
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.

Casa da Figueira
House of Figueira, a charismatic and modern house. We adapted the architecture to insert it in a natural and graceful way on the extremely sloping terrain, resulting in a duplex with the two rooms on the lower floor, both with a spectacular view of the sea, the island of São Jorge and a wonderful sunrise. Its sumptuous balcony that includes stone barbecue has an unobstructed and stunning view of the entire island of São Jorge, the beautiful canal and a garden.Upstairs, dazzle yourself again and enjoy a drink in lounge chairs or outdoor dining with unsurpassed views. The interior space, in open space style , is cozy and comfortable. As if that were not enough, there is an additional treat: on the left-hand side of the porch, a sunset like a Hollywood movie, so perfect that it looks like a mirage. All rooms have views and the room with glazing from ceiling to floor on sliding doors open the interior to the exterior reminiscent of heaven on earth. Yeah, it's here.

Forest House
Beautiful and spacious stone house, perfect for a holiday with family or friends, with a large balcony and a breath-taking view of the whole island of São Jorge and the canal, as well as, to the left, the beautiful bays and parishes of the northern Pico coastline. You see and hear the Atlantic Ocean waves and the birds. Have your meals in the open spacearea of the fully equipped kitchen and dining / living rooms with glass sliding doors or outside on the balcony watching the sunset - you'll never forget the moment. 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. Come live a dream...

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.

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.

Nesquim's little house - Pico, Azores
Casinha de Nesquim is a small house from 1883 that was completely refurbished in 2019. Surrounded by the luxuriant nature of the Azores and the sea, it is the ideal vacation space for those looking for the best that the island has to offer: tranquility, fresh air, stunning landscapes and the sea. The fully equipped house offers all the comfort to make you feel like you are in your own home. The outdoor space with different environments and views will offer you unforgettable moments.

Inn Fraga, Pico Island, Azores
Discover Inn Fraga, a charming retreat on stunning Pico Island. Imagine yourself relaxing in a cozy home, where comfort meets tranquility. Wake up to panoramic views of the sea and the iconic island of São Jorge while enjoying a coffee on the balcony. Explore the island's natural wonders, from scenic trails to lush vineyards and beautiful natural pools. At Inn Fraga, every stay is an unforgettable experience of peace and beauty. Come and experience the magic of Pico!

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.

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.

Quinta do Basalto- Casa Jarro
House located in private villa with extensive garden, parking, barbecue, aromatic herb vegetable garden. It is 1 kilometer from the beach of Calhau, 400 meters from the center of the parish of Piedade, hiking trails, riding classes and horseback riding (additional price), a sandy beach is 10 kilometers away, 1.6 kilometers from the Calhau natural pool. It has a few meters from the market, Snack bar, pharmacy, butcher...

Casa da Figueirinha
Located in the countryside and 1 km from the ocean, Casa da Figueirinha is a house of traditional architecture, restored and decorated in a modern and welcoming style so that the visitors have the necessary comfort for a quiet and relaxing holiday in full contact with nature.

Boanova vineyard house is a rural romantic cottage
Kick back and relax in this calm, stylish space located in Bandeiras right on hiking trails. Enjoy the natural views to the ocean or of the mountain right from the patio and if you like a good walk there are plenty of trails to explore.

Oceanfront Cottage: The Boathouse
Originally an early 20th century boathouse, now a cozy oceanfront cottage. It is located in the village of Prainha de Baixo, a small village on the island of Pico.
Popular amenities for Cascalheira vacation rentals
Other great vacation rentals in Cascalheira

Nemo's Corner

Casa do Caisinho Pico - Heated pool near sea

Casa do Miradouro – Waterside

Bioma Adega - Gourmet Stay

Portinho Velho Wine Cellar

Casa do Baleeiro

New Family House with a View of S. Jorge Island

Picolo-Mondo - Sunny Suite 16
Destinations to explore
- Ilha de São Miguel Vacation rentals
- Ponta Delgada Vacation rentals
- Ilha Terceira Vacation rentals
- Ilha das Flores Vacation rentals
- Ilha do Pico Vacation rentals
- Ilha de Santa Maria Vacation rentals
- Baixa Vacation rentals
- Furnas Vacation rentals
- Ilha do Faial Vacation rentals
- Sete Cidades Vacation rentals
- Ilha de São Jorge Vacation rentals
- Ribeira Grande Vacation rentals





