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Holiday houses in Cais do Pico

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Top-rated holiday rentals in Cais do Pico

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A stone cottage is framed by lush greenery, overlooking the ocean. The structure features a wooden roof and expansive glass walls that provide panoramic views. The landscape includes a mix of native plants and stones, enhancing the natural setting.
Villa in São Roque do Pico
5 out of 5 average rating, 43 reviews

Casa da Canada

Would you like to live in a stone cottage, rustic, but with a modern ambiance and interior, comfortable, romantic, ideal for two with stunning views? You're in the right place, it's here. There is a deck with lounge chairs, a stone barbecue, the full view of the island of São Jorge and the canal. From its left side, the cliffs of the parishes of São Roque, Praínha and Santo Amaro do Pico, crashing waves and fluttering birds; a sunset to fall in love with… This house is part of a small family owned resort, where there is a restaurant called Magma, a grocery store, a yoga room and an heated swimming pool. The living room has glass sliding door that open the interior nature and the views. What are you waiting for?

Guest favourite
A well-appointed sleeping area features a spacious bed with crisp white bedding and decorative pillows. Bedside tables are positioned on either side, topped with softly glowing lamps. A floral artwork adorns the wall above the headboard, complemented by elegant drapes framing the window.
Farm stay in São Roque do Pico
4.88 out of 5 average rating, 72 reviews

Quinta Pereirinha Farm | Private 3 Bedroom House

The property is a small working family farm & is not in the city center. Madalena & Lajes are 15-20min. away & the point of the island is 25 minutes. There are no store fronts around, nature and rural lifestyle is our vibe. The home is a family run private vacation home, equipped w/modern conveniences. Perched on a hill with Northern views of the sparkling Atlantic & São Jorge island w/ East views encompassing sun dappled landscapes & redwood sprinkled hills. Trails are literally steps away.

Top Guest favourite
A terrace is showcased with two sun beds positioned for relaxation, overlooking unobstructed ocean views under a clear blue sky. The modern structure features sliding glass doors that lead inside, complementing the natural coastal environment.
Home in Ribeira Grande
4.93 out of 5 average rating, 30 reviews

Casa Oceano Pico

Casa Oceano Pico is a new, modern house nestled in one of the most beautiful and serene parts of the island, offering peace, tranquility, and lush greenery. With fabulous, unobstructed views of the Atlantic Ocean, you’ll find yourself immersed in natural beauty. Located just a 12-minute drive from the picturesque town of Lajes do Pico, and close to some of the island's most stunning natural pools, this home is ideal for solo travelers, couples, friends, families, and remote workers alike.

Guest favourite
Home in Canto da Areia
5 out of 5 average rating, 11 reviews

House by the sea

Designed from the ground up with comfort and calm in mind. With clean lines, warm materials, and wide-open views, the house invites you to slow down and soak up Pico’s natural beauty — from the private jacuzzi under the stars to the soft silence of the mornings. Whether you’re here for a romantic escape or a laid-back family adventure, this space adapts to your pace. It’s intimate, spacious, and just far enough off the map to feel like your own private piece of the island.

Top Guest favourite
A view of the sea framed by the open window, featuring two unique, bare trees on the shoreline. The calm water reflects the sky, while distant islands are visible on the horizon, creating a serene coastal scene.
Home in Madalena
4.95 out of 5 average rating, 222 reviews

Charming Beach House along the Ocean

Located minutes from downtown Madalena, “Casa da Barca” is a charming space granting guests picturesque views of the ocean and island of Faial from one side, and iconic Pico Mountain on the other. Walk only a few steps out the door and take a dip into natural pools or enjoy a refreshment at Pico’s award winning Cella Bar. Your host will welcome you with some cheese and wine, giving you a taste of the Acores and getting your palate ready for delicious island food.

Guest favourite
Cabin in São Roque do Pico
5 out of 5 average rating, 7 reviews

Casa da Camélia

Casa de Campo, charming with views of the Vila de São Roque do Pico, Canal between Pico and São Jorge and the neighboring island of São Jorge. This house is a haven of tranquility, simplicity. Enjoy quiet days at this charming cottage, surrounded by nature. Ideal for those looking for rest, silence and beautiful landscapes. The house offers a cozy atmosphere with simple decor, large outdoor space and perfect areas for outdoor relaxation.

