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Chalet holiday rentals in Ponta do Sol

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Top-rated chalet rentals in Ponta do Sol

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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
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
An indoor swimming pool area is framed by large windows, allowing natural light to brighten the space. Wooden beams span the ceiling, providing a warm contrast to the modern tile flooring. A jacuzzi is positioned beside the pool, with several loungers arranged along the perimeter.
Chalet
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.

A pathway of wooden steps leads to the cottage, bordered by lush greenery and natural stone. The surrounding foliage adds to the serene atmosphere, and the structure sits nestled against a backdrop of mountainous terrain.
Chalet
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.

Top guest favourite
A clear view of the Atlantic Ocean is provided, showcasing a serene expanse of blue water under a bright sky. Lush greenery in the foreground enhances the natural beauty, while distant rooftops are visible among the rolling hills, contributing to a peaceful landscape.
Chalet
4.91 out of 5 average rating, 161 reviews

Boutique Chalet

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
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
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 spacious living area features warm yellow walls and a high wooden ceiling. Comfortable red seating is arranged around a central area, complemented by a staircase leading to an upper level. A kitchen area is visible in the background, enhancing the home-like atmosphere.
Chalet
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.

Chalet
4.75 out of 5 average rating, 206 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.

Top guest favourite
Chalet
5 out of 5 average rating, 7 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.

Superhost
Three uniquely designed stone houses are arranged on a hillside, surrounded by lush greenery. The ocean is visible in the background, with a soft sunset casting a warm glow across the sky. Well-maintained pathways and outdoor lighting enhance the tranquil setting.
Chalet
4.77 out of 5 average rating, 124 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.

An open-plan kitchen and dining area features a wooden table surrounded by white chairs. Stone walls and wooden beams create a warm ambiance. A television is positioned on a dark cabinet, while natural light fills the space through large doors leading outside.
Chalet
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 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!

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
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.

Top guest favourite
Chalet
4.97 out of 5 average rating, 302 reviews

Casa do Sol Poente - Ponta do Pargo - 25608/AL

The Casa do Sol Poente nestles between the mountain and the sea, in a village where houses are scattered across the landscape. The cosy atmosphere of my place, the little garden, the view and the ocean ahead will help me to provide a pleasent stay.

Popular amenities for chalet rentals in Ponta do Sol

Quick stats about chalet rentals in Ponta do Sol

  • Nightly prices starting at

    Ponta do Sol holiday rentals start at £52 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

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