Vacation rentals in Cascalheira

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cascalheira

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

0 of 0 items showing

1 of 3 pages

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, 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?

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

4.75 out of 5 average rating, 85 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, 197 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.

Guest favorite

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

4.91 out of 5 average rating, 56 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.

Top guest favorite

An outdoor seating area is positioned to take in panoramic views of the Atlantic Ocean. Modern white chairs and a small table are arranged on a stone terrace, surrounded by lush greenery and flowering plants. The tranquil landscape enhances a peaceful atmosphere.

Home in Ribeiras

5 out of 5 average rating, 25 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.

Superhost

A stone apartment is nestled among lush greenery and colorful hydrangeas. A winding pathway leads to the entrance, framed by vibrant foliage and tropical plants, with a clear blue sky overhead enhancing the serene outdoor environment.

Home in Terra Alta

4.9 out of 5 average rating, 20 reviews

Modern Apartment w/ Ocean View

Experience elegance in this one-bedroom, one-bathroom apartment, inspired by Azorean architecture and crafted from native lava rock. Timeless design meets modern luxury, complete with the latest amenities. Nestled in a vibrant garden, a secluded patio offers a serene space to enjoy morning coffee, with the Atlantic's expanse and São Jorge Island's silhouette enhancing the horizon. Follow us @highlandhomes.pico on IG

Top guest favorite

A rocky coastline meets calm, clear waters, with dark volcanic stones contrasting with the blue hues of the sea. Irregularly shaped rocks are partially submerged, while patches of greenery are visible along the shore, enhancing the natural landscape.

Home in Santo Amaro

4.92 out of 5 average rating, 170 reviews

Casa Acima da Rocha

A Casa Acima da Rocha, está a “um palmo e meio” das pedras da costa com uma vista magnífica sobre o canal Pico- São Jorge, onde se poderá embalar com o sussurrar das ondas do mar e o canto dos cagarros. É uma casa recentemente reconstruída decorada maioritariamente com recicláveis, otimizando os materiais existentes e simultaneamente proporcionando conforto a quem dela usufrui.

Guest favorite

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, 135 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.

Guest favorite

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, 23 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 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, 112 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!