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Chalet holiday rentals in Ponta do Sol

Find and book unique chalets on Airbnb

Quick stats about chalet rentals in Ponta do Sol

  • Nightly prices starting at

    Ponta do Sol holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 520 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ponta do Sol rentals

  • 4.9 Average rating

    Ponta do Sol stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated chalet rentals in Ponta do Sol

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

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Superhost
A charming chalet exterior is surrounded by lush greenery, featuring a mix of shrubs and trees. A stone pathway leads to the entrance, where a porch with a hammock invites relaxation. The building's warm-colored walls contrast with the natural landscape.
Chalet in Santana
4.78 out of 5 average rating, 98 reviews

Chalet Pico das Pedras

O Chalet Pico das Pedras está localizado em Santana, a 4,3 km do Parque Temático da Madeira, numa área onde caminhadas podem ser apreciadas. Situada a 5 km das casas tradicionais de Santana, a propriedade disponibiliza um jardim e estacionamento privado gratuito. O chalé possui 2 quartos, uma televisão de ecrã plano com canais por cabo, uma cozinha equipada com uma máquina de lavar louça e um micro-ondas, uma máquina de lavar roupa, maquina de café e 2 casas de banho, sendo uma delas completa.

Guest favourite
A lush garden is displayed, featuring a variety of plants and flowers. Stone pathways guide the view through the greenery, leading towards a large olive tree. The background reveals the ocean and sky, with a hint of a rainbow visible in the distance.
Chalet in Ponta do Sol
4.97 out of 5 average rating, 210 reviews

Quinta do Esmeraldo^ Be fine

if you enjoy small, cozy spaces then you have found the ideal accommodation for your vacation. This small stone and wood house, formerly used as the kitchen of the property, is ideal for two people looking for a calm and tranquil holiday. Situated on the sunny slopes of Lombada in Ponta do Sol, you’ll be in contact with nature and the daily life of locals. You will also be close to some levadas, as well as to the urban centre (2 km away) and a number of roads to various parts of the island.

Guest favourite
Chalet in Arco da Calheta
4.95 out of 5 average rating, 21 reviews

Rochão Village by Rent2U - 1 quarto (Alexandra)

Zona tranquila situada no Rochão, Arco da Calheta O empreendimento Rochão Village é constituído por seis casas (3 de tipologia T1 e 3 de tipologia T2), todas com sala e cozinha, uma recepção e uma piscina com jacuzzi divididos em quatro patamares. No total são nove quartos, podendo alojar até 30 utentes. Localiza-se nas zonas altas do Arco da Calheta, numa zona muito tranquila onde se pode observar tanto as serras madeirenses a norte/nordeste como o Oceano a sul.

The spacious bedroom features a high, wooden ceiling with exposed beams. A comfortable bed is positioned alongside a white chair and a work desk. A window allows natural light to enter, highlighting warm wooden floors and offering views of the surrounding area.
Chalet in Sao Vicente
4.6 out of 5 average rating, 48 reviews

The Perfect Cottage

The 50m2 vacation chalet "The Perfect Cottage" is located in São Vicente, on the Portuguese island of Madeira. The chalet consists of a living room with a sofa bed for 2 people, a well-equipped kitchen, a bedroom as well as one bathroom and can therefore accommodate 4 people. The chalet features Wi-Fi and a fan. Children are allowed and a baby bed and a highchair are available (upon request). The chalet affords a spectacular mountain view.

Top guest favourite
A panoramic view reveals the Atlantic Ocean stretching towards the horizon, framed by lush palm leaves and ferns. Charming village homes with terracotta roofs are nestled among verdant hills, enhancing the serene mountainous landscape under a clear blue sky.
Chalet in Arco da Calheta
4.91 out of 5 average rating, 160 reviews

Chalet Boutique

Perfect romantic home with amazing views to relax and unwind. Nestled in the beautiful mountains of Calheta, this tranquil paradise is perfect for that chilled, Romantic holiday. Close to 2 Levadas and waterfalls, for a leasurely walk in nature. Sandy Beach is 10 minutes away. Lovely view of the the Atlantic Ocean and mountains. NOW WITH PLUNGE POOL WITH HYDROMASSAGE AND TWO EQUIPPED PATIOS. Supermarkets/Restaurants are nearby.

Guest favourite
Chalet in Santana
4.91 out of 5 average rating, 403 reviews

Camélia! Enjoy nature in the mountains of Madeira!

