Cottage vacation rentals in Estreito da Calheta

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Quick stats about cottage rentals in Estreito da Calheta

Total vacation rentals
Explore 10 vacation rentals in Estreito da Calheta
Nightly prices starting at
Estreito da Calheta vacation rentals start at G$14,644 GYD per night before taxes and fees
Verified guest reviews
Over 900 verified reviews to help you choose
Wi-Fi availability
10 of Estreito da Calheta vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Estreito da Calheta rentals
4.7 Average rating
Estreito da Calheta stays receive an average rating of 4.7 out of 5 from guests

Top-rated cottage rentals in Estreito da Calheta

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Top guest favorite

A panoramic view displays the lush greenery of vineyards and gently sloping hills leading to a coastal town. The Atlantic Ocean glistens in the distance, while charming rooftops punctuate the landscape, framed by the mountains of Madeira. Clear skies enhance the scene.

Cottage in Estreito De Câmara

Palheiro do Covão cottage.

Cottage located by the mountains of Câmara de Lobos in Madeira Island, with a view to the Atlantic ocean and to the west coast of Funchal. The house is just for you and your companion. You will not have to share it with other persons. From June 2025: Now with a private parking spot in a flat area, about 250m from the house. Wifi internet in all the house. Cable TV service in the living room. Please read carefully all informations before booking. Here you can relax and connect with nature.

FamilyValueLayout

4.97 out of 5 average rating, 368 reviews

Guest favorite

A charming exterior view of the Cottage Pearl showcases a stone facade with blue window shutters. The landscaped garden features comfortable lounge chairs, a gazebo with draped fabric, and vibrant flowers, all framed by surrounding hills. Soft outdoor lighting enhances the inviting atmosphere.

Cottage in Paul do Mar

Cottage Pearl-Rural Holiday Experience by SeaPearl

Discover the "Cottage Pearl" in the warmest and most tropical region of Madeira. The accommodation is the result of a rural tourism project called "SeaPearl", inspired by the sea, in which a house and a haystack were rehabilitated, maintaining its rural aspect and original characteristic, with a touch of modernity, simplicity and all the comfort. This sublime cottage has a private jacuzzi, solarium with sea view, barbecue, vegetable garden, trees and garden.An authentic appeal to your senses!

FamilyLocationPool

4.94 out of 5 average rating, 137 reviews

Superhost

Cottage in Tabua

Nature Verte - Mountain Cottage (Bio & Sea View)

Live a unique local experience, located over the hills of Ribeira Brava, 10 minutes from the center. You can enjoy a traditional architecture on this bio cottage surrounded by the most beautiful nature of Madeira, surrounded by gardens with fruit trees, vegetables and herbs that you can use during your stay, as well as fresh eggs from our chicken coop. Direct access to Levada Nova and other trails. One bedroom is an independent top floor studio with private bathroom, kitchen and balcony.

ValueLocationBreakfast

4.87 out of 5 average rating, 111 reviews

Guest favorite

The exterior of the rustic house features a peach-colored facade with a tiled roof and circular windows. A warmly detailed wooden door provides entrance, while the clear blue sky and expansive ocean backdrop enhance the overall setting.

Cottage in Fajã da Ovelha

Ovelha do Sol · Cottage with Ocean View

At the Caminho de Sao Joao, about 600 m high above the coast of the fishing village Paul do Mar, lies our rustic country house Ovelha do Sol ("Sun Sheep"). Here you can relax as a couple, with family or friends in your own domicile with a breathtaking almost all-round sea view, fresh wideness and dreamlike sunsets. An ideal location to explore the rustic southwest of the flower island. The Levada Nova runs past only about 50 metres above and the road down the hill leads to the beach ...

LocationFamilyCondition

4.97 out of 5 average rating, 147 reviews

Guest favorite

A modern stone-walled pool area features a turquoise water surface with a gentle waterfall. Sun loungers are positioned neatly alongside the pool, surrounded by lush greenery and ornamental grasses, creating a serene outdoor environment.

Cottage in Jardim do Mar

Stonelovers® (Heated Pool Optional) - Unit3

Settled in a stunning organic green land, contemplating an amazing sea view, spectacular cliffs, surrounded by pieces of cropland, banana plantations and vineyards, we have found what today is WOODLOVERS. Combining this dream place with our engineering, sustainability, renewable energies and permaculture background, we were pioneers in the construction of the first contemporary 100% WoodHouse in Madeira Island respecting the nature and the natural environment.

