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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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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, 38 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?

Top Guest favourite
A charming stone house features a vibrant red door and window shutters, complemented by a balcony with modern railing. A set of steps leads to the entrance, with lush greenery visible in the background, highlighting the natural surroundings.
Villa in Pontas Negras
5 out of 5 average rating, 23 reviews

Cantinho dos Cagarros

A nossa casa de férias Cantinho dos Cagarros, com uma vista sobre o oceano Atlântico, está localizada na Aguada, Ponta Negras, na Ilha do Pico. Os quartos acolhedores proporcionam o descanso e o silêncio, que ao anoitecer é, por vezes, interrompido pelo fascinante canto dos cagarros. Desfrute da nossa varanda ou no nosso alpendre espaçoso, ideal para refeições ao ar livre com a vista do oceano. A proximidade da zona balnear "Pedreira ou Carregadouro" (a 3 minutos de distância a pé).

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.

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.

Guest favourite
Home in Ilha do Pico
5 out of 5 average rating, 30 reviews

Casas dos Socalcos 1

Relax in this paradise surrounded by nature and sea. Casa dos Socalcos is a charming space, located in Terra Alta, parish of Santo Amaro, where you will wake up in the middle of nature and with an extraordinary view of the Pico / São Jorge channel. The house has the amenities of a relaxed lifestyle. It has a bedroom / living room with 2 twin beds, a bathroom and a kitchen. The pedestrian trail "Caminho das voltas" passes right in front of the house.

Guest favourite
A wooden bench is positioned on a grassy area, overlooking a scenic view of the ocean and distant land. The sky is filled with soft, light clouds, enhancing the calm atmosphere. A red structure is visible in the area, complementing the serene setting.
Home in Piedade
4.88 out of 5 average rating, 17 reviews

Quinta do Basalto- Casa Estrelícia

Casa localizada em vila privada com jardim extenso, estacionamento, churrasqueira, horta de ervas aromáticas. Fica à 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
Home in Ribeiras
5 out of 5 average rating, 27 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.

Top Guest favourite
A traditional wine house with red accents is framed by dark lava stones, set against the backdrop of Pico Mountain, topped with snow. A clear sky with a visible moon enhances the serene landscape, inviting guests to experience the uniqueness of the surroundings.
Holiday home in Madalena
4.95 out of 5 average rating, 163 reviews

Ocean view in UNESCO Heritage Site

Solar-powered wine house located in the Landscape of Pico Island Vineyard Culture - a UNESCO World Heritage Site. Just a couple of minutes driving from Madalena village, this traditional and remodeled wine house has its own vineyard on the backyard. A cozy space for two with a bedroom, kitchenette open to living room and a bathroom. The wine house is overlooking the ocean, Faial island and Pico mountain.

Superhost
A traditional stone house features a sloped roof and white-framed windows, surrounded by greenery. An outdoor balcony provides seating, while a stone wall encloses the front yard, enhancing privacy. The backdrop displays rolling hills, typical of the Pico landscape.
Home in Lajes do Pico
4.75 out of 5 average rating, 136 reviews

Casa do Lampião, para férias Ilha do Pico

Casa localizada em Santa Cruz, freguesia das Ribeiras (Ilha do Pico), com magnifica vista para o mar. Tem capacidade até 3 pessoas, 2 quartos, cozinha equipada, WC e TV. Local extremamente calmo, com balcão exterior, espaço para estacionamento, a 30 metros a pé de uma excelente piscina municipal, gratuita. Local excelente para crianças e para descanso.

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.

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!

Popular amenities for Cascalheira holiday rentals

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