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House holiday rentals in São Mateus da Calheta

Find and book unique houses on Airbnb

Top-rated house rentals in São Mateus da Calheta

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

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Guest favourite
A living area is presented with a cozy green sofa facing a wooden coffee table and a television. Natural light enters through multiple windows, highlighting the wooden ceiling beams. A dining table and a cabinet are also visible, alongside a large artwork on the wall.
Home in Angra do Heroísmo
4.86 out of 5 average rating, 21 reviews

White House - Space and family comfort in nature

The White House, with two bedrooms and two private bathrooms, is where everyone can set their own pace. The porch and the living room are ideal for socialising and long conversations. The 900m2 private lawn allows parents and children to share the same space. The 360º view varies between the sea, mountains, and cerrados. In the morning, the aroma of fresh bread arrives in the house, accompanied by a selection of breakfast products. The wood-burning oven makes the space cosy in any season.

Guest favourite
A modern house is situated atop a gentle hillside, surrounded by lush green vegetation and rolling fields. The expansive view reveals the ocean in the background, enhancing the serene natural setting. The property's flat roof contrasts with the vibrant landscape, suggesting a harmonious blend with the environment.
Home in Açores
4.93 out of 5 average rating, 156 reviews

Nature Reserve With Stunning Ocean Views RRAL1117

RRAL: 1117 Entire house in private nature reserve. The property is full of protected endemic trees found only in the Azores and protected birds including Cory’s Shearwater with their curious singing just before sunrise and after sunset in residence between March and October. Natural black lava swimming pools in the village. Activities nearby include whale watching, hiking, snorkelling, scuba diving, golf, fishing, geological sites, and the Unesco World Heritage town of Angra do Heroismo.

Superhost
Two wooden lounge chairs are positioned on a stone patio, offering clear views of the lush landscape and the ocean. The horizon features a subtle blend of colors as the sun sets, creating a serene backdrop. The space evokes a sense of relaxation in a quiet setting.
Home in Cinco Ribeiras
4.89 out of 5 average rating, 35 reviews

Private 3 bed with ocean views.

Welcome to our home on the picturesque island of Terceira, nestled amidst serene farm land, offering tranquility and seclusion. The house boasts three bedrooms, two new well-appointed bathrooms, a full outdoor bathroom and a newly updated kitchen. Step onto the veranda with 260-degree ocean views that stretch as far as the eye can see. A short 10-minute drive to the city center, you can easily access the island's vibrant amenities while enjoying the peacefulness of your own retreat.

Guest favourite
A private terrace is shown with a round table surrounded by four chairs. Lush green meadows and the ocean are visible in the distance through the railing. The area is illuminated by natural light, creating a serene outdoor setting.
Home in Açores
5 out of 5 average rating, 22 reviews

Bela Vista Residence

The house is located on a quiet small street with a wonderful 180° panoramic view of the ocean. You and your family can enjoy the meal on a quiet and private terrace with a view of the green meadows and the ocean. You can even see cows grazing in the neighboring green fields and sunset on the right sight of terrace. Entire area of terrace is 180m2. It is a lovely place to spend a peaceful private vacation, especially for 2 families or 2 couples. Enjoy the whole house in private!

Guest favourite
An outdoor area features a large swimming pool surrounded by lounge chairs under clear skies. The house, with a blue and white facade, is visible in the background, alongside a spa area and green landscaping that enhances the serene environment.
Home in Quatro Ribeiras
4.94 out of 5 average rating, 32 reviews

Quinta Rico - House II (AL)

Come and enjoy the Terceira Island in a calm and cozy place like Quinta Rico. Quinta Rico - House II is a new house built from scratch, with all the amenities and a privileged view of the sea. You can stroll through its orchards where you can find a variety of fruit trees, as well as small vegetable gardens and some animals such as chickens, peacocks, turkeys and rabbits. Guests have access to a generous swimming pool with a heated Jacuzzi and an outdoor sauna.

Guest favourite
A bright outdoor seating area features a small round red table accompanied by two matching chairs. Potted plants line the space, offering greenery. In the background, a glimpse of a cozy interior room is visible, along with a fan and a decorative chair.
Home in Angra do Heroísmo
4.95 out of 5 average rating, 147 reviews

Traditional architecture house

House rebuilt in 2012, it is located in the historical center of Angra do Heroísmo. The house offers a modern, comfortable and cozy space where you can enjoy a great vacation. It has a small patio, a fully equipped kitchen and a living room with TV. It has free internet, telephone and all safety equipment (fire extinguisher, fire blanket and first aid bag). It is less than 5 minutes walk from the main street, where you will find lots of trade and services.

