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House vacation rentals in São Mateus da Calheta

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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 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.

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

Rebuilt house in 2012, located in the historical center of Angra do Heroísmo. The house offers a modern, comfortable, welcoming space where you'll allow you to enjoy a great vacation. It has a small patio, a fully equipped kitchen and a living room with TV. It has free internet, a phone, and all safety equipment (fire extinguisher, fire blanket, and first aid suitcase). It is less than 5 minutes walking distance to the main street, where you can find a lot of commerce and services.

Guest favourite
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!

Superhost
A single-story building is showcased, featuring a green door framed by two windows with shutters. The exterior is painted white, complemented by a traditional red-tiled roof. A small potted plant is positioned near the entrance, and a spacious, paved area surrounds the structure.
Home in Angra do Heroísmo
5 out of 5 average rating, 3 reviews

Charming Barn House

Charming Barn House is ideal for traveling alone or with family, with all the amenities and comfort, inside the urban center of the city of Angra do Heroísmo, behind the building of the Luxus Azorean SPA Concept. (Access is done by a ramp) It consists of two double bedrooms, both with a work desk, a wardrobe and a private bathroom with shower, 1 living room with TV and Wi-Fi, 1 well-equipped kitchen with a dining area, 1 wc (wash hands and toilet) and a small lawn outside.

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 charming house features a sloping roof and bright orange trim around the windows and doors. The exterior is painted white, with a glimpse of the ocean visible in the background. Cobblestone pathways lead to the entrance, enhancing the picturesque setting.
Home in Angra do Heroísmo
4.89 out of 5 average rating, 37 reviews

Casa do Pisão - Modern house with sea/city view

Na zona classificada pela UNESCO como Património Mundial, a cerca de 300m do Museu de Angra do Heroísmo, 400m da Praça Velha e 750m da praia e Marina de Angra. Totalmente reconstruída em 2017, tem capacidade para 4 pessoas. Tem 2 quartos, cozinha equipada, sala, casa de banho, alpendre com vista para o mar e jardim. Televisão e Wi-Fi gratuito. Não aceita animais de estimação. Taxa limpeza: 35€/estadia. Licença: 1436/AL.

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!

Superhost
A charming outdoor seating area features a wooden pergola, offering shade while overlooking a picturesque bay. Boats are visible in the calm water, with a green hillside in the background under a clear blue sky.
Home in S.Mateus
4.69 out of 5 average rating, 80 reviews

Ocean Front/Terraced House

Immerse yourself in the local culture while staying in this elegant and newly restored home, on Terceira Island- Azores. This scenic property offers panoramic ocean views, sight line to Mt. Brazil and the quaint town of Sao Mateus. Located atop a tall sea wall that resembles a fortress with it's well appointed large balconies, spacious patio seating/dining areas and magnificent views.

Top guest favourite
A cozy living area features a brown sofa and a round dining table surrounded by white chairs. Woven wall art decorates the space, enhancing the rustic ambiance. Wooden flooring complements the warm tones of the interior, while a hallway leads to additional areas of the home.
Home in Serreta
5 out of 5 average rating, 20 reviews

Ti Chôa - Casa da Mata

Restored centenary house, located in a very quiet area where there is an orchard and a vast forest, known as Serreta Forest, one of the "lungs" of Terceira Island. This accommodation is ideal for those who like to be immersed in nature and enjoy the scents and the singing of birds. Here, you will definitely have isolation because it is far from the cities. Ideal country house to rest.

Popular amenities for São Mateus da Calheta house rentals

Quick stats about house rentals in São Mateus da Calheta

  • Total vacation rentals

    Explore 20 vacation rentals in São Mateus da Calheta

  • Nightly prices starting at

    São Mateus da Calheta vacation rentals start at $70 CAD per night before taxes and fees

  • Verified guest reviews

    Over 220 verified reviews to help you choose

  • Vacation rentals with a pool

    10 properties feature pools

  • Wifi availability

    20 of São Mateus da Calheta vacation 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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