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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.

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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, 41 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 favorite
Villa in São Roque, Ilha do Pico,
4.91 out of 5 average rating, 35 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.

Top guest favorite
An outdoor dining area is presented under a covered terrace, featuring a wooden table surrounded by several chairs. The view reveals a scenic coastline leading to the Atlantic Ocean, framed by rolling hills and distant mountains, illuminated by soft evening light.
Home in Santo Amaro
4.99 out of 5 average rating, 85 reviews

AtlanticWindow - Modern House, Stunning View

Pico Island, and especially Santo Amaro, has always been the holiday’s spot of our family. Here we grew up, we saw ships being built, we learnt how to swim, to fish and to live around nature. The dream of having our own place here, where to revisit the past, to rest and to enjoy the local genuine environment, has come true years later. The houses, built in a modern style, but with both inside and outside local stone details, were designed to take full advantage of the outstanding location an

Top 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
4.92 out of 5 average rating, 25 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, 91 reviews

Adega da Figueira · Whalers' Ruin & Ocean Views

Nesquim is where the first whaling company in the Azores was born. This stone house was a ruin when we found it — covered by an enormous fig tree that gave it its name. Rebuilt by a local family from the village, with stone from the island and a roof with a story. From the terrace, dolphins pass weekly between May and October. Whales appear between May and August. No boat needed. Just you, the open sea, and a house that was made to feel like home. Guests who come once tend to come back.

Top guest favorite
Cabin in Santana
5 out of 5 average rating, 19 reviews

Casinha Melissa

What you can expect at Casinha Melissa: • queen-size bed with memory foam mattress • USB/USB-C ports built-in to the light socket at each bedside table • 43" Smart TV for streaming on all major apps or watching cable • WIFI connection with high-speed internet • ceiling fan • air-conditioning/heating system • private on-site laundry with steam dryer option or clothesline located behind the house (clothes pins provided) • personal picnic table • firewood for the fire pit

Guest favorite
Home in Ilha do Pico
5 out of 5 average rating, 31 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.

Superhost
Home in Calheta de Nesquim
4.86 out of 5 average rating, 65 reviews

Casinha de Nesquim - Pico, Azores

A Casinha de Nesquim é uma pequena casa de 1883, remodelada recentemente. Envolvida pela natureza luxuriante dos Açores e pelo 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 casa. O espaço exterior, com diferentes ambientes e vistas, oferecer-lhe-á momentos inesquecíveis.

Superhost
Home in Piedade
4.76 out of 5 average rating, 21 reviews

Quinta do Basalto- Casa Cacto

Uma antiga quinta transformada num alojamento elegante onde pontuam muitos elementos contemporâneos. São casas de campo carregadas de história. A Quinta do Basalto oferece um ambiente intimista, calmo, privativo para os hóspedes poderem desfrutar de uma vista deslumbrante com uma paisagem exuberante e única. A Quinta do Basalto é a moldura Ideal para uma paisagem fantástica na Ilha do Pico que tornará as suas férias inesquecíveis!

Top guest favorite
A private outdoor pool reflects the sky, surrounded by a well-maintained area with lush greenery. In the background, the scenic view of the island of Faial is visible, with rocky formations and the ocean extending towards the horizon.
Home in Madalena
5 out of 5 average rating, 23 reviews

Villa Valverde

Relaxe com toda a família neste alojamento tranquilo. Concluída em 2024, a Villa Valverde situa-se perto do centro da Madalena, num local com vista sobre a ilha do Faial. Inserida num entorno sossegado, com um amplo relvado, uma piscina exterior privada e um espaço de churrasco, constitui o local ideal para férias em família.

Top guest favorite
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, 26 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.

Guest favorite
A rustic basalt house is positioned near the coastline, showcasing a vibrant red door and surrounding greenery. The tranquil sea is visible in the background, while the structure is accompanied by a well-maintained pathway leading to the entrance.
Home in Lajes do Pico
4.86 out of 5 average rating, 29 reviews

Adega Velha AL casa junto ao mar

A Adega Velha é uma simpática casinha rústica feita de basalto. Dispõe de todo o conforto para umas férias de sonho. Fica muito próximo do mar e de piscina natural numa zona de vinhedos. O ambiente é calmo convidando a umas férias relaxantes

Popular amenities for Cascalheira vacation rentals

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