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Holiday houses in Cascalheira

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Top-rated holiday rentals in Cascalheira

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Guest favourite
A spacious balcony extends from the house, featuring wooden furniture set against a backdrop of expansive ocean views. The structure combines stone and wood elements, with large glass windows reflecting the serene blue of the sea. Lush greenery frames the scene.
Villa in Santo Amaro
5 out of 5 average rating, 20 reviews

Casa da Vigia da Baleia

Beautiful and spacious house, ideal for holidays with family or friends. The breath-taking view allows you to see the entire island of São Jorge and the canal, as well as bays and parishes on the beautiful and jagged north coast of Pico, with its undulating sea waves. The song of birds and the Atlantic waves are heard. Dine indoors or on the balcony watching the sunset, relax in the lounge chairs with a wonderful drink. All rooms have a view; living room with glass sliding doors which invite outdoors in. 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. Come see what you have been missing - you won’t want to leave.

Superhost
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
4.87 out of 5 average rating, 68 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.

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 Ribeiras
4.93 out of 5 average rating, 15 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.

Superhost
A sturdy stone structure is observed with a wooden porch, inviting relaxation. Two individuals can be seen sitting on the porch, surrounded by vibrant green foliage and blooming red flowers. A certification label indicating 'Clean & Safe' is visible in the corner.
Cottage in Calheta de Nesquim
4.76 out of 5 average rating, 88 reviews

Oceanfront Cottage on Pico Island - (RRAL78)

Escape to a peaceful retreat on Pico Island, Azores. Adega da Figueira is a charming oceanfront cottage in the picturesque village of Calheta de Nesquim. Combining the rustic charm of traditional Azorean stone architecture with comfort, this unique home is perfect for couples, families, or solo adventurers seeking tranquility and stunning views. Wake up to panoramic views of the Atlantic Ocean. Enjoy sunsets from the private terrace or explore the nearby natural swimming pools.

Guest favourite
A wooden cottage is positioned beside a pool, featuring large glass windows that offer views of the surrounding greenery. A hot tub is situated on a stone patio adjacent to the pool, surrounded by lush vegetation and clear skies.
Home in Madalena
4.9 out of 5 average rating, 42 reviews

Adega da Quinta-Casa da ioio

Relaxe neste cottage com um spot único e tranquilo. Aprecie na piscina, jacuzzi ou sauna a vista fantástica sobre o Faial, o mar e a vila da Madalena. Desfrute de uma linda casa em madeira num lugar único e especial com piscina, jacuzzi e sauna. Beneficie dos passeios pedestres com vista para a maravilhosa montanha do Pico. As nossas acomodações situam-se a 2 minutos de carro e 20 minutos a pé da Vila da Madalena, incluem um quarto com cama de casal e uma sala que dispõe de sofá cama

Guest favourite
An open living area is presented with a light-colored sofa facing a wall-mounted television. Circular woven art pieces adorn the white walls. A low coffee table is centered on a textured rug, flanked by two armchairs and a decorative floor lamp.
Condo in Madalena (Areia Larga area)
4.81 out of 5 average rating, 143 reviews

Casa do Cacto - 1 Bedroom Flat in Areia Larga

Our 1-Bedroom Flat is a stylish and comfortable accommodation for a couple or small group (3-4 people max) - it is located at one of the most beautiful seafront areas in Pico overlooking Faial island. Some of the best restaurants on the island are nearby, and the town centre is only 10mins away - all walking distance. The Landscape of the Vineyard Culture is only 15mins away (on foot), a beautiful walk especially at sunset! Find us on Instagram @casadocacto

Superhost
An outdoor seating area is depicted with two chairs and a small table, positioned on a gravel surface. A hanging chair is included, offering a cozy spot. Surrounding greenery adds a natural touch, complemented by stone walls and red doors of nearby structures.
Home in Calheta de Nesquim
4.89 out of 5 average rating, 61 reviews

Casinha de Nesquim - Pico, Azores

A Casinha de Nesquim é uma pequena casa de 1883 que foi completamente remodelada em 2019. Envolvida entre a natureza luxuriante dos Açores e o mar, é o espaço ideal de férias para quem procura o melhor que a ilha tem para oferecer: tranquilidade, ar puro, paisagens deslumbrantes e o mar. A casa totalmente equipada oferece todo o conforto para que se sinta em sua casa. O espaço exterior com diferentes ambientes e vistas oferecer-lhe-á momentos inesquecíveis.

Superhost
A wooden bench is positioned on a grassy area, facing a panoramic view of the ocean under a clear sky. The image captures a distant landscape with a hint of coastal foliage and a structure partially visible to the right.
Home in Piedade
4.88 out of 5 average rating, 52 reviews

Quinta do Basalto- Casa Jarro

Casa localizada em vila privada com jardim extenso, estacionamento, churrasqueira, horta de ervas aromáticas. Fica há 1 quilómetro da praia de calhau, 400 metros do centro da freguesia da Piedade, trilhos para caminhada, aulas de equitação e passeios a cavalo (preço adicional), uma praia de areia fica à distância de 10 quilómetros, 1,6 quilómetros da piscina natural do Calhau. Tem a poucos metros mercado, Snack bar, farmácia, talho...

Top Guest favourite
A kitchen area is presented with wooden cabinets and a dining table surrounded by four chairs. The geometric-patterned wallpaper adds a modern touch, while stainless steel appliances include a refrigerator. A staircase with wooden steps leads to the upper level.
Home in Madalena
4.95 out of 5 average rating, 117 reviews

Casa d'Avô Francisco

Outrora adega tradicional de vinho, construída por Francisco Paulo em 1980, esta moradia serviu durante muitos anos como local de produção e armazém do vinho da família Paulo. A adega foi remodelada e ampliada, mas mantêm os alçados tradicionais e a decoração e pormenores próprios dos tempos em que foi utilizada como adega. Junto à zona balnear, possui uma vista que convida a longas noites de conversa.

Top Guest favourite
A dining area features a rustic wooden table accompanied by colorful chairs, while a peaceful outdoor view is visible through large windows. An inviting pathway leads to a well-structured house nestled among trees, with a cloudy sky providing a serene backdrop.
Home in Candelária
4.88 out of 5 average rating, 25 reviews

Alojamento local

Alojamento local em zona tranquila da freguesia da Candelária, a 10 minutos da Vila da Madalena, ilha do Pico. Pensado para uma estadia de sonho, confortável e espaçoso, perfeito para uma escapadinha romântica ou para tirar aquelas férias de que tanto precisa. Venha embrenhar-se na natureza e desfrutar de uma vista de cortar a respiração.

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, 19 reviews

Casa das Duas Ribeiras

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.

Guest favourite
A two-story house is situated on elevated land, featuring a red railing along the spacious terrace. Lush green plants are planted in front of a stone wall, enhancing the natural landscape. The building presents a simple architectural style with a sloped roof under a cloudy sky.
Home in Lajes do Pico
4.96 out of 5 average rating, 24 reviews

Adega Ninho da Cagarra

A Casa Ninho da Cagarra situa-se no lugar da Feteira freguesia da Calheta de Nesquim. Fica a 150 metros de uma zona balnear e de um parque de merendas, tem uma vista privilegiada para o mar, um lugar calmo tranquilo e paradisíaco, tem também churrasqueira e mobiliário de exterior para maior conforto e comodidade.

Popular amenities for Cascalheira holiday rentals

  1. Airbnb
  2. Portugal
  3. Azores
  4. Ilha do Pico
  5. Cascalheira