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Holiday rentals in Cascalheira

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Top-rated holiday rentals in Cascalheira

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Guest favourite
The exterior of the stone house is showcased, featuring large glass windows that invite natural light. Surrounding flora includes colorful flower beds, while the backdrop of rolling hills and misty mountains enhances the serene environment.
Villa in Santo Amaro
5 out of 5 average rating, 12 reviews

Casa do Ilhéu

Dream house, in stone, like all, and with modern design, with a rustic touch. It offers two bedrooms and a complete bathroom on the ground floor. On the upper floor, be dazzled and enjoy the beautiful and large balcony where you can relax on the loungechairs or dine al fresco, with an amazing view of the canal and the whole island of São Jorge. It should be noted that, taking into account that the two floors are connected by an interior staircase, it is not advisable for families with young children. It also has a totally unobstructed view of the bays and parishes of the beautiful and indented north coast of Pico on your left.The interior space, in open spacestyle ,is modern and relaxed sophisticated, with a fully equipped kitchen, living and dining room. As if that were not enough, there is an additional treat: on the left side you will experience a sunset of those surreal and sublime - perfect and unforgettable. All rooms with a view and the living room with ceiling-to-floor glass sliding doors that open the interior to the exterior. Bearing in mind that Casa do Ilhéu is on a slope, it is not recommended for people with motor difficulties and small children. This house is part of a small family resort, within which is available the Magma restaurant, a grocery store, a yoga room and a heated swimming pool. Come live this dream ...

Top guest favourite
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, 80 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

Guest favourite
A dining area is set by the sea, featuring a wooden table with elegant glassware and plates arranged neatly. Comfortable chairs are positioned around the table, offering a scenic view of the ocean and distant land. The calm water reflects a serene atmosphere.
Home in Prainha
4.98 out of 5 average rating, 59 reviews

Janela do Porto - the Atlantic Ocean inside the house

A window facing the sea and back on the slopes of the north coast of Pico Island. Sitting in the armchair, I set my gaze on São Jorge lying in the distance. At the foot of the house, the sea ripples like a purring cat. I close my eyes and smile, I found paradise... Old fishing cellar completely rebuilt in the first row facing the sea. The view is incredible, starting with the morning sunrise. It accommodates up to 6 people (4 people in beds and 2 on a sofa bed). Space with 4 environments.

Top guest favourite
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 Ribeiras
4.94 out of 5 average rating, 16 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, 88 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.

Superhost
Home in Calheta de Nesquim
4.87 out of 5 average rating, 62 reviews

Nesquim's little house - Pico, Azores

Casainha de Nesquim is a small house from 1883 that was completely remodeled in 2019. Involved between the luxurious 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, clean air, stunning scenery 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.

Guest favourite
Home in Ribeirinha
5 out of 5 average rating, 7 reviews

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!

Top guest favourite
Two charming houses are framed by lush palm leaves, with one in soft yellow and the other in pastel pink. Each house has large windows and a welcoming entrance, with a gravel pathway leading to the front steps, offering a connection to the surrounding natural landscape.
Home in Velas
4.98 out of 5 average rating, 42 reviews

Houses of Eira Velha - A

“Houses of Eira Velha A and B” offers its guests the experience of living in a fajã, surrounded by nature with wonderful views, 5 minutes from the sea. This beautiful place is located in a bay with a pier and natural pools, ideal for those looking for a pleasant and comfortable stay. Our house is located 5 minutes from the natural pool “Poça Simão Dias”, a must-visit place, with its crystal clear waters and mild temperature, providing pleasant baths.

Top guest favourite
Home in Ribeiras
5 out of 5 average rating, 27 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 spacious bedroom is presented, featuring a light-toned bed covered with a textured blanket. Floor-to-ceiling windows offer expansive views of the ocean. Natural light fills the room, complementing the warm wood tones of the decor. A woven rug and a wooden side table enhance the inviting ambiance.
Home in Santo Amaro
4.86 out of 5 average rating, 7 reviews

Casa da Faia

A Hidden Paradise in Nature Escape to this unique stone retreat, where modern design meets breathtaking natural beauty. Perched between lush greenery and stunning views of the ocean and mountains, it’s the perfect place to unwind and reconnect. Experience tranquility, privacy, and elegance all in one unforgettable stay. Book now and make this hidden paradise yours.

Guest favourite
An outdoor terrace features a shaded area with a large umbrella over a wooden table and four chairs. Potted plants are arranged near the edge, offering a pleasant view of the surrounding greenery. The Clean & Safe certification logo is displayed prominently.
Home in Calheta de Nesquim
5 out of 5 average rating, 22 reviews

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.

Guest favourite
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, 24 reviews

Ninho da Cagarra Wine Cellar

Casa Ninho da Cagarra is located in the parish of Calheta de Nesquim. It is 150 meters from a bathing area and a picnic park, has a privileged view of the sea, a calm, quiet and paradisiacal place, also has a barbecue and outdoor furniture for greater comfort and convenience.

Popular amenities for Cascalheira holiday rentals

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