Surrounded by forest and located up high in the mountains, Camélia is the ideal choice for nature lovers, who seek peace and unique moments in the comfort of a well-equipped cottage. Its privileged location within the natural park of Ribeiro Frio, allows access to many "Veredas" and "Levadas", and reveals up close the beauty of the Laurissilva forest. Come, and enjoy a unique and romantic stay in this atlantic paradise!

A winding road curves alongside a coastal landscape, where lush green vegetation meets rugged cliffs. The tranquil sea stretches into the distance, bordered by majestic mountains that rise under a partly cloudy sky. The scenic view captures the natural beauty of Madeira's coastline.
Chalet in Seixal
4.5 out of 5 average rating, 66 reviews

Cottage Casa Hernani

Welcome to our charming cottage in the heart of Madeira, perfect for a serene nature escape. Nestled in the lush Laurisilva forest with stunning mountain views, our cozy retreat is ideal for tranquility and adventure. Explore renowned levada walks, embark on thrilling canyoning adventures, or simply unwind amidst breathtaking scenery of Seixal black sand beach. Our cottage is the ideal base for your Madeiran getaway.

Top guest favourite
Chalet in Ponta do Pargo
5 out of 5 average rating, 6 reviews

Sunset Eco Shelter 2

Cada abrigo é construído com materiais de alta qualidade, equipado com eletrodomésticos topos de gama e uma cama acolhedora, tudo rodeado por paisagens naturais de cortar a respiração. Aqui, o luxo encontra a simplicidade. Desfrute de momentos de puro relaxamento enquanto contempla o pôr do sol mais impressionante da ilha, com o mar como pano de fundo e o silêncio da natureza como companhia.

Guest favourite
A cozy living area features a brown sofa and a wooden dining table surrounded by white chairs. Stone walls and wooden beams create a rustic atmosphere. Natural light enters through a window, highlighting the well-equipped kitchen in the background.
Chalet in Arco da Calheta
4.92 out of 5 average rating, 117 reviews

Casa do Leme

Casa de Pedra recentemente reconstruída, aconchegante e muito confortável, ideal para pessoas que pretendem fazer caminhadas e conhecer a nossa ilha. A casa tem todas as comodidades para uma boa estadia e situa-se numa zona acessível, tanto para chegar á serra como ao mar. O nosso lema é garantir que todos os hóspedes se sintam satisfeitos por terem escolhido a Casa do Leme!

Superhost
A spacious sleeping area is highlighted by a large triangular window, offering views of the natural surroundings. Exposed wooden beams complement the stone walls, while soft bedding provides comfort. Ambient lighting enhances the serene atmosphere as dusk approaches.
Chalet in Estreito da Calheta
4.76 out of 5 average rating, 123 reviews

Verdelho by Real Vision

Palheiros do Serrado were designed by the owner and are located in Estreito da Calheta, where green nature dominates. ATTENTION: Some renovations will be made to the house... The space will have more light and more air capacity. The intervention will be between 16/01/2025 and 21/01/2025. We can also provide car rental services for our clients.

A rustic stone facade features wooden doors and shutters, surrounded by lush greenery. The covered porch is furnished with black wicker chairs, inviting relaxation amidst the beautiful garden setting. Natural elements harmonize with the architectural style, creating a serene outdoor space.
Chalet in Santana
4.76 out of 5 average rating, 38 reviews

Villa Achada da Mouca by Homie

There are places that welcome us. And then, there are places that conquer us. Get to know Villa Achada da Mouca by Homie!<br><br>In the heart of the emblematic Santana zone, surrounded by the untouched nature of the island, this rural villa is the perfect refuge for those who wish to escape routine and recharge their energies.<br><br>

Top guest favourite
The image presents a panoramic view of the Atlantic Ocean, with a rugged shoreline merging into deep blue waters. A lone fishing vessel is visible in the distance, while the cliffs rise steeply on the left side of the frame, showcasing the natural beauty of the landscape.
Chalet in Campanário
4.94 out of 5 average rating, 292 reviews

Amazing Sea and cliff view. Large varanda, bbq

Chalé dos Amigos is in a tranquil garden setting overlooking the Atlantic Ocean in the sunniest part of the Island, ideal for relaxing,walking and exploring Madeira The garden produce is irrigated by the local levada water. Calau de Lapa beach is wonderful for swimming & fishing.

Popular amenities for chalet rentals in Ponta do Sol

Destinations to explore

  1. Airbnb
  2. Portugal
  3. Madeira
  4. Ponta do Sol
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