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Holiday houses in Calheta

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Quick stats about holiday rentals in Calheta

  • Total holiday rentals

    Explore 450 holiday rentals in Calheta

  • Nightly prices starting at

    Calheta holiday rentals start at $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 17,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    450 of Calheta holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Calheta rentals

  • 4.8 Average rating

    Calheta stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated holiday rentals in Calheta

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

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Guest favourite
Home in Arco da Calheta
4.94 out of 5 average rating, 17 reviews

Stunning 3BR Villa | Ocean-View, Private Pool

Atlantic View by Costa Living – a peaceful and spacious ocean-view villa in Arco da Calheta. This freshly renovated and newly furnished 3-bedroom home (sleeps 9) features a private pool, panoramic Atlantic and mountain views, balcony, and modern open-plan living. Enjoy fast Wi-Fi, Smart TV, fully equipped kitchen, laundry and private garage. Set among nature and hiking trails, just minutes from Calheta Beach, Madalena do Mar Beach, and cafés. Perfect for families and friends. Car required.

LocationFamilyQuiet

Guest favourite
Home in Estreito da Calheta
5 out of 5 average rating, 10 reviews

Villa Rada, by Pausa Holiday Rentals

This stylish two-level villa features three bedrooms, each with its own private bathroom, plus an additional guest WC. The open-plan interior offers a bright, welcoming atmosphere with air conditioning and contemporary design. Outside, enjoy a private pool, barbecue area, comfortable sun loungers, and an outdoor dining area, all set against stunning sea and mountain views. Located in a peaceful area of the island, it’s the perfect place to relax and experience Madeira in comfort and style.

ValueFamilyCleanliness

Superhost
A spacious terrace offers a cozy hanging chair, providing a vantage point of the panoramic ocean view and the lush landscape. Below, a well-maintained pool glistens in the sunlight, framed by vibrant greenery and terraced homes in the distance.
Apartment in Estreito da Calheta
4.86 out of 5 average rating, 92 reviews

Unique Tropical Style Penthouse with a Dreamy View

Capture the spirit of this tropical island in this stylish and unique penthouse located in one of the sunniest location in Madeira: Calheta. Open the terrace doors for a chilled breakfast with a dreamy ocean view. Relax on the sandy beach of Calheta located below the residence. Explore the well-preserved natural gems of Madeira Island ... End your day with a cocktail of fresh local fruits in front of the sunset over the Atlantic. Welcome to your home, welcome to Madeira ❤

ValueLocationBeach

Guest favourite
Home in Arco da Calheta
5 out of 5 average rating, 20 reviews

BHF Residences Luxe Sunset

Relaxe nesta escapadela única e tranquila, um refúgio de luxo onde cada detalhe foi pensado para o seu conforto. Quarto sofisticado, sala luminosa, ampla e cozinha totalmente equipada criam um ambiente elegante e acolhedor garantindo todo o seu bem-estar. No terraço ou no jardim privado, deixe-se envolver pela magia do pôr de sol, onde as cores douradas do horizonte criam o cenário perfeito para momentos inesquecíveis. Privacidade, charme e sofisticação em plena harmonia.

LocationViewHospitality

Guest favourite
Apartment in Estreito da Calheta
5 out of 5 average rating, 8 reviews

Star House I Calheta Madeira

The holiday apartment Estrela House is located in Estrela da Calheta and boasts a beautiful view of the sea. The 90 m² property consists of a living room, a well-equipped kitchen, 3 bedrooms and 2 bathrooms as well as an additional toilet and can therefore accommodate 6 people. Additional amenities include high-speed Wi-Fi (suitable for video calls), a TV as well as a washing machine. A baby cot and a baby bed can be provided free of charge.

