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 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.

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

4.86 out of 5 average rating, 108 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

Chalet in Sao Vicente

4.79 out of 5 average rating, 24 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

4.8 out of 5 average rating, 80 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 stone staircase leads upward through a lush garden, flanked by vibrant green foliage and clusters of blue hydrangeas. Wooden railings provide support along the path, which is bathed in natural light from the surrounding trees.

Chalet in Santana

4.92 out of 5 average rating, 359 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 panoramic view of a rugged coastline is depicted, where steep cliffs meet the tranquil blue ocean. The water transitions from deep blue to vibrant turquoise, and a pebbly beach lies at the base of the cliffs, surrounded by lush greenery.

Chalet in Seixal

4.56 out of 5 average rating, 25 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 covered porch features several wicker chairs positioned on a tiled floor, inviting relaxation. Lush greenery surrounds the area, with large ferns and trees enhancing the natural setting. The property displays stone accents and soft lighting hanging above for added ambiance.

Chalet in Santana

4.82 out of 5 average rating, 33 reviews

Villa Achada da Mouca by Madeira Sun Travel.

In the emblematic area of Santana, Villa Achada da Mouca is the perfect retreat for a refuge from the everyday life. Stop, breathe, and be welcome!<br>In addition to being surrounded by all the nature that so well characterizes the island, it is also surrounded by beautiful gardens ideal for recharging batteries, relaxing and reconnecting with mother nature.

Guest favorite

An exterior view of a recently renovated stone house is presented, featuring a covered patio with a traditional grill. A fireplace is visible, with smoke rising gently, and the clean, dark pavement showcases decorative patterns, providing an inviting entrance to the property.

Chalet in Arco da Calheta

4.93 out of 5 average rating, 100 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

Chalet in Santa Cruz

5 out of 5 average rating, 14 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.

Guest favorite

Chalet in Levada Grande

4.92 out of 5 average rating, 65 reviews

Recantos do Castanheiro - Straw

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

Top guest favorite

Chalet in Campanário

4.94 out of 5 average rating, 259 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.