Holiday houses in Cascalheira

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Top-rated holiday rentals in Cascalheira

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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, 35 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 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, 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, 87 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.

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, 202 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.

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

4.88 out of 5 average rating, 60 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.

Guest favourite

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...

Guest favourite

A scenic view of the coastline reveals gently rolling hills leading to the ocean. The sun casts a bright reflection on the water, while traditional houses are positioned along the shore. The pathway, lined with greenery, offers a sense of tranquility and connection to nature.

Home in Açores

4.84 out of 5 average rating, 155 reviews

Casa Tia Maricas

Espaço acolhedor localizado na fajã mais rural e genuína de ilha de São Jorge-Azores, a Fajã de São João. A casa está localizada no coração da Fajã e preserva todo seu carácter tradicional, ideal para famílias ou grupos à procura de aventura, mas que também querem um espaço calmo e relaxante. A Fajã de São João é conhecida pelas pessoas humildes, o seu por do sol, trilhos pedestres, e a sua relação com o mar.

Superhost

A large window offers a panoramic view of the ocean and surrounding greenery. The seating area below features a cushioned bench, and soft curtains frame the view, allowing natural light to fill the space. Decorative elements are subtly placed around the area.

Home in Prainha de Cima

4.81 out of 5 average rating, 98 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 stone pathway extends along the terrace, leading to steps that ascend the side of the building. The coastline is visible in the distance, characterized by lush green hills meeting the tranquil sea. The sky is clear and bright, enhancing the serene setting.

Home in Santo Amaro

4.89 out of 5 average rating, 148 reviews

Adega da Varanda Alta

Entre a terra e o mar, no meio do verde e do basalto, rés-vés com um trilho pedestre vislumbra-se a imponente "ADEGA DA VARANDA ALTA", onde se avista o canal Pico - São Jorge e este último de lés-a-lés. Situa-se no lugar do Canto, freguesia de Santo Amaro, concelho de São Roque, ilha do Pico-Açores.

Top Guest favourite

An aerial view showcases a stone house surrounded by lush greenery and terraced gardens. A private heated pool is centrally located within a well-maintained lawn, complemented by outdoor seating and parking space along a circular driveway.

Cottage in Santo Amaro - S. Roque do Pico

4.95 out of 5 average rating, 116 reviews

Casa do Caisinho Pico - Heated pool near sea

Stay in a dream lava home with a heated outdoor pool and an incredible sea view. Close to the sea, this lava house was fully restored from the ruins of a hundred-year-old lava house. We just installed the pool heating system so that, even in Winter, you can have a swim - Bliss!

Top Guest favourite

Home in Calheta de Nesquim

5 out of 5 average rating, 22 reviews

Casa da Figueirinha

Located in the countryside and 1 km from the ocean, Casa da Figueirinha is a house of traditional architecture, restored and decorated in a modern and welcoming style so that the visitors have the necessary comfort for a quiet and relaxing holiday in full contact with nature.

Guest favourite

A traditional stone house is surrounded by green grass and decorative plants. A hammock is gently hung beneath a wooden pergola. Visible are the terracotta roof and wooden doors, providing a rustic charm to the exterior. Lush mountains can be seen in the background.

Home in Calheta

4.88 out of 5 average rating, 261 reviews

Refúgio dos Cúbres

Típica Casa de Fajã, localizada na Costa Norte da ilha de São Jorge, no único local dos Açores com galardão das 7 Maravilhas de Portugal, na categoria "Aldeias de Mar".