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Holiday houses in São Mateus

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Top-rated holiday rentals in São Mateus

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

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Top Guest favourite
A charming cottage is set against the backdrop of Pico Island, featuring a red-tiled roof and blue window shutters. The property is surrounded by water, with a spacious outdoor area visible. Impressive cliffs rise in the distance, enhancing the coastal scenery.
Home in Praia do Almoxarife
4.95 out of 5 average rating, 20 reviews

Seaside Cottage

Seaside Cottage is the perfect getaway for anyone who loves the ocean. The sound of the sea is ever present in this spectacular cliff-side location, where endless views of Pico Island and the blue Atlantic soothe the senses. Enjoy early morning swims at the beach below, relax over leisurely breakfasts on the terrace and dine outside watching the stars. Horta, with restaurants, shops & activities, is just a 5 minute drive away. Well equipped & tastefully appointed, this cottage is truly unique.

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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 in Madalena
4.94 out of 5 average rating, 103 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.

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Guest favourite
A cozy outdoor lounge area features a wooden pergola providing shade, overlooking a view of the coastal town and harbor. Comfortable seating is arranged on stone flooring, with potted plants and greenery accentuating the space.
Cottage in Horta
4.88 out of 5 average rating, 75 reviews

Casa Volta do Mar in Porto Pim, Horta

A lovingly restored fisherman’s cottage located in the sought after bay of Porto Pim, Casa Volta do Mar offers self catered accommodation with a stunning multi-levelled garden up the side of Monte Queimado, with views of the beach and Atlantic ocean to the right and to the left, the harbour in Horta where you can watch the sailing boats travelling in and out. This one bedroom cottage is the perfect place for couples to stay to enjoy the beauty of the natural landscape within the city of Horta

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Superhost
A covered terrace features woven seating options with plush cushions and a glass-topped table. Lush greenery surrounds the area, while the sunset casts a warm glow in the background. Large windows allow for natural light to fill the space, creating an inviting atmosphere.
Cabin in S.Mateus
4.83 out of 5 average rating, 109 reviews

The Wooden House - 5 guests, BBQ

Sea, Nature, Resort offers a 110m2 cosy home,fantastic ocean and mountain views, baby equipment, 40 sqm roofed terrace, Internet, 3 bedrooms (16m2): double + single, 3 single, 2 single beds, 10m2 bathroom + shower + tub, washing machine, tumble dryer, guest toilet, 50m2 living room/kitchen, dish washer, induction cooking, electrical oven, microwave, BBQ, natural swimming pool 400m distance. Hiking along coast/vineyards. Madalena port 20mins; Airport 30mins, S. Roque port 40 mins drive.

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Guest favourite
The interior of a wooden tent features natural wood paneling and large windows allowing views of the surrounding greenery. A spacious bed is dressed in white linens, with a light yellow throw at the foot. A kitchenette and small workspace are visible, enhancing convenience.
Tent in Horta
4.99 out of 5 average rating, 75 reviews

Azul Singular - Couple Tent

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 muito ligado à Natureza. Os nossos inovadores alojamentos-tenda unem o conforto da madeira à leveza do canvas. Se não encontrar disponibilidade na nossa Couple Tent, veja as nossas outras tendas disponíveis no nosso perfil - Azul Singular.

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Guest favourite
Home in Canto da Areia
5 out of 5 average rating, 12 reviews

House by the sea

Designed from the ground up with comfort and calm in mind. With clean lines, warm materials, and wide-open views, the house invites you to slow down and soak up Pico’s natural beauty — from the private jacuzzi under the stars to the soft silence of the mornings. Whether you’re here for a romantic escape or a laid-back family adventure, this space adapts to your pace. It’s intimate, spacious, and just far enough off the map to feel like your own private piece of the island.

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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 in Madalena
4.96 out of 5 average rating, 224 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.

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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
4.96 out of 5 average rating, 46 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.

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Guest favourite
Home in São Roque do Pico
5 out of 5 average rating, 6 reviews

Pico Sereno - Casa Montanha | Mountain View

Casa Montanha é um refúgio acolhedor e reservado na Ilha do Pico, ideal para quem procura tranquilidade e contacto com a natureza. Com uma vista privilegiada para a Montanha do Pico, combina conforto, privacidade e charme açoriano. Rodeada por vegetação, oferece um ambiente sereno para relaxar após um dia de trilhos, observação de baleias ou descoberta da ilha. O local perfeito para desacelerar, respirar fundo e criar memórias inesquecíveis.

LocationIndoor spacesBarbecue

Guest favourite
Villa in Madalena
4.94 out of 5 average rating, 18 reviews

Casa Baleia Laranja Oceanfront

Experience up close the sea pounding against the volcanic rock of Pico Island. Located on the north coast amidst the UNESCO World Heritage Site, this sea-level, ocean-front property is located 5 minutes by car from Madalena, the largest town and center for shopping on Pico Island. The house, with plenty of parking. sits on a landscaped 5500 square meter (approximately 1.3 acres) property, that also supports a small vineyard.

LocationFamilyCleanliness

Guest favourite
An open living space is showcased with wooden flooring and ample natural light. A gray sofa sits adjacent to a light wood dining table surrounded by white chairs. A cozy lounge chair is positioned nearby, while a well-equipped kitchen area is visible in the background.
Apartment in Horta
4.94 out of 5 average rating, 17 reviews

Mouzinho Apartment

Apartamento Mouzinho is an apartment located in the heart of Porto Pim bay just 40m away from the water front. Fully renovated and at walking distance of the city center, restaurants, cafes, bakery and children’s park. The apartment consists of a room with a queen size bed and a sofa in the living room which can be converted into a two person’s bed. The apartment has a private parking place.

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Guest favourite
Apartment in Horta
4.77 out of 5 average rating, 81 reviews

- House of American Cable Company -

The house is from the early XX century and it belonged to the "Americam Cable Company". It is located in a central area of the city and guests are able to walk to Horta Marina, Naval Club, Peter Sport Cafe, supermarket... Wide and bright rooms. We love to host and we will be expecting you.

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Popular amenities for São Mateus holiday rentals