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Chalet vacation 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 vacation rentals start at $98 CAD per night before taxes and fees

  • Verified guest reviews

    Over 540 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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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, 216 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
A single-story stone structure features large windows, allowing natural light to fill the interior. The exterior is complemented by a spacious patio area with stone flooring, providing a view of the surrounding landscape and a sunset on the horizon.
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
4.61 out of 5 average rating, 51 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.

An indoor pool area features a large, clear pool surrounded by a glass enclosure. Sunlight reflects off the water, creating a serene atmosphere. A wooden deck is present, along with a hanging chair for relaxation and views of the ocean and mountains in the background.
Chalet in Sao Goncalo
4.76 out of 5 average rating, 46 reviews

Private Luxury 5 house Complex w/swimingpool

Esta propriedade permite hospedar grupos de 8 - 22 pessoas e é composta por 5 vilas, com uma area com mais de 1500m2. Cada Vila é composta por: - um quarto amplo - um wc - uma sala - cozinha - varanda Para além destas 5 villas contam também com uma área privada com diversas atividades, desde piscina interior, uma sala de jogos, uma sala para refeiçoes ao ar livre, com cozinha e churrasco, um jardim privado com trampolim 4M, jacuzzi,etc

Guest favourite
A view from the cottage reveals rolling green hills and dense forest, framed by a clear blue sky. The path leads towards the lush landscape, with shrubs and ferns in the foreground, creating a serene atmosphere in the mountains.
Chalet in Santana
4.91 out of 5 average rating, 408 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 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
4.77 out of 5 average rating, 106 reviews

Pico das Pedras Chalet

Chalet Pico das Pedras is located in Santana, 4.3 km from Madeira Theme Park, in an area where hiking can be enjoyed. Located 5 km from the traditional houses of Santana, the property offers a garden and free private parking. The chalet has 2 bedrooms, a flat-screen TV with cable channels, a kitchen equipped with a dishwasher and a microwave, a washing machine, a coffee machine and 2 bathrooms, one of which is complete.

Guest favourite
Chalet in Ponta do Pargo
4.93 out of 5 average rating, 14 reviews

Sunset Eco Shelter 3

Cada abrigo é construído com materiais de alta qualidade, equipado com eletrodomésticos topos de gama, uma cama acolhedora, e um jacuzzi privado, 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.

The exterior of the Quinta is surrounded by expansive gardens, featuring neatly arranged sun loungers. The two-story building is painted in a rich hue, with a sloped roof and green window shutters. A clear blue sky can be seen above, enhancing the rural landscape.
Chalet in Santo António da Serra
4.74 out of 5 average rating, 213 reviews

Quinta Santo António da Serra - 1 Bedroom Chalet

Quinta Santo António da Serra is located in a rural area of Madeira, just 18 km from Funchal. All apartments are self-sufficient and feature authentic wood-burning fireplaces and a balcony. Some of the many activities available just a 5-minute walk from the Quinta include golf, horseback riding and tennis. The apartments are located in spacious gardens that provide sun loungers. * The house's decor may vary.

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
4.74 out of 5 average rating, 43 reviews

Villa Achada da Mouca by Homie

There are places that welcome us. And then, there are places that captivate us. Discover Villa Achada da Mouca by Homie!<br><br>In the heart of the emblematic Santana area, surrounded by the untouched nature of the island, this rural villa is the perfect refuge for those wishing to escape routine and recharge their batteries.<br><br>

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, 119 reviews

Casa do Leme

Recently rebuilt Stone House, cozy and very comfortable, ideal for people who want to go hiking and get to know our island. The house has all the amenities for a good stay and is located in an accessible area, both to reach the mountains and the sea. Our motto is to ensure that all guests feel satisfied that they chose Casa do Leme!

Guest favourite
A pathway lined with patterned pavers descends toward the ocean, framed by white and red-roofed buildings. Lush greenery is visible along the edges, and the expansive blue of the ocean stretches out in the background under a clear sky.
Chalet in Santa Cruz
5 out of 5 average rating, 22 reviews

Villas Madalena - Soberba Casa T3 sea view and balcony

The 2 semi-detached houses are spacious and comfortable. With its 3 bedrooms, 3 bathrooms being 1 en-suite, its huge fully equipped kitchen and its common room with dining room and living room space provide all the comforts of home. Its huge terrace is an asset to see the magnificent sea views or simply enjoy a day of sunshine.

Guest favourite
A two-story stone house with a red-tiled roof is surrounded by lush greenery. The front porch is framed by a railing and features numerous potted plants. A stone pathway leads to the entrance, setting a welcoming ambiance.
Chalet in Levada Grande
4.87 out of 5 average rating, 86 reviews

Recantos do Castanheiro - Straw

Recantos do Castanheiro is the place to choose to spend a few pleasant days, in a picturesque, cozy place in the middle of nature, offering all the comforts. Equipped with everything you need for your stay and as if you were at home. You can enjoy reading a book in our gardens to the sound of birds.

Popular amenities for Ponta do Sol chalet rentals