Vacation rentals in Cascalheira

Villa in São Roque, Ilha do Pico,

A spacious living area features a wooden ceiling and large glass doors opening to a panoramic view of the sea. A round dining table sits centrally, accompanied by a cozy seating area with a sofa and stylish chairs, enhancing the connection to the outdoors.

4.92 out of 5 average rating, 26 reviews

Casa do Alecrim

Beautiful and spacious house, ideal for holidays with family or friends. The breath-taking view allows you to see the entire island of São Jorge and the canal, as well as bays and parishes on the beautiful and jagged north coast of Pico, with its undulating sea waves. The song of birds and the Atlantic waves are heard. Dine indoors or on the balcony watching the sunset, relax in the lounge chairs with a wonderful drink. The living room has glass sliding doors which invite outdoors in. Come see what you have been missing - you won’t want to leave.

5 out of 5 average rating, 23 reviews

A comfortable living area features a plush sofa and a dining table set for four. Soft natural light filters in through a window dressed with sheer curtains, illuminating the light wood flooring and creating a warm ambiance.

Home in Manadas

Balcão do Canal

Casa de família remodelada para se tornar um espaço acolhedor, numa zona calma, entre a montanha e o mar. Cozinha completa. Sala de estar ampla e com zona de refeições, com acesso direto a uma varanda com vista fabulosa sobre o canal e ilhas do Pico e Faial, de onde poderá disfrutar de um magnífico por-do-sol. Dois quartos de cama: um cama de casal e outro com duas camas individuais ou de casal. Casa de banho com duche e secador de cabelo. Wifi gratuito e parque de estacionamento gratuito.

5 out of 5 average rating, 26 reviews

A private wooden deck features two red rocking chairs, surrounded by lush greenery. Eucalyptus trees stand tall, adding to the serene atmosphere. The structure above has a thatched roof, and the wooden rails create a rustic feel, inviting relaxation in nature.

Apartment in Açores

Cabanas da Viscondessa Studio

Merge with the lush nature of São Jorge Island in this comfortable studio, conveniently placed in the middle of the island of São Jorge, not far from the airport and the town of Velas. This studio has private bathroom and balcony, air conditioning, a well-equipped kitchen area, TV, blackouts and free high speed internet. The guests can choose between a king-sized bed or two separate beds. And there is a sofa that can be used as an extra bed for a small child (under 130cm in height).

Cottage in Calheta de Nesquim

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.

4.75 out of 5 average rating, 81 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.

4.95 out of 5 average rating, 194 reviews

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

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.

Home in Calheta de Nesquim

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.

4.91 out of 5 average rating, 53 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.

5 out of 5 average rating, 26 reviews

A rustic stone house is visible amidst lush greenery, framed by rolling hills in the background. A winding path leads up to the entrance, bordered by well-maintained bushes and flowers. The sky is partly cloudy, adding to the serene landscape.

Home in Ilha do Pico

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.

5 out of 5 average rating, 24 reviews

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

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.

4.89 out of 5 average rating, 18 reviews

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

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

4.81 out of 5 average rating, 89 reviews

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

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!

4.88 out of 5 average rating, 24 reviews

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

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.