Book Holiday Homes in Madalena

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Madalena

House @ Porto Pim Beach - Supreme location on the most beautiful beach Azores

House @ Porto Pim Beach - Supreme location on the most beautiful beach Azores

Horta
When you a stay at this vacation home in Horta, you'll be on the beach, just steps from Horta Historic Center and Porto Pim Beach.
House @ Porto Pim Beach - Supreme location on the most beautiful beach Azores
 AtlanticWindow - Modern House, Stunning View

AtlanticWindow - Modern House, Stunning View

São Roque do Pico
With a stay at this vacation home in Sao Roque do Pico, you'll be by the ocean, and 11.4 mi (18.3 km) from Sao Roque Church and 12.5 mi (20.1 km) from Convent ...
AtlanticWindow - Modern House, Stunning View
Pike Cliffs - Amazing view to S. Jorge

Pike Cliffs - Amazing view to S. Jorge

Prainha de Cima
Located in Sao Roque do Pico, this vacation home is by the sea, within a 15-minute drive of Sao Roque Church and Convent of Sao Roque do Pico.
Pike Cliffs - Amazing view to S. Jorge
Save an average of 15% on thousands of hotels when you're signed in
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".

Santo Amaro, Sao Roque, Ilha do Pico, Az
With a stay at this vacation home in Sao Roque do Pico, you'll be 9.8 mi (15.7 km) from Sao Roque Church and 10.9 mi (17.5 km) from Convent of Sao Roque do ...
Enchanting view from the balcony of beautifully restored "Adega Baia do Canto".
Cantinho do Avô - Pico Island - Prainha, São Roque do Pico

Cantinho do Avô - Pico Island - Prainha, São Roque do Pico

Prainha de Baixo, São Roque do Pico
With a stay at this vacation home in Sao Roque do Pico, you'll be within a 15-minute drive of Sao Roque Church and Convent of Sao Roque do Pico.
Cantinho do Avô - Pico Island - Prainha, São Roque do Pico
Casa da Esquila 2

Casa da Esquila 2

São Roque do Pico
When you stay at this vacation home in Sao Roque do Pico, you'll be by the sea, within a 5-minute drive of Convent of Sao Roque do Pico and Sao Roque ...
Casa da Esquila 2
PICO Hollidays  Rentals- Mountain and sea view for families or  groups

PICO Hollidays Rentals- Mountain and sea view for families or groups

São Roque do Pico
When you stay at this vacation home in Sao Roque do Pico, you'll be on the waterfront, within a 5-minute drive of Convent of Sao Roque do Pico and Sao Roque ...
PICO Hollidays Rentals- Mountain and sea view for families or groups
Faidoca's Grandfather House - Four-Bedroom House

Faidoca's Grandfather House - Four-Bedroom House

Calheta de Nesquim
With a stay at this vacation home, you'll be centrally located in Lajes do Pico, 11.6 mi (18.7 km) from Whaler’s Museum and 12.9 mi (20.7 km) from Caiado ...
Faidoca's Grandfather House - Four-Bedroom House
Casa Céu D'Abraão - You can click to enlarge the photo

Casa Céu D'Abraão - You can click to enlarge the photo

Lajes do Pico
With a stay at this vacation home in Lajes do Pico, you'll be on the waterfront, and 13.8 mi (22.2 km) from Whaler’s Museum and 14 mi (22.6 km) from Caiado ...
Casa Céu D'Abraão - You can click to enlarge the photo
Don't see what you're looking for?
See all available properties in Madalena
View all properties
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.

Madalena Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Madalena vacation homes are the perfect way for you to wing it.

Holiday houses in Madalena let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Madalena in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Madalena adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Madalena with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Madalena vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Madalena Holiday Homes essential information

Accommodation
188 Holiday Homes
Lowest Price
AU$148
Highest Price
AU$308
Popular accommodation
House @ Porto Pim Beach - Supreme location on the most beautiful beach Azores, AtlanticWindow - Modern House, Stunning View, Pike Cliffs - Amazing view to S. Jorge, Enchanting view from the balcony of beautifully restored "Adega Baia do Canto"., Cantinho do Avô - Pico Island - Prainha, São Roque do Pico, Casa da Esquila 2, PICO Hollidays Rentals- Mountain and sea view for families or groups, Faidoca's Grandfather House - Four-Bedroom House, Casa Céu D'Abraão - You can click to enlarge the photo

Top trending hotels in Madalena

Pico TERRAMAR & SPA

Pico TERRAMAR & SPA

3 out of 5
Rua Dr. Manuel de Arriaga Areia Larga, Madalena, Azores
Fully refundableReserve now, pay when you stay
The price is AU$308 per night from 18 May to 19 May
AU$308
includes taxes & fees
18 May - 19 May
With a stay at Pico TERRAMAR & SPA in Madalena, you'll be within a 5-minute drive of Adega do Vulcão and Museu do Vinho.
Pico TERRAMAR & SPA
Hotel Caravelas

Hotel Caravelas

4 out of 5
Rua Conselheiro Terra Pinheiro, 3, Madalena
The price is AU$187 per night from 6 May to 7 May
AU$187
includes taxes & fees
6 May - 7 May
A stay at Hotel Caravelas places you in the heart of Madalena, within a 5-minute drive of Museu do Vinho and Pico Island Vineyard Culture.
Hotel Caravelas
Vinhas do Calhau

Vinhas do Calhau

4 out of 5
Porto do Calhau 42, Candelária, Madalena, Madalena
The price is AU$221 per night from 9 May to 10 May
AU$221
includes taxes & fees
9 May - 10 May
Located in Madalena, Vinhas do Calhau is by the ocean, within a 10-minute drive of Gruta das Torres and Museu do Vinho.
Vinhas do Calhau
Save an average of 15% on thousands of hotels when you're signed in
Nova Vista-Inn Pico

Nova Vista-Inn Pico

3 out of 5
Rua Nova,Criação Velha, 12, Madalena, Azores
The price is AU$148 per night from 18 May to 19 May
AU$148
includes taxes & fees
18 May - 19 May
Located in Madalena, Nova Vista-Inn Pico is within a 5-minute drive of Pico Island Vineyard Culture and Adega do Vulcão.
Nova Vista-Inn Pico
Don't see what you're looking for?
See all available properties in Madalena
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.