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Holiday houses in Cascalheira

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Top-rated holiday rentals in Cascalheira

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Guest favourite
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, 38 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?

Top Guest favourite
A rustic stone exterior of the adega features a wooden door with a decorative round window. A welcoming sign displays the name 'Adega Baia do Canto' beside a frosted green window. A planter filled with assorted succulents enhances the entrance.
Cottage in Santo Amaro
4.9 out of 5 average rating, 50 reviews

Adega Baia do Canto. AL 1398

Our Adega is a beautifully restored "adega" (wine cottage) located on the island of Pico. While maintaining the charm of its original design, the adega offers all the comforts of a home away from home. With 2 private entrances, the property is situated in Baia do Canto, an area renowned for its stunning landscapes, vineyards, and close to the ocean. Whether you're an adventurer seeking excitement or simply looking to unwind in nature’s tranquility, Adega Baia do Canto is the ideal destination!

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 Ribeira Grande
4.93 out of 5 average rating, 15 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, 87 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.

Superhost
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
4.89 out of 5 average rating, 61 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 lush 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 every comfort to make you feel at home. The outdoor space with different environments and views will offer you unforgettable moments.

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 wooden bench is positioned on a grassy area, facing a panoramic view of the ocean under a clear sky. The image captures a distant landscape with a hint of coastal foliage and a structure partially visible to the right.
Home in Piedade
4.88 out of 5 average rating, 52 reviews

Quinta do Basalto- Casa Jarro

House located in private villa with extensive garden, parking, barbecue, herb garden. It is 1 kilometre from the pebble beach, 400 metres from the centre of the parish of Piedade, walking trails, riding lessons and horseback riding (additional price), a sandy beach is 10 kilometres away, 1.6 kilometres from the natural pool of the pebble. It has a few meters market, Snack bar, pharmacy, butcher shop...

Superhost
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, 136 reviews

Casa do Lampião, for vacation on Ilha do Pico

House located in Santa Cruz, parish of Ribeiras (Ilha do Pico), with a magnificent view of the sea. It has a capacity of up to 3 people, 2 bedrooms, an equipped kitchen, toilet and TV. Extremely quiet location, with outdoor counter, parking space, 30 meters walk from an excellent municipal swimming pool, free. Excellent place for children and for rest.

Top Guest favourite
A stone pathway extends along the terrace, leading to steps that ascend the side of the building. The coastline is visible in the distance, characterized by lush green hills meeting the tranquil sea. The sky is clear and bright, enhancing the serene setting.
Home in Santo Amaro
4.89 out of 5 average rating, 148 reviews

Varanda Alta Winery

Between the land and the sea, amidst the greenery and basalt, with a pedestrian trail, the imposing "ADEGA DA VARANDA ALTA" can be seen, where the Pico - São Jorge channel can be seen and the latter from side to side. It is located in Lugar do Canto, parish of Santo Amaro, municipality of São Roque, island of Pico-Açores.

Top Guest favourite
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, 19 reviews

House of the Two Rivers

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.

Top Guest favourite
A tranquil bedroom features a spacious bed with light bedding and decorative pillows. Two woven pendant lights hang from the ceiling, providing soft illumination. A bedside table holds a lamp, and a small desk is visible against the wall, accompanied by a round mirror and a decorative plant.
Home in São Roque do Pico
4.97 out of 5 average rating, 126 reviews

Casa da Furna D'Água I (House of Furna D'Água I)

Furna D’Água I is a house with views to Pico Mountain and the island of São Jorge. The house is inserted in an old vineyard in the center of the village in the place of Cais do Pico, where the green of the vines, the black of the basalt and the aroma of the sea stand out. The ideal location for your holidays

Top Guest favourite
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, 116 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!

Popular amenities for Cascalheira holiday rentals

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