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Vacation rentals in Cascalheira

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Top-rated vacation rentals in Cascalheira

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Top guest favorite
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, 37 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 favorite
A rustic stone exterior of the adega features a wooden door with a decorative round window. A welcoming sign displays the name 'Adega Baia do Canto' beside a frosted green window. A planter filled with assorted succulents enhances the entrance.
Cottage in Santo Amaro
4.9 out of 5 average rating, 50 reviews

Adega Baia do Canto. AL 1398

Our Adega is a beautifully restored "adega" (wine cottage) located on the island of Pico. While maintaining the charm of its original design, the adega offers all the comforts of a home away from home. With 2 private entrances, the property is situated in Baia do Canto, an area renowned for its stunning landscapes, vineyards, and close to the ocean. Whether you're an adventurer seeking excitement or simply looking to unwind in nature’s tranquility, Adega Baia do Canto is the ideal destination!

Guest favorite
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.

Top guest favorite
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.

Top guest favorite
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, 205 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
4.89 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 favorite
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 favorite
A charming exterior view showcases a two-story house with a balcony, surrounded by lush greenery and colorful flowering plants in terracotta pots. A stone pathway leads up to the entrance, offering glimpses of the natural landscape and distant hills.
Home in Santo Amaro
4.96 out of 5 average rating, 85 reviews

Casa do Gato Preto

Situada numa zona calma da freguesia de Santo Amaro onde acorda no meio da natureza com uma vista fantástica para o mar e ilha de São Jorge. Atrás surgem as encostas da zona norte da ilha. A cerca de 200 mt encontra a zona balnear do Portinho. A casa está equipada com uma televisão de ecrã plano com canais por cabo, ar condicionado e WI-FI. Tem um quarto /sala com cama de casal. uma casa de banho e uma cozinha.

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 30m a pé de uma excelente piscina municipal, gratuita. Local excelente para crianças e para descanso.

Top guest favorite
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 favorite
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 vacation rentals

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