultural attractions. While here, Azores Wine Company and Gruta das Torres are other places worth a visit.

What are vacation rentals like in Madalena?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Madalena. Vacation rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.

Madalena Vacation Rentals

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Check prices for these dates

Our top choices for Madalena vacation rentals

1. Aldeia dos Caldeirões

2. Apartment 'Valverdeapart' with Private Terrace and Wi-Fi

3. Casa Baleia Laranja Ocean-Front

4. Pico Island Villas 22 - Ocean Front & UNESCO Heritage Century-Old Grapevines

5. Bearsu Nature Almoxarife

6. Aldeia das Adegas

7. Lofts Azul Pastel

8. Porto Pim Bay

9. Horta Bay

10. Holiday Home 'Adega Maciel' with Sea View, Private Terrace and Wi-Fi

11. Vista da Baía - Casa do Aniceto Apartment with Sea View, Private Terrace & Wi-Fi

12. Silveira House

13. Apartment 'Praia Do Almoxarife Perto Do Mar' with Sea View, Wi-Fi and Air Conditioning

14. Holiday Home 'Da Boa Vista' with Sea View and Wi-Fi

15. Holiday Home 'Casa Praya' with Sea View, Private Terrace and Wi-Fi

16. Apartment 'Apartamento T2 Praia Do Almoxarife' with Sea View, Wi-Fi and Air Conditioning

17. Apartment 'Azores4fun' with Wi-Fi & AC

18. Casa da Travessa Ground Floor Apartment with Private Patio, Wi-Fi & Air Conditioning

19. Apartment 'Ladomar Avenida' with Private Terrace, Private Garden and Wi-Fi

20. Villa 'Casa Ponta Do Biscoito' with Sea View, Private Garden and Wi-Fi

Find vacation rentals that suit your style

Top Madalena Hotel Reviews

Pico TERRAMAR & SPA

Find out more about Madalena

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