Guest favourite
A rural house is depicted, featuring white walls and unique stone accents around the windows. A tree with budding leaves stands prominently in the foreground, while a tidy garden bed with flowers is visible nearby. Clear blue skies add to the peaceful setting.
Home in São Bartolomeu de Regatos
5 out of 5 average rating, 27 reviews

CASA DA EIRA

Casa da Eira is a country house, inserted in the rural environment of vegetable gardens and animals. It is located in the parish of São Bartolomeu, 5 minutes from two seaside resorts, the port of Cinco Ribeiras and Negrito, and 10 minutes from the World Heritage city of Angra do Heroísmo. With a large space, with a garden, vegetable gardens, a barbecue area and even a chicken coop, where you can observe our chickens and taste the wonderful eggs they lay.

Guest favourite
Rolling green hills meet the coastline in this scenic view. The image captures two prominent, gently sloped hills, framed by lush vegetation. A small structure with a red roof is visible in the foreground, and the horizon showcases the distant sea against a light sky.
Home in Angra do Heroísmo
4.94 out of 5 average rating, 218 reviews

Aunt Arlete's House

Traditional house, restored according to this concept, located in the city of Angra do Heroísmo, on Terceira Island, a UNESCO World Heritage Site since 1983. About 300 meters from the historic center and 500 meters from the beach or bathing area. Small garden/orchard. Accommodation with the attribution of the Green Lodging Award by the Azores Regional Directorate for the Environment, since January 15, 2018. Certified adherent to the Clean and Safe seal.

Guest favourite
A modern white dwelling is set against the twilight sky, featuring large windows that invite glimpses of the interior. Hammocks are positioned in the outdoor area, complemented by a smooth driveway and landscaped greenery, creating an inviting outdoor space for relaxation.
Home in Altares
4.92 out of 5 average rating, 37 reviews

Wine House by Ponta Negra Azores

Se está procurando um refúgio tranquilo em meio à natureza, este alojamento é o local ideal para si. Situado na freguesia de Altares, em uma área rodeada de paisagens verdejantes e com uma vista deslumbrante para a montanha, este espaço proporciona um ambiente sereno e relaxante. A decoração personalizada, inspirada em pássaros, traz um toque único e acolhedor ao ambiente, criando uma atmosfera de conexão em família ou com um grupo de amigos.

Guest favourite
A stone patio is surrounded by lush green foliage and offers a table set with bowls and glasses. Wooden chairs are positioned for seating, with a view of the ocean reflecting soft light under a cloudy sky.
Home in Açores
4.98 out of 5 average rating, 49 reviews

Ti Chôa - Biscoitinho's House

Centenary house recovered with a stunning view of the parish, Atlantic Ocean, forest and mountain. From here, we can also see three islands of the central group, which are Graciosa, S. Jorge and Pico. Come and stay in an isolated country house, away from the cities, ideal for those who want peace, rest, privacy and silence where you can enjoy the countryside and nature. Here you can enjoy one of the most beautiful views of Terceira Island.

Top guest favourite
Two rocky islands emerge from a misty sea, their rugged shapes contrasting with a calm, deep blue ocean. Soft clouds drift above, reflecting the tranquil atmosphere of the surrounding landscape.
Home in Angra do Heroísmo
4.93 out of 5 average rating, 105 reviews

Breathe Nature - Beach House Azores

Relax in this Unique and Peaceful stay at Beira-Mar, a house inserted in the area of ​​Cultivation of Vineyards, which will take you back to a time when locals moved to Traditional Wineries, in order to take care of the vineyards, enjoy the sea ​​and the unique landscape. A unique house, with lots of character and love for details. This house is close to the Zona Balnear (two minutes walking). license number 831/AL

Top guest favourite
Home in Angra do Heroísmo
5 out of 5 average rating, 32 reviews

Casa Branca de Nossa Sra. da Conceição (House of Our Lady of Conception)

Welcome to our island oasis, where European charm meets the tranquility of island living! Nestled in the heart of Terceira, our centrally located home offers the perfect blend of style, comfort, and convenience. Step inside to discover a beautifully designed space adorned with chic furnishings and thoughtful touches that evoke a sense of sophistication and relaxation. We hope to see you soon!

Popular amenities for house rentals in São Mateus da Calheta

Quick stats about house rentals in São Mateus da Calheta

  • Total holiday rentals

    Explore 20 holiday rentals in São Mateus da Calheta

  • Nightly prices starting at

    São Mateus da Calheta holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 220 verified reviews to help you choose

  • Holiday rentals with a pool

    10 properties feature pools

  • Wifi availability

    20 of São Mateus da Calheta holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across São Mateus da Calheta rentals

  • 4.8 Average rating

    São Mateus da Calheta stays are highly rated by guests – averaging 4.8 out of 5!

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