Chalet vacation rentals in Ponta do Sol

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Top-rated chalet rentals in Ponta do Sol

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Superhost

A bright living area features a comfortable gray sofa adorned with colorful cushions. A wooden dining table and chairs complement the granite kitchen area. Natural light fills the space, highlighted by a painting above the sofa and a lamp on a side table.

Chalet in Santa Cruz

4.79 out of 5 average rating, 62 reviews

Villas Madalena - Excellent 1-bedroom house with Sea View and Wi-Fi

Inserted in a private property consisting of 3 T1 houses and 2 T2 houses, all independent, the Villas Madalena are ideal for the rest of couples or families because, despite the proximity to the airport, all of them are soundproofed. Here, you will find a large space, surrounded by gardens and farms that allow for a rural experience. It is an excellent starting point to get to know the various attractions that the Island offers. Each T1 consists of a small backyard that surrounds it, independent sleeping room with 2 single beds (possibility to replace with double bed on request), living room, full kitchen and toilet with shower.

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, 192 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.

Superhost

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 Madeira

4.95 out of 5 average rating, 19 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

4.59 out of 5 average rating, 41 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.

The exterior of a two-story chalet is shown, featuring a front patio with a wooden table and a gravel parking area. The structure has black shutters on its windows, and a grey stone wall provides a backdrop, enhancing the simple architectural design.

Chalet in Gaula

5 out of 5 average rating, 5 reviews

The Village Loft

Boasting a beautiful view of the Atlantic, the chalet The Village Loft is located in Caniço. The 2-storey property consists of a living room, a kitchen, 1 bedroom and 1 bathroom and can therefore accommodate 3 people. Additional amenities include Wi-Fi with a dedicated workspace for home office, a TV, a fan as well as a washing machine. A baby cot and a high chair are also available. This accommodation does not offer: air conditioning.

Guest favorite

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

4.88 out of 5 average rating, 125 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 favorite

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

4.75 out of 5 average rating, 28 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.

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

4.79 out of 5 average rating, 87 reviews

Pico das Pedras Chalet

Chalet Pico das Pedras is located in Santana, 4.3 km from the Madeira Theme Park, in an area where walks can be enjoyed. Situated 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, coffee machine and 2 bathrooms, one of which is complete.

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, 376 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!

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

4.5 out of 5 average rating, 42 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.

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

4.74 out of 5 average rating, 105 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.

Guest favorite

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

4.93 out of 5 average rating, 108 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!