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Chalet vacation rentals in Ponta do Sol

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Top-rated chalet rentals in Ponta do Sol

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Guest favorite
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 favorite
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 exterior of the house presents a charming two-story structure surrounded by lush gardens. A spacious lawn hosts several lounge chairs, complemented by blooming flowers and trees, creating a serene outdoor setting against a clear blue sky.
Chalet in Casais Próximos
4.71 out of 5 average rating, 58 reviews

Chalet 1 Bedroom – Quinta Santo António da Serra

Relax in this quiet and pleasant space. 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.

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
4.59 out of 5 average rating, 49 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.

A panoramic view reveals a charming village nestled in a lush valley, surrounded by steep green hills. The coastline and the Atlantic Ocean are visible in the distance. A clock tower stands prominently on a hillside, offering a focal point amidst the scenic landscape.
Chalet in Sao Vicente
4.7 out of 5 average rating, 33 reviews

Pereira Place - Cottage

Pereira Place – Cottage é um alojamento localizado em São Vicente, no norte da ilha da Madeira. Inserida numa herdade vitivinícola o alojamento com estilo madeirense, dispõe de Wi-Fi, gratuito, possui um quarto de dormir com cama de casal, cozinha totalmente equipada, sala de estar, casa de banho e uma arrecadação. Tem um quintal que, para além do ar puro pode relaxar ao som do canto dos pássaros. O estacionamento gratuito.

Guest favorite
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, 404 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!

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
4.77 out of 5 average rating, 100 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.

Mountains are framed by lush greenery and a cloudy sky during sunset, with soft hues of pink and orange illuminating the landscape. The view captures the serene beauty of the surrounding Laurisilva forest.
Chalet in Seixal
4.51 out of 5 average rating, 67 reviews

Casa Hernani Cottage

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.

Guest favorite
Chalet in Ponta do Pargo
5 out of 5 average rating, 6 reviews

Sunset Eco Shelter 5

Each shelter is built with high-quality materials, equipped with top-of-the-line appliances and a cozy bed, all surrounded by breathtaking natural landscapes. Here, luxury meets simplicity. Enjoy moments of pure relaxation while watching the island's most impressive sunset, with the sea as a backdrop and the silence of nature as your companion.

Chalet in Santana
4.74 out of 5 average rating, 39 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>

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

Recently rebuilt stone house, cozy and very comfortable, ideal for people who want to take walks 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 to the sea. Our motto is to make sure all guests are happy they've chosen the Wheelhouse!

Guest favorite
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 townhouses are spacious and comfortable. With its 3 bedrooms, 3 bathrooms being 1 private, its huge fully equipped kitchen and its common room with space for dining room and living room provide all the comforts of a home. Its huge terrace is an asset to see the magnificent sea views or simply enjoy a day of sunshine.

Popular amenities for Ponta do Sol chalet rentals

Quick stats about chalet rentals in Ponta do Sol

  • Nightly prices starting at

    Ponta do Sol vacation rentals start at G$14,636 GYD 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!

Destinations to explore

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  2. Portugal
  3. Madeira
  4. Ponta do Sol
  5. Chalet rentals