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Vacation rentals in Calhau

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Top-rated vacation rentals in Calhau

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Guest favorite
A rustic stone house with a traditional basalt facade is set against a cloudy sky. Green shutters adorn the windows, and a staircase leads to an upper deck. The surrounding area features volcanic black gravel, creating a stark yet appealing contrast to the structure.
Home in Candelaria
4.93 out of 5 average rating, 14 reviews

Adega Verdelho

Located in a quiet coastal area of the parish of Candelária, this rustic house is set within a vineyard classified as a World Heritage Site. With a basalt stone façade, typical of the island’s wine cellars, it offers an authentic and peaceful stay. Just 12 km from the airport and 15 minutes from the town of Madalena, it boasts stunning views of the ocean, the island of Faial, and the majestic Pico Mountain. This house is the ideal retreat for those seeking peace, scenery, and Azorean identity.

Top guest favorite
An outdoor jacuzzi is positioned beneath a wooden pergola, offering panoramic views of the surrounding landscape, ocean, and distant village. The clear blue sky and scattered clouds create a tranquil atmosphere, enhancing the unique setting for relaxation.
Cabin in Madalena
4.96 out of 5 average rating, 91 reviews

Adega da Quinta - Casa do Camolas

Relax in this cottage with a unique and tranquil spot. Enjoy the fantastic view of Faial, the sea and the village of Madalena in the pool, Jacuzzi or sauna. Enjoy a beautiful wooden house in a unique and special place with a swimming pool, Jacuzzi and sauna. Benefit from the walking tours overlooking the wonderful Pico mountain. Our accommodations are located a 2-minute drive and a 20-minute walk from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed.

Top guest favorite
A spacious living area features a light-colored sofa and a wooden coffee table crafted from natural materials. At the back, a dining table is set, surrounded by four chairs, with a minimalist kitchen visible in the background. Large windows provide soft natural light.
Villa in Conceicao
4.94 out of 5 average rating, 18 reviews

Sea view villa and beach access on foot

Relax in this unique and peaceful accommodation. Located in the valley of Almoxarife. 5 min walk to the most beautiful black sand beach of the island and 10 mins to the famous Horta marina and landmark downtown by car. Completely renovated, the house offers all modern comforts. All rooms have sea views. The villa "Quinta dos Maracujas" is a located on a vast orchard, where, depending on the season, you will be able to enjoy the exotic fruits. Bars and restaurants at the bottom of the street.

Top guest favorite
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
4.95 out of 5 average rating, 205 reviews

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.

Top guest favorite
A traditional wine house with red accents is framed by dark lava stones, set against the backdrop of Pico Mountain, topped with snow. A clear sky with a visible moon enhances the serene landscape, inviting guests to experience the uniqueness of the surroundings.
Vacation home in Madalena
4.95 out of 5 average rating, 163 reviews

Ocean view in UNESCO Heritage Site

Solar-powered wine house located in the Landscape of Pico Island Vineyard Culture - a UNESCO World Heritage Site. Just a couple of minutes driving from Madalena village, this traditional and remodeled wine house has its own vineyard on the backyard. A cozy space for two with a bedroom, kitchenette open to living room and a bathroom. The wine house is overlooking the ocean, Faial island and Pico mountain.

Superhost
Sunrise is captured over the water, casting a warm glow on the cobblestone pathway. A traditional boat, shaded by an umbrella, is positioned nearby, creating a serene outdoor space that invites relaxation. The distant hills add depth to the picturesque coastal scene.
Loft in Madalena
4.72 out of 5 average rating, 148 reviews

Deck

You will find this holiday home direct at the Porto Calhau. It´s a 10 minutes drive from Madalena. You couldn't be closer to the water's edge in our self-catering suite at the head of a slipway and old historic port, with amazing views,from sunrise to sunset. Whether your choice is bathing in the warm,fishing, diving or boating, it is all available right at your door.

Top guest favorite
A modern kitchen features a sink and countertop with ample storage space. Decorative tiles line the wall, adding character. Soft lighting is provided by hanging fixtures, while a stylish staircase leads to the upper level. Natural light enters through a nearby window.
Home in Horta
4.84 out of 5 average rating, 75 reviews

Dabneys Studio

Located in the centre of the old town of Horta, this is the perfect retreat for a relaxing and comfortable holiday by the sea. In less than a minute you can feel the sea breeze and admire the most colourful marina in the world and Pico island. There is a bakery on the street, bars and restaurants are in a short walking distance accessible.

Guest favorite
A dining area features a light-colored table surrounded by four chairs, set against a patterned floor. Artistic fish sculptures adorn the wall above, adding a coastal touch to the space. Natural light enhances the modern decor, creating a welcoming environment.
Home in Horta
4.84 out of 5 average rating, 145 reviews

Casinha Azul - 3 min. from the sea port

This house is beautiful, bright, well-equipped and ideal for tranquility in Horta. At 3 min. walk from the city center 3 from Praia da Conceição and 2 min. from the sea port. Local Housing no. 848 - If you are only 2, but want to use the 2 beds, an extra fee of 30 euros will be charged.

Superhost
A modern kitchen is showcased, featuring dark wood cabinets and sleek black countertops. Stainless steel appliances, including an oven, microwave, and kettle, are visible. Light-colored tiles adorn the walls, while a small window offers natural light, enhancing the functional space.
Townhouse in Madalena
4.69 out of 5 average rating, 90 reviews

Pico Island Townhouse

Townhouse on the island of Pico in Madalena, the largest city on the island. Walking-distance to the shore, market, and town-center. Very pretty views of the ocean and island of Faial from the front of the house and a small private backyard. All new mattresses installed July 2025!

Superhost
A mountain rises majestically in the background, partially obscured by clouds, with a bright sun illuminating the scene. In the foreground, a simple structure, likely used for living, is surrounded by lush greenery and tall grass.
Cottage in Bandeiras
4.8 out of 5 average rating, 123 reviews

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.

Guest favorite
A light-filled living area features a spacious grey sofa accompanied by patterned cushions. A round dining table with white chairs sits on a striped rug, while wood-paneled sliding doors add rustic charm. Decor items and plants accentuate the inviting space.
Home in Horta
4.92 out of 5 average rating, 135 reviews

Casa Mar do Triângulo (House of the Triangle Sea)

Traditional 1937 house that was recovered while maintaining its rustic and welcoming appearance. It has a spectacular view of Pico Mountain, Horta Bay as well as Porto Pim Bay and the neighboring island of Sao Jorge.

Guest favorite
A prominent volcanic mountain rises in the background, its peak capped with a slight cloud cover. Lush greenery surrounds the base, while a tranquil body of water reflects the mountain's silhouette. The image captures a serene natural landscape, inviting exploration and appreciation of the view.
Apartment in Horta
4.96 out of 5 average rating, 186 reviews

2 bedroom apartment on a Farm

Located on a Farm in Horta City, this 2 bedroom apartment with simple and modern lines, is ideal to enjoy the city and the silence of the country side. With a great view to the ocean, the city and Pico Island.

Popular amenities for Calhau vacation rentals

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