Superhost
Home in São Roque do Pico
5 out of 5 average rating, 4 reviews

Pico Sereno - Casa Montanha | Mountain View

Casa Montanha is a cosy and secluded retreat on the island of Pico, ideal for those seeking tranquillity and contact with nature. With a privileged view of Pico Mountain, it combines comfort, privacy and Azorean charm. Surrounded by greenery, it offers a serene environment to relax after a day of hiking, whale watching or exploring the island. The perfect place to slow down, take a deep breath and create unforgettable memories.

Guest favourite
A cozy corner of a living area features a light grey sofa adorned with a decorative pillow. A small round side table houses decorative accents, while a vintage armchair complements the space. Natural light filters through sheer curtains, enhancing the room’s serene ambiance.
Apartment in Horta
5 out of 5 average rating, 5 reviews

"Tribute" Suite 6

This special place is close to everything, making it easy to plan your visit.Welcome to our beautifully restored historic house in the heart of Horta. This stunning building has been thoughtfully renovated to the highest standards, blending its rich heritage with modern luxury. Each of our unique apartments/suites is a tribute to the building’s past, offering an authentic experience with contemporary comfort.

Superhost
The exterior of a two-story stone house is showcased, featuring large glass windows that provide ample natural light. A green door adds a pop of color against the textured stone wall. The surrounding area is characterized by lush greenery and a clear blue sky.
Home in Prainha de Cima
4.8 out of 5 average rating, 110 reviews

Fish House 3

O paraiso na terra. A vista mais bonita do mundo! Maravilhosa casa construida de raiz recentemente, situada na Prainha de Cima ( zona Norte da ilha do Pico) com vista deslumbrante sobre o canal e sobre a ilha de São Jorge. Composta por 2 pisos com 2 janelas panorâmicas, pode alojar 4 pessoas, 2 no quarto e 2 na sala em sofá-cama. Tem 2 WC's completos. Vale mesmo a pena acordar para ver o nascer do sol!

Top Guest favourite
A historic house is depicted with white walls and a red-tiled roof, surrounded by lush greenery. Steps lead up to the entrance, and several windows allow natural light into the space. The backdrop features a mountainous landscape.
Home in São Roque do Pico
4.99 out of 5 average rating, 71 reviews

Latada House | Historic Azorean Home in Pico

Casa da Latada is a historic family home in Cais do Pico, São Roque do Pico. Spacious, cozy, and renovated, it offers a comfortable stay with a warm, authentic atmosphere. Preserving original details and generations of family history, the house blends traditional character with modern comfort — ideal for enjoying Pico Island in a genuine and welcoming setting.

Guest favourite
A modern living area is presented with a flat-screen TV mounted on a white wall. A small potted plant adds a touch of greenery beside a minimalist shelf. Two light wood coffee tables accompany a comfortable gray sofa, creating a functional and inviting space.
Home in São Roque do Pico
4.91 out of 5 average rating, 74 reviews

Azores Black Mountain House/Pico Island

Black Mountain House is located in São Roque do Pico, capital of Rural Tourism and 10 minutes from the airport, in a quiet area 3 kilometers away from rent-a-car, gas station, cafes, restaurants, Hyper Market, convenience stores and natural pools. The house has stunning views of the island of São Jorge and the Pico Island Mountain.

Top Guest favourite
An outdoor terrace showcases a wooden dining table surrounded by four chairs. A vase filled with dried flowers sits at the center, with a backdrop of lush green hills under a clear blue sky.
Home in Ribeiras
5 out of 5 average rating, 31 reviews

House of the Two Rivers

Casa das Duas Ribeiras is a cozy Azorean house made of local lava stone, ideal for relaxing in the heart of nature on Pico Island. It offers peaceful accommodation with modern amenities, a garden and ocean views. The house is suitable for couples looking for privacy, style and the authentic atmosphere of Pico Island.

Popular amenities for Cais do Pico holiday rentals