ValueFamilyComfort

4.96 out of 5 average rating, 205 reviews

Top guest favorite

A serene sunset over the ocean is captured behind a fence lined with vegetation. The horizon glows with shades of orange and yellow as clouds reflect the fading light. The calm water is visible, creating a tranquil atmosphere in the surrounding natural environment.

Cottage in Ponta do Sol

Anjos Paradise Nest

Anjos Paradise Nest is a Mezzanine Studio, decorated with a special touch, designed to be the cozy place to return to after a day exploring our beautiful island. It features a fully equipped kitchen , a living room area, and on site parking, within walking distance of the amazing waterfall Cascata dos Anjos. Enjoy a swim in the pool and a meal in the garden at sunset, overlooking the horizon, in perfect communion with the Nature surrounding you.

FamilyLocationKitchen

4.91 out of 5 average rating, 180 reviews

Superhost

Cottage

Cedro - A cottage surrounded by nature!

Surrounded by forest and located up high in the mountains, Cedro cottage 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!

LocationFamilyLaundry

4.88 out of 5 average rating, 397 reviews

Top guest favorite

A spacious terrace features a wooden dining table surrounded by four comfortable chairs. Lush plants are positioned nearby, and the view showcases the sea and mountains in the distance under a clear sky. Sunlight brightens the area, creating an inviting outdoor space.

Cottage in Seixal

Casa da Pedra-Lage

This family house has more than 200 years old. Has been renovated and adapted to modern times respecting the traditional features but giving a touch of contemporary and comfort. It`s located in a area close to the sea and natural pools with views for the mountains. There are free public parking spaces next to the house

ValueLocationParking

4.97 out of 5 average rating, 159 reviews

Top guest favorite

The exterior of the Old Cottage is shown, showcasing traditional stonework beneath a modern roof. A green lawn surrounds the cottage, with patio furniture visible on the ground floor terrace and a balcony above adorned with flower pots.

Cottage in Prazeres

In peaceful Prazeres | Quinta Inácia Old Cottage

Set on the peaceful rolling hills below the village Prazeres, overlooking the sea, Quinta Inácia is a lovely new complex of apartments in Madeira with 3 Studios, the refurbished Old Cottage, and a lovely heated swimming pool, competently and personally run by the two owners, Daniel and Silvério.

FamilyValueCheckout

4.98 out of 5 average rating, 195 reviews

Guest favorite

A well-maintained garden is visible, featuring green grass and tropical plants. Two lounge chairs are positioned under a vibrant orange umbrella, creating a relaxing seating area. The house, constructed with stone, is framed by flowering plants, enhancing the outdoor space's inviting appearance.

Cottage in Arco da Calheta

Embroiderer's house

Very cozy house with excellent sun exposure, with sea and mountain views. It has parking, garden, barbecue, patio with sea view, furnished with taste and elegance, has 1 bedroom with double bed, living room, kitchen, bathroom, fireplace, air conditioning, WI-FI and satellite TV .

FamilyValueDecor

4.9 out of 5 average rating, 185 reviews

Guest favorite

A view from above showcases a sandy beach below, surrounded by a curved stone breakwater. Sunbathers and beach umbrellas dot the shoreline, while the blue ocean shimmers under the sunlight, reflecting the clear sky overhead.

Cottage in Arco da Calheta

Cliff House

House located above the village and the beach/sea of Calheta, Madeira Island. It has two bedrooms, two bathrooms, a living room, kitchen and BBQ. It also has a large terrace and access to common areas; swimming pool, large gardens and a private lookout point.

ValueLocationOutdoor spaces

4.96 out of 5 average rating, 127 reviews

Top guest favorite

A sunny space features a splash pool surrounded by well-maintained grass and tropical plants. White walls contrast with dark volcanic rock in the background. A covered outdoor dining area is visible, providing a shaded space for meals while enjoying the outdoors.

Cottage in Arco da Calheta

Villa Papaya

An Outstanding Location, with a Fabulous View. Splash Pool and a Table to do meals outside. Unforgetable Sunset, with the sea and the Marina View! Villa Papaya Address: Rua Serra D’Água - Vereda do Morgadinho N. º 24 9370-076 Arco da Calheta

LocationFamilyAccess

4.98 out of 5 average rating, 218 reviews