LocationComfortCleanliness

Top Guest favourite
A modern infinity pool overlooks a stunning sunset illuminating the horizon. The pool's water reflects warm tones, creating a serene ambiance. Surrounding hills and rooftops are visible in the background, enhancing the tranquil coastal setting.
Home in Ponta do Sol
5 out of 5 average rating, 56 reviews

Casa da Lombada

Magnificent Casa da Lombada, is located on the Lombada da Ponta do Sol site, on a slope 270 meters above sea level, which provides its guests with some of the best views of the sea and the mountains of the island. It also offers the opportunity to watch the sunrise on the mountain while having your breakfast on the balcony. A unique accommodation experience with comfort, tranquility and well-being to spend a spectacular family vacation.

LocationFamilyNearby

Guest favourite
A private outdoor balcony is featured, showcasing a hot tub surrounded by natural wooden decking. Comfy seating options, with soft cushions, are positioned nearby. The view beyond includes expansive ocean horizons and a bright blue sky with scattered clouds.
Tent in Prazeres
4.89 out of 5 average rating, 88 reviews

Soul Glamping |Luxury | Ocean | jacuzzi | nature

Soul Glamping is a luxury eco-retreat - unique in Madeira island - where 5 state-of-the-art domes are to be found in absolute harmony with the surrounding nature. Purposefully located in the island southwest, this Glamping Resort is home to the most beautiful sunsets of the planet. Secluded in nature with breathtaking views, Soul Glamping is tailored to nature loving individuals who seek pure magic, relaxation and absolute privacy.

LocationValueAccuracy

Top Guest favourite
A small round table is set on a terrace, featuring two glasses of orange juice, a plate with various fruits, and croissants. In the background, lounge chairs are visible, complemented by expansive ocean views under a clear blue sky.
Apartment in Arco da Calheta
4.99 out of 5 average rating, 149 reviews

Martinho Apartment View

Modern apartment with an extraordinary view over the Atlantic Ocean and over the coast of Calheta. Our apartment consists of 1 bedroom with a double bed, living room, 1 bathroom and kitchen equipped with all that´s necessary for your vacation, we include Wi-Fi and private parking. Outside there are sun loungers for sunbathing and a large balcony to relax and enjoy the wonderful sea view. Your dream vacation is here!

LocationValueHiking

Top Guest favourite
An infinity-edge pool is illuminated at night, reflecting the starry sky and ocean beyond. Surrounding tropical plants provide a lush backdrop, while a wooden deck extends around the pool, enhancing the tranquil ambiance and offering comfortable seating areas nearby.
Apartment in Paul do Mar
4.99 out of 5 average rating, 238 reviews

Meu Pé de Cacau - Mango Studio in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden and island retreat surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

LocationFamilyBeach

Top Guest favourite
The image shows a spacious infinity pool extending towards the ocean, with lounge chairs positioned on the deck. The serene blue water reflects the sky, creating a seamless visual. A seating area is visible in the background, enhancing the outdoor space.
Apartment in Calheta
4.95 out of 5 average rating, 143 reviews

Marina View Apartment - Pool, Aircon & Ocean View

Welcome to Marina View Apartment! A fantastic 2 bedroom apartment set in a peaceful location of Calheta, the South Coast of the island where not only the sun shines almost every day but a fantastic location to explore the island. What truly makes this place special is the generous private outside space and infinity pool with spectacular views of the Atlantic ocean and Calheta Marina.

ValueLocationTV

Top Guest favourite
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
4.98 out of 5 average rating, 217 reviews

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

FamilyLocationTV

Guest favourite
An infinity pool stretches across the scene, seamlessly merging with the horizon of the ocean. Surrounding greenery adds a touch of nature. Sun loungers are positioned on a terrace, offering a peaceful space for relaxation, with stunning views visible in all directions.
Home in Calheta
4.95 out of 5 average rating, 41 reviews

Luxury Villa Pérola

Welcome to our exquisite cliffside villa, with unparalleled ocean views. This opulent sanctuary is a dream at sunrise and sunset. Escape to this haven of natural beauty and luxury for an unforgettable retreat. A unique and tranquil getaway.

LocationFamilyCondition

Popular amenities for Calheta holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Calheta?

    Travelers often choose the beachside area for easy access to swimming and dining, or hillside neighborhoods for panoramic ocean views and quieter settings. The marina zone has contemporary apartments and quick access to restaurants or boat tours.

