Cais do Pico Vacation Rentals

Q: What are some of the best vacation home rentals that Cais do Pico has to offer?

Luxury Repouso do Milhafre 181/AL : You might want to consider this vacation home rental near Cais do Pico, which is located in the city center and has a garden, a barbecue grill, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, an oven, and a microwave, so you can cook with friends or family.

Dates

November 2026

December 2026

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Our top choices for Cais do Pico vacation rentals

A stone building with a red roof, a paved pathway, and a view of the sea in the background.

1. Aldeia das Adegas

Sao Roque do Pico

Nicholas

CA $113 total

includes taxes & fees

Nov 15 - Nov 16

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

2. 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 $122 total

includes taxes & fees

Nov 8 - Nov 9

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

3. Lofts Azul Pastel

Horta

Cathy

CA $92 total

includes taxes & fees

Nov 8 - Nov 9

A cozy living room with a stone wall, a sofa, a round coffee table, and a TV.

4. Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

Lajes do Pico

CA $115 total

includes taxes & fees

Nov 9 - Nov 10

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

5. Porto Pim Bay

Horta

Joseph

CA $92 total

includes taxes & fees

Nov 11 - Nov 12

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

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

Madalena

Miranda C.

CA $217 total

includes taxes & fees

Nov 9 - Nov 10

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

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

Lajido

CA $242 total

includes taxes & fees

Nov 9 - Nov 10

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

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

Santo António SRP

CA $397 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with a built-in oven, a sink, and a dining area with a sofa.

9. Horta Bay

Horta

samuel

CA $92 total

includes taxes & fees

Nov 8 - Nov 9

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

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

Lajes do Pico

Anonymous traveller

CA $154 total

includes taxes & fees

Nov 17 - Nov 18

11. ValverdeApart - 1.7 km from the center of Madalena, Pico Island

Madalena

CA $237 total

includes taxes & fees

Nov 8 - Nov 9

A room with a wooden ceiling, a bed, a desk with a lamp, a fan, and a window.

12. Holiday Home 'Adega Pérola' with Wi-Fi

Cais do Galego

CA $244 total

includes taxes & fees

Nov 9 - Nov 10

A living room with a black sofa, wooden coffee table, and a television.

13. Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

Prainha

CA $470 total

includes taxes & fees

Nov 16 - Nov 17

A covered outdoor seating area with a table and chairs, overlooking a scenic view of the sea and green landscape.

14. Pico Azores - Family house S. Jorge view

Ribeirinha

Amélie T.

CA $485 total

includes taxes & fees

Nov 9 - Nov 10

A bathroom with a toilet, a shower, and a glass door.

15. Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

Ribeiras

CA $292 total

includes taxes & fees

Nov 9 - Nov 10

A modern room with a wooden ceiling, a desk with a computer, a bed with beige bedding, and a large window.

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

Horta

CA $299 total

includes taxes & fees

Nov 13 - Nov 14

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 $192 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with a dining area, large sliding glass doors, and a flat-screen TV.

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

Horta

CA $269 total

includes taxes & fees

Nov 8 - Nov 9

A stone building with a red door, green shutters, and a balcony.

19. Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

Pontas negras

Eugene S.

CA $532 total

includes taxes & fees

Nov 9 - Nov 10

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

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

Horta

Tajmohammed

CA $288 total

includes taxes & fees

Nov 9 - Nov 10

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Find vacation rentals that suit your style

Top Cais do Pico Hotel Reviews

A narrow stone corridor with arches, wooden beams, and potted plants.

Azores Youth Hostels - Pico

Sao Roque do Pico

10/10 Excellent

Josianne

Aldeia das Adegas

Sao Roque do Pico

10/10 Excellent

Karen

A patio with a table and chairs, a potted plant, and a view of the ocean and a mountain.

Casa d'Avó Guesthouse

Velas

10/10 Excellent

Susanne

A modern hotel with a red facade, multiple balconies, and a swimming pool.

Pico TERRAMAR & SPA

Madalena

10/10 Excellent

Andrea

A table with a champagne bottle, two glasses, and a bowl of strawberries, overlooking a pool and palm trees with a mountain in the background.

