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Holiday rentals in São Mateus

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in São Mateus

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
5 out of 5 average rating, 37 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 favourite
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
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 favourite
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
5 out of 5 average rating, 16 reviews

Villa vue sur la mer et accès plage à pied

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 favourite
A circular yurt is set on a wooden deck, surrounded by lush palm trees. A small dining table and chairs are positioned under a shaded umbrella, while an exterior bathroom and a chimney enhance the structure. The natural landscape creates a serene and private environment.
Yurt
5 out of 5 average rating, 69 reviews

Azul Singular - Yurt

Azul Singular - Parque de Campismo Rural é o primeiro parque de Glamping dos Açores. Situado no coração de uma plantação de plantas ornamentais, na ilha do Faial, esta é a nossa versão de paraíso que queremos partilhar com quem gosta de um retiro ligado à Natureza. Os nossos inovadores alojamentos-tenda unem o conforto da madeira à leveza do canvas. Se não encontrar disponibilidade no nosso Yurt, veja as nossas outras tendas - Large Tent e Couple Tent - disponíveis no perfil Azul Singular.

Top guest favourite
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
4.96 out of 5 average rating, 91 reviews

Adega da Quinta- Casa do Camolas

Relaxe neste cottage com um spot único e tranquilo. Aprecie na piscina, jacuzzi ou sauna a vista fantástica sobre o Faial, o mar e a vila da Madalena. Desfrute de uma linda casa em madeira num lugar único e especial com piscina, jacuzzi e sauna. Beneficie dos passeios pedestres com vista para a maravilhosa montanha do Pico. As nossas acomodações situam-se a 2 minutos de carro e 20 minutos a pé da Vila da Madalena, incluem um quarto com cama de casal e uma sala que dispõe de sofá cama.

Top guest favourite
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
4.95 out of 5 average rating, 204 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.

Guest favourite
An expansive outdoor space features a sleek swimming pool surrounded by sun loungers. A rustic stone table is positioned nearby, providing an ideal spot for dining. The structure's large windows allow for ample natural light, and the backdrop showcases lush greenery and distant mountains.
Villa
5 out of 5 average rating, 20 reviews

PicoTerrace

PicoTerrace, um sítio único! Conforto e design, com vista panorâmica. Situado na Madalena, disponibiliza jardim, comodidades para churrasco e um terraço, com estacionamento privado no local e de acesso Wi-Fi gratuito. A Villa inclui 2 Quartos com cama de casal e possibilidade de instalar sofá cama, uma sala de estar, televisão por cabo, uma cozinha equipada e casa de banho com uma banheira de hidromassagem e chuveiro. Aproveite os momentos!

Top guest favourite
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.
Holiday home
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.

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
5 out of 5 average rating, 14 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 favourite
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
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.

Top guest favourite
The outer area of the house features a stone pathway leading to a front entrance. A terrace is visible with natural vegetation surrounding the property, and the facade includes large glass windows. Rolling green hills provide a backdrop, reflecting the home's location in nature.
Tiny home
5 out of 5 average rating, 46 reviews

Casa do Caramba - The Dream House

There is nothing better than the stunning sound of nature, in a retreat by the sea. That's why we're here, to welcome you and provide you with a dream stay in a typical and environmentally friendly house on the island of Pico.

Guest favourite
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
4.92 out of 5 average rating, 134 reviews

Casa Mar do Triângulo

Casa Tradicional de 1937 que foi recuperada mantendo a sua aparência rústica e acolhedora.Dispõe de uma vista espectacular da Montanha do pico, da Baía da Horta bem como da Baía do Porto Pim e ainda a ilha vizinha Sao Jorge.

Popular amenities for São Mateus holiday rentals

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