  • What are the best things to do in Calheta with kids?

    Families can enjoy the soft sand beach, explore interactive art spaces, or join a guided levada walk with gentle terrain. The marina area often has boat rides suited to children interested in sea life and local views.

  • What are some of the best things to do in Calheta?

    Explore the golden sand beach, visit an art museum featuring contemporary works, or hike along scenic levadas through green hillsides. Guests also enjoy boat tours, sugar cane history sites, and local dining along the waterfront.

  • How is the weather in Calheta?

    Calheta generally has mild, sunny weather with temperatures often ranging from around 65–75°F (18–24°C), though it can be cooler in the hills. Breezes are common near the sea, while higher areas feel fresher after rainfall.

  • When is the best time to visit Calheta?

    Late spring and early fall are often recommended for milder weather and quieter sights around Calheta. Many guests also enjoy the town during seasonal festivals tied to local harvests and traditional parades.

  • What are the best places to visit in Calheta?

    Calheta Beach is popular for its golden sand and swimming, while the contemporary art museum showcases rotating exhibitions. The sugar cane mill offers insights into local history and traditional production methods.

  • What are some hiking trails in Calheta?

    Calheta has several levada trails, including Levada do Rabaçal, known for lush greenery and waterfalls, and Levada Nova, which winds through rural landscapes. These paths often feature scenic ocean and valley views.

  • What are some family activities we can do in Calheta?

    Families frequently enjoy beach outings, easy levada walks, and dolphin-spotting boat trips starting at the marina. Interactive workshops at art centers and visits to agricultural sites are also popular for those traveling with children.

  • What are some of the best day trip ideas from Calheta?

    From Calheta, explore lush nature walks in the Laurisilva Forest, unwind in local agricultural villages, or discover dramatic viewpoints and waterfalls around the western coast. Some guests also explore sea caves or art spaces near the marina.

  • Are there any pet friendly accommodations available in Calheta?

    Calheta has a range of pet-friendly stays, with many hosts welcoming dogs or cats in private homes and apartments. Parks and coastal areas around the town make it convenient for walks or outdoor time with pets.

  • What are some local tips for visiting Calheta?

    Bring comfortable shoes for levada walks, and pack layers to adjust to changing weather in the hills. Visiting local markets in the morning is frequently suggested for fresh produce and regional treats.

  • What is Calheta known for?

    Calheta is known for its golden sand beach, sugar cane traditions, and as a gateway to scenic levada hikes on Madeira's southwestern coast. Its marina, art spaces, and agricultural heritage are frequently highlighted.

  • What are the best hidden gems to explore in Calheta?

    Discover tucked-away viewpoints in rural hamlets, visit small local chapels with historic art, or explore gardens with unique subtropical plants. Creative workshops and artisan studios around the village often surprise guests with hands-on experiences.

  • What are the best foods to try in Calheta?

    Calheta has fresh fish dishes, grilled limpets, and bolo do caco, a local bread made with sweet potato. Locals often enjoy honey cake paired with Madeira wine, and sugarcane rum highlights the area’s agricultural traditions.

  • What should I bring for a trip to Calheta?

    Pack lightweight clothing, a sun hat, and comfortable shoes for walking in town or on levada trails. A light jacket is useful for cooler evenings, and sunscreen is recommended for days by the sea.

  • What is the nightlife in Calheta like?

    Calheta's nightlife centers around relaxed bars, cafes, and waterfront restaurants with occasional live music. Evenings are often enjoyed with local wine, seaside views, and conversation rather than late-night clubs.

  • What are the most popular events or festivals in Calheta?

    Calheta is known for agricultural festivals celebrating local crops, music events near the marina, and seasonal religious celebrations in the main village and surrounding areas. Harvest festivals and traditional parades are frequently suggested for those interested in local culture.

  • Are there family friendly vacation rentals in Calheta?

    Many vacation rentals in Calheta are family friendly, featuring spacious living spaces, private pools, and kitchens for easy meal preparation. Homes around the beach and hillside areas often include amenities suited for travelers with children.