São Jorge Garden

Velas

10/10 Excellent

Pierre-Marc

A modern interior with a glass bowl containing a plant on a table, a seating area with chairs and a small table, and a bookshelf in the background.

Porto Velho Boutique Lodge

Madalena

10/10 Excellent

This place was amazing! It’s right by the water, with the ferry literally at your doorstep. Waking up each morning was great, especially with the waterfront views of Faial. They have coffee available 24/7 and pastries in the morning, plus a few local shops nearby for food, delicious may I add! I stayed in the basement and it was great. The place was very clean, had a kitchen with plates and dishes, and I absolutely loved the terrace. Yes, you can hear the church bells since the place is...

Tania

A view from a room with a window overlooking a marina with several boats docked.

Nereida

Horta

10/10 Excellent

This review is less about the property itself than it is about the staff. When we arrived we were greeted by the front desk staff who asked us to sit in the common room while we waited for her colleague. The common room was very nice - all shared accomodations and things to do. I noticed they had beach towels available for guests to use which is very kind. Everything I saw was very clean and tidy. Once the colleague arrived she explained to us that there was an issue in our room - a pipe had...

Michaela

Lofts Azul Pastel

Horta

10/10 Excellent

Josee

A swimming pool with blue water, surrounded by palm trees and blue lounge chairs.

Hotel Caravelas

Madalena

10/10 Excellent

Tracey

A balcony with a view of a coastal road, a pedestrian crossing, and a rocky shoreline.

Monte da Guia Alojamento Local

Horta

10/10 Excellent

Sylvain

Find out more about Cais do Pico

Everything you need to know about Cais do Pico 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 Cais do Pico 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 Cais do Pico vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cais do Pico vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cais do Pico. 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 Cais do Pico 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 Cais do Pico vacation rentals we have selected for you start as low as CA $50 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cais do Pico rentals

At Expedia, we put the best Cais do Pico 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 Cais do Pico 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 Cais do Pico 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 Cais do Pico. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Cais do Pico?

Yes, we give you a choice of vacation rentals near well known attractions in Cais do Pico, or you can choose a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Cais do Pico has to offer?

Luxury Repouso do Milhafre 181/AL: You might want to consider this vacation home rental near Cais do Pico, which is located in the city center and has a garden, a barbecue grill, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, an oven, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Cais do Pico?

Expedia has 5 vacation rentals for your stay in Cais do Pico.

What’s there to see and do in Cais do Pico?

While you're exploring the area, Mount Pico and São João Forest Reserve are a couple of picturesque spots to get outside and enjoy nature. Convent of Sao Roque do Pico and Azores Wine Company are a couple of places you'll find in the larger area.

What’s a vacation rental in Cais do Pico like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Cais do Pico. Vacation rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.

Cais do Pico Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cais do Pico vacation rentals

1. Aldeia das Adegas

2. Aldeia dos Caldeirões

3. Lofts Azul Pastel

4. Holiday Home 'Pico Boutique House' with Mountain View, Shared Pool and Wi-Fi

5. Porto Pim Bay

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

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

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

9. Horta Bay

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

11. ValverdeApart - 1.7 km from the center of Madalena, Pico Island

12. Holiday Home 'Adega Pérola' with Wi-Fi

13. Holiday Home 'Ocean Melody' with Sea View, Wi-Fi and Air Conditioning

14. Pico Azores - Family house S. Jorge view

15. Apartment 'Branca' with Sea View, Private Terrace and Wi-Fi

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

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

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

19. Vacation Home "Casas Dos Vinagreiros - Pedro" with Sea View, Private Terrace & Wi-Fi

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

Find vacation rentals that suit your style

Top Cais do Pico Hotel Reviews

Azores Youth Hostels - Pico

10/10 Excellent

Find out more about Cais do Pico

Cais do Pico vacation rentals: An excellent choice for every season

How to find incredible deals on Cais do Pico rentals

Frequently Asked Questions

Can I find vacation rentals in Cais do Pico?

What are some of the best vacation home rentals that Cais do Pico has to offer?

How many vacation rentals will I find in Cais do Pico?

What’s there to see and do in Cais do Pico?

What’s a vacation rental in Cais do Pico like?