Rent Luxury Holiday Cottages in Estreito da Calheta

We selected the 0 homes worth renting in this location

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Home spotlights

Sun, Sea & Solitude

Sun, Sea & Solitude

  • 4 guests

  • 2 bedrooms

São Jorge, Santana

If you long for a quiet retreat in a quaint cottage by the sea, your search is over – this home will tick every one of your holiday boxes and more. Nestled in São Jorge on the northern coast of Madeira, this is seclusion at its finest.

Laurel & Vine

Laurel & Vine

  • 2 guests

  • 1 bedrooms

São Vicente, Madeira

Situated on a vineyard property spanning over 2.5 hectares, this Madeira home is a wine lover’s dream come true.

Beyond the Bougainvillea

Beyond the Bougainvillea

  • 2 guests

  • 1 bedrooms

Funchal (Santa Maria Maior), Funchal

Cosy and romantic, this classical cottage is located just a short drive from Funchal, the vibrant capital of Madeira. As such, it's the perfect base to explore sightseeing in the city, swimming and sunbathing at the seaside, and places of natural beauty in the countryside.

Madeira Made

Madeira Made

  • 6 guests

  • 3 bedrooms

Santa Cruz, Portugal

Set within a farm surrounded by lush Madeiran countryside in Vale Paraíso, this home has a secluded location, so it’s an ideal rural retreat. Inside, you’ll find character features such as an open fireplace and a wood-burning oven, while outside, there are tree-flanked lawns and woodland paths to enjoy.


We selected the top 3% holiday homes in Estreito da Calheta Cottages

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Most popular homes

Grassy Hollow

Grassy Hollow

  • 4 guests

  • 2 bedrooms

Funchal (Santa Maria Maior), Funchal

The Grape Escape

The Grape Escape

  • 6 guests

  • 3 bedrooms

Câmara de Lobos, Madeira

Casa Calheta

Casa Calheta

  • 6 guests

  • 3 bedrooms

Arco da Calheta, Madeira

Hydrangea Hills

Hydrangea Hills

  • 4 guests

  • 1 bedrooms

Prazeres, Madeira

Ocean Palm

Ocean Palm

  • 6 guests

  • 3 bedrooms

Caniço, Santa Cruz

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Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Estreito da Calheta, Madeira, Portugal. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Estreito da Calheta Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.

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