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Holiday houses in Cascalheira

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Top-rated holiday rentals in Cascalheira

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

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Superhost
Home in São Roque, Ilha do Pico
4.78 out of 5 average rating, 37 reviews

Casa da Figueira

House of Figueira, a charismatic and modern house. We adapted the architecture to insert it in a natural and graceful way on the extremely sloping terrain, resulting in a duplex with the two rooms on the lower floor, both with a spectacular view of the sea, the island of São Jorge and a wonderful sunrise. Its sumptuous balcony that includes stone barbecue has an unobstructed and stunning view of the entire island of São Jorge, the beautiful canal and a garden.Upstairs, dazzle yourself again and enjoy a drink in lounge chairs or outdoor dining with unsurpassed views. The interior space, in open space style , is cozy and comfortable. As if that were not enough, there is an additional treat: on the left-hand side of the porch, a sunset like a Hollywood movie, so perfect that it looks like a mirage. All rooms have views and the room with glazing from ceiling to floor on sliding doors open the interior to the exterior reminiscent of heaven on earth. Yeah, it's here.

Superhost
An infinity pool stretches across the foreground, reflecting the sky and surrounding greenery. In the background, two rustic cabins are nestled among lush vegetation, with a scenic ocean view and rolling hills under a partly cloudy sky.
Villa in São Roque do Pico
5 out of 5 average rating, 5 reviews

Casa do Curral

Beautiful lava house in an area where there were stone animal pens which gave it its name. It offers breath-taking views: the entire island of São Jorge and the canal, in front, and, on the left, undulating bays of parishes on the beautiful north coast of Pico. Birds and sea waves are heard. You can dine inside in a modern rustic open spacestyle living / dining room, or outdoors, while enjoying the view of an absolutely sublime sunset and a completely starred sky. 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. Amazing...

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
4.91 out of 5 average rating, 22 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 Baixa
5 out of 5 average rating, 7 reviews

Inn Fraga, Ilha do Pico, Açores

Descubra o Inn Fraga, um refúgio encantador na deslumbrante Ilha do Pico. Imagine-se a relaxar numa casa acolhedora, onde o conforto encontra a tranquilidade. Desperte com vistas panorâmicas para o mar e a icónica ilha de São Jorge, enquanto desfruta de um café na varanda. Explore as maravilhas naturais da ilha, desde trilhos pitorescos a vinhedos exuberantes e belas piscinas naturais. No Inn Fraga, cada estadia é uma experiência inesquecível de paz e beleza. Venha viver a magia do Pico!

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
4.77 out of 5 average rating, 90 reviews

Adega da Figueira · Whalers' Ruin & Ocean Views

Nesquim is where the first whaling company in the Azores was born. This stone house was a ruin when we found it — covered by an enormous fig tree that gave it its name. Rebuilt by a local family from the village, with stone from the island and a roof with a story. From the terrace, dolphins pass weekly between May and October. Whales appear between May and August. No boat needed. Just you, the open sea, and a house that was made to feel like home. Guests who come once tend to come back.

Guest favourite
Home in Santo Antão
4.97 out of 5 average rating, 62 reviews

«Casa do Avô Coelho»

A «Casa do Avô Coelho» é uma moradia localizada no centro da Fajã de São João, perto da sua ermida centenária. Com decoração rústica, está guarnecida com tudo o que é necessário para passar umas férias únicas e memoráveis. Possui também outras comodidades para este local paradisíaco: esplanada virada sobre a fajã e onde se vislumbra um magnífico pôr-de-sol com as ilhas do Pico e do Faial no horizonte e pátio privado com churrasqueira, mesa e bancos onde pode passar tardes inesquecíveis.

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, 211 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.

Top Guest favourite
Home in Ribeiras
5 out of 5 average rating, 32 reviews

Views, peace, and quiet

180 degrees of breathtaking views of the Atlantic (at about 200 meters above sea level), a lot of green everywhere and no neighbors in sight: if you're looking for a relaxing vacation in a traditional Azorean stone cottage placed in a magical landscape, this is the place for you. Casas do Horizonte is a traditional compound of two homes (the main farm house and a converted millhouse) set in 2 acres of gardens and wooded areas.

Guest favourite
A wooden bench is positioned on a grassy area, providing a view of the calm ocean under a clear sky. A pathway leads towards the bench, offering a glimpse of a nearby structure with red accents, enhancing the serene landscape.
Home in Piedade
4.89 out of 5 average rating, 27 reviews

Quinta do Basalto- Casa Orquídea

Uma quinta transformada em um ligar acolhedor para desfrutar de uma vista deslumbrante! Com piscinas naturais à poucos metros, uma vista privilegiada para a Ilha de São Jorge, fica em um local calmo mas tem tudo que precisa ao redor, um jardim lindíssimo com uma churrasqueira e forno a lenha que pode ser utilizado pelo hóspede.

Guest favourite
Home in Calheta de Nesquim
4.96 out of 5 average rating, 25 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.

Guest favourite
A spacious sleeping area features a comfortable bed draped with a patterned blanket. Textured stone walls provide a rustic touch, while wooden beams create a warm atmosphere. Soft lighting highlights the space, and a minimalist shelving unit is positioned nearby.
Home in Ribeiras
4.94 out of 5 average rating, 18 reviews

Casas da Pedreira-Casa do Pinho

Incrível casa à beira mar com uma construção em pedra tradicional com acabamentos modernos. Tem uma cozinha totalmente equipada, casa de banho espaçosa, sala e quarto ampla com uma cama de casal e um sofá-cama. Acomoda até três pessoas. Pode disfrutar do exterior da casa com vista para o mar e para a natureza.

Top Guest favourite
A tranquil bedroom features a spacious bed with light bedding and decorative pillows. Two woven pendant lights hang from the ceiling, providing soft illumination. A bedside table holds a lamp, and a small desk is visible against the wall, accompanied by a round mirror and a decorative plant.
Home in São Roque do Pico
4.97 out of 5 average rating, 132 reviews

Casa da Furna D'Água I

Furna D’Água I is a house with views to Pico Mountain and the island of São Jorge. The house is inserted in an old vineyard in the center of the village in the place of Cais do Pico, where the green of the vines, the black of the basalt and the aroma of the sea stand out. The ideal location for your holidays

Popular amenities for Cascalheira holiday rentals

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