Estrela da Calheta holiday lettings
We found 141 holiday rentals — enter your dates for availability
Discover a selection of 19 homes, 22 apartments and other holiday rentals in Estrela da Calheta that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include a fireplace and a washer and dryer. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.
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Find the best place to stay - Estrela da Calheta
Meu Quintal Apartment's 1- Calheta, Madeira
Sleeps 2 · 1 bedroom · 1 bathroom
Casa Salome
Sleeps 4 · 2 bedrooms · 1 bathroom
5.05.0 out of 10
6 reviews(6 reviews)
Take full advantage of a relaxing atmosphere with gorgeous sea/ mountain views
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.49.4 out of 10
Exceptionalexceptional
109 reviews(109 reviews)
17 ° West, Lux. Inf. Pool villa, 5 minutes to the sandy beach, WiFi
Sleeps 6 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
114 reviews(114 reviews)
Sunshine Villa with Optionally Heated Pool 150m above Ocean & Sandy Beach
Sleeps 6 · 3 bedrooms · 2+ bathrooms
6.06.0 out of 10
1 review(1 review)
Apartment Serramar , Tranquility , wonderful views of the sea and mountains
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Top rated rentals - Estrela da Calheta
Beautiful!
1010 out of 10
Exceptionalexceptional
114 reviews(114 reviews)
Our first visit to this gorgeous island. The villa was well equipped, very clean and had amazing views. Jorge and his family were very helpful and friendly. There are a couple of restaurants and a small shop that are walkable but everything else is a drive away so would recommend a hire car as essential. We had an amazing holiday and would love to return someday.
Nicola D.
Stayed Aug 2025
Paradise House Calheta
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Location excellent for visiting the west of the island. Supermarket within easy driving distance. Secure garage parking at accommodation. Very comfortable & spacious accommodation. Simone was an attentive host - cake, bananas & wine much appreciated.Nothing negative to report - construction work ongoing next door but wasn't intrusive
Graham C.
Stayed Mar 2025
2 week relaxing stay
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Wonderful property. We got to truly relax by the pool! Maderia is magical.
Louise W.
Stayed Jul 2024
Beautiful property with amazing views
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
This property is one of the nicest we’ve ever stayed at and looks exactly like the pictures - the owners obviously take very good care of it. Amazing views into the ocean, and everything you could need is provided. The owners are lovely to deal with (welcome pressie and even had Easter treats dropped over). Ten minute walk downhill takes you to the seafront where there are 7-8 nice restaurants and 2-3 bars / cafes. Good supermarket also on the seafront with taxi rank next to it and 2 man made sandy beaches. Worth noting the villa is high up on a very steep road, walking up to it takes some doing (we used the taxis).
If taking a car strongly recommend that you meet the owners at the local petrol station they suggest as our sat nav struggled to find the property. We ended up parking on a bigger road about 200m further up the hill from the villa to avoid the very steep single lane road that the villa is positioned on.
Will definitely look to go back as it really is a stunning property.
Neil T.
Stayed Apr 2022
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental in Estrela Da Calheta?
In Estrela Da Calheta, apartments are the most popular type of holiday rental, with around 19 available in this picturesque area. These apartments typically feature fully equipped kitchens, spacious living areas, and often outdoor balconies or terraces that provide stunning views of the surrounding landscape. Many are situated near the beach, making them an ideal choice for those looking to enjoy the sun and sea.
Are there any beach house rentals in Estrela Da Calheta?
In Estrela Da Calheta, there are about 77 beach house holiday rentals available, providing a variety of options for visitors. These properties are typically located near the stunning coastline and offer easy access to the beach. Most beach houses come equipped with modern amenities, including fully fitted kitchens, spacious living areas, and outdoor terraces or balconies, great for enjoying the warm Madeira climate. Many also feature private gardens and swimming pools, adding an extra layer of relaxation for guests.
How much does it cost to rent a holiday home in Estrela Da Calheta?
Prices for holiday rentals in Estrela Da Calheta vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Estrela Da Calheta to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Estrela Da Calheta holiday house rentals?
You can find great discounts on house rentals in Estrela Da Calheta on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Estrela Da Calheta holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Estrela Da Calheta with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Estrela Da Calheta?
A long-stay holiday rental in Estrela Da Calheta is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Estrela Da Calheta for a holiday rental?
The best time to visit Estrela Da Calheta for a holiday rental is during the peak season from July to September. This is when the picturesque village truly comes alive, drawing travellers looking for sun-soaked adventures and the chance to explore Madeira's stunning coastline. With warm temperatures often reaching the mid-20s Celsius, it's superb for lounging on the beach or embarking on exhilarating hikes through the island's lush landscapes.
July stands out as the most popular month, offering vibrant local festivals and an array of outdoor activities. Visitors can take advantage of the long sunny days to indulge in water sports, enjoy the scenic levada walks, or simply unwind at one of the charming cafés with breathtaking ocean views.
For those seeking a more budget-friendly option, consider visiting in December. While this month is outside the high season, it offers a different charm with fewer tourists and the opportunity to experience the local culture during the festive season. The milder winter temperatures (typically around 15 to 20 degrees Celsius) still allow for pleasant exploration of the island's natural beauty.
Are there any remote work holiday rentals in Estrela Da Calheta?
In Estrela Da Calheta, Madeira Region, there are numerous remote work-friendly holiday rentals available, with around 37 options to choose from. This picturesque area offers a stunning coastal backdrop, making it an ideal location for those looking to combine work and leisure. Many properties come equipped with essential amenities such as Wi-Fi, dedicated workspaces including desks and desk chairs, and laptop-friendly environments, ensuring a productive stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Estrela Da Calheta holiday rental?
Book your Estrela Da Calheta holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Estrela Da Calheta?
In Estrela Da Calheta, visitors can enjoy a tranquil escape with access to stunning natural scenery and local charm. The area is known for its beautiful coastline, where visitors can explore Calheta Beach, a popular spot for sunbathing and water sports. Those seeking adventure can hike in the nearby Laurisilva forest, a UNESCO World Heritage site, offering lush landscapes and unique flora.
Can I change or cancel my Estrela Da Calheta home rental booking on Vrbo?
To find Estrela Da Calheta holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Estrela Da